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Author Topic: Mini Getaways (Winona Ryder & Cara Buono)  (Read 9307 times)

DarkSwordsman

Mini Getaways (Winona Ryder & Cara Buono)
« on: January 12, 2024, 05:17:54 AM »
This series of short stories is a tie in with my Getaway series.  Some chapters in this series will be Patreon-only so subscribe to the higher tier for full access! https://patreon.com/DarkSwordsman

Mini Getaways

Chapter 1

Starring: Lauren Ambrose

Guests.  No hotel can operate without them and I’m glad to say that I get my share.  Mine (despite all being attractive women) are wildly diverse and come to me in a variety of different ways.  Some are referred by previous guests, some are brought along by regulars, while others I’ve met elsewhere (regulars’ homes, birthday parties, bachelorette parties, etc etc).  But never in 18 months of hotel ownership have I encountered a guest in the way I’m about to describe.  It was a regular guest of mine, Alicia- a gorgeous executive at Apple TV, who came up with the idea, pitching it to me in bed during one of her frequent visits. 

“Well, that was…amazing as always,” she said as she curled up beside me, resting an arm on my chest.  She was panting heavily, starting to recover from her latest climax. 

“Glad I could be of service,” I said with a smirk, wrapping my arm around her shoulders.

“You are always of service,” said Alicia, moving her hand to the back of my head as she pulled me in for a kiss.  “Oh!  I almost forgot!” she said as she pushed me back, suddenly sounding excited.  “I need your help with something.”

“Oh, yeah?” I asked, intrigued.  “What do you need?”

“Well, there’s this friend of mine…”

“Uh huh,” I said.  Anyone I’d know?”

“I’m not sure.  She’s an actress, so yeah, maybe.”

“Mmhmm.  And does she have a name?”

“Lauren.  Lauren Ambrose.”

“OK.  Redhead, right?  ServantSex Feet Under.”

“That’s her.  You a fan?”

A grin pulled at the sides of my lips.  “You could say that.  So how can I help?”

“Well, she’s been complaining to me about her sex life for months now.”

“That so?”

“Mmhmm.  Apparently sex with her husband has lost that spark and she’s been feeling very unfulfilled.”

“I hear that a lot,” I said with a chuckle.  “Well, give her my number.  I’m sure I can help her with that.”

“Oh, I know you can,” Alicia returned.  “That’s the problem though, she doesn’t wanna cheat on him.”

“Right, well I’m not a sex therapist.  So unless you can convince her to give me a call then there’s not really much I can do.”

A broad grin stretched across her face and she looked at me wickedly with a twinkle in her eyes.  “Maybe there is.”

I looked back quizzically and hoisted a brow.  “Go on.”

“OK, so, hear me out.  What if you were to…pick her up somewhere?”

“Erm…OK.  Pick her up where exactly?”

“I dunno, a bar?  That’s the usual place, isn’t it?”

“And does she make a habit of frequenting bars on her own?”

“No, but I can take care of that.  I’ll arrange to meet her for a glass of wine, tell you where she’s gonna be, then I text her at the last minute and tell her I’m not gonna make it.”

“And I come swooping in?”

“Bingo.”

“And you think this will work?  Even though you’ve been inviting her here for months now and she keeps saying no?”

She nodded.  “Think about it.  Bringing her here so you can fuck her brains out?  If she doesn’t wanna cheat on her husband then she’s never gonna go for that.  But…a young, hot guy starts hitting on her in a bar, that’s a totally different story.”

“It is?”

“Uh huh.  You sweet talk her a little, buy her a few drinks, nature takes its course.”

“OK, well if you think it will work…”

“I do.  So tell me when you’re free and we’ll work something out.”

I went to the lounge to fetch my planner and we landed on a date.  Alicia went home the following day and I continued my schedule as normal.  I received a text on Friday morning, telling me where to be and what time to be there.  I spent the day doing my usual prep- eating, working out, making sure the place was neat and tidy- then went to take a shower as the evening approached.  This was my first time meeting a woman where sex wasn’t basically a foregone conclusion, so I needed to be looking my best.  I picked out some clothes- suit pants and dress shirt- shaved, moisturised and styled my hair, spraying on my favourite cologne.

I grabbed my keys and wallet, locked up the house and hopped in my car, driving to the bar where I was ‘meeting’ Lauren.  I’d been there a few times before so there was no need for GPS and I got to the place in under an hour.  I pulled up to the curb outside the bar and climbed out of the vehicle, nodding at the doorman as I passed through the entrance.   The bar was pretty busy, being Friday and all, but I spotted Lauren almost immediately.  She was sitting by herself in a two-seater booth looking down at her phone, a half-drank martini on the table in front of her. 

She looked incredible in the white blouse, black pants and waistcoat she was wearing, and I was suddenly hit by a pang of anxiety. 



I hadn’t hit on a woman in a bar in a long, long time and I was worried that I’d be a little rusty.  I ordered myself a bourbon and took a seat at the bar, making sure I was in her eyeline.  I noticed a few women were checking me out and under normal circumstances I would have gone straight over, but not tonight.  I was here for one woman and one woman only. 

My phone buzzed in my pocket and it plucked it free, seeing that Alicia had sent me a text. 

Alicia: Are you there yet?

Me: Yep.

Alicia: And she’s there right?  I didn’t cancel too early?

Me: She’s here.

Alicia: But you haven’t gone over yet?

Me: Not yet.  Playing it cool.

Alicia: Well don’t play it too cool.  We don’t want her leaving, do we?

Me: Don’t worry, I’ve got this.  Just leave it to me.

Alicia: OK, good luck.

I put my phone down and glanced at Lauren.  She’d put hers down too and was looking around the bar when our eyes met briefly and she flashed me a little grin, nothing flirtatious, just an innocent, friendly smile.  I shot one back at her, making sure mine was a little more amorous, not overtly so, just enough to let her know I was interested.  She smiled back in a similar fashion then lowered her head, blushing a little as she picked up her phone.  She was flattered, I could tell.  Time to make my move.  I picked up my phone, punching out a text as I sipped my drink.

Me: OK, here goes.

Alicia: Go get her, tiger [wink emoji]

I got up from the barstool and pocketed my phone, grabbing my drink as I crossed the bar.  Lauren looked up as I approached her table, a friendly but slightly nervous-looking smile forming on her glossy pink lips. 

“Hi,” I said as I smiled back, hiding some nerves of my own.

“Hi there.”

“Sorry to bother you, but I hate to see such a beautiful woman sitting by herself.  Mind if I join you?”  There, not too bad, right?  Kinda cliched, but like I said, I’m a little rusty.

Lauren blushed again, more this time, then lifted her hand up, showing me the diamond on her left ring finger.  “That’s sweet, but I’m married.  Sorry.”

“Hey, don’t apologise,” I said, raising my hands defensively.  “I’m just looking for someone to talk to.  Your marital status is neither here nor there.” 

I noted some scepticism in the look she gave me next, but she relented all the same, gesturing to the chair on my side of the table.  “Well it doesn’t look like my friend is gonna show, so sure, be my guest.”

“Thank you,” I said, pulling the chair back and taking a seat.  “I’m Tyler, by the way.”

“Lauren,” she replied, shaking my hand as I reached across the table.

“A pleasure.”  I didn’t want to seem like some bozo trying to bang a celebrity, so I pretended not to recognise her, figuring she was just the right level of fame where that would be believable.  “And what do you do, Lauren?”

“I’m an actress actually,” she said with a chuckle, not seeming offended that I didn’t know who she was. 

“You know, I thought I recognised you.  Remind me what you’ve been in.”

“Hmm, let’s see…ServantYellowjackets.  And Six Feet Under, back when I was young and pretty,” she said with a grin, knocking red hair back over her shoulder.

“Well, you’re still pretty, don’t worry about that.”

“Thank you,” she said, her cheeks getting redder to match her hair.  “And how about you?  What do you do?”

“Massage therapist,” I bullshitted quickly.  I’ve portrayed one so many times in roleplay fantasies that I almost feel like I am one anyway. 

“Ooh, interesting!” said Lauren.  She placed her elbows on the table and shifted in a little, expecting some juicy goss.  “Any famous clients?”

“A few,” I replied, hiding my smirk as best I could. 

“Care to name names?  Or is that against your code of ethics?”

“‘Friad so,” I said, still grinning a little as I sipped my drink.

Lauren huffed and sat back in her chair, draining her martini.  “Well, that’s no fun.”

“Sorry.  If I filled your glass back up would that make it up to you?”

“It would be a start,” she said, and slid it across the table.  “Vodka martini.”

“Shaken not stirred?”

“Uh huh.”  She made her hand into the shape of a gun and put it to her lips, blowing the invisible muzzle.  Really friggin’ cute.

I went to the bar and ordered our drinks, looking back at Lauren as the barman prepared them.  She smiled back at me, gently biting her lip as she eyed me from across the room.  Things were going well.  I plucked my phone from my pocket and opened a text from Alicia.

Alicia: Please tell me she’s still there.

Me: Yep. Plying her with alcohol as we speak [wink emoji]

Alicia: That’s my boy. Show her a good time, won’t you?

Me: Oh, you know I will.

I took our drinks back to the table, and Lauren and I picked up from where we’d left off.  We got on very well with each other and the conversation flowed nice and smoothly, growing increasingly more flirtatious with every passing minute.  Lauren got us another round then I got one more for good measure.  I switched to coke after the second one as I had to drive back home but Lauren stuck with the martinis.  By this point she was getting giggly and even reached across the table to touch me a few times when I said something funny or that made her blush.  Lauren drained her fourth martini and plucked the cocktail stick from her empty glass, popping the olive in between her teeth.

“Another?” I asked, sinking the last of my coke.

“Thank you, but I should get going,” she said as she grabbed her handbag.  “Before my husband sends out a search party.”

“Not going home already, are you?” I countered, protesting as I checked my watch.  “The night’s still young.”

“For you, maybe,” Lauren replied.  “I’m normally tucked up in bed by now.”

“Bed at ten, huh?  Your husband’s a lucky guy.”

“Pfft!  Fat chance of that.  He’ll be snoring on the couch by the time I get in.”

“Well, you know what that means.  No search party.”

Lauren tipped her head back, laughing loud enough for the entire bar to hear.  “OK, you got me there, smart guy.  So I guess it’s my round then, huh?”

“Mmhmm.  Unless you wanna go anywhere else?”

Lauren smirked and raised her eyebrow.  “You’re trying to tempt me, aren’t you?”

“Yep.  How am I doing?”

She laughed again and smiled coyly.  “Well,” she said.  “You’re doing well.”

“Glad to hear it,” I said with a grin.  “Well, I’d say ‘your place or mine’ but I think we already know the answer to that.”

“Persistent, aren’t you?”

“It’s one of my best qualities.”

“I’m sure,” Lauren giggled.  “But what about my husband?”

I shrugged.  “Well, I’d hate to disrupt his sofa sleep, but I guess he can come if you want him to.”

“Cute,” said Lauren.  “I mean what am I gonna tell him?”

“Tell him the truth.  Your friend has asked you ‘round for a night cap.”

“Oh, so you’re my friend now, are you?”

“I mean…we can be more if you like.”

“Smooth.”  Lauren grinned and shouldered her handbag.  “OK, let’s get outta here.  Before I change my mind.”

We got up from the table and I followed her towards the exit and out onto the street.  I led her to my car and opened the door, ushering her inside.

“Madame.”

“Merci,” said Lauren as she climbed inside. 

She settled into the passenger’s seat and I closed the door behind her.  I opened the door to the driver’s side and Lauren turned to face me as I entered the vehicle.  She put a hand to my cheek and leaned in to kiss me, pressing her lips up against my own.  The kiss was brief but filled with passion, a taste of things to come.  I closed the door and put on my seatbelt, turning the key in the ignition. 

Lauren reached down and touched my thigh.  “Don’t live far from here, do you?” she asked, a greedy look etched across her face. 

“Erm…I kinda do, actually.”

“Bummer,” she said with a frown.  “I’m gonna have to keep myself occupied then, if you don’t mind.  I’m kinda impatient.”

“Fine by me.”

“Good,” said Lauren and as I pulled out of the parking space and drove down the dimly lit street, she slid her hand up my muscular thigh, moving it gently towards the lump in my crotch.  Her eyes bulged as she touched my cock, still half hard underneath my pants.

“Oh.  OK.  You didn’t mention that.”

I laughed and turned to face her, keeping an eye on the road.  “Well, what was I supposed to say?  ‘Hi, I’m Tyler and I’ve got a big cock’?”

“That would have been nice.  Could have saved us both some time.”

“Oh, and there was me thinking you were enjoying my company.”

“I was, but…I’m gonna enjoy this more.”  She reached for my zipper, taking the pull tab in between her finger and thumb.  “May I?”

“Go right ahead.”

Lauren grinned and lowered my zipper, slowly reaching inside my pants. 

“Oh my God,” she gasped, whispering softly as she gripped my cock, stroking it through my boxers.  “Fuck, you’re so big.”

She slid her hand inside my undies and curled her fingers around the width of my shaft.  My cock grew stiffer as she stroked it lightly then pulled it out through the hole in my boxers. 

“Oooh, wow!” she cooed, her eyes growing wider as she freed my cock.

The roads were busy in downtown LA and I was very thankful that my car had tinted windows as I sat there exposed, Lauren’s soft hand gripped firmly around the base of my shaft.  Lauren leaned over the centre console, spitting a glob of spittle onto the tip of my penis.  Winding her fingers around the ridge of my crown, she smeared the spit around my swollen helmet, using it as lube as her hand moved lower, working it back and forth along the first few inches.  She started slowly, getting a feel for my cock as she stroked it smoothly, getting it nice and stiff.

Once it was hard, she jerked it faster, working her hand from bellend to base.   Every pass was perfectly pressured, her dainty hand roaming up and down my shaft at optimum velocity.  I tightened my grip on the steering wheel, watching the road as best I could as the woman beside me almost jerked me into a coma.

Somehow, I made it through the backstreets without ramming into the back of a limo, and now had to deal with the increased speeds of the I-210.  It was then that Lauren chose to take things further, which if I’m perfectly honest with you, didn’t make things any easier.  Undoing her seatbelt, she planted her knees on the passenger’s seat as she leaned right over the centre console, dipping her head down into my lap.  I’m not one to generalise, but having had similar experiences with both Christina Hendricks and Jessica Chastain, I can confidently conclude that redheaded women like giving head in cars.

She wrapped her lips around the ridge of my crown and lapped at my open slit, cleaning up the precum that was already forming there.  Lauren gripped onto the edge of my seat as her head started bobbing, guiding her lips along the length of my shaft.  Her mouth began to water as she pushed down deeper, lips pursed tightly as she slurped and sucked, basting my cock in saliva.   Lauren’s lips pulled back to the tip and she sucked at the head a few times before she went back down again, plunging straight down to the base. 

“Uhh, fuck!” I groaned, feeling my tip touch the back of her throat.

Lauren started moaning as she sucked my cock and at first I wasn’t sure why.  I glanced down quickly as she bobbed her head, noting that one of her hands had come free from my seat and had vanished somewhere underneath her torso.  I couldn’t see where exactly but, well…I had a pretty good idea. 

My cock started throbbing as her lips moved faster, precum oozing from the tip of my prick.  I could feel my body start tensing all over, my knuckles turning white as I clung to the steering wheel, gripping it so hard I nearly yanked it straight out of its socket.  Her lips sunk down to the base once more, and this time she kept them there as her cheeks hollowed inward, forming a seal around the length of my shaft.  It was at this point that I lost control, desperately begging her to stop before I plowed us into a passing vehicle. 

“Oh, fuck!  Stop, stop, stop!  I’m gonna cum!  I’m gonna cum!”

Lauren’s lips pulled up to the tip and I felt my heart rate start returning to normal as she plucked my cock from between her lips.  Her hand slid out from inside her pants and I could feel the wetness on the tips of her fingers as she wrapped them around my shaft.  I glanced to my right and Lauren smirked as she gripped my cock, gently stroking from bottom to top.

“Gonna cum, huh?” she asked mischievously, her grin growing wider as she jerked me faster, seeing how much I could handle.

“Yes,” I said, “so if you could refrain from touching my cock, that would be much appreciated.”

Lauren laughed.  “Aww, what’s the matter?  Worried you won’t be able to get it back up again?”

“I’m more concerned about ramming us into a jersey barrier, if I’m honest with you.”

She laughed then uncurled her fingers from around my shaft, slumping back into her seat.  “Fine, have it your way.  We must be nearly back at your place now anyway, right?”

That was a good question.  I’d been so preoccupied with keeping my car in one piece, that frankly the course of our journey had been the last thing on my mind.  I looked out the window to try and work out where we were, spotting a sign for the town I live in.  We had fifteen miles to go.

“Erm…kind of.”

“Hmm, I don’t like the sound of that.  Might have to entertain myself a little then, if that’s OK with you?”

I realised then that my cock was still out and it wasn’t until I’d stuffed it back into my pants that I saw Lauren move in my peripheral vision.  Glancing to my right, I watched as she unfastened the clasp on her pants, then slowly unzipped her fly.  I looked up quickly as she reached into her pants, a gentle ‘mmm’ sound spilling from her lips as her eyes clamped shut.  I turned back to the road and tried to keep my focus on it, finding it increasingly difficult as the moans beside me got louder and louder. 

I gave into temptation embarrassingly quickly, looking back at Lauren after barely a couple of minutes.  This time I looked downwards, noting that her hand had slid into her panties.  Looking up, her expression hadn’t changed much from the last time I saw it.  Her eyes were still shut and her lips were parted slightly as her moans continued, steadily increasing in volume and pitch.

“You having fun there?” I asked, knowing that I shouldn’t be encouraging such behaviour, but finding it difficult not to.

“Mmm,” she said as she opened her eyes.  “It would be better if you did it.”

“OK, and how do you propose I do that?” I asked, gesturing to my hands that were clamped on the steering wheel.

Lauren leaned forward a little and peered through the windshield.  “Road looks pretty straight.  You don’t need both hands for that.”

“Easy for you to say.  You’re not the one behind the wheel.”

“Oh, come on.  Don’t be such a pussy,” she said with a grin.  “I can work the gearshift if you need me to.”

“Well you’ve proven that already.”

Lauren laughed then looked at me sweetly with those puppy dog eyes.  “Come ooonnn.  Please?  You’re not gonna leave a girl hanging, are you?”

That look was hard to say ‘no’ to.  Honestly, she probably could’ve told me to jump out of the moving vehicle and I would have done it.  Acting in defiance of all my better judgement, I released my right hand from its grip on the steering wheel and reached across the centre console.

“Yesss!” Lauren hissed excitedly and retrieved her hand from her panties.

Taking one last look at the road ahead, I turned to my passenger as I slipped my fingers under the waistband of her panties, feeling the warmth inside them as I put two fingers to her clit.  The hard bit was done and I returned my eyes to the road, hearing her moan beside me as I began to rub her pussy.  I started slowly, teasing her clit with my fingers and feeling how hard it already was as I applied some gentle pressure. 

“Mmm, yeah.  That’s it,” Lauren moaned, already breathing deeply.

I took a quick glance to my right, seeing that her eyes had closed again and her mouth was hanging open just that little bit further; light, breathy moans now spilling from between her lips.  She was clearly getting into it and I slid my fingers lower so I could feel how wet she was.  The answer was ‘very’, and I traced my fingers up and down her slit, coating the tips in her sticky moisture.  I did that several times then eased them inside her, feeling her lips peel apart as I gained admittance.

I heard a sharp gasp followed by two miscellaneous sounds, and I looked back at Lauren as my fingers went deeper, plunging right down to the knuckle.  Her hands had grabbed onto the two closest objects, one to the window, the other to the side of her seat.  Her mouth had opened significantly wider and a fervent look of pleasure had engulfed her entire face. 

Curling them upwards in a hook-like fashion, I pumped my fingers into the depths of her pussy, touching her g-spot with every pass.  Her pussy got noticeably wetter and an audible squelching sound now filled the car’s interior, merging with the shrieks of pleasure now bouncing off the windows and roof.  I could feel her pussy getting steadily tighter, gripping my fingers as I pushed them into her. 

“Oh, God!  Fuck!” she yelped, and it took every ounce of my willpower not to turn and look as she cried out in ecstasy. 

She was teetering now and a few more pumps would have finished her off.  Then, just as I was preparing to deliver the decisive move, a hand gripped onto my wrist.

“No!  Stop!” said Lauren as she pulled my wrist, plucking my fingers from inside her snatch.  “I don’t wanna cum like this.  You’ll have to pull over.”

I looked at the road signs as I returned my hand to the steering wheel, two of my fingers now soaked in arousal. 

“We’re almost there,” I said.  “Five minutes.”

“Uh uh,” said Lauren with a shake of her head.  “Either you pull over or I’m riding your cock right here and now.”

Damn.  That’s a hell of an ultimatum. 

I hit the turn signal as quick as I could and moved into the neighbouring lane, then hit it again as I pulled into the nearest exit.  I drove down the exit ramp into what appeared to be some kind of residential area.  We were near to where I live but still the area was unfamiliar, so I drove around aimlessly for a bit while I searched for somewhere to park.   

“Come ooonnn!” Lauren whined.  “Park up already!”

“I’m looking for somewhere quiet,” I replied, desperately scouring the dimly lit streets.

“This is fine, just park here,” said Lauren as I turned to face her.

Seatbelt undone, she’d lifted her ass from the passenger’s seat, quickly lowering her tailored pants.  I took a scan of the surrounding area.  Fortunately, the neighbourhood we were in looked fairly affluent so the houses were spaced quite widely apart, and there were several stretches of dark, empty space that weren’t lit up by the sparsely distributed streetlights.  Still apprehensive, I pulled into the first dark area I came across, parking as far as I could from the surrounding homes.  I killed the headlights and switched on the ceiling light so we could see what we were doing, leaving on the engine in case we needed to make a quick exit. 

Lauren kicked her heels off and pulled her pants down past her feet, leaving them bundled in front of her seat.  I lowered my pants and boxers as she climbed across the centre console, leaving them pooled at my feet as she straddled me, firmly wedged between myself and the steering wheel.  Lauren hurriedly unbuttoned her waistcoat and tossed it onto the backseat, leaving her blouse on as she reached back behind her, gripping my cock at the base. 

Aligning the tip with the slit of her pussy, a deep, long sigh spilled forth from her lips as she sunk down onto it.  She was utterly sodden, as I already knew, and her pussy slid straight down to the hilt, leaving my crown pressed against her cervix.  She wrapped her arms around my shoulders, staring straight into my eyes as she started riding me.  She went at me hard from the very beginning, using her strong thigh muscles to power her pussy up and down my shaft. 

Latching onto her hips, I gripped them firmly as I pushed her down harder, bouncing her ass off the tops of my thighs.  Leaning down to kiss me, she moaned into my mouth as the pace increased; loud, rhythmic smacking sounds now filling the expanse of the vehicle.  I could feel the car rocking, and could only imagine what it would have looked like to passersby.

I released my grip on her shapely hips and moved my hands to the front of her blouse, quickly undoing it a button a time.  Our lips came apart and her movements stopped momentarily as she uncurled her arms from around my neck, dropping them to her sides so I could pull her shirt down.  I yanked it off her as fast as I could and tossed onto the passenger’s seat, freeing her lovely tits.   

Wrapping her arms back around my shoulders, her perky tits jiggled as she started to ride me, quickly refinding her rhythm.  I poked my tongue out from between my lips and lapped at one of her nipples, feeling it stiffen as she rode my cock.  Lauren moaned louder and her muscles contracted in response, gripping me harder as she worked her tight pussy up and down my shaft. 

Just as I’d expected, Lauren came in a matter of minutes.  Sinking to the base one final time, her hand slid up to the back of my head, gripping two fistfuls of hair as she tipped her head back, screaming at the roof of the car. 

“Oh, fuck!  I’m cumming!  I’m cumming on your fucking cock!”

And, well…she really was.  My cockhead twitched as a wave of fluid gushed forth from within her, soaking my shaft from top to bottom.  My hands slid down to her ass and I grabbed both cheeks as her pussy tightened, gripping my cock like she was using her fist.  My balls were still bulging from the incomplete blowjob and I almost came right then and there, clinging to my load as she squeezed my cock to the point of bursting. 

Somehow I made it through and I breathed a sigh of relief as her head fell back to its usual position, her vice-like grip beginning to loosen.  A big, bright smile spread across her face as she leaned in and kissed me, panting into my mouth as our tongues entwined. 

“Phew!” she said, exhaling deeply as our lips came apart.  “I needed that.”

“I could tell,” I said with a grin, running my hands over the curve of her ass.

Lauren laughed then kissed me again as she climbed off my lap, settling back into the passenger’s seat.  She tossed her blouse onto the backseat as I removed the rest of my clothing, leaving it in a heap on the floor.  I rose from my seat as she pushed hers back, sliding it back as far as it would go as I climbed over the centre console.  Tilting the backrest to 45 degrees, she sat back in her chair as I squeezed in front of her, kneeling on the floor of the car.  To say it was cramped would be putting it lightly, but what’s that expression?   Where there’s a will, there’s a way.  And I had all the will in the world.

Wrapping her arms around my shoulders, she placed a hand at the back of my head and pulled me in for a kiss.  Sliding my hands under the small of her back, Lauren yelped into my mouth as I pulled her forward, dragging her ass to the edge of the seat.  Laying her head against the backrest, she stretched out her legs as I wrapped my arms around them, resting her feet on the dashboard. 

Returning her hand to the back of my head, she pushed me down in between her thighs, holding me there as I poked my tongue out, steering it straight to her pussy.  I started slowly, licking along her slit so I could taste her moisture, gathering it on my tongue.  I did that several times then moved up higher, settling on the nub of her clit.  Swirling my tongue around her stiffening clit, I looked up at Lauren as she started moaning, combing her fingers through my thick locks of hair. 

“ Mmm, yeah!” she groaned out softly.  “That’s it.  Right there.”

Her hand came free from the top of my head and she pawed at her breasts as my tongue swirled faster, twisting this way and that.  I could feel the heat as it poured from within her; warm, sticky fluids now coating my lips and chin.  Her legs started shaking, muscles clenching as I gripped her thighs.  Raising her hands up above her, she grabbed on tightly to the sides of her seat, scratching at the leather with the tips of her fingers.  Her breath rate increased; loud, sharp squeals now spilling from between her lips.

Lauren was clearly still very pent up and she came even quicker than she did the first time.  A hand went back to my head, gripping a handful of hair, while she slapped the other against the window, pushing against it so hard I’m surprised the glass didn’t shatter.  Moving my hands up, I dug my fingers into Lauren’s strong abs, feeling them tighten as she squirmed in her seat.  Wordless moans flew forth from her lips, getting louder and shriller with each passing second.  Her grip in my hair tightened, her eyes fell shut and then…

“FUUUCCCKKK!!!”

And I thought she was wet before.  When her orgasm hit, she nearly fucking drowned me!  A hot gush of fluid surged forth from her pussy, soaking my lips and tongue.  I kept looking up as I licked her through it, enjoying the sight of her features skewing, violently twisting in a fit of lust.  Seismic tremors were coursing through her and I didn’t stop licking until her legs stopped shaking, her grip coming loose on the top of my head.   

Her eyes came open and she collapsed into her seat, her lips curling up in a satisfied grin as post orgasmic bliss began to wash through her. 

“Wow!” said Lauren, brushing back hair as she puffed her cheeks, taking a calming breath.

I simply grinned as I lifted my head up, lowering her legs down from on top of my shoulders.  I straightened my back as much as I could, shifting my knees forward slightly so they pressed against the edge of the seat.  Placing my hands on the backs of her thighs, I pushed them back as far as they’d go, her knees almost level with the sides of her head. 

“Oh my God!” she gasped, her blue eyes bulging in disbelief.  Clearly her husband had never done that to her.

My cock was fully hard as I took it in my hands, pressing the tip against her tight pink pussy.  She was still sopping wet from her previous climax, so all it took was the slightest push to sheathe myself to the hilt.  Lauren moaned loudly as I buried myself inside her, resting there for several seconds with my balls pressed against her taint, letting her feel how big I am as my cock filled up her pussy.  I pulled back slowly as I leaned in and kissed her, drawing back to the ridge of my crown.  Holding it there for a couple of seconds, I slammed back into her with potent force, feeling the car shake significantly as I rowed in deep, bottoming out in Lauren’s wet snatch.  Our lips came apart and her eyes bulged dramatically, clinging to the seat as she screamed at the top of her lungs.

“OH!  FUCK!”

I proceeded to bang her with slow, hard thrusts, drilling deep into her slick, warm pussy.  Lauren was loving the force and intensity, and her eyes stayed glued on mine as she wrapped her legs around me, pulling me into her with each hard thrust.  A hand reached up to the back of my head and she pulled in and kissed me again, moaning into my mouth as I fucked her faster, maintaining the force and depth.  I wasn’t holding back and I can only begin to imagine what the car looked like as I drove my cock into Lauren’s pussy, hitting her deepest spots.

Grabbing my arm with one of her hands, the other reached down in between her legs as I threw myself into her, putting two fingers to the nub of her clit.  Her muscles clenched as she rubbed her pussy, squeezing my cock as I rammed in deep.  I could feel myself throbbing as I thrusted harder, balls starting to swell as they swung back and forth, slapping against the edge of the car seat.  Lauren’s lips puckered in a perfect O and I kept slamming into her as she strummed her clit, her fingers naught but a blur. 

“Oh my God!  Yes, yes, yes!” she suddenly squealed.  “Keep going.  Keep going.  Oh, fuck, I’m gonna cum!”

A few more thrusts and she did just that.  Her eyes clamped shut and she squealed at full volume as she hit her peak, an audible wet sound filling the car as she rubbed her pussy, frigging herself to climax.  The floodgates opened and my cock got drenched as I drilled into her pussy, dicking her through the throes of climax.  Her pussy gripped me extra tight, nearly squeezing the load right out of me as I delivered the last few thrusts. 

Her eyes came open as her features softened, grinning a little as her fingers slowed, rubbing herself gently as I pulled back slowly, easing my cock from her pussy.  Pushing her legs to one side, I leaned down and kissed her again, sliding a hand underneath her ass as I started to lift it.  Lauren understood, turning herself over under my direction.  In one quick motion she was on knees, gripping the headrest as her ass stuck out behind her, hanging over the edge of the seat. 

Gripping my cock at the base of the shaft, I pressed the tip against her dripping wet slit and steered it back into her pussy.  Peering back over her shoulder, Lauren gasped as I pushed inside her, sinking straight down to the hilt.  Wrapping my hands around the sides of her waist, I gripped her firmly as I rolled my hips, giving slow, deep thrusts into Lauren’s wet pussy.  Her pelvic muscles were tightly clenched, even after three huge orgasms, and her pussy gripped my cock as I thrusted into her, going balls deep each time. 

Turning her head back, she pressed her brow against the back of her seat, moaning loudly as she took each thrust.  Craning my neck a little, I left several kisses along the top of her spine, brushing aside hair as I continued the trail along the nape of her neck.  Releasing her grip on the car seat, Lauren straightened her back slightly as she lifted her arms up, wrapping them around my neck.  I reciprocated, curling my arms around her tummy and feeling her tight abs as I upped the tempo, loud smacks now echoing around the vehicle as my pelvis crashed into her peach-shaped ass. 

Reaching lower, I found her clit with two her fingers, strumming it gently as I continued to thrust, drilling my cock into the depths of her pussy.  I felt her tighten as I started to rub, applying firm pressure to the nub of her clit.  Her moans got louder and her body started shaking as I held it against me, ass cheeks jiggling with the force of each thrust.  She was getting closer and so was I, my cock throbbing harder with every pelvic slam.  Lauren noticed and she turned her head as much as she could, an intense look of pleasure now etched across her face.

“Are you gonna cum?” she asked me, panting heavily as she took my cock.

“Uh huh,” was all I said.  Truth be told, it was all that I could manage.

“Do it inside me,” she said as she turned her head back, returning her hands to the sides of the chair.

I placed a hand in between her shoulders, pushing her back down to her previous position.  Latching onto her hips, I gripped them tightly as I thrusted harder, slamming into her pussy with a sudden burst of energy that only imminent eruption can provide.  Sheathing myself to the hilt, I closed my eyes as I tilted my head back, unleashing a deep roar as my cockhead spasmed, firing ropes of spunk deep into Lauren’s pussy. 

“UGH!  FUCK!” I bellowed as it all flowed out of me, filling her womb to the brim. 

“Oh my God!  YES!” Lauren yelled back, cumming on the spot as the first rope of semen splattered against her cervix.

Her pussy contracted at the point of climax, squeezing more cum from my twitching crown.  This must have continued for a close to a minute.  Just when I thought she’d reached her peak, her pussy would tighten again, forcing more spunk from the tip of my penis.  And when Lauren thought that I’d run out of cum, another warm spurt would splash her inner walls.

Eventually our orgasms did come to an end and I pulled out slowly from Lauren’s tight pussy.   There was little I could do to prevent the inevitable and I simply sat there and watched as my enormous load came flooding out after me.  Dripping off the edge of the seat, it left a puddle on the floor of my car that would not be easy to clean. 

Lauren took a moment to catch her breath, then turned herself over, settling back into her seat.  She took my face in her hands, pulling me in for one last kiss.  She sighed contentedly, a gratified smile stretched across her face as our lips came apart.

“So…” she said, her smile morphing into a devilish grin, “your place?”

“Absolutely,” I replied, giving her another kiss before I clambered back into my seat.

I gathered my pants from the floor of the car and slipped back into them, pulling my shoes back on as I started the ignition.  I took a quick look out the window to see if anyone was there, but couldn’t really see properly in the darkness of the night.  I wound down the window to have a proper look and tentatively poked my head out.  Remarkably, the street was empty.  Lauren returned to her seat to its usual position and quickly redressed herself as I drove us back the way we came, getting us back onto the freeway. 

I fucked her again when we got back to mine, then Lauren texted her husband, telling him she’d drank too much and was staying at her friend’s.  Again, not technically a lie.  We banged once more before calling it a night then again in the shower the following morning.  We exchanged numbers and Lauren booked an Uber to take her back to the city.  Barely a day had passed before I heard from her again, telling me what a great time she had and asking me when she could come back to visit.  It looked like I’d done my job.

End of Chapter 1
« Last Edit: December 03, 2025, 05:34:13 AM by DarkSwordsman »
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Calibur009

Re: Mini Getaways (Lauren Ambrose)
« Reply #1 on: January 12, 2024, 03:27:57 PM »
Congrats on the new series, and this was a great chapter to start things off.
 
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DarkSwordsman

Re: Mini Getaways (Lauren Ambrose)
« Reply #2 on: June 20, 2024, 09:25:19 AM »
Chapter 2

Starring: Katheryn Winnick

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« Last Edit: July 23, 2024, 05:15:30 AM by DarkSwordsman »
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DarkSwordsman

Re: Mini Getaways (Lauren Ambrose)
« Reply #3 on: July 23, 2024, 05:27:53 AM »
Chapter 3

Starring: Alexandra Daddario

April 2024

OK, so there’s a lot about my ‘job’ that I like, as I’m sure you can imagine, but one of my favourite things about it is helping my guests to explore their fantasies.  Especially with the rich and famous, since fulfilling even the most basic fantasies is that much more difficult for them than the likes of you and me. 

Now, I know what you’re thinking: it must be easier, right?  They’re celebrities; they have the means and resources to do anything they want.  Well, think about it for a second.  Let’s say you have an interest in being tied up and dominated.  So, there are three different avenues through which to achieve this. 

One: try and talk your partner into it.  If they’re into it, great; look no further.  If they’re not, you’ll have to try something else. 

Two: find a total stranger on a specialist BDSM website.  This one, of course, is incredibly risky, especially for a celebrity.  You never know who it is you’re going to meet and there’s always the chance that when they tie you up, they might not untie you again.  And the chances of this happening increase ten fold if you’re a world-famous actress.

Three: go to a professional.  This is the safest option, but comes with its own share of problems as well.  Do you really think that the average sex worker isn’t going to try and benefit financially when they find out the star of that new blockbuster movie likes to get tied up and spanked for three hours straight?  And, yes, I know NDAs exist, but is a celebrity really going to take the risk, knowing their sexual proclivities could get dragged through the courts for all the see?  Well, I can tell you the answer is no.

So, that’s where I come in.  I provide a safe space for famous women to do (within reason) anything their heart desires.  Want me to tie you up?  No problem.  Wanna tie me up?  Sure.  Anal?  Threesomes?  Foot stuff?  Check, check, check.  I’ve had some odd requests over the last two years and by this stage I tend not to bat an eyelid when a guest asks for something that is out of the ordinary.  Though every now and again, a woman will request something that takes me by surprise.  This was one of those times.

I was watching an NFL game during a rare gap in my schedule when my phone started ringing.  I retrieved my phone from my glass coffee table and looked at the screen to see who it was.  Alexandra Daddario.  Alex had been coming by for about six months now and, needless to say, the sex was amazing.  Honestly, I think if you’re having sex with Alexandra Daddario and it isn’t amazing then you might be doing it wrong.  ‘Cause Alex’s body seems to have been built specifically for that very purpose.  Her big tits.  Her supple ass.  Her toned arms and legs.  Her gorgeous face and eyes.  Every part was built for sex, and you’re gonna have to go a pretty long way to convince me otherwise.

Anyway, Alex had a stay booked for later in the week and the fact that she was ringing me now had me more than a little concerned.  Women calling this close to a visit usually means a cancellation, which is disappointing at the best of times, but a cancellation from Alexandra Daddario would be an absolute disaster. 

“Hey,” I said as I answered the call, muting my huge TV.

“Hi,” was all she said back.  It was hard to gauge her mood over the phone but she sounded a little anxious.

“What’s up?  We still on for Thursday?” I asked, keeping my fingers crossed.

“Mmhmm.”

I breathed an enormous sigh of relief.  “Awesome.  Something wrong?  You seem a little quiet.”

“Oh, no, I’m good, it’s just…erm…I’ve got a favour to ask you.”

“OK.  Let’s hear it.”

Alex laughed nervously.  “Right, well it’s kind of a weird one, so you might wanna brace yourself.”

“I’m braced.  What is it?”

“OK, so you know that I’m married, right?”

Damn.  I’d heard of someone dancing around a subject, but Alex was doing a full on waltz.

“I do.  So, what, did he find out about us or something?”

“Erm…no.  Well, actually yes, he did, but that’s not why I’m calling.”

“OK,” I said simply, choosing to gloss over the fact that her husband knew I’d been fucking her.  She didn’t seem concerned about it, so neither was I.  I mean, she was clearly nervous about something but I don’t think that was it.  “So what’s wrong?”

Alex sighed deeply, like she was gearing herself up for something.  “OK.  Well, there’s really no easy way to say this, so I’m just gonna come out and say it.  He wants to watch us fuck.”

Woah.  I’d expected something big from the way she was acting but that really took me by surprise. 

“He wants to…?”

“Watch us fuck, yes.”

“As in?”

“Have sex,” said Alex.  I could hear her smirk over the phone.

“Yeah, thanks, I know what fuck means.  So, what, he wants to come here and…?”

“Oh, no, I told him you wouldn’t be into that.  We can do it on FaceTime or something.”

“Erm…OK,” I replied, not really sure what else to say. 

Honestly, I was kinda confused.  Of course I knew that cuckolding is a thing and that a lot of people are into it, but in this instance the whole thing baffled me.  I mean, why on Earth would you wanna watch someone else fuck Alexandra Daddario when you could be doing it yourself!?

Alex laughed.  “You’re a little confused by this, huh?”

“Ermm…yeah.  You could say that.”

She laughed again.  “OK, let me explain.”

And she did.  Apparently, Alex’s husband had informed her of his voyeuristic tendencies quite early in their relationship, and asked her if she’d be into it.  Alex found it a little odd and said that she’d feel uncomfortable with him watching another man fuck her.  Alex’s husband respected her answer and it didn’t bring it up again.  Alex was relieved, and by the time they’d gotten engaged and married, she’d forgotten all about it. 

Then, one day, her husband found texts from me on her phone and confronted her about it.  Alex expected him to be upset, maybe even file for divorce, but instead her husband took the opportunity to revive a certain fantasy.  Part of what had put her off the idea was the thought of fucking a total stranger.  But now that she was fucking me, that little problem had been negated. 
Alex wasn’t sure at first and still took some convincing.  But ultimately, either through a sense of guilt or a feeling that she ‘owed him one’, she reluctantly agreed.  Provided that I was OK with it, of course. 

Honestly, I wasn’t sure about it either.  Of course, I loved having sex with Alex (what man wouldn’t?), but the thought of another guy being involved in any way was more than a little off-putting.  When I finally agreed to it, it was to help out Alex more than anything else.  She clearly wasn’t comfortable with it either, but felt like she needed to do it to keep her marriage alive.  Plus, for more selfish reasons, I had a feeling that if I didn’t agree to it, Alex’s guilt might stop her from coming here.  And I’d rather have sex with her in front of some guy than not have sex with her at all. 

So once I agreed to it, Alex hung up and went to speak to her husband.  She sent me a text a few hours later with a list of potential dates.  I picked one out that worked for me and Alex called me the following day to iron out the finer details. 

Fast forward two and a half weeks and the day had finally arrived.  She sent me a text to tell me she was close and I watched as her car pulled into the driveway.  Any sense of last minute regret was promptly relieved when the door swung open and that incredible body climbed out from within.  She looked amazing as usual, even dressed down in the pants, sweater and snapback hat she was wearing. 



“Hi,” she said as she saw me, smiling as she grabbed her bag and hurried towards the door. 

“Hello, hello,” I said as I watched her approach, stepping aside to usher her in.

Alex stopped in the doorway in front of me and whipped off her hat as she gave me a kiss. 

“Nervous?” she asked.

“A little,” I replied, taking her bag from her as she fixed her hat hair.  “Kind of a weird one, huh?”

“Is a bit.”

She stepped into the lounge and I closed the door behind her. 

“If it gets too weird I guess we can just pretend he’s not there and have the amazing sex we always have,” Alex suggested.

“Yeah, that’s true,” I said back, hoping it would be that simple.

“OK, I’m gonna go and freshen up and then we’ll get started, shall we?”

“Sure.”

 I showed Alex to her room and waited outside for a moment to see what she meant by ‘freshen up’.  I heard her shower start running a minute or so later, so I went to my room to take one as well.  Towelling myself dry, I picked out a shirt and pants, sprayed on some cologne and styled my hair.  I went back to Alex’s room and knocked on the door. 

“Come in,” she called and I took the invitation.

I turned the handle and the door swung open, revealing my guest in all her glory.  Alex was seated at the oaken vanity, looking at herself in the mirror as she ran a comb through her dark brown hair.  Her makeup had been done to perfection, accentuating her pale skin and those famously big blue eyes.  I couldn’t see too much of what she was wearing, but it appeared to be some kind of lingerie set, which I knew was amazing without looking at it.  Alex had the kind of body that could make a burlap sack look good.

“Hi,” she said as she saw me in the mirror, flashing me that heart-stopping smile. 

“Hey,” I replied as I closed the door.  “You ready?”

“Uh huh,” said Alex as she set down her hair brush and rose from her seat at the vanity.

Her lingerie finally came into view, and it should without saying that I was right; she did look amazing.  It was fairly simple, a strapless black bra and panties, but it showed off her body in spectacular fashion, giving a breathtaking view of that always incredible cleavage.  Seeing her like that, any qualms I might have had about fucking her in front of her husband were quickly forgotten about.  Hell, I’d have fucked her in front of my parents if that’s what she wanted.

Alex moved towards me, wrapping her arms around my shoulders as she pulled me in for a kiss.  Already I could feel my cock getting hard, just from feeling her body against me.  I don’t think there’d be any performance anxiety, even with somebody watching.  Alex pried her lips from mine and let her arms hang loosely around my neck, as I wrapped my own around the small of her back.

“So are we doing it right now then?” I asked.

“Mmhmm,”  said Alex.  “I’ll call him in a minute.”

Her arms came down from around my neck and she took my hand in hers, her phone in the other as she led me towards the bed.  Alex climbed up onto the bed and set her phone down as she laid out across it.  She looked every bit of the goddess she was, with that heavenly body and nut-brown hair sprawled across the mattress.  I climbed up behind her and crawled on top, her arms returning to their previous spot as I leaned in and kissed her, sinking my tongue into Alex’s mouth.  The kiss was long and fraught with passion as Alex’s fingers ran through my hair, her legs wrapped around the backs of mine. 

Our lips came apart and I moved my mouth to Alex’s neck, kissing it in several places.  My lips kept moving past her collarbone and down to the top of her chest.  Alex gave a gentle moan then her hand came free from the back of my head as she grabbed her phone, swiping at the screen with a manicured finger. 

“Guess I better call him now,” she said with a sigh.  She looked at the screen and then back at me, like she’d remembered something important.  “Oh, yeah.  He won’t be seeing your face, by the way.  I made that very clear.”

“Gotcha,” I said, looking up at Alex as I kissed her chest.

She tapped the screen one final time and looked back at me with a smirk.  “Here goes.”

Alex lifted her phone up and pointed it down at her face as I heard her husband answer.

“Hi, babe.”

“Hey,” said Alex, giving just the slightest moan as my lips moved down to the tops of her breasts and I planted a kiss on them, one after the other.

“Have you started already?” her husband asked, sounding a little surprised.

“Mmhmm,” said Alex, moaning a little louder as I stuck out my tongue and licked across one of her tits.

“Damn.  Haven’t missed much, have I?”

Alex shook her head.  “Just some making out.”

“OK.  Is he a good kisser?”

Not gonna lie, I was a little weirded out by that question, and I started to wonder if he was going to talk like this the whole way through. 

“Mmhmm,” Alex answered.

“What’s he doing now?”

“He’s just licking my tits a little.”

“Mmm, lucky guy.  Bra on or off?”

“It’s on, but I think he’s about to rectify that,” Alex declared, then took a glance down at me to see if I’d gotten the hint.

I had, and Alex raised her back off the bed a little so I could get my arms underneath her and blindly unhook her bra.  I pulled it off and away from her tits, tossing it across the room.  Alex giggled as she watched me do it and it caught the attention of her husband.

“What?  What just happened?” he asked desperately, sounding like he wanted to be informed of every single detail. 

“He just tore my bra off,” Alex laughed.

“Damn,” her husband said.  “Guess he really wanted to get to them, huh?”

“Mmhmm.”

He wasn’t wrong.  I’m always dying to get to Alex’s tits and this time was no exception.  I took both tits in the palms of my hands, deftly caressing them as I stuck my tongue out and put it to one of her nipples.  I started to lick in a circular motion, feeling her nipple grow steadily larger as I ringed her areola.  Alex closed her bright blue eyes, moaning softly as I switched to the other.

“What’s he doing now?” her husband asked.

“Still licking my titties,” Alex declared, lightly moaning as she spoke. 

“Mmm, do I get to watch?”

“Mmm-mmm,” said Alex, shaking her head.  “Remember what I said?  He doesn’t want you to see his face.”

“Hmm, well you’ll have to be my eyes then, babe.  Tell me what he’s doing to you.  And don’t skimp on the details.”

“OK, well he’s swirling his tongue around my nipple.  Doing it nice and slowly, just how I like.”

“Are they hard?” her husband asked.

“They are.  I think they could get harder though,” Alex replied, looking at me with a wink.

I knew what that meant.  Nothing got her nipples harder than having them sucked on, so that’s what I did next.  Wrapping my lips around her swollen teat, I proceeded to suck her like a famished babe, making lewd slurping noises that were clearly loud enough for her husband to hear.

“Oh, shit,” I heard him say.  “He’s really going for it, huh?”

“Mmhmm,” Alex replied, moaning a little louder this time, as I moved back over to her other breast and gave that one the same treatment.

I gave her nipples a lot of attention, making sure that both were nice and hard but I pushed her tits together, closing the gap in between them.  Shifting my head from side to side, I sucked both nipples in quick succession, lips sliding seamlessly from one large breast to the other.  I kept that up for several minutes, quickly getting lost in Alex’s tits.  Desire got the better of me and I promptly lost all sense of decorum, shoving my face in between her tits with little grace or dignity.

“Ohhh, wow!” Alex laughed.

“What?  What’s he doing?”

“Wanna see?”

“What, really?” her husband asked, sounding surprised.

“Mmhmm.”

“Fuck yeah, I wanna see.”

I wasn’t concerned.  I was buried so deep in Alex’s tits that there was no way he was seeing my face.  I couldn’t see what happened next but I’m guessing that Alex flipped her camera around, ‘cause the next thing I heard was her husband’s voice.

“Oh, damn.  He’s really in there, huh?”

“Yep,” Alex giggled.  “He loves my tits.”

“I can tell,” her husband laughed.  “Do you think he’ll stick his cock in between them?”

“Probably,” said Alex.  “He usually does.  But I want him to eat me out first.”

She needn’t say any more.  I released my grip on Alex’s tits, letting them fall away from my face as I moved down lower, kissing across her midriff.

“OK, that’s enough,” said Alex, and I looked up briefly as she tapped her screen, returning the camera to her face.

I continued to kiss past Alex’s navel and down to the waistband of her panties.  I moved right down to the foot of the bed and hooked my arms around Alex’s thighs, catching a glimpse of the space in between.  Alex’s panties were pasted to her crotch, giving me a teasing outline of her perfect pink snatch.  I planted a kiss on the crotch of her panties, then trailed my tongue along the slit of her pussy, right up to her clit.

“Ohhh, yesss,” she moaned out softly, sinking into the bed as I lightly brushed my tongue against her, teasing her stiff clit.

“Talk to me, babe,” her husband urged.  “What’s he doing to you?”

“He’s licking me through my panties,” Alex declared, cooing softly as she closed her eyes, using her free hand to paw at one of her tits. 

“Mmm, that’s hot.  He’s teasing you, huh?”

“Mmhmm,”  Alex moaned louder, definitely not sounding like she wanted me to stop.

I kept that up for as long as I could, but impatience got the better of me.  I slid my fingers under the waistband of her panties and began to peel them down.  The crotch stayed glued to the lips of her pussy, letting me know how wet she was as I pulled them down to the tops of her thighs.  I tugged them down just another few inches and Alex’s snatch came into view.  As I suspected, her shaven pussy was visibly wet, a thick coat of moisture clinging to both her lips.  I pulled them down the rest of the way then tossed them onto the floor as I returned my head to its previous position, right in front of her perfect snatch.

I poked my tongue out from between my lips and licked along her slit again, only this time there was nothing in the way of it.  My tongue dragged slowly along the lips of her pussy, scooping up all the juice it could before moving up to her clit.  The taste of her pussy lingered on my tongue as it started to flick at her clit, feeling it throb in response. 

“Mmm, yeah.  That’s it,” said Alex, purring like a cat as her free hand reached down to my head, running her fingers through my thick locks of hair. 

“What’s it?” her husband asked.  “What’s he doing now?”

“He’s licking my slit,” Alex declared, her voice light and breathy as I moved back to the lips of her pussy and licked up more of her juice. 

“Mmm, nice,” her husband replied.  “Does he like the way you taste?”

I looked up at Alex and nodded my head.

Alex giggled and relayed my response.  “Uh huh.  He just nodded.”

I slid my tongue back up to her clit and wrapped my lips around it, giving harder licks to her point of pleasure.

“Ohhh, yes,” said Alex as her fingers clenched, tightening their grip on my head.  “He’s on my clit now.”

“Oh, fuck.  Does it feel good?”

“Mmhmm.  He really knows how to eat my pussy.”

I gave a few more licks to the nub of her clit then pulled my mouth from her pussy, raising two fingers and lifting my eyebrows like I was asking her a question.  Alex understood my meaning and gave an emphatic response. 

“Oh, yes, please.”

“What?” said her husband.  “What was that?”

“I think he’s gonna finger me.”

“Oh, fuck yeah.  How many’s he gonna use?”

“Two, I think,” said Alex as I pressed two fingers to the slit of her pussy and carefully slipped them inside.  “Yeah, two.”

I returned my tongue to Alex’s clit as I pushed my fingers deeper, curling them up until I found what I was looking for.

“OH!” Alex yelped, throwing her head up sharply and knocking the phone from her hand.

“What?” asked her husband.  “What just happened?”

“He just found my g-spot.  FUCK!” Alex squawked as my tongue began to swirl around the nub of her clit, my fingers moving deftly on her hidden pleasure spot.

Alex picked her phone back up and pointed it down at her face.  I could her pussy tighten around me, fluid seeping from deep inside her as I licked her clit, spinning my tongue in concentric circles. 

“Ohhh, fuuuck!” Alex moaned, her hand starting to tremble as she gripped the top of my head.  “Yes, yes, yes, yes, yes!”

“Damn, babe.  You’re really getting into it, huh?”

Alex ignored him, but I can confirm that she definitely was getting into it.  She gripped my hair as hard as she could, nearly pulling it out at the roots as my tongue moved faster, swirling around her clit like a whirlwind.  The phone was blocking most of her face but I could hear her moans increasing in volume, getting sharper and shriller as I licked her clit.

“Are you gonna cum for me, babe?” her husband asked, to which Alex responded with a simple nod.

How she was cumming for him exactly, I wasn’t quite sure, but I was happy to let that go since Alex’s pleasure was my only concern.  A few more swirls of my talented tongue and Alex gave into the growing sensation, letting the feeling take her.  Me; her husband; herself- who ever she was cumming for, Alex did so with considerable aplomb. 

Sharp breaths flew forth from her lips, promptly joined by a high-pitched squeal as her climax hit her, tearing through her body like an earthquake.  Her arm began to shake, to the point that Alex nearly dropped her phone as my tongue kept moving, licking her through the throes of climax.  Her muscles contracted, locking my fingers with a powerful grip as hot fluid gushed from inside her, soaking them down to the knuckle.  Her husband talked to her the whole way through, but Alex ignored him and frankly so did I.  And anyway, Alex was screaming so loud that I wouldn’t have heard him if I wanted to.

She must have cum for close to a minute, her screams giving way to laboured breaths as the feeling began to subside. 

“Damn, baby,” her husband exclaimed.  “You came hard, huh?”

“Mmhmm,” said Alex, her ample chest moving gently as she puffed out deep, heavy breaths. 

I slipped my fingers from inside her pussy, noting the wetness that Alex had left on them.  She noticed too, and she reached down quickly and grabbed my wrist, pulling it up towards her.

This is how hard I came,” Alex declared as she pointed her phone at my fingers, showing her husband how wet they were.

“Fuuuck, babe.  They’re fucking covered!”

“Yep,” Alex smirked as she slipped my fingers in between her lips and sucked all her juices off them.

“Fuck, that’s so hot watching you suck them clean.  What are you gonna do now, babe?”

Plucking my fingers from between her lips, a little grin stretched across her face as she answered her husband’s question.  “Hmm, I feel like sucking something else now.”

“Oh, yes!” her husband said.  “Please tell me I get to watch that.”

“Of course,” said Alex as she looked at me, beckoning me with her finger.

I finally surfaced from between her legs, kissing up her tummy and between her tits as I moved back up the bed.  Alex turned the camera away as she placed her hand at the back of my head, pulling me in for a kiss.  Alex’s tongue pushed into my mouth, tasting her pussy again as she wrapped it around my own.

Prying my lips from hers, I looked at her with a shit-eating grin as she curled her arm around the back of my neck.  I slid my arms under the small of her back, getting a firm grip as I rolled us over, ending up with my back on the bed with Alex perched on top of me. 

“Woah!  What happened there?” her husband asked.  I have no idea what it was he just saw, but I can’t imagine it was too much more than a pan of the bedroom ceiling.

“Oh, he just flipped us over,” Alex explained, moving down to kiss my neck.

“Oh.  So you’re on top now, huh?”

Alex suddenly sat up straight, straddling my supine body with her bare ass pressed against my cock.  “Yep,” she said simply, pointing the camera back down at her face. 

“So you’re gonna suck his cock now, right?”

“Mmhmm.  All in good time.”

Alex leaned forward again, shifting her ass back as she dipped her head down towards my stomach.  Alex lifted the bottom of my shirt and lifted several kisses on my six pack abs.

“Damn,” said her husband.  “He’s pretty bulky, huh?”

“Yeah, he’s fucking hot,” Alex grinned as she moved up higher, pressing her lips to my sternum.

“How old is he?”

“None of your business!”

“Oh, please, babe,” her husband begged.  “Just give me a rough idea.”

Alex looked up at me and I gestured with my hand that she could continue. 

“OK, he’s twenty five.”

“Woah!” her husband laughed.  “My girl’s a cougar, huh?”

Alex shrugged.  “Yeah, I guess.”

“Fuck, that’s so hot.”

Alex turned the phone for a second as she looked at me, rolling those pretty blue eyes.  “Oh, yeah?  That does it for you, huh?  Your wife getting fucked by a hot, young stud?”

“Fuck yeah, it does.”

I grabbed the hem of my shirt and pulled it up over my head as Alex moved back down my torso, kissing past my abs.  Alex settled in between my legs then started to unbuckle my belt, attempting to do it whilst holding her phone. 

“Hmm, would you do the honours?” she asked, looking at me as she shook her phone.

I nodded back and extended my hand, motioning for her phone.  Keeping the camera pointed at her, Alex passed the phone to me then continued removing my belt.  Thankfully her husband had taken the hint and flipped the camera on his phone too, pointing it at his bedroom wall.  I was glad he did ‘cause looking at another guy’s face whilst getting my dick sucked would be seriously off-putting. 

Alex unbuttoned the clasp on my shorts and pulled them down my legs, dropping them onto the floor.  Then she hooked her fingers under the waistband of my boxers and pulled those down as well, revealing my cock an inch at a time.  She pulled it down past the ridge of my crown and my cock shot out with venomous force, flopping back and forth before it finally settled, pointing at the ceiling above me. 

“Fuck!” her husband said.  “Wow, he’s bigger than me, huh?”

“Duh,” said Alex as she looked at her phone.  “Why do you think I come up here?”

Alex pulled my boxers down the rest of the way and dropped them on the floor with my shorts.  At first I was a little self-conscious, knowing that another guy could see my junk, but I quickly got over that once Alex crawled back in between my thighs, gripping them with both her hands as her head dipped down in between them.  Alex poked her tongue out from between her lips and gave a long, slow lick across my swollen ballsack, resting my cock on her forehead.

“I can’t see you, babe,” her husband complained.  “What are you doing right now?”

“I’m licking his balls,” Alex replied, proceeding to do so several more times.

“Mmm, hot,” her husband said.  “Are they nice and big for you?”

“Mmhmm.”  Alex’s reply was slightly muffled as she’d progressed from merely licking my balls to wrapping her lips around them, sucking each one in turn.  I heard a loud * POP * as she plucked one free, leaving it wet with spittle.  “So full of cum.”

I felt her tongue brush against my cock then the top of her head came into view as she licked along my veiny underside, surfacing slowly from between my thighs as she licked right up to the top.  Precum had formed in the tip of my prick but Alex quickly took care of that, lapping it all up with a few quick flicks of her tongue.

“Fuck, baby, you look so fucking good doing that,” her husband said, and really it was hard to argue.

Her bright blue eyes stared into the camera as she licked my swollen cockhead, her sprightly tongue swirling around it.

“I know,” she grinned, then gripped my cock at the hilt, spitting out a string of saliva that landed on my helmet and dripped down the length of my shaft.

Keeping her right hand clutched at the base, Alex gripped my cock with the other and started to jerk me off, spearing her spittle all over my shaft.  A * SCHLIK * SCHLOCK * SCHLIK * started filling the room as she ran her hand up and down my shaft, stroking me at optimum speed and with the perfect amount of pressure.

“Ohh, Jesus,” I moaned out softly, my cock twitching in the palms of her hands.

“Damn, I think he likes that, babe,” her husband chimed in, and again he wasn’t wrong. 

“Mmhmm,” said Alex, her grin growing wider.  “I think he’ll like this more though.”

And with that Alex dipped her head down, wrapping her lips around the tip of my cock.  She started to suck with immediate vigour, her hand and mouth in perfect synch as she bobbed her brunette head, stroking and slurping in equal measure.  Spit dripped out from between her lips, ensuring my shaft stayed thoroughly lubed as she sucked my cock with force and gusto.  Precum seeped from the tip of my prick, flowing into Alex’s mouth as she went down deeper, moving her hand to top of my thigh so she could suck down more of my shaft.

And suck it down, she very much did.  Alex was going hell for leather, swallowing every inch that came her way.  I felt my tip push past her tonsils as her lips went down as deep as they could, the fist clenched at the base of my shaft halting any further progress.  I could feel myself throbbing as she worked me over, soft coos spilling forth from my lips as she sucked my cock six ways from Sunday. 

“Fuuuck, he really does like that, huh?” her husband said, obviously hearing the sounds I was making. 

Alex’s lips pulled back to the tip and she plucked my crown from between them.  She gripped my cock with both her hands, smearing in the spit that her mouth had left behind. 

“Uh huh.  You know how good I am at sucking cock.”

“I sure do,” her husband replied and Alex smirked as she got back to it.

Alex took me back into her mouth, going down deep on the very first pass.  Removing her hand from the base, I could feel my cockhead enter her throat as she sucked up the last few inches, only stopping when she ran out of cock.  Her forehead pressed against my six pack abs, and all I could see was the top of her head, locks of brown hair falling from behind her ears as she made my dick disappear. 

“Uhh, fuck,” I exclaimed, trying my best to keep the camera steady as my head fell back into the pillows.

“Oh my God, babe, fuck…” her husband said; I could hear the disbelief in his voice. 

I felt her lips drag up my shaft, and I returned my head to its previous position, watching intently as my cock was unveiled inch by inch, now soaked in Alex’s spit.  Her lips slid up to the ridge of my crown then quickly sunk back down again, plunging back down to the base.  Alex repeated that several times over, vanishing my cock on every occasion.  My cock throbbed harder with every pass and I was actually a little relieved when her lips pulled up for the final time, releasing my crown with an audible * POP *. 

“Goddamn, babe,” came the voice through the phone.  “Fuck, that was so fucking hot!”

“Mmhmm,” said Alex as she gripped my cock just below the head, sliding her tongue along the underside and licking up some of her spit.

“Are you gonna put it between your tits now?” her husband asked.  He seemed to really wanna see that and frankly he wasn’t alone. 

“Hmm, no,” said Alex, giving my member one last lick.  “I want it in my pussy now.”

Her hand slid down to the base of my shaft and I did my best to keep her in frame as she quickly lifted her head up, planting her knees either side of my hips.  I felt my tip touch the lips of her pussy and pointed the camera straight down at my cock as she lowered herself down onto it, framing her pussy at the point of penetration.  I panned back up to Alex’s face, showing her husband her intense look of pleasure as she slid down onto my shaft, taking the first few inches.  Alex closed her big blue eyes, her mouth hanging open slightly as a breathy gasp spilled forth from her lips.

“Fuck, how does that cock feel, babe?” her husband asked her, like the look on her face didn’t already tell him.

“Oh my God, it feels so fucking good,” she sighed in response, and I pointed the camera back down at my crotch to show how much she’d taken. 

Her pussy had sunk about halfway down and continued to descend as she released her grip on the base of my shaft, placing her hands on her thighs.  I felt her ass touch down on my thighs and I panned back up to Alex’s face as her eyes came open, moaning loudly as she took my cock to the hilt.

“Mmm, YES!”

She stayed like that for several seconds, feeling how big I am as my cock filled her pussy.  I pointed the camera back down at my cock as she rose back up again, guiding her pussy to the ridge of my crown. 

“Fuck, babe, you’re so wet,” her husband declared, noting the thick coat of arousal that his wife had left on my shaft.

Alex didn’t respond.  In fact, the only sound she made was a high-pitched squeal as she dropped herself back down again, impaling her pussy on my long, thick cock. 

“OHH, FUCK!”

She proceeded to ride me hard and fast, working her pussy right up to the tip then plummeting straight back down again.   Her ass beat down on the tops of my thighs, merging with the moans now filling the room and pouring into the phone receiver.  I gave her husband quite the show, alternating between Alex’s gorgeous face and lovely tits as they flopped up and down, and the sight of my cock as her tight, wet pussy greedily swallowed it up.

“Yeah, come on, baby.  Ride that cock,” her husband said, like she needed any encouragement. 

Alex’s moans got louder and shriller, and as I felt her slick pussy get tighter and tighter, I could tell she was getting close.  And having fucked her numerous times, I knew what was needed to finish her off.  Wouldn’t be great for her husband, but fuck him; as far as I was concerned, this was all about Alex. 

I let her ride me a few more times then wrapped my arms around the small of her back, pulling her down on top of me.  Alex yelped as I tightened my grip, bucking my hips off the mattress as I drilled up into her pussy.  Once I’d got a few thrusts in, I extended my arm out slightly as I held her with the other, blindly pointing the camera in our general direction.

For the next few minutes her husband stayed quiet, and I wasn’t quite sure what kind of view he was getting.  Could’ve been his wife’s ass.  Could’ve been the mattress.  Or it could’ve been a perfect close up of me railing Alex’s pussy.  Frankly, I didn’t really care what it was, such was my focus on fucking his wife and giving her the orgasm she richly deserved.   

Alex’s eyes rolled into her head and she moaned out loudly as she took my cock.

“Ohh, fuck!  Yes, yes, yes!  I’m gonna cum on your cock!”

“Oh, yes, cum for me, baby,” her husband chimed in.  “Cum on his fucking dick!”

A few more thrusts and she did just that.  Sinking my cock to the base, I kept it inside her as her orgasm hit, shaking her down to the core.  Alex threw her head back sharply, flinging brown hair in every direction as a wordless scream flew forth from her lips, making my eardrums rattle.  Her muscles contracted, gripping my cock with excessive force as a gush of fluid burst forth from her pussy, drenching my shaft from base to tip.

Alex’s body went limp in my arms as she returned her head to its normal position, breathing heavily as she leaned in to kiss me.

“How was that, babe?” her husband asked.  “Did you cum nice and hard for me?”

Our lips came apart but Alex's eyes stayed fixed on mine, grinning at me as she answered.

“Oh, I came so hard for you, baby,” Alex declared, then mouthed something to me that I had zero trouble deciphering.  It wasn’t for him

Alex giggled then kissed me again as she lifted her head up, returning to her previous position.  I brought the camera back around in front of her, aiming it down at Alex’s pussy as she worked it slowly up the length of my shaft and past the ridge of my crown. 

“What you gonna do now, baby?” her husband asked as Alex shifted back a little and knelt in between my thighs. 

“I wanna taste my pussy now,” Alex declared as she dropped her head down into my shot and wrapped her lips around my swollen cockhead. 

Alex sunk straight down to the base, then sucked her cheeks in as she pulled back up, gripping my cock in a vacuum seal as she slurped up her vaginal fluid.  Her lips pulled up the tip of my prick, producing a particularly satisfying * POP * as she plucked my crown from between them. 

“How’s your pussy taste, babe?”

“Mmm, so fucking good,” Alex replied, pausing to lick my slit.  “I love to taste my pussy off this big fucking cock.”

“What’s next, baby?  What position?”

“Hmm,” said Alex, licking my cockhead again.  “I think I’ll let him decide.  What d’you wanna do?”

Honestly, I really didn’t know.  With most women I have a number of favourite positions that I always like to do with them, based on whichever body part I like to look at the most.  With Teyonah Parris or Bryce Dallas Howard?  Prone, doggy or reverse cowgirl.  With Kat Dennings or Christina Hendricks?  Cowgirl or missionary.  With Anne Hathaway or Gemma Chan?  Missionary again, preferably with those lovely, long legs pressed against my chest.

But Alex’s body was so fucking amazing that it looked just as good from every conceivable angle.  Of course, she’s got fantastic tits, but she’s got an amazing ass as well, and a stunningly gorgeous face.  So when it comes to picking positions, I really am spoiled for choice.

I decided just to go with doggy ‘cause I hadn’t really looked at her ass properly yet.  I lifted a finger and spun it in a circle, signalling for her to turn. 

“Ohh, OK,” she said with a grin.  “I think he wants reverse cowgirl.”

I shook my head.

“No?  Doggy?”

I nodded.

“Hmm, one of my favourites,” Alex declared as she turned around one eighty degrees and stuck her ass out behind her.

Pointing the camera at her perfect ass, I gripped my cock with my remaining hand as I got on my knees behind her, pressing my crown against the slit of her pussy.  Alex looked back over her shoulder, gasping just a little as I pushed myself forward, steering the tip inside her.  I uncurled my fingers from the base of my shaft, beckoning her with an unstretched hand.

A knowing smirk spread across her face as she pushed herself towards me, backing up at that peach-shaped ass.  I kept the camera pointed down at my cock, capturing the breathtaking sight as Alex’s pussy slowly devoured it.  One last push and she’d taken it all, those beautiful tight, toned buttcheeks squished against my pelvis as my cock disappeared from sight.  Alex turned her head back, tilting it back just a little as a deep moan spilled forth from her lips. 

“Ohhh, fuck!  This fucking cock.”

She stayed like that for several seconds then began to push her forward before I quickly stopped her with a hand on her hip.  Alex stayed completely still as I drew my cock back slowly, pulling right back to the tip.  I kept it there for a fraction of a second then quickly threw myself forward, slamming into her pussy with a deep, probing thrust.  My pelvis smacked into her plump, juicy ass, making her buttcheeks ripple and producing a loud * THWACK * that bounced off the bedroom walls. 

“OH, YES!” Alex screamed, violently throwing her head back as my fat cock sunk down to the hilt, bottoming out inside her.

I pulled back out to the ridge of my crown and Alex barely had a chance to recover before I slammed back in at twice the force, making the entire bed shift underneath me and slam into the wall in front.  I fucked her like that for several minutes, matching the force and intensity with every subsequent thrust.

“Fuck, babe, he’s really giving it to you, huh?”

“Uh huh,” Alex moaned back, seemingly unable to say much else as I drilled into her pussy with quick, hard thrusts. 

Moving my hand from her hip, I kept the camera pointed forward as I reached out in front of me, grabbing a fistful of nut brown hair.  Giving it a gentle pull, Alex’s head tilted back a little as I used her hair like a set of reins, pulling myself into her tight pink pussy.

“Oh, damn,” her husband said.  “Your boy likes the rough stuff, huh?”

“Yep, he…AHH!” Alex started then suddenly shrieked as I tugged her hair back with greater force, pulling her up off the bed.

“Oh, fuck…” came the voice through the phone.

Wrapping my arms around her, I held her tightly as I thrusted harder, dull smacks echoing loudly as my pelvis crashed into her supple, round ass.  Flipping the camera on Alex’s phone, I pointed it straight at her famous chest, clutching onto one of her tits while Alex pawed at the other, wrapping her free arm around the back of my neck.  Her moans gave way to high-pitched screams, which only got louder as I reached down lower and found the nub of her clit, rubbing it aggressively as I rammed my cock into her pussy.  I pointed the camera at Alex’s crotch, my fingers a blur as I strummed her clit. 

Brushing her hair out of the way, I nuzzled into Alex’s neck, kissing it in several places as I moved up to her ear. 

“You gonna cum for me?” I asked her softly.  “Me not him.”

“Yes, I’m gonna cum for you,” she whispered back.  “Just for you.”

My hand moved faster on the nub of her clit, promptly igniting a powerful climax that coursed through Alex’s body. 

“OHH, YES!  FFFUUUCCCKKK!” Alex screamed, digging her fingers into the back of my neck as muscles tensed all over her body.

I buried my cock into the depths of her snatch, feeling her grip me as her walls contracted, squeezing my shaft to the point of bursting.  I held her tightly ‘til her body went limp then released my grip on her, letting her flop down onto the bed.  I pointed the camera at Alex as she rolled onto her back, looking utterly dickdrunk as she propped herself up with her arms. 

“Damn, babe,” her husband exclaimed.  “This guy’s a fucking machine!”

“Right?” Alex grinned.  “He knows what he’s doing, huh?”

“I’ll say.  Do you think he’s got any more in him?”

I scoffed at the question and rolled my eyes, making Alex giggle as she gestured for her phone.

“Yeah, I think he’ll be fine,” Alex replied, taking the camera from me.  “Any requests, baby?”

“Hmm, how about missionary?” her husband said.  “And I’d love him to cum on your tits.”

Alex looked at me, her eyebrows raised.  “That work for you?”

I didn’t respond with any kind of gesture.  I simply grabbed onto Alex’s legs and pulled her body towards me, her head falling back onto the mattress as her arms gave out from beneath her. 

“Ahh!” she shrieked as she lifted her phone up, pointing it down at her face.  “OK, I think that was a ‘yes’.”

I kept my grip on one of her thighs, grabbing my cock with the other as I pushed the tip into Alex’s pussy.  I moved my hands to the tops of her legs, grabbing her calves and using them for leverage as I rowed myself inward, sheathing my cock in her pussy. 

“Ohhh,” she moaned out deeply, looking up into the camera as her eyes went wide. 

“How’s that feel, baby?” came the voice through the phone.

I pulled back out to the ridge of my crown, keeping it there as Alex replied.

“Oh my god, so GOOD!”

I rammed back inside her as hard as I could, hitting her cervix as she said the last word.  Alex reached down in between her legs, putting two fingers to the nub of her clit, as I drilled into her pussy with a series of deep, hard thrusts.  Alex’s moans increased in volume and her eyes began to flutter as she rubbed her clit, her pussy tightening around my shaft.

“What are you doing, babe?” her husband asked her.

“Mmm, I’m playing with my pussy,” Alex breathed softly, her voice barely audible over the sounds of each thrust.

“Oh, fuck, baby, let me watch.  Please.”

Alex raised her head up to look at me and I nodded my consent.  Alex grabbed an additional pillow and stuffed it underhead her head as she flipped the camera on her phone.  Pointing it forward, she gave her husband her own little POV shot, still vigorously rubbing her clit as I railed my cock into her.  I couldn’t see what it looked like exactly, but since she was holding the camera down low, I guessed I was framed from the midriff down, giving our spectator a nice tight close up as my big, thick cock as it slammed into his wife’s tight pussy.

Now that I knew her husband was watching, I started to go at her harder, driving into her pussy with ever quickening thrusts.  I tightened my grip on Alex’s legs, pulling her back as I threw myself into her, ensuring each thrust went as deep as possible.  I gave a few more thrusts into Alex’s pussy then motioned for the camera. 

Alex flipped it back onto her face then handed it over to me.  I gripped onto one of her ankles as I pointed it down at her, capturing the look on her face as she took each pelvic slam.  Her mouth hung open, pupils rolling back into her head until I could see were the whites of her eyes.  I pointed the camera a foot or so lower, getting a shot of perfect tits, flopping back and forth with the force of each thrust.  Panning down her tight, toned stomach, I pointed the camera at Alex’s pussy, showing her husband how hard she was rubbing it and how hard my cock was pumping into her. 

“Damn, baby, you’re gonna cum again, huh?” her husband asked her.

“Uh huh,” Alex moaned back, her breath rate increasing as she rubbed herself harder, strumming her clit in a blur.

One more thrust was all it took.  Burying myself inside her, her fingers kept moving on the nub of her clit as she gripped my cock like a vice, dousing it in fluid at the point of climax.  I panned the camera up to her face as her eyes clamped shut, her features contorting in all sorts of unflattering ways as intense waves of pleasure coursed through her every inch. 

I moaned out loud as I tipped my head back, doing all I could to keep from cumming as her tight, gripping pussy tried to milk my testes dry.  High-pitched squeals flew forth from her lips, her body shaking from head to toe, until a final full-frame shudder signalled that she’d reached her peak.  I felt her muscles begin to relax and my pulled cock from Alex’s pussy, visibly throbbing as I plucked myself free.

“Fuck, baby, that was so hot,” her husband said.  “Looks like he’s about to cum as well.”

“Uh huh,” said Alex, still panting slightly as she started to recover.

“Where do you want him to do it, babe?” her husband asked her.

“Hmm, I think I want it on my tits.  Would you like to see that?”

“Mmhmm.  I’d like to see him fuck them first though.”

“Oh, I think that can be arranged,” Alex declared as she cupped her tits in her hands, looking at me as she pushed them together.  “Ready?”

I nodded back and moved up the bed, pointing the camera straight down at her tits as I straddled her upper body.  I gripped my cock at the base of the shaft and Alex wrapped her titties around it as I slapped it down in between them.  My cock was still wet from Alex’s pussy but I spat onto my shaft for extra lube as I started to buck my hips, sawing my cock through those lovely big tits.  Alex squeezed them tightly together, enclosing my shaft entirely and applying the perfect amount of pressure as my cock slid back and forth, slicing like a knife through butter.

Alex grinned then lifted her head up, craning her neck as much as she could as her lips came open, puckering into a perfect O.  Her mouth stayed open as I fucked her titties, catching my crown each time it poked out.  I was close already but that pulled me right to the brink.  And when Alex stuck her tongue out and started licking my cockhead?  Well, that was the finishing touch. 

Wrenching my cock from between her tits, I stroked my shaft about four or five times and my cockhead erupted in explosive fashion.  Thick spurts sprayed forth from the tip, leaving long streaks across Alex’s face.  Pointing my cock down slightly, I aimed my tip at Alex’s chest, making sure the next ropes went over her tits. 

I took a short pan of her tits and face, showing just how much cum I’d left on both.  While I did that, Alex took my cock in her hands and stroked them up and down my shaft.  She jerked a few drops out onto her tits, then lifted her head up off the pillows, wrapping her lips around the ridge of my crown so she could suck out whatever was left.  She released my crown with a smack of her lips, still gently stroking my cock as she gave a little smile at the camera.

“Oh my God, baby.  That was…wow!” her husband said.  He sounded a little lost for words, and really, who could blame him?

“Right?” said Alex as she stuck out her tongue, giving my cockhead one last lick.  “I told you he always fucks me good.”

“You weren’t wrong, baby.  Thank you for letting me watch.”

“Thank you for letting me fuck him.”

 Her husband chuckled.  “Fuck, baby, let me watch every now and again, and you can fuck him as much as you like.”

Alex flashed me a little grin and I shot back one of my own.  Sounds like a good deal to me.

End of Chapter 3
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Calibur009

Re: Mini Getaways (Alexandra Daddario)
« Reply #4 on: July 24, 2024, 12:35:02 PM »
That was a hot chapter, Dark. Tyler gave Alexandra's tits a great workout.
 
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DarkSwordsman

Re: Mini Getaways (Alexandra Daddario)
« Reply #5 on: January 30, 2025, 06:17:48 AM »
Chapter 4

Starring: Rachel McAdams

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« Last Edit: May 20, 2025, 05:24:24 AM by DarkSwordsman »
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DarkSwordsman

Re: Mini Getaways (Alexandra Daddario)
« Reply #6 on: May 20, 2025, 05:27:50 AM »
Tyler takes Sarah Snook's anal virginity in the new chapter of this series, available one month early for my second tier Patreon subscribers or for a one time purchase of $4.50.

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DarkSwordsman

Re: Mini Getaways (Alexandra Daddario)
« Reply #7 on: June 23, 2025, 05:45:08 AM »
Chapter 5

Starring: Sarah Snook



So one of the things I like most about my job is the variety it provides. Not just with the women I meet, but their approaches to sex and the kinds of things they like to do.  Some like to be dominated.  Some like to dominate me.  Some like to watch me fuck other women.  While others just like to get dicked into a coma.  Everyone has their personal tastes and I love helping women explore them. 

But my favourite thing about my job is introducing women to new experiences.  Whether it’s something they’ve been wanting to try but have been too nervous or haven’t had the means to do so, or it’s something I’ve thought of that I think they’ll enjoy, taking a guest out of her comfort zone and encouraging her to try something new is always a personal highlight.

A noteworthy example of this is when Sarah Snook first came to visit.  For those of you not familiar with Sarah, just imagine that someone made a clone of Bryce Dallas Howard and gave her an Australian accent. 

I’ve always loved HBO’s Succession, and Sarah caught my eye in the very first episode.  In fact, towards the end of the series, I couldn’t take my eyes off her, especially when her ass was in shot.  Seriously, that ass was incredibly distracting, to the point that I’d find myself losing the plot ‘cause all I could think about was Sarah’s thick butt and just how much I’d like to shove my face in it.

So, naturally, when she called me up and said she’d like to book an appointment, those very same thoughts were at the forefront of my mind.  And the tight pair of jeans she was wearing when she showed up at my place, ensured that those thoughts didn’t stray too far.  We did the usual first meeting stuff- hug, nice to meet you, lovely home etc- then went to the lounge for a cup of coffee and to get to know each other better.  I was glad that Sarah was sitting for that otherwise that ass would have dominated my thoughts again and I wouldn’t have listened to a word she was saying. 

We ended up having a nice conversation, largely revolving around Succession, with Sarah fielding some fanboy questions and regaling me with stories of her time on set.  All very pleasant and I had a lot of fun getting to know the woman behind the ass.  I mean…behind Shiv Roy.  But by the time we’d finished our second cups, Sarah had grown tired of talking and wanted to get down to business.  It suited me down to the ground.

“So, how do these things work exactly?” Sarah asked me, placing her cup on the coffee table.  “Justine didn’t really tell me too much.”

The ‘Justine’ she mentioned was Justine Lupe, Sarah’s former co-star. 

“Erm, well that depends really.  Was there anything special you wanted to do?” I asked her back.

I crossed my fingers, hoping that a few key words would crop up in her answer.  Ass, anal; anything along those lines.

“No, not really.”  I’m not gonna lie, my heart sank a little.  “I’m just looking for a good time, I guess.  My husband’s not really…hitting the spot.”

“I see,” I said back, spotting an opening.  “And what spots are you trying to hit exactly?”

Sarah looked at me, raising an eyebrow quizzically.  “What are you getting at here?”

“Well…would these spots be in the front or the back?” I asked her, cringing a little as I said it.  I was trying to be subtle, but…it wasn’t really working. 

Sarah threw her head back and laughed.  “Wait a minute.  Let me get this straight.  Are you saying you want to fuck me in the arse?”

“Well, I was trying to dance around the subject, but since you’ve brought it up…”

She laughed again, louder this time.  “You brought it up, mate, not me!”

“Well, whatever,” I said, waving my hand dismissively.  “But…you up for it?  I mean, you’ve done it before, right?”

A little presumptuous of me, but I figured with an ass like that, she must have done anal at some point.

“Erm, no, I haven't, actually.”

“Really?!” I asked her, maybe sounding a little more shocked than I should have.

“Yeah,” Sarah laughed.  “Why does that surprise you so much?”

“Well, I mean…you’ve seen your ass, right?”

“Wait, so because I’ve got a big arse that means I like to take dicks inside it?”

“Well, in my experience…yeah.  That’s usually how it works.”

“Oh, is it?” she laughed again.

“Yep, pretty much.  Why haven’t you tried it, if you don’t mind me asking?”

“I don’t know really,” Sarah replied.  “I'm not against trying it, I just…I don’t know.  I’ve never been with a guy that wanted it.”

I was glad I’d finished my coffee by this point, ‘cause otherwise I’d have spat it all over my couch. 

“Wait…really?!  How long have you been married?”

“Four years.”

“And he’s never tried to stick it on your butt?!”

“Nope,” she chuckled.  “I don’t think he’s into it.”

“Seriously?!”  I was actually getting a little angry now.  Genuinely couldn’t believe what I was hearing.  “I’m sorry, but you really are wasted on him.”

Sarah practically burst out laughing, to the point that I thought she was going to fall off the sofa.

“Oh, am I now?”

“Yeah, you are,” I said emphatically.  “Being married to you if you don’t like anal is like owning a Ferrari if you don’t have a licence!”

“Right.  OK,” said Sarah, giggling.  “That’s a little hyperbolic but I’ll take the compliment.”

“So…how about it?  You up for it?”

“Well…I’ve never really thought about it before,” Sarah admitted.  “But now that you’ve brought it up, I’m kinda curious.”

My cock perked up at those words alone and I was about to do a mental fist pump when Sarah suddenly continued.

“But…shouldn’t I try it with someone else first?  I mean, from what I’ve heard about you, you don’t exactly have a starter cock.”

“We can work up to it,” I said with a smirk.

Sarah thought for a moment then threw her hands up, like she was throwing caution to the wind.

“Fuck it.  Why not?  Let’s do it.  But go easy on me, OK?” Sarah pleaded, pointing at me with an accusatory finger.

“Don’t worry,” I told her.  “You’re in good hands.  So I’m assuming if you’ve never done this before that you’ve never cleaned yourself out?”

“Erm…yeah, I haven’t.”

“OK, so let’s take care of that first.”

I got up from the couch and grabbed Sarah’s bag, carrying it with me as I showed her to her room.  I dropped her bag off and left her to settle in as I went to my room to fetch my things.  I rooted through a dresser that was close to the bed, retrieving what can best be described as an anal starter kit, consisting of lubes, a douching kit and a number of different toys.  I considered taking the whole kit, but I didn’t want to overwhelm my guest.  So I ended up taking just the douching kit, leaving the rest of it in my room.   

I went back to Sarah’s room, handed her the kit and told her to use it.  She went into the bathroom to sort herself out and that’s when I went back for the rest of my stuff.  When Sarah came out of the bathroom, she was only wearing her underwear- a matching set of bra and panties.  I was sitting on the edge of the bed, the remaining pieces of my anal starter kit neatly assembled on the bedside table.

“Wow!” said Sarah, spotting the kit as she entered the room.  “You’ve come prepared.”

“Mmhmm,” I said with a grin.  “Told you you were in good hands.”

“Yeah, I can see what you mean,” Sarah replied, going to the nightstand so she could give my kit a closer inspection.  “So, how do we start?”

I didn’t say a word, simply patting my thigh as I beckoned her over.  Sarah took the hint, a grin pulling at the sides of her mouth as that amazing body sauntered towards me.  She grabbed my shoulders to steady herself, wrapping her arms around the back of my neck as she climbed up onto the bed, planting her knees either side of me.  Placing my hands on Sarah’s hips, I slid them down to that big, thick ass, gripping her enormous cheeks as she set them down on top of me.

Sarah leaned in and we started kissing, my hands exploring her perfect ass; grabbing it and squeezing it and caressing every inch.  It felt amazing in the palms of my hands, thick and juicy, yet soft and malleable; I couldn’t wait to watch it jiggle.  I pried my lips away from hers and moved my hands to the small of her back, gripping her tightly as I moved the rest of her body aside, giving me a view of that incredible ass.

“OH!” Sarah yelped, placing her hands on the mattress as her upper body went out to my right, her plump ass still perched on top of me.

“Oh my god,” I said as I saw it, finally fulfilling a years’ long dream as I leaned my head in, pressing my lips to her thick backside and kissing it in several places. 

God, it was amazing.  I was trying my best to show some decorum, but honestly I was like a kid in a candy store, unable to keep my eyes, my hands or indeed my mouth of that beautiful big, fat ass.   

“You like that, huh?” Sarah chuckled, an understatement if ever there was one.
 
“Mmhmm,” I mumbled back, giving her cheeks a few more kisses before I moved my hands back up to her torso and pulled her back on top of me.

Sarah’s lips went straight back to mine, the passionate kissing resuming in earnest as she grabbed onto the hem of my t-shirt and started lifting it up.  My hands came free from that perfect ass so Sarah could remove my shirt, going back to it in the blink of an eye, like both her cheeks were magnetized.  We continued to kiss for a couple of minutes, my hands going wild on Sarah’s ass until I couldn’t hold back any longer.  I needed to feel it somewhere else.

“Turn around,” I instructed, peeling my hands from Sarah’s ass and placing them down on the mattress.

Sarah grinned, climbing down from on top of me and stepping off the bed.  Sarah turned and reached back behind her, leaning forward just a little as she placed her hands at the tops of her thighs.

“This what you wanted to see,” Sarah asked me, running her hands up over her ass she stuck it out behind her.

“Mmhmm,” I said back.  “Bring it down here for me.”

Sarah stepped back to the edge of the bed then squatted down slowly, dropping that ass down into my lap.  It felt amazing as it pressed against me and I felt my cock get instantly hard as it rubbed against one of her cheeks. 

“Oooh!  Justine wasn’t lying about you, was she?” Sarah said as she began to gently grind back and forth, rubbing that ass up against my cock.  “You’re really gonna have to go easy on me.”

“Likewise,” I said, staring in awe at that bountiful ass and the way that it smothered the bulge in my pants.  I felt like my cock might have met its match.

I lifted my hands off the mattress and put them back onto Sarah’s ass, pushing her up into a standing position.  I kissed both asscheeks several times then hooked my fingers underneath her panties, ready to pull them down.

“May I?” I asked.

“Mmhmm,” said Sarah, barely reaching the second syllable before I whipped down her panties in one fell swoop, leaving them wrapped around the tops of her thighs.

I wrapped my arms around Sarah’s legs, throwing myself forward with further delay and shoving my face in her thick backside. 

“OH!” Sarah yelped, her legs nearly buckling as I released my grip on the tops of her thighs, reaching up to grab her asscheeks and pushing them against my face, smothering myself with their beautiful thickness.

I poked my tongue out from between my lips and steered it straight to Sarah’s clit, licking along the slit of her pussy and all the way up to her ass.

“Oh my God!  FUCK!” Sarah exclaimed, as I flicked my tongue against her asshole.  “Is this you going easy?”

“Mmhmm,” I said back.

I pressed the flat of my tongue against Sarah’s asshole and licked across it with long, broad strokes, eventually moving down so I could lick her pussy as well.  A sheen of juices coated her lips, letting me know how much she liked it, in spite of her initial shock.  A few more of those and I pulled my head back, raising myself from the foot of the bed. 

I stepped around in front of Sarah and encouraged her to turn, easing her down onto the mattress.  She ended up on all fours with her knees at the edge of the bed, that amazing ass stuck out behind her.  I dropped to my knees, pulling her panties down the rest of the way then grabbing Sarah’s asscheeks.  This time I pulled them apart, parting the lips of Sarah's pussy and splitting her asshole open.  Again, I dove in without any hesitation, leading with my tongue this time as I pushed it deep into Sarah’s rectum.

“Ohhh, JESUS!” she practically screamed, throwing her head back sharply as my lips kissed her puckered sphincter, my tongue as deep as a tongue can go.

“Play with your pussy,” I spat out quickly, retrieving my tongue just long enough to say it before I shoved it straight back in.

Sarah adjusted her position, placing her head down and laying it sideways as she reached a hand back in between her legs, putting two fingers to the nub of her clit.  I started to bob my head and forth, fucking her asshole with my outstretched tongue.

“Ohhh, fuuuck!” Sarah moaned out, an audible wetness filling my ears as her fingers danced across her slick, pink pussy.

I could feel her asshole tightening around me, squeezing my tongue with every pass.  The feeling excited me.  If her asshole felt that tight on my tongue, just imagine how it would feel on my cock!  I was itching to find out.  I fucked her asshole a few more times then prised my face from between her cheeks, leaving her panting and desperate for more as I grabbed a bottle of lube.

I flicked off the cap and gave it a squeeze, dripping a thick blob onto Sarah’s asshole then rubbing it in with an index finger.  I kept the finger pressed against her asshole, prodding it gently and letting her know what was going in first.

“Ready?” I asked her.

“Mmhmm,” said Sarah, looking back at me as best she could as she peeled her fingers from the nub of her clit and placed her hand back down on the bed.

“Mm-mm, keep doing that.  It’ll help,” I said, as I started to push my finger forward, feeling her asshole stretching around it as I eased it into her slowly.

Sarah gave a gasp of pain, followed by a moan of pleasure as the tip of finger pushed into her ass, her muscles gripping incredibly tight.  Sarah’s hand went back to her pussy and she started to rub her clit.  The extra stimulation worked like a charm and I felt her asshole loosen slightly as I pushed my finger in deeper, clearing the second knuckle.  One more push and my finger disappeared, her tight sphincter wrapped around the base of it.

“How’s that?” I asked her.

“Feels nice,” she moaned back softly.

“Would you like another one?”

“Uh huh.”

I pulled my finger back slowly, plucking the tip from Sarah’s asshole.  I slipped two fingers in between my lips, tasting her ass off the index finger as I lubed up the middle one, wetting it with my spit.  Plucking them free, I pressed both fingers against Sarah’s ass and began to push them inside her.

“Mpf!” Sarah moaned, feeling her asshole stretch a little wider as the tips of both fingers slid into her taut backside. 

Extra width needed extra pressure and I pushed them in just a little bit harder, feeling some resistance as I reached the second knuckle.  I grabbed the lube with my remaining hand, squeezing some more onto Sarah’s ass.  The extra lubricant proved decisive and I pushed in my fingers the rest of the way.   

“Mmm, oh my God,” Sarah moaned out, rubbing her pussy just a little bit faster which tightened her asshole even more.

I kept them inside her for a close to a minute, feeling her asshole grip them tight as I pulled back slowly and started to pump them into Sarah’s ass.  Sarah’s moans increased in volume and she continued to rub her throbbing pink clit, doing it quicker with every pass.  She gripped my fingers tighter and tighter to the point that I was worried that they might get stuck.  I pumped them inside her a few more times then tried to wrench them free, having to pull them back harder than I had expected.  I fed both digits in between my lips, sucking off a mixture of ass juice and lube. 

“Wanna try some toys now?” I asked her, steering my face back into her ass and dragging my tongue across her sphincter.

“Uh huh,” she said back, moaning gently as my soothing tongue licked across her tender hole, surely sore from its debut outing.

I pried my face from Sarah’s ass, reaching for a metal buttplug.  It was only a little one; 2.5 inches in length with a circumference of 3.5.  Perfect for beginners.  I squeezed some more lube onto Sarah’s butthole and pressed the plug up against it, pushing it forward and into her ass.  Again she moaned as the tip went in, continuing to play with her pussy as I pushed the toy in as slow as I could, enjoying the sight of her asshole stretching as it reached the girthiest point, then closing back up as she swallowed up the rest of it. 

“How’s that feel in there?” I asked her, gripping her asscheeks and spreading them apart as the metal buttplug filled her rectum, the bejewelled base now all I could see. 

“It feels good,” Sarah said, peeling her fingers from the nub of her clit and pushing them into her pussy. 

She pumped them in about three of four times then pulled them back out again, showing me how wet she was. 

“Grab this ass for me,” I said, releasing my grip on Sarah’s buttocks.

Sarah reached back and grabbed her ass, her hands taking over from mine as I gripped the base of the inserted toy.

“Pull it open.  Wide as you can,” I said as I pulled lightly on the sparkling base, revealing the stem of the metal buttplug. 

I pulled a little harder at the base of the plug, drawing it past its widest point then popping it out completely, her asshole gaping open slightly as she pulled her cheeks apart. 

“Wanna taste it?” I asked her, the buttplug smeared with Sarah’s juices.

“My arse?” she responded, looking back, her face a mixture of perplexion and disgust.

“You’ll like it, trust me.”

“Erm…OK, if you say so,” Sarah replied, still looking a little unsure.

I reached around from behind her and held the buttplug in front of her mouth.  Sarah gaped her lips apart, taking the plug into her open mouth and wrapping them around the stem.  Pulling back slowly, she dragged her mouth back up to the tip, popping it free with a smack of her lips.

“Mmm, OK,” said Sarah, licking her lips.  “That’s not too bad.”

“Told you,” I said with a grin, returning the toy to its previous position.

I pressed the toy against her asshole and worked it back inside her, this time keeping my grip on the base as I pushed past its girthiest point then pulled it straight back out again, plucking it free from Sarah’s ass then pushing it straight back in. 

“Mmmmmm,” Sarah moaned, keeping her buttocks stretched apart as I fucked her with the buttplug, her asshole gaping with every pass.

I pushed it in a few more times then moved it around to Sarah’s mouth, giving it to her to suck on as I moved onto the second toy: a set of plastic anal beads.  There were six in total, starting small and increasing in size.  She took the first four without much trouble, with the fifth one requiring some greater exertion.  But it was when I got to the final bead that it started getting tough.  The sixth bead was four inches thick, slightly wider than the buttplug, and Sarah felt that extra width as I pushed it against her fledgling asshole and started to push it inside. 

“Ohhh, that’s thick,” Sarah moaned, plucking the buttplug from between her lips as her asshole stretched around the plastic bead, doing its best to accommodate it. 

I, of course, was trying to help, pushing against it as hard as I could, without being overly aggressive.  One more push and the widest part was squeezed inside it, her sphincter promptly closing back up as it sucked up the remaining plastic, leaving just a light pink ring sticking out from Sarah’s asshole.

“Uhh, it’s deep,” Sarah moaned, the first bead now embedded in her colon.

“Think you can take my cock as well?” I asked her, already beginning to unbuckle my belt.

“In my arse?!” she squawked, looking slightly horrified as she turned her head to face me.

“No, in your pussy,” I chuckled.  “I don’t think we’re at that stage yet.”

“Ohhh,” she laughed.  “OK.  But…you know…”

“Go easy?”

“Yeah.”

I stood up and unbuttoned my pants, hooking my fingers underneath my boxers and whipping both down in one smooth motion.  Sarah looked back as my cock popped out, biting her lip as it flopped up and down, already as hard as a rock.  I gripped it at the base of the shaft and pressed the tip against Sarah’s pussy, guiding myself in slowly.  Sarah’s pussy was incredibly wet and some of the lube had dripped down from her ass, making my entry even more effortless. 

Though that extra lube did come in handy ‘cause Sarah’s pussy was incredibly tight, and the six beads that were stuffed up her asshole only made it tighter.  I pushed my cock in inch by inch, feeling the additional pressure, particularly at the opening where the thickest bead was pressed down against it.  It felt incredible, and I couldn’t help but push in deeper, wanting to feel that sensation all over my shaft. 

Sarah’s moans increased in volume, a look of pleasure spreading across her face as she tightened her grip on her ass, knuckles turning white as they burrowed deep into the snow white flesh, leaving grooves in both her buttcheeks.  One last push and I was sheathed to the base, the ring from the anal beads pressed against my pelvis my dick bottomed out in Sarah’s tight pussy.

“Ohhh my God, that’s so much…” Sarah trailed off, seeming unsure how to finish her sentence.  “That’s so much!”

She didn’t need to say any more.  Sarah’s holes were filled with so much that she didn’t need to specify. 

I chuckled a little as I drew my cock back, feeding my finger through the plastic ring and pulling that back as well.  The thickest bead started pulling back out, increasing the pressure on the top of my shaft as it stretched out Sarah’s asshole.  Sarah moaned louder and so did I, giving a few slow thrusts into her pussy, again so I could feel the sensation on as much of my length as possible.  I drew my cock back out to the tip, giving one last pull at the plastic ring and a drawing a yelp from Sarah as the final bead popped out of her asshole.  I held them up by the ring at the end and inspected the plastic beads, all six coated in Sarah’s assjuice.

“Tip your head back,” I said, pushing my cock back down to the base as I leaned myself forward, dangling the beads above Sarah’s head.

She did as instructed, tilting her head almost all the way back, red hair spilling down her back as she stared at the ceiling above her.  Sarah parted her full set of lips, mouth gaping wide as I gradually lowered the plastic beads, feeding them into it one at a time.  She gagged a little as the last one went in, the first bead pushing towards the back of her throat.  But nevertheless, she wrapped her lips around the largest one, sucking at the plastic beads as I pulled them back out slowly, the thick layer of ass and lube now replaced by a coat of spittle.

I tossed the beads back onto the bed, putting a few thrusts into Sarah’s pussy as I reached for the next toy: a clear glass buttplug.  Six inches long with a circumference of five, it was significantly bigger than the previous two.  Dousing it in the lube, I pulled my cock back out to the tip as I pressed the toy against Sarah’s asshole.  Pushing the tip in, I gently sunk back into her pussy, trying to match the speed of the buttplug as I inserted it slowly into Sarah’s ass. 

Her moans got louder the deeper it went and I could feel her pussy gripping me tighter with every inch that I fed inside her.  By the time I’d reached the girthiest point, her pussy was so tight I could barely fit my cock in, having to push myself harder and harder the closer I got to the base.  With one last push, the toy slid in past the widest point, the clear round base now pressed against Sarah’s asshole.  I released my grip on the base of the plug then felt the glass press against my pelvis as I pushed my cock in the rest of the way, sheathing myself in Sarah’s tight pussy.

“Ohhh, FUCK!” Sarah yelped, throwing her head back and moaning towards the ceiling as both her holes were filled to the brim.

I stayed like that for a couple of seconds then started to pull my cock back.  I looked back down as I reached the tip, enjoying the sight of the toy in her asshole, her insides visible through the clear glass stem.  I gave a few thrusts into Sarah’s pussy, making sure each stroke was nice and slow.  Partly so I didn’t overwhelm her and partly, since she felt so tight, that’s all I was capable of doing. 

I pulled my cock back about halfway and gripped onto the base of the plug, feeling her pussy squeeze my shaft as I started to pull it out of her.  I popped the toy from Sarah’s asshole and held it out in front of her, pushing myself forward as I sunk my cock in the rest of the way. 

“Lick it,” I ordered.  “Taste your asshole.”

Sarah poked her tongue from between her lips and pressed it against the tip of the buttplug, giving a long, slow lick along the clear glass shaft.  She licked the toy a few more times then opened her lips up further, inviting me to slip it inside them.  I promptly obliged her, pushing the toy into her open mouth.  She closed her lips around the girthy shaft, choking slightly as I pushed it deeper, her lips pressed against the base of the plug.  Sarah sucked as I pulled it back out, her cheeks hollowing inward as she slurped up the remaining fluid.  Popping it free from between her lips, the glass plug was now sparkling clean as I set it back down on the mattress.

I straightened my back, grabbing onto Sarah’s ass as I started to slam into her tight pink pussy, cheeks rippling with every thrust.  My eyes stared down, glued to that incredible ass as it bounced and jiggled in the palms of my hands.  I knew what it needed next.  I grabbed a bottle of edible oil, holding it up as I squeezed it hard, pouring it liberally over Sarah’s thick ass.  I tossed the bottle back onto the bed and drew my cock back slowly, leaving just the tip inside as I smeared the oil over both her cheeks, covering every inch of that fat, round ass. 

Once I was done, I gripped her cheeks with both my hands, prising them apart as best I could.  I plucked myself free from Sarah’s pussy, keeping my grip on those perfect cheeks as I laid my cock in between them.  I pushed her cheeks up around my shaft, her ass so huge that they wrapped around it almost completely.  Then, with my cock locked tightly in between her cheeks, I started to pump my hips back and forth, rubbing my shaft up against her sphincter as I sawed it through her asscrack. 

“Ohhh, OK,” Sarah laughed.  “That’s new.”

“Jesus,” I sighed.  “Don’t tell me he hasn’t done this either.”

“Mm-mm,” said Sarah, looking back as she shook her head.

“Fuck, this dude is killing me.”

Sarah laughed as I thrusted harder, feeling my balls slap against her pussy as I fucked those massive cheeks, slicing through them like a knife through butter.  I kept looking down as I fucked her asscrack, seeing that butthole winking at me each time I drew my cock back.  It was asking for it.  Begging to be entered.  I sawed through her buttcheeks a few more times then gripped my cock at the base of the shaft, pressing the tip against Sarah’s asshole.

“You ready?” I asked her, gently prodding at her tight backdoor, desperately seeking admittance. 

“Yes, but…use more lube,” Sarah replied; she sounded a little nervous.

I grabbed the bottle and squeezed some out, leaving a strip along the top of my shaft.  I slowly jerked my cock up and down, smearing in the lube as I returned the tip to Sarah’s butthole.  I kept my grip at the base of the shaft, grabbing one of Sarah’s hips as I began to push forward.  I felt her asshole stretch around me as my cockhead split it open, her muscles fighting against it.

“Ohhh my god, that’s so big,” Sarah moaned out, her voice a mixture of pleasure and pain.

My cock was thicker than the toys I’d used and Sarah was struggling with the increased girth. 

“Play with your pussy,” I told her.  “It helps, trust me.”

Sarah laid her head on the mattress, reaching back in between her legs and slowly rubbing her clit. 

“Yeah, that’s it.  Nice and slow,” I said, feeling her muscles relax just a little as I pushed my cock in deeper, inching past the ridge of my crown.

I was stunned by how it felt.  It had been a while since I popped an anal cherry, and I almost forgot how tight a virgin asshole can be.  I pushed my cock in a little bit further then released my grip on the base of the shaft, grabbing both her asscheeks and spreading them apart as I started thrusting slowly.

“Ohhh,” Sarah moaned, feeling my cockhead push in deeper as I slowly worked my dick back and forth, giving her more with every pass. 

Sarah kept rubbing at the nub of her clit as my thrusts started getting harder, her moans sounding less like pain and more like pleasure with every inch that I put inside her.  I could feel her resistance dropping, her asshole becoming more receptive; she was definitely getting into it.  A few more thrusts and I was sheathed to the base, that tight pink asshole wrapped around the base of my shaft.  I paused my thrusts so I could take it all in, the ultra tight grip of her virgin ass squeezing every inch of my shaft, those fat cheeks pressed against my pelvis.

“Holy fuck,” Sarah gasped, feeling my balls press against her pussy.  “Is it…?”

“All the way in?  Yep,” I grinned.  “Wanna see?”

“What do you mean?” she asked me, looking confused.

I grabbed my phone from the edge of the bed and pointed it down at Sarah’s thick ass, snapping a picture of my cock inside it, the base the only part you could see.  I held my phone out, turning it around so Sarah could see it.  Her eyes bulged as she looked at the photo.

“Oh my God,” she said.  “I can’t believe that whole thing is in there.”

“Impressive, huh?” I said with a grin.

“It is,” she said.  “But don’t go putting that online or anything.”

“Well that could be anyone’s ass,” I laughed.

Sarah grinned and raised an eyebrow.  “Anyone’s?”

I laughed again, aware of the implication.  Not many girls had an ass that thick.

I tossed my phone down onto the bed, grabbing Sarah’s ass as I started pumping into it, working my cock in with slow, deep thrusts.

“Mmm, yes!  That’s so good,” Sarah moaned out.

Her features had softened, morphing from a painful grimace to a look of total pleasure.  Her eyelids fluttered, mouth hanging open as gentle moans spilled out from between them, filling the expanse of the room.  She started rubbing her clit a little harder, tightening her asshole another few notches.

I took that as my cue, prompting louder moans from Sarah as I thrusted into her with increased force, my balls beginning to swing back and forth, and slap against Sarah’s pussy.  I moved my hands up to Sarah’s hips, pulling her back as I thrusted forward, drawing loud * CLAP * sounds as my pelvis started hitting her ass.

“Oh, fuck!  Yeah!  Like that,” she moaned loudly.

Sarah’s face had hardened again.  Though it wasn’t pain that had skewed her features, but the build up of impending climax.

“Ohhh my god!” she cried out sharply, fingers a blur as she rubbed herself harder.  “Fuck, fuck, fuck!  I’m gonna cum!  I’m gonna cum!”

A few more strokes and she did just that, screaming at the top of her lungs as I buried my cock in her one last time, keeping it there as her orgasm hit.  Sarah’s eyes rolled into her head and she kept on rubbing at the nub of her clit as the feeling started coursing her, engulfing every inch of her body and shaking her down to the core.  Her asshole gripped me extra tight, to the point that it almost hurt me, a grimace playing across my face as her muscles seized every inch of my shaft, squeezing it for all its forth.

Sarah’s climax hit its peak and her screams gave way to contented moans as she peeled her fingers from the nub of her clit, placing her hands on the mattress.  I waited for her grip to loosen then pulled my cock back slowly, prising the tip from Sarah’s ass. 

“Did you like that?” I asked her, laying my cock in between her asscheeks as I grabbed them with my hands, deftly massaging each perfect sphere. 

“Mmhmm,” Sarah responded, seemingly incapable of saying much else.

“You’ve made a hell of a mess,” I said to her, noticing the coat of juices that Sarah had left on my cock.  I drew my hand back and slapped her ass, drawing a loud * SMACK * and an excited moan from Sarah.  “Come here and clean it up for me.”

“Yes, sir,” Sarah grinned, turning around on her hands and knees.

Sarah parted her perfect lips, sticking her tongue out as I placed a hand at the back of her head, steering my cock in between them.  I pushed in deep, feeling the tip move past her tonsils as she wrapped her lips around my shaft.  I kept my hand at the back of her head as I started to pull back slowly.  Sarah sucked her cheeks in, sliding her tongue along the underside as she slurped up all her juices.  I felt my cockhead twitch inside her, precum oozing from the tip of my prick and trickling down her throat.  Her lips slid back to the ridge of my crown, freeing it with an audible * POP *.   

I took Sarah’s hand in mine and helped her off the bed, climbing up to take her place.  Laying across the mattress, I rested my head at the foot of the bed with my feet against the headboard.  I looked at Sarah as she stood up above me, eyeing my cock as it jutted upwards, pointing at the bedroom ceiling.

“Come here,” I said.  “Sit on my face.”

Sarah grinned and took a step forward, placing a knee down beside my head.

“Uh uh.  Other way,” I said, making a spin motion with my finger. 

Sarah took her knee off the bed and I watched intently as she turned on her heels, sticking that ass out behind her.  It looked even better from this angle, and I stared at it listlessly as it loomed up above me, excited by the thought of being buried underneath it.

“Yeah, that’s it.  Now bring it down here,” I said impatiently, beckoning her with both my hands. 

Sarah began to drop down slowly and I gazed in awe as it sunk down towards me, slowly eclipsing the light in the room as he lowered it towards my face.  I couldn’t wait and once that ass was within my reach, I grabbed the tops of Sarah’s thighs and pulled her down on top of me.

“OH!” Sarah yelped as her massive ass dropped down on my face.

Excitement got the better of me and I pulled her down a little harder than I should have.  But thankfully for me, there was plenty of padding to cushion the blow.   I wrapped my arms around the tops of her thighs, holding her in place as those giant cheeks pressed down on my face, smothering me completely.  I poked my tongue out from between my lips and guided it straight to her clit, dragging it slowly over Sarah’s pussy.  I moved up higher, licking over Sarah’s taint until I found her asshole, making her moan as my tongue flicked against it.

“Mmm, yes!  Lick my arse,” she purred it softly, placing her hands on top of my own as I gripped her meaty thighs.

I licked her butthole several times then slid my hands out from underneath hers, reaching down to grab her ass and lifting it off my face.

“Grind it against me,” I spat out quickly, gasping as I caught my breath.

I moved my hands back up to her thighs and pulled her back down on top of me.

“Like this?” Sarah asked as she started to work her hips back and forth.

“Uh huh,” I said back, sticking my tongue out and keeping it flat as she rubbed her ass up against it.

I let go of her thighs and reached down lower, grabbing my cock and stroking it gently.  Already I could feel it throbbing, blood pumping through the length of my shaft as she dragged her ass across my outstretched tongue, making sure that I tasted both holes.  She kept that up for several minutes, gently grinding her ass back and forth, rubbing those cheeks up against my face as she used my tongue like a sex toy. 

I wasn’t complaining, of course, and would happily have let her do that for hours if not for the violent pulses that were passing through the length of my shaft.  My cock was dying for attention.  I let her grind on me a few more times then reached back up to grab her ass, pushing it off my face. 

“Ride me,” I said, slapping her ass as she lifted it up.

Sarah moved around to the side of the bed and climbed up onto the mattress.  Kneeling in between my thighs, Sarah grabbed a bottle of lube and squeezed some onto my cock, jerking it slowly as she smeared it up and down my shaft.  She placed the bottle on the nightstand then turned towards the headboard, tucking her calves underneath my thighs.  I gripped my cock at the base and pushed it in between her cheeks, leaving it there as I reached up higher and grabbed onto Sarah’s hips. 

My cock moved back as I pulled her down, touching my abs as her ass pressed down against the underside, locking it firmly in place.  Sarah looked back at me and grinned, clearly understanding the brief as she started to grind back and forth, rubbing that ass up against my cock.  I let go of her hips and left her to it, using my arms to prop myself up as I enjoyed what was basically a naked lapdance.  It didn’t take long for my dick to start throbbing and even with the lube now coating my shaft, I could feel how wet her pussy was as she rubbed it against the underside.  Both of us wanted more. 

She ground it against me a few more times then lifted her ass up, my cock springing up and back into position.  Sarah reached back to grab it but I got to it first, gripping it tightly at the base of the shaft and pressing it against her sphincter.  Sarah began to drop down slowly, grabbing her cheeks and pulling them apart as my cockhead started to slip inside her, stretching her puckered asshole.

“Ohhh, yes!” Sarah moaned softly as she moved  her ass down slowly, taking my cock down an inch at a time. 

I released my grip on the base of the shaft, watching her asshole swallow it up as Sarah dipped down lower and lower, moaning louder the deeper she went.  One last plunge and I felt her cheeks press against my pelvis, my cock almost vanished from sight.  She stayed like that for close to a minute, feeling how deep I was inside her.  Then she started to ride me, working her ass up the first few inches. 

I sat back and watched, taking it all in as that perfect asshole slid up and down my shaft, those plump cheeks moving in hypnotic fashion.  It felt incredible, her asshole gripping me extra tight and squeezing every inch that she took inside her.  Sarah let go of her giant ass, placing her hands on the tops of her thighs as she started moving faster, guiding her asshole further up my shaft. 

“Grab me a pillow,” I said, reaching out with one of my hands and slapping Sarah’s asscheek.

Sarah handed me a pillow and I stuffed it underneath my head, keeping it supported as I grabbed her hips.  Claps started ringing out as I pulled her down with greater exertion, ass cheeks rippling as they smacked against my abs.  Sarah’s moans got louder as well as she worked her ass up higher, lifting it up to the tip before I pulled her straight back down again, impaling her asshole on my big, thick cock.  Sarah took it well, bearing little resemblance to the nervous anal virgin that she’d been just an hour ago.

I kept that up for quite some time, listening to the deafening smacks as they bounced off the bedroom walls.  Each was accompanied by a moan from Sarah, expressing her pleasure or telling me how much she loved my cock.  Releasing my grip on Sarah’s hips, I reached out further and grabbed her thighs, lifting her legs up and pulling them backwards.

“Oh my god!” she yelped in surprise, her body dropping down onto mine as I pulled her back sharply, sliding my hands to the tops of her thighs and pulling them back as far as I could.

I started to buck my ass off the couch, prompting a louder scream from Sarah as I drove my cock into her asshole.  Now this is quite an advanced position and not one I’d recommend for a beginner.  But Sarah had taken to anal so well that I was sure she’d be able to handle it.  And handle it she did, reaching down to rub her clit as I drilled up into her with fast-paced strokes, my balls flinging up from the mattress and slapping against her pussy. 

I could hear her pussy squelching, even over her ear-splitting screams.  I thought she was about to make herself squirt when suddenly her asshole tightened, gripping my cock as I thrust up into her and squeezing it to the point of bursting.  I couldn’t see what she’d done, of course, but I could tell from the sudden contractions that she’d shoved some fingers in her pussy.  Not sure how many but it felt like a lot. 

I thrusted harder, pushing through the tightening grip, the squelches getting louder and louder as Sarah started fucking her pussy.  And once she started doing that, it didn’t take long for her to finish herself off.  Her screams got louder, steadily increasing as her climax grew and building to a violent crescendo.

“FUUUCCCKKK!!!”

I kept on thrusting as I felt her cum, her asshole clenching like a soft pink vice as I drilled her through the throes of climax.  One last thrust and she hit her peak, her voice cracking and fading out as her muscles began to relax, relinquishing their death grip on the base of my shaft. 

I released my grip on Sarah’s thigh and grabbed my cock at the base, prying it free from her asshole.  She took a moment to regain her composure then rolled back down from on top of me, still looking dickdrunk as she moved down the bed, kneeling in between my legs.  She gripped my cock just under the tip, the shaft now smeared with a fresh coat of ass juice.  She started with my balls, sucking on them one at a time before she pressed her tongue to the base of my shaft and licked her way to the top of it.  She wrapped her lips around my cockhead and sucked me down about four or five times, cleaning up the juices that her ass had left behind.

I climbed down off the mattress, smearing my shaft with a fresh coat of lube as I stood at the foot of the bed.

“Lay here,” I said, beckoning her towards me as I patted the corner of the mattress.

Sarah moved to the end of the bed, lying diagonally with her feet placed down on the floor.

“Hold your legs back,” I said, and again she did as I told her, lifting her legs up and pulling them back, her ass sticking out at the edge of the bed.

I took a step forward, essentially straddling the corner of the bed as I pressed my cock against Sarah’s asshole and steered it back inside her.  Sarah moaned, her head falling back as I breached her hole, steering my cock in about halfway.  Leaning forward, I balled my hands into fists and pressed them into the mattress, looking down at Sarah as I pushed myself forward, steering my cock in the rest of the way. 

“MMM, YES!” Sarah moaned out, letting go of one of her legs as she reached down lower and started to rub her pussy.

Her muscles contracted, gripping my cock as I pulled back slowly, leaving just the tip inside her.  I kept it there for a couple of seconds, feeling my precum ooze from the tip as her asshole squeezed my swollen cockhead.  Then I threw myself forward, as hard as I thought she’d be able to handle, ramming my cock in with a single thrust and burying myself to the hilt.

“Ohhh, FUCK!” Sarah yelped as her head shot up, eyes nearly popped from their sockets.

I proceeded to bang her hard and fast, drilling my cock in with little restraint.  Sarah moaned louder, rubbing her clit with increasing vigour, tightening her ass like she was turning a lever.  Her eyes stayed wide, mouth hanging open in a perfect O as an intense look of pleasure stayed plastered on her face.  I could feel her ass getting broken in, every thrust I put into her being met with less resistance. 

“Grab your ass,” I ordered curtly, lifting a hand off the mattress and slapping one of her cheeks.  “Spread these cheeks for me.”

I placed my hands on the backs of her thighs, making sure her legs remained pinned back as Sarah reached down and grabbed her ass, pulling both her cheeks apart.  I thrusted into her a few more times then quickly pulled my cock back, looking down at her gaping hole as I plucked my tip from inside it.  Her ass had barely closed at all, an impressive gape for a first timer.

I kept my dick clasped tight at the base, ready to shove it back in when I spotted something at the side of the bed.  I reached across, grabbing ahold of a six inch dildo and pressing it against her ass.  With the impressive size of Sarah’s gape and the amount of oil still coating her ass, I wouldn’t even need any lube.  All I had to do was spit on the shaft and the toy slipped in with a single push, sinking to the base with little exertion.  Sarah’s pussy was stretched wide open, dripping wet and ready to be filled.  I was very keen to do so, of course, but she’d have to clean my cock off first; ass-to-pussy is never advisable. 

I climbed up onto the bed, shifting forward awkwardly as I squatted over Sarah’s chest, dipping my cock into her open mouth.  I pushed my cock right down to the base, feeling her suck it as I pulled back slowly, popping the crown from between her lips.  I looked at my cock to make sure it was clean then stepped back down off the mattress, going back to my previous position. 

I rubbed the tip against Sarah’s pussy then shoved my cock inside her, sheathing myself to the base.  I stayed like that for a couple of seconds, feeling how tight her pussy was with the toy base-deep in her ass.  Then I started thrusting, keeping my hands pressed down on her thighs as I went in hard on Sarah’s pussy, flap flap flap sounds filling the room as my balls smacked against the base of the toy. 

Sarah let go of her asscheeks, returning her fingers to the nub of her clit and rubbing it at maximum speed.  Sarah’s pussy got even tighter, her muscles gripping with increased force and clamping firmly around the width of my shaft.  I could feel my cockhead twitching, balls swelling as they slapped against the dildo.

“Uhh, fuck!” I moaned out helplessly, muscles straining as I craned my head back, seconds away from exploding.  “Fuck, I’m gonna cum!”

“Mmm, yes!  Cum in my arse, please,” Sarah begged as she rubbed her clit even harder, the prospect clearly exciting her.

I pulled my cock out of Sarah’s pussy, and she reached back down and grabbed her ass as I gripped onto the base of the dildo, prising it free from her tight pink hole.  Again her ass stayed gaping open as I tossed the toy down onto the bed and stuffed my cock back inside her.  I started thrusting as hard as I could, managing only a handful of pumps before the feeling overwhelmed me. 

I buried my cock to the base of the shaft, my muscles relaxing as I let it all go and shot my load inside her.  Sarah kept one hand on her ass while the other moved back up to her clit, rubbing it hard as I started cumming.  Feeling my load in her finished her off and Sarah came too in a matter of seconds.

“OHHH, FUUUCCCKKK!!!  YEEESSS!!!” Sarah squealed, rubbing herself harder as her climax  started pulsing through her.

Her muscles contracted, wringing my cock for all its worth and forcing more cum from the tip.  A second load shot into her ass, reigniting Sarah’s climax as she rubbed her clit with tireless vigour, continuing to squeeze my shaft until she’d milked out every last drop. 

Sarah’s features softened once more, a contented smile stretched across her face as she bit down gently on her lower lip, slowly rubbing her still hard clit.  Finally her muscles relaxed and I eased my cock back out of her asshole, a mess of cum dripping out after it and forming a puddle on the corner of the mattress.  Sarah dropped her legs back down and moved her arms back out to her sides, using her elbows to prop herself up. 

“So,” I said, panting a little as I caught my breath, “how was it?”

“Oh my god, SO good!” Sarah said back.  “I don’t know how I haven’t tried that before.”

“Me neither,” I said with a smirk.

Sarah laughed then turned ‘round onto her stomach, sucking my cock down a couple of times so she could taste her ass again.  We ended up fucking two more times, working our way through the rest of my toys and a number of different positions, until I blew another load inside her, shooting the last one all over her ass.  We took a shower so she could wash off the cum and then Sarah got dressed and gathered her things. 

I walked her outside, and though she moved a little gingerly, Sarah was all smiles as she climbed into her car, telling me how much she’d enjoyed her visit and how she couldn’t wait to come back soon.  And there we have it.  Another satisfied customer.

End of Chapter 5
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DarkSwordsman

Re: Mini Getaways (Sarah Snook)
« Reply #8 on: July 04, 2025, 06:03:38 AM »
Tyler has some kinky fun with Evangeline Lily in the latest chapter in this series.  Available now for all third tier subscribers or for a one time purchase of $8.

https://www.patreon.com/DarkSwordsman
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Powell

Re: Mini Getaways (Sarah Snook)
« Reply #9 on: September 29, 2025, 09:50:37 PM »
I came here because of what you said about the Alexandra Daddario chapter. Although I liked it I will admit it's not really a specific kink I look for more just that I love the idea of a woman being stable in sleeping around which is easier if her husband knows as opposed to her worrying about being caught. I must admit even for stories like Sophie Turner in the Lucky Brother series I kind of head canon that she's in an open relationship because I like the image. I assume she's supposed to be cheating in that story? 
 

DarkSwordsman

Re: Mini Getaways (Sarah Snook)
« Reply #10 on: September 30, 2025, 08:39:47 AM »
Sophie in Lucky Brother? Yeah, I believe she was married when that story takes place.
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DarkSwordsman

Re: Mini Getaways (Sarah Snook)
« Reply #11 on: November 03, 2025, 07:26:32 AM »
Chapter seven, starring Stranger Things duo Winona Ryder and Cara Buono, has been posted to my Patreon one month early.  Available now for all second tier subscribers or for a one time purchase of $4.50.

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Check out my Patreon if you like my work: https://patreon.com/DarkSwordsman
 

DarkSwordsman

Re: Mini Getaways (Sarah Snook)
« Reply #12 on: December 03, 2025, 05:33:13 AM »
Chapter 7

Starring: Winona Ryder and Cara Buono

June, 2025

Referrals.  I get a lot of these in my line of work.  In fact, since I don’t do advertising (for obvious reasons) almost all of my business comes from referrals.  Usually these are very simple; the woman rings me up, says ‘so and so said you’re amazing in bed.  Can I make an appointment?’.  I mean, it doesn’t get much easier than that, does it?

But sometimes my referrals can be a little more intricate.  An example of this would be Lauren Ambrose.  If you haven’t read that story already, here’s a quick rundown of events.  Lauren was referred to me by a friend of hers, after complaining to her of sexual frustration.  Lauren’s friend recommended her to me, but Lauren declined, saying she didn’t want to cheat on her husband.  So Lauren’s friend hatched a plan: I’d meet Lauren in a bar and hit on her, posing as an average Joe, take her home and bang her senseless. 

To cut a long story short, the plan went off without a hitch.  Initially, I posed as a massage therapist.  But once we’d had sex I finally came clean, telling her who I really was and all about the plan her friend had cooked up.  She was a little annoyed with her friend for deceiving her, but that didn’t stop us from having sex again.  She’s now a regular guest.

So that’s one example.  Another is as follows.  The set up for this one is basically the same.  I got a call from a regular guest, telling me a friend of hers was having some bedroom issues; her husband wasn’t hitting the spot.  Honestly, if I had a nickel.  I responded how I usually did.  ‘Send her along.  I’ll sort out her problems’.  I got the same response.  ‘She doesn’t want to cheat on her husband’.  But, just like Lauren’s friend, this guest of mine had it all figured out.  I’d go to her house, posing as a pool boy.  Now, I’m not gonna lie, when she told me that I laughed out loud.

“A pool boy?  Are you serious?”

“Yeah” she said.  “What’s wrong with that?”

“Well, I don’t think anyone’s ever posed as a pool boy, unless they’re shooting porn.  Does she even have a pool boy?”

“She’s got a guy.  He’s not a boy though.  He’s probably in his fifties.”

“So you want me to pose as a guy in his fifties?”

My guest laughed.  “No, silly.  You pose as his younger co-worker.  You tell my friend that the usual guy is sick and that you’ll be taking his place.”

“OK, and what do I do when the usual guy rocks up ten minutes later and doesn’t know who the fuck I am?  I think that might blow my cover.”

“Don’t worry.  I’ll take care of that.”

Needless to say, I was a little bit skeptical and needed some clarification.  “How will you take care of that?”

“I’ll call the pool guy, pretending to be her housekeeper…”

“I love it already.”

She laughed again.  “Shut up, you.  I’m trying to explain.  I’ll call the guy, pretending to be her housekeeper and tell her that my friend is going on vacation and has given me the week off, so nobody will be there to let him in.”

“You know the guy’s number?”

“No, but I can get it.  I’ll just tell my friend that I’m looking for someone to clean my pool.  Can I have her guy’s number?”

“Foolproof.”

“I mean, what could go wrong, right?”

In fairness, it did kind of sound like it could work.  Besides, it had been a while since I’d posed as someone else.  I think the last time was Kat Dennings’ bachelorette party, and we all know how that went.  I said I’d do it. 

Unlike Kat’s party which involved a lot of planning, the prep for this one was pretty straightforward.  All I had to do was buy a net.  My guest texted me the morning of, telling me the pool guy had been ‘taken care of’ (which, I’m not gonna lie, sounded a little sinister at first) and giving me her friend’s address.  She even gave me the pool guy’s name for authenticity.  I took a shower, pulled on some clothes (t-shirt, shorts, flip flops- standard pool boy uniform) and began the drive to LA. 

I stopped on the way to pick up a net and arrived at the woman’s house at around midday.  I decided to park a few doors down.  I was supposed to be a pool boy after all, and I don’t think many of them drive a Toyota Camry.  The house was huge; whoever this woman was, she’d clearly done well for herself.  I knocked on the door and waited. 

I heard footsteps approaching from within and moments later the door swung open.  I had to do a double take.  Standing in the open doorway, her body wrapped in a beach robe, was Winona Ryder. 



I’m not sure why, but I hadn’t expected anyone famous, even after seeing the house.  So the sudden presence of a world famous actress, a gorgeous one at that, had caught me a little off guard.

“You’re not the usual guy,” Winona said, looking at me skeptically but with a very slight glint in her eye.  Clearly she liked what she saw.

And I’ve got to say, the feeling was mutual.  I’ve always thought Winona was hot, and seeing her stood there in her sheer black robe, her bikini body visible through the fabric, was definitely a sight for sore eyes.

“Oh, er…no, Miss Ryder.  My Uncle Frank’s been taken ill.  I’m filling in for him.  My name’s Tyler.”

I offered my hand and Winona shook it. 

“Nice to meet you.  Please, come in.  And call me Winona.”

She stepped aside to let me through.

“Thank you, Winona.”

“This way.”

Winona led me through her home.

“So you’re Frank’s nephew, huh?”

“Yeah.  I’m helping him out while I’m back from college.”

“I see.”

She led me into the garden where I was promptly met by my second surprise.  Laid out on a sun lounger in a vintage-style strapless bikini was none other than Cara Buono, Mrs Wheeler from Stranger Things



She was sipping from some kind of cocktail.  A little early, but who am I to judge?

“This is my friend, Cara,” Winona announced.

“Hi.  Nice to meet you,” I said, trying not to stare at her amazing body.  It was hard to believe that both these women were over fifty.

“Pleasure’s all mine,” said Cara, shamelessly eye-fucking me as she peered over her sunglasses. 

Winona rolled her eyes.  “Sorry about her.”

“Please, don’t apologise,” I said back.  I’ve never complained about a hot MILF flirting with me and I’m not about to start now.

“Need anything or are you good to go?” Winona asked me.

“Yeah, I’m good.  I’ll go get started.”

Winona sat beside Cara, leaving her beach robe on as she laid back in an adjacent lounger.  Her lounger was in the shade, which I thought was probably wise.  That famously pale skin of hers looked like a sunburn waiting to happen.  I moved towards the pool, barely taking a single step when I heard Cara start speaking behind me.

“OK, so when did you get a hot pool boy?” she casually asked, making zero attempt to lower her voice.

“Shh!” Winona hissed.  “He’ll hear you.”

Cara laughed.  “Oh yeah, like he’s gonna complain about that.  Come on, answer the question.”

“The usual guy’s sick,” Winona answered.  She was speaking softly; Cara definitely wasn’t.

“Well, thank God for man flu."

I walked around to the far side of the pool and dipped my net into the water.  I knew full well how to clean a pool since I usually cleaned my own.  Not that it’s rocket science anyway.  Looking back towards the house, Cara was basically gawping at me.  She smiled at me from across the yard, biting her lip as she stared.  It wasn’t subtle but I wasn’t complaining.  I couldn’t help but smile back.  Cara fanned herself with her hand.  It was a warm day but I doubt it was the heat that had gotten her flustered.

“Phew!” she said.  “It’s hot out here, huh?  You know, cutie, if you wanna pop that shirt off, you can go right ahead.  We don’t mind, do we, Win?”

“Oh my God,” Winona muttered, turning away.  She looked absolutely mortified.

Again, I couldn’t help but grin.  Given that sex is a foregone conclusion with basically every woman I meet these days, I hadn’t been hit on like this in a very long time.  Needless to say, I was having a lot of fun with it. 

“Thank you, ma’am.  I might just do that.”

I lifted my shirt up over my head and tossed it down onto the floor.

Cara grinned, looking mightily pleased with herself as she turned towards Winona.  “You’re welcome, bitch.”

“I need a drink,” Winona sighed.  “Refill?”

“Why not?” said Cara, holding out her glass.  She turned to me and winked.  “It’s five o’clock somewhere, right?”

Winona took her glass and walked towards the house.  She’d barely made it through the sliding glass doors when I heard Cara’s voice again, calling to me from across the yard.

“Hey, pool boy.”  As I looked up, Cara was holding a bottle of sunscreen.  “Could you get my back?”

“Are you sure your friend won’t mind?”

“Well, she’ll have to do it if you don’t.  So I guess you’ll be doing her a favour.”

“Fair point,” I laughed.

I dropped my net by the side of the pool and moved towards the loungers.  She changed her position when she saw me coming, laying on her front with her head at the end. 

“Such a gentleman,” Cara declared, wearing that familiar smirk as she handed me the sunscreen.

“Think nothing of it.”

I flicked the cap off the bottle and perched on the edge of the lounger, taking a quick peek at Cara’s ass.  Her body was amazing.  Seriously, no 54 year old woman has the right to be that hot.  I squeezed some sunscreen onto my hands and moved them to Cara’s shoulders, smearing it into her skin. 

“Mmm,” she moaned out softly, “you’ve got great hands.”

“Thank you.  I work as a masseur at college actually.”  Not a total lie; I give my guests rubdowns all the time.

“I can see why.  You must have women queueing up for you, huh?”  She paused.  “For massages, I mean.”

“Yeah, I get a lot of business,” I chuckled back.  That definitely wasn’t a lie.

“I’m sure you do.”

I moved my hands down Cara’s back, smoothing in the sunscreen until I reached her bikini line.  Muscle memory was starting to kick in, and I almost moved my hands to her ass, stopping myself in the nick of time. 

Cara lifted her head up, looking at me from over her shoulder.

“You can keep going if you like.  We don’t want those massage hands getting rusty, do we?”

I grinned, squeezing more sunscreen onto my hands and moving them to the backs of her thighs.  I started just above her knee pit, admiring her muscletone as I ran my hands up Cara's left thigh.  Her bikini bottom was nice and small, neatly bisecting her perfectly round ass.  I moved my hands up to Cara’s butt, smearing sunscreen onto every inch of skin I could get to.  I was in awe.  Every part of her body I touched made her age seem more and more baffling.  I couldn’t believe this woman was older than my mom.

I started to move down Cara’s legs when I was suddenly startled by a loud, shrill voice.

“Oh my God!  Cara!  What are you doing?!”

I looked up and there was Winona, standing in the doorway with a cocktail clutched in each hand.  And she looked so stunned by what she was seeing that I’m surprised she didn’t drop them. 

“Why is the pool boy giving you a massage?!”

“He’s not giving me a massage,” Cara protested.  “He’s putting sunscreen on my back.”

“OK, why is he putting sunscreen on your back?”

“Why do you think?  You were inside and I don’t wanna burn.”

“Right, and you couldn’t possibly have waited five minutes, could you?”

Cara smirked.  “Does the sun wait five minutes?!”

Winona sighed and shook her head.  “God, you’re insufferable.”  Then she looked at me.  “I’m sorry about her.  You can stop that now, honey.”

“I don’t think he wants to stop,” Cara declared.  “Not if this lump in his shorts is anything to go by.”

Yeah.  I didn’t mention it before but I was getting pretty hard while massaging Cara (sorry, ‘applying sunscreen’), and it didn’t take long for her hand to go wandering.  Once she found the bulge in my shorts, she started to stroke my cock through the fabric, turning my semi into a full blown hardon. 

Winona gasped almost comically.  “OH MY GOD!  Are you…?”

“Stroking his cock?  Yes, I am,” Cara admitted shamelessly.  “And there is a lot of it to stroke, believe me.  Actually, applying all that sunscreen was a little bit pointless ‘cause I’m about to take him inside.  You’re welcome to join us if you like.”

“I’m married!” said Winona.  “And so are you!”

“What he doesn’t know won’t hurt him.  Anyway, you said Scott wouldn’t be home for hours.”

“That’s not the point!”

Cara shrugged.  “Your loss.  Where should we go?  Your room?”

“No, you will NOT go in my room!” Winona protested.  “If you wanna fuck this guy, you can do it in one of the guest rooms!  And wash the freakin’ sheets when you’re done!  I don’t want Scott thinking I’ve been fucking the pool boy!”

“OK, OK.  Don’t get your panties in a bunch.”  Cara got up from the lounger.  “Come on, honey, let’s go upstairs.”

It suddenly just dawned on me that she didn’t actually know my name.  And I’m not gonna lie, that only made the situation hotter. 

Cara grabbed my arm, leading me behind her as she marched towards the house.

“God, Cara, you are such a fucking slut!” Winona shrieked.  “I can’t believe you’re…”

Winona stopped speaking, so abruptly it was like someone had found her off switch.  And she was staring- and I mean staring- at the lump in my shorts.

“Oh, I’m sorry, Winona,” Cara grinned.  “Were you saying something?  Or have you just spotted this young man’s cock?”

She didn’t say anything.  But she definitely had.  And now that she had, she couldn’t take her eyes off it.

“See what I meant?”  Cara reached down, running her hand across my bulge.  “There is a lot to stroke.”

Winona nodded slowly, looking slightly transfixed as she stared at my swollen crotch.

“Last chance, Win,” Cara declared.  “You coming with us or not?”

Winona snapped out of it quickly.  You could almost see her brain rebooting.  “OK.”

Cara gave a joyous shriek which Winona was quick to cut off.

“BUT…”  She paused, pointing at Cara with an accusatory finger, “don’t breathe a word of this to anyone.”

“Aww, really?” she whined sarcastically.  “‘Cause I was gonna go home and tell my husband.”

“I’m serious, Cara.”

Cara laughed.  “God, relax, girl!  Who the fuck am I going to tell?!  Now, come on, before this cock goes soft.”

The three of us went into the house and Winona led us upstairs.  Guiding us through the hallway, Winona stopped outside one of her guest rooms, pushing the door open and ushering us both inside.  Cara and I both entered the room, followed by Winona who closed the door behind us. 

I’d barely managed to step beyond the threshold when Cara grabbed me and spun me around.  She stepped right up in front of me, pressing that fit body up against mine as she draped her arms across my shoulders.

“Mmm, come here, you,” Cara purred, placing a hand at the back of my head as she pulled me in for a kiss.

Our lips locked together and Cara’s tongue pushed into my mouth as her left hand came free from my shoulder.  She moved her hand down slowly, sliding it over my chest and abs, and down towards my beltline.  Within seconds, Cara’s hand was back on my cock.  The making out had made it harder and Cara noticed as she felt me up, prying her lips from mine just seconds after touching it.

“Ohhh, wow.  I’ve gotta see that.”

Winona had moved in beside Cara and I placed a finger underneath her chin, leaning and kissing her as Cara unbuckled my belt.  By the time Winona had broke from the kiss, Cara had my belt undone and was working on the clasp and zipper.  She dealt with those in double quick time and before I knew it my shorts were pooled around my ankles.  My cock was now at maximum hardness and was pulling at the fabric of my boxer briefs. 

“Fuuuck!” said Cara as she stroked my cock.  “You are so big.”

“Well a pool boy needs a big pole, right?” I said with a grin, making both ladies laugh. 

I cupped my hands to both their faces, pulling them towards each other and leaning in to kiss them both.  Cara’s hand was still stroking my cock while Winona’s were exploring my chest.  I reciprocated, sliding my hands down both their backs ‘til I was grabbing two handfuls of ass.  Cara broke away from the kiss, moving down to kiss my neck as I made out with Winona.  I felt her lips move past my collarbone and towards my chest as she dropped down slowly, kissing down my chiselled torso. 

She settled on her knees, kissing across my six pack and down to the base of my shaft.  She didn’t stop, kissing along the length of my cock until she reached the tip.  She teased it with her tongue, tasting the drop of precum that already soaked into my underwear.

“Oh my God, you taste so good.”

She quit teasing, hooking her fingers underneath my waistband and yanking it down to my knees.  Winona peeled her lips from mine, watching as my cock sprung free, nearly hitting Cara in the face. 

“Wow!” said Winona, dropping down beside her friend.

“Right?” said Cara.  She wrapped a hand around my shaft and started to stroke it softly.  “You know, I could use a pool boy too, if you’re looking for extra clients.”

“You live in New York, Cara,” Winona laughed.  “And you don’t have a pool.”

“Who says I want him to clean my pool?”

The two of them giggled then Cara pushed my cock up at an angle, poking her tongue out from between her lips and pressing it against the underside.  As Cara licked along the base of my shaft, Winona latched onto one of my balls, sucking it gently as Cara’s tongue moved up to the tip.  She brushed her tongue against my slit, lapping up more of my precum before those plump lips spread around my cockhead. 

Cara started bobbing her head, working those lips up and down my shaft.  Those pretty brown eyes stared up into mine, telling me how much she loved my cock as she took it deeper inside her.  Within a few seconds I’d cleared her tonsils and she took me to the back of her throat without so much as a flinch.  My ball popped out from Winona’s lips and she circled around behind her friend, clearing a path for her as her lips closed in on the base.  Brushing aside her lovely blonde hair, Winona kissed across Cara’s shoulder, making her moan just ever so slightly as she grabbed onto the backs of my thighs. 

Digging her fingers in, Cara used my thighs for leverage as she threw herself forward with one sharp pull, taking me down to the hilt.  I threw my head back sharply, moaning towards the ceiling as my tip pushed through into Cara’s throat.  My balls were squished up against her chin, and I could feel the warm breath from her nose as her face pressed against my torso. 

She held me there for several seconds, pulling her lips back slowly and revealing how wet she’d made my cock.  Plucking me free from between her lips, my cock was dripping with Cara’s spit, utterly drenched from bottom to top.  She flashed me a grin as she rolled her tongue out, licking along the underside as she moved her head in slowly, wrapping her lips around one of my balls.

Winona leaned over Cara’s shoulder, poking her tongue out from between her lips and lapping at the tip of my cock.  A spasm shot through the length of my shaft, my swollen crown now visibly pulsing as Winona licked around it slowly, teasing it with the tip of her tongue.  It felt amazing and another moan escaped my lips as she swirled her tongue around my helmet.

“Ooh, I think he’s enjoying it,” Winona grinned, peeling her tongue from my cock.

She wasn’t wrong.  I’ve had my share of double blowjobs but this was one of the best.  The girls just worked so well together, it was like it was second nature.  But with a combined 70 years of blowjob experience, I shouldn’t have been surprised. 

Winona took me in between her lips, keeping her grip on me nice and loose as she worked her tongue along the underside.  Steadily bobbing her brunette head, I could feel that sprightly tongue of hers dragging along the bottom as she took my cock down deeper, my tip pushed up against the back of her throat. 

Cara moved when she saw her coming, unclipping the clasp on her vintage bikini top and dropping it down to the floor.  Cara had amazing tits, decently sized and surprisingly perky for a woman north of 50.  By the time I looked back down at Winona, all I could see was the top of her head.  Her face was pressed against my abs, my tip now lodged somewhere in her gullet as she took my cock to the base.  Her tongue was still pressed against the underside and I could even feel the tip on my balls as she poked it out from between her lips. 

She kept me there for close to a minute, then I felt that amazing tongue of hers drag along my cock once more as she pulled back up to the tip of my shaft.  Winona teased the head with her tongue as Cara moved around behind her, pulling her beach robe down her arms and tossing it over her shoulder.  She opened the clasp on Winona’s bikini top and pulled it away from her chest, freeing another set of age-defying tits. 

Winona moved to the side a little, allowing Cara to slip in beside her.  Cara’s tongue poked out from her lips and she guided it towards my tip.  Soon their tongues were brushing together, like they were trying to make out with each other but my cock kept getting in the way.  I could see that my cock was throbbing like crazy, precum oozing from my open slit.  Two women licking my cock was certainly nothing new, but it just felt so amazing coming from two such seasoned MILFs. 

Cara gripped my cock at the base, angling it up and out of the way so the two of them could make out properly.  Winona gripped me just below the tip, jerking me off as I watched them kiss.  Their lips came apart and Cara turned to look at me as Winona kissed across her cheek, licking and nibbling at Cara’s earlobe. 

“Go to the bed,” the blonde instructed.

I moved quickly, hurrying towards the king size bed and perching on the end of it.  The girls stood, walking towards me hand in hand.  Cara climbed up onto the bed, moving behind me as Winona crawled in between my legs.  Winona pushed my legs apart, kissing along the inside of my thigh as Cara wrapped her arms around me, her hands roaming across my torso as she started to kiss my neck. 

Cara placed a hand on my chin, turning my head so she could kiss me from behind.  Winona’s lips moved up to my crotch then I felt a hand grip hold of my cock, pulling it just a little as her tongue pressed against my balls.  Winona released her grip on my shaft, letting it rest up against her face as she dragged her tongue across my ballsack, lapping at both of my nuts. 

She licked across them several times then moved her tongue up higher, pressing it against the base of my shaft.  Cara broke away from the kiss, allowing me to watch as Winona moved her tongue up slowly, trailing a juicy vein as slick red flesh dragged along the underside.  It felt amazing, and by the time she reached the top, my winking slit was leaking once again.  I stared down, watching intently as Winona flicked her tongue at my tip, cleaning up my latest secretion. 

But I didn’t get to watch for long.  Cara moved back towards the headboard then pulled back against my shoulders.

“Lay back for me,” she said, pulling me down towards the mattress.  “I wanna sit on that face.”

I laid back across the mattress, my ass at the foot of the bed and my feet still down on the floor.  Cara removed her bikini bottoms then started shifting forward, planting her knees either side of my head.  I stared up at her pussy; mostly smooth but with a small amount of hair that only added to Cara’s maturity.  She dropped her pussy down onto my face and I wrapped my arms around her thighs, keeping her there as I poked my tongue, guiding it straight to her clit. 

I pressed my tongue against Cara’s clit then dragged it slowly across her pussy.  Cara’s pussy was incredibly wet, which I have to say, I hadn’t expected.  Not because she wasn’t turned on (‘cause she clearly, clearly was), but I thought, that at the wrong side of 50, that she might’ve dried up just a little.  But I was wrong.  In fact, her pussy was wet as any that I’ve tasted before- maybe even more so- and I wasted no time in sampling that delicious fluid.  I dragged my tongue up and down her pussy, licking up every last drop before I moved my tongue back towards her clit.

While this was happening, Winona’s lips had wrapped around the tip of my shaft, and by the time my tongue had returned to Cara's clit, her face was already pinned to my torso.  I felt my tip push into her throat and I gave a little moan into Cara’s pussy as I started to flick my tongue at her clit.  Cara started moaning too and within a few seconds her pussy was as wet as before.  I could feel her heat up against my lips, taste her sweet juices as they oozed out from her ripe, mature pussy and trickled down the length of my tongue.

Winona’s mouth pulled back to the tip then I heard a loud *POP* sound as she plucked my cockhead from between her lips.  She really did give incredible head and the fact that I couldn’t see what she was doing made everything feel that little bit better, since I never knew what was coming next.  I felt a hand wrap around my shaft then another one just above that.  Then, if that didn’t feel great enough already, Winona’s mouth locked onto the tip. 

She started to pump her fists up and down, her mouth providing a nearly constant stream of lube, as if her previous deepthroat plunge hadn’t produced enough already.  A steady chorus of * SCHLICK * SCHLOCK * SCHLICK  * sounds started filling the expanse of the room.  The sounds merged nicely with Cara’s moans, backed up by some moans of my own and appreciative ‘mmm’s from Winona. 

My cock popped free from Winona’s lips then I felt her tongue brush over my tip. 

“Care to join me?” I heard her ask, then Cara started leaning forward. 

We ended up in a 69 with a second tongue now lapping at the tip of my prick.  My hands moved up to Cara’s ass, prising both her cheeks apart as I dragged my tongue along the slit of her pussy, continuing across her taint until I found her puckered asshole. 

“Ohhh my God,” I heard her moan.

“What’s he doing back there?” Winona asked her.

“He’s licking my ass.”

“Ooo, hot!” said Winona.  “Here, put this in your mouth.”

Winona pushed my cock towards Cara then moved down in between my legs.  Her lips wrapped around one of my balls as Cara’s mouth spread around my cockhead.  She started sinking down the length of my shaft, moaning all the while as I licked her asshole.  My ball slipped out from Winona’s lips and she moved across to the other one, suckling on that one too and drenching them both in spit. 

Cara took me about halfway down.  I’m sure she would’ve taken deeper but Winona’s head was blocking her path.  Her moans started getting louder then I felt her lips pull back to the tip, my cockhead popping from between her lips as she threw her head up sharply. 

“Ohhh, wow!  Yes, keep going,” Cara moaned as she straightened her back.  “Fuck, I’m gonna cum on your face.”

She reached back behind her, gripping a handful of hair and pulling me deeper into her tight, toned ass.  My tongue basically folded in half, having nowhere to go but up her butt.  So I sent it in there, tensing every muscle in my tongue as I pushed it through into Cara’s asshole.  I started to bob my head, as much as Cara’s grip would allow, working my tongue back and forth. 

My cock was back in Winona’s mouth.  Though frankly whatever she was doing down there was merely an afterthought as I concentrated solely on tonguing Cara’s asshole.  A few more plunges of my outstretched tongue and Cara made good on her promise. 

“Ohhh, fuuuccckkk!!!” I heard her moan, her asshole tightening around my tongue as pleasure started coursing through her.

I could feel the juices start to ooze from her slit, dripping down my chin as she reached her peak.  Her grip on me loosened and I was able to pry my head back, plucking my tongue from inside her ass and licking across it slowly.  She stayed on top for a few more seconds, allowing my tongue to move down to her pussy and lick up some of her juice.

Cara lifted her ass from my face then climbed back down from on top of me.  I looked at Winona as she pulled her head up, freeing my cock with a smack of her lips. 

“Do I get to go first?” Cara asked her.

Winona laughed.  “Yeah, you go right ahead, girl.  I wouldn’t deprive you of that.”

“Aww, ain’t she sweet?” Cara said, looking at me with a grin.

“How do you want it?” I asked her.

“I like doggy,” Cara admitted.

“Doggy it is.”

I stepped down off the mattress and moved around to the foot of the bed.  I looked at Cara, pointing to where I wanted her.  She took the hint, getting on all fours as she moved to the edge of the bed. 

“Do you mind if I…?” Winona half-asked as she pulled the string on her bikini bottoms, dropping them onto the floor as she laid in front of Cara. 

“Oh, I don’t mind at all,” Cara said.

She hooked her arms around Winona’s thighs, dipping her head down lower as she moved it in between her legs.  It pushed her ass up a little bit higher, and I gripped my cock at the base of the shaft, moving it towards her without further delay.  Using her elbows to prop herself up, Winona tipped her head back slowly, moaning towards the ceiling above.  I couldn’t see what Cara was doing, but whatever it was, Winona was clearly enjoying it. 

I pressed my cock against Cara’s slit then pushed the tip inside her, making her moan into Winona’s pussy.  The first thing that struck was how tight her pussy felt.  I shouldn’t have been surprised given the rest of her body, but Cara had the pussy of a woman half her age.  She was still just as wet as before so my cock slipped in without much trouble. 

I pushed it into her nice and deep, feeding it to her inch by inch until my cock disappeared from view.  I took a moment to admire the sight.  Her ass was pressed up against my abs, my cock almost entirely hidden as the tip pressed against Cara’s cervix.  I reached out to grab her hips then drew my cock back slowly, leaving just the tip inside her.  Again, I looked down, noting how wet she’d left my cock.  It was absolutely coated; every solitary inch of shaft was smeared with Cara’s juices. 

I stayed like that for a couple of seconds while I weighed up what to do next.  I debated going slowly on account of her age but then I reconsidered.  Frankly, there wasn’t a doubt in my mind that Cara would be able to take it.  I tightened my grip on Cara’s hips and slammed back in as hard as I could, a loud * SMACK * bouncing off the bedroom walls was my pelvis crashed into Cara’s ass. 

Needless to say, I was right not to doubt her; she took that thrust with barely a flinch.  She moaned again into Winona’s pussy, but the sound she made was nothing but pleasure.  I started to ram into Cara’s pussy, not holding back in the slightest as I drilled my cock in with unchecked force, going balls deep each time I did so. 

Winona changed positions slightly, keeping her head craned up as she laid her back against the mattress, a hand pawing at one of her breasts as she grabbed Cara’s head with the other. 

“Mmm!  Yes, Cara,” she panted softly, running her fingers through that lovely blonde hair.  “Right there, baby.”

Winona’s head fell into the pillows, a louder moan escaping her lips as she tightened her grip on Cara’s head.  I still couldn’t see what Cara was doing, but if Winona’s reaction was anything to go by she clearly wasn’t neglecting her duties, even as I fucked her harder.

“Ohhh, fuck!  Keep going, keep going!” Winona moaned out.  “Oh my God, I’m gonna fucking cum!”

Normally here I’d have slowed things down, allowing the woman I was fucking to get the other woman off, but in this case that clearly wasn’t necessary.  In fact, I did the opposite, pounding Cara with increased force as she ate Winona’s pussy.  Again, it didn’t affect her in the slightest and within a few moments, Winona was screaming at the top of her lungs as a powerful orgasm tore through that tight MILF body.  Her eyes clamped shut as she lifted her head up, her features skewed in all kinds of unflattering ways.  She gripped a fistful of Cara’s hair, nearly pulling it out at the roots as her climax soared towards its peak.

Her voice gave out, her hands coming free from Cara’s head as her body slumped back down on the mattress.  I rammed my cock into Cara’s pussy, keeping it there as I leaned myself forward, wrapping my arms around her body and pulling her up off the bed.  We ended up in an upright stance, her back pressed up against my torso as I held her tightly in a two armed grip. One of my hands latched onto her chest, pawing at one of her perky tits while the other slid down to Cara’s stomach, feeling her impressive abs. 

Cara turned her head towards me, giving me a taste of Winona’s pussy as she kissed me from over shoulder.  The fucking resumed as our lips locked together, Cara’s tongue pushing into my mouth.  My thrusts were shorter and slower paced, but the sounds they made were even louder as almost my entire body crashed into the back hers. 

Cara’s moans got louder too as I pried my lips away from hers, leaning down to kiss her neck.  Looking down over Cara’s shoulder, the reason for the rise in volume was clear for all to see.  Winona was down on her hands and knees, peering back up with those big brown eyes as she flicked her tongue against Cara’s clit.  That turned out to be the finishing touch and Cara came just a few seconds later.

“Ohhh, FUUUCCCKKK!!!  YES!” Cara screamed, grabbing the back of Winona’s head and pinning her against her crotch.

I rammed my cock into her one last time, keeping it there as I felt her pussy tighten around my shaft.  Cum surged forth from Cara’s pussy and poured along the length of my shaft, dousing me from base to tip.  Cara shook as violent tremors coursed through her perfect body.  Her muscles gave out when she reached her peak and Cara’s body went limp in my arms. 

I drew my hips back slowly, keeping my arms around Cara’s body as I eased my cock from her slick pink pussy and pushed it back through the gap in her thighs.  I felt my tip against Winona’s chin as she worked her tongue across Cara’s pussy, licking up the remaining moisture. 

“Ooo, what’s that I just felt?” Winona giggled, pulling her head back slightly as my crown poked out from the tops of Cara’s thighs. 

“Oh my,” Winona cooed.

She poked her tongue out from between her lips and dragged it over the tip of my cock, continuing up to Cara’s pussy and all the way up to her clit.  Winona repeated that several times then started to kiss up Cara’s stomach.  I moved my hands to Cara’s hips, peering down from over her shoulder as Winona kissed up to Cara’s chest.  She stopped for a minute at Cara’s breasts, swirling her tongue around each of her nipples then sucking them both like a newborn babe.  She kissed her way past Cara’s collarbone, licking across her throat and chin then kissing her deeply as she reached her mouth. 

It was a hell of a sight, and it kept my member thoroughly rigid as I slowly ground my hips back and forth, rubbing my shaft against Cara’s pussy.  Winona broke away from the kiss then moved across to me, grabbing onto the back of my head and kissing me over Cara’s shoulder. 

“OK, my turn now,” Winona declared, prying her lips from mine.

“How would I like it?” I asked her.

“Missionary.”  She answered quickly then turned to look at Cara.  “And I want you sitting on my face.”

Winona kissed us both once more then laid on her back across the mattress.  Cara moved to the top of the bed, leaning down and kissing Winona as she pulled the pillows from under her head and tossed them down onto the bedroom floor.  She threw a leg over Winona’s head, placing her knees on either side as she dropped her ass down slowly, planting her pussy on Winona’s face.  Winona’s arms went around her thighs and Cara’s eyes fell instantly shut, moaning softly as Winona started eating her pussy.

I moved into position, watching intently as I lifted Winona’s legs off the mattress and placed them against my chest.  One hand gripping my cock, the other grabbed onto Winona’s thighs as I pressed the tip against the slit of her pussy.  Much like Cara, Winona’s pussy was soaking wet and a single thrust was all it took to sheathe my cock to the base.  Winona moaned from underneath Cara, feeling my cockhead touch her cervix, my balls pressed against her taint. 

I stayed like that for a couple of seconds, letting her feel how deep I was, then started to pull back slowly, drawing my cock back out to the tip.  Again, like Cara, my cock was practically dripping wet.  I was starting to wonder if all women in their mid 50’s could generate this much moisture, or if these two were somehow unique.  I concluded that I would have to conduct some further research and thought of a few other famous MILFs that I’d like to use as test subjects. 

Anyway, I placed a finger under Cara’s chin, pulling her in for a kiss as I started to thrust into Winona’s pussy.  I started off slowly but gained momentum quickly and before I knew it I was more or less going full pelt, giving little regard to Winona’s age as I rammed my cock into her slick pink pussy.  I didn’t hear any complaints from her.  Lots of moaning but no complaints. 

I pried my lips away from Cara’s and grabbed onto the back of her head, staring straight into those big brown eyes as I fucked Winona’s pussy. 

“Can I taste her pussy, please?” Cara asked me, a grin pulling at the sides of her mouth.

I didn’t answer with words, simply tightening my grip on the back of her head and pulling her towards my crotch.  I watched as Winona’s hands moved up, grabbing onto Cara’s ass as I pulled my cock from deep inside her and plucked the tip from her pussy.  Cara’s mouth was already wide open and I wasted no time in filling it up, slotting my cockhead in between her lips. 

I pushed in deep, feeling the tip move past her tonsils and into Cara’s throat.  Once my cock was all the way in, Cara wrapped her lips around it, her face pressed against my stomach as my balls sat flush with her chin.  I kept it there for a moment or two then pulled my cock back slowly.  Cara sucked her cheeks in, her mouth creating a vacuum seal as she slurped up Winona’s juices. 

As I drew my cock back out to the tip, my shaft was practically sparkling clean, not to mention dripping wet as Cara had practically basted it with spit.  I retrieved the tip with an audible * POP * then moved it back down to Winona’s pussy, rubbing my cockhead against her slit then pushing it deep inside her. 

I started to thrust into Winona’s pussy, quickly finding my rhythm again as I worked my cock back out to the tip then rammed it back inside her.  Cara remained in the same position, poking her tongue out from between her lips and guiding it to Winona’s clit.  I watched as she started to lick back and forth, flicking her tongue in a side to side motion.  Winona’s moans increased in volume and I felt her pussy get instantly tighter as I drilled my cock inside her, bottoming out with each new thrust. 

It didn’t take many to finish her off.  A loud scream from underneath Cara and a flood of juices gushed from Winona’s pussy.  I kept on thrusting as I felt her cum, ramming my cock in as hard as I could as I dicked her through the throes of climax.  Winona clawed at Cara’s ass cheeks, digging in her fingers with so much force that I’m surprised she didn’t break the flesh. 

I kept on going ‘til her screams gave out then pried my cock from Winona’s pussy.  Cara peeled her tongue from her clit, eyeing my cock as I gripped it at the base, the shaft coated with Winona’s fluids.  She parted her lips as I steered it forward, releasing my grip on the base of the shaft and grabbing the back of her head.  Her lips closed tightly around my shaft and I put a few thrusts into Cara’s mouth.  Plucking it free, my cock was slick with Cara’s saliva as she climbed back down from Winona’s face. 

“Lay down,” she said with a grin.  “I wanna ride that cock.”

I waited a moment for Winona to move then laid on my back across the mattress.  Winona leaned in and kissed me as Cara moved to the foot of the bed, crawling in between my legs.  I felt her tongue press against my balls, then slowly drag along the length of my shaft.  Winona peeled her lips from mine and I took a glance down as Cara’s tongue moved up to the tip.  She flicked her tongue against my cockhead, lapping up the precum that had formed inside my slit.  Cara did that several times then spread her lips around my helmet.  Her head began to sink down slowly, taking my cock down an inch at a time.  Winona had turned to watch as well so I stroked her back to get her attention.

“Come here.  Sit on my face.”

She didn’t need any further encouragement.  A leg swung up over my head and she planted her knees either side of me.  I looked up, watching in awe as Winona’s slick pink pussy sunk down towards my face.  I stuck my tongue out, meeting her pussy as she sunk down on top of me and dragging it slowly across her lips.  She was still super wet from her previous climax and I relished the taste of Winona’s juices as they smeared across my tongue.  She tasted amazing and I pushed my tongue into Winona’s pussy to scoop out more of her juice. 

While all this was happening, Cara’s lips were sinking lower.  I felt my tip push into her throat and before I knew it Cara’s face was on my stomach, locks of hair spilling down and tickling both my hips.  I moaned into Winona’s pussy, feeling spit drip down my shaft as Cara’s face stayed pressed against me, my cockhead twitching as it lodged inside her throat.  She kept me there for a beat or two, leaving behind a coat of saliva as she dragged her lips back up to the tip. 

Popping it free, Cara grabbed my cock and stroked it, smearing her spit up and down my shaft.  I felt the mattress sink either side of me, Cara keeping her grip on my cock as I felt my tip press against her pussy.  I pried my tongue from Winona’s pussy, moving it slowly towards her clit as Cara sunk down onto my cock.  I heard her moan as I slipped inside her, drawing a similar sound from Winona as I started to lap at the nub of her clit.  Cara’s hand came free from the base and I felt my tip press against her cervix as her tight, wet pussy slid down the length of my shaft.

“Oh my God, that’s so deep,” I heard her moan, holding that pose for several seconds before she pushed herself back up again.

I felt her pussy drag up to the tip, followed swiftly by a deafening * SMACK * as she dropped herself back down, her ass cheeks crashing against my thighs. 

“Oh, JESUS!” she screamed, taking a second to enjoy the sensation then repeating the process all over again. 

She quickly fell into a steady rhythm, working her slick pink pussy up and down my girthy shaft.  Cara’s moans started filling the room, merging with Winona’s as I tongued her throbbing clit.  It was a shame I couldn’t see anything, but the sweet, warm taste of Winona’s juices trickling across my tongue as I ate her pussy was a decent consolation.  And besides, I was doing a pretty good job of picturing those missing reels.  The look on Cara’s face as she rode my cock.  The way her titties jiggled and bounced.  The flexing of her thighs as she used her quads to work her up and down.  Honestly, my mind was painting such a vivid picture that I didn’t even feel like I was missing anything. 

“Can I taste you off him?” Winona asked.

“Why, yes you can,” Cara responded.

She stopped riding me almost immediately then lifted herself off my cock.  Winona leaned forward, laying her body on top of mine as her tongue pressed against the base of my shaft.  She licked it slowly, working her tongue right up to the tip then lapping at my swollen cockhead.  I felt her lips spread over my helmet then her mouth started sinking down.  I locked my arms around Winona’s back, pinning her down on top of me as she took my cock to the base. 

She held me there for close to a minute, greedily slurping up Cara’s juices as she pulled her head up slowly.  My crown popped free from between her lips but I kept my arms wrapped around her back, holding her in that position as Cara sunk back onto my cock.  As she took my cock about halfway in, I moved my arms from Winona’s back, latching onto Cara’s hips to stop her going lower. 

I couldn’t see what I was doing, of course, but if I’d lined them up correctly, Cara’s pussy should’ve been right in Winona’s face.  And if the sharp moan from Cara and the tightening of her pussy were anything to go by, it appeared that I’d been successful.  I returned my arms to Winona’s back, wrapping them around her as I licked her clit, making her moan into Cara’s pussy.

I started to buck my hips off the mattress, railing my cock into Cara’s pussy.  And now that Winona was laying on top of me, I could actually see how Cara reacted.  Her eyes were closed, her face the perfect picture of lust as a hand grabbed onto Winona’s head, the other pawing at one of her breasts. 

My tongue went wild on Winona’s clit, flicking against it sharply with perfect pressure and speed.  Winona’s pussy was leaking profusely, smearing its juice across my lips and chin.  Her moans grew louder as she tongued at Cara’s clit, clearly not neglecting her duties, even as I licked her harder.

“Oh, fuck, yes!  Keep going, baby,” Cara moaned out.  “You’re gonna make me cum on his cock!”

Clearly she was talking to Winona, but I took it as a cue regardless.  The pace increased almost instantaneously, loud smacks now filling the room as I drilled into her pussy with a flurry of upward thrusts.  I could feel my balls flinging up off the mattress, slapping against her asshole as I rammed my cock inside her.  A few more of those and a scream flew forth from Cara’s lips. 

“Ohhh, FUCK!”

I moved my hands back down to her hips, ramming my cock into her one last time then pulling her down on top of me.  Her pussy contracted around my shaft, gripping it tightly as a wave of fluid burst forth from deep inside her, soaking every inch of me.  For me, this one was particularly satisfying.  Of course, I’m no stranger to getting women off and I pride myself in my ability to do so.  But giving multiple orgasms to such a seasoned MILF makes for a particularly shiny badge of honour.

Yet I didn’t stop to bask in the glory, and no sooner had Cara started cumming, than I switched my focus to Winona.  Opting for a change of tactic, I started to swirl my tongue around her clit, ringing it swiftly in concentric circles.  Winona came in a matter of seconds, dark hair spilling down her back as she threw her head up sharply, screaming just as loud as Cara as her climax started pulsing through her. 

My tongue kept swirling at the nub of her clit, spinning and spiralling this way and that as juices seeped from Winona’s pussy, pouring straight into my mouth.  She straightened her back, reaching back to grip my hair as she ground her hips back and forth.  Winona peaked in this position, her whole body shaking as she ground her pussy on my outstretched tongue.  Her grip on me loosened, a final shudder passing through her body as her climax finally ceased.

“Wow,” she purred out softly, taking a moment to regain her senses then climbing back down from on top of me.

Cara had climbed down too, leaving behind a layer of moisture that coated every inch of my shaft.  It drew Winona like a beacon.  I used my arms to prop myself up, watching Winona as she moved around to the foot of the bed.  Winona crawled up between my legs, wrapping her arms around my thighs as she moved her head down towards my cock.  She parted her lips as wide as she could, her mouth gaping open as she took my cock inside it. 

Winona moved her head down swiftly, taking my cock right down to the base then wrapping her lips around it.  All I could see was the top of her head, hair spilling it out from behind her ears and brushing against my stomach.  She kept me there for several seconds then started to pull back slowly.  I gazed forward, watching intently as my cock was slowly unveiled, now dripping with Winona’s spit.  She worked her mouth back up to the tip then popped my cock out from between her lips.  She gripped the base with one of her hands, smearing her spit up and down my shaft as she jerked my cock with the other. 

She grinned at me then turned around, sliding her feet underneath my thighs as she backed up towards my cock.  She reached back behind her, gripping my cock at the base again as she pointed the tip at her pussy.  She sunk down slowly, a gentle moan escaping her lips as my cockhead slipped inside her.  She worked her pussy about halfway down then released her grip on the base of my shaft, placing her hands at the tops of her thighs as she dropped down the rest of the way. 

I tipped my head back, moaning softly as Winona’s asscheeks pressed against my six pack abs.  She was still soaking wet from her previous climax and I could feel her warmth engulfing my shaft as she perched at the end of my torso, my girthy cock embedded inside her.  She stayed like that for a couple of seconds then lifted her ass back up again, working her pussy back up to the tip then dropping straight back down.  A loud * SMACK * sound echoed off the walls, followed by a moan from Winona as she impaled herself on my cock.  She started to ride me hard and fast, asscheeks jiggling as they crashed against my abs.

She reached back behind her, scooping up her lovely dark hair and piling it on top of her head.  I gazed in awe at Winona’s back, my eyes panning down it and across her creamy white skin.  I stuffed a pillow underneath my head, reaching forward with both my hands and latching onto Winona’s hips.  She rode me harder, aided by me and my muscular arms.  Winona’s moans increased in volume, as did the resulting smacks as I pulled her ass down into my crotch.

I kept that up for a couple of minutes then decided to switch things up.  I lifted her ass back to the tip, tightening my grip on her hips as I held her body in place.  I started to thrust my hips off the mattress, ramming my cock up into Winona’s tight pussy.  Winona threw her head back sharply, letting her hair spill down her back as a loud scream flew forth from between her lips.

“Oh my god!  Yes!  Fuck me just like that!”

I thrusted harder, sending ripples through Winona’s ass as I pounded her with little restraint.  Cara moved around in front of her, taking Winona’s face in her hands.  I could hear them kissing, Winona’s moans going into her mouth as she took each upward thrust.  She moved across to Winona’s neck, winking at me from over her shoulder as she left several kisses on Winona’s pale skin. 

I couldn’t see where her mouth went next but if you want me to guess, I’m going with Winona’s tits.  And even if that’s not where she went, that’s what I was picturing.  Whatever she was doing, she was doing it well, ‘cause Winona’s pussy got instantly tighter.  I could feel it gripping and clamping my shaft, squeezing my tip to the point of bursting.  I could hear Cara kissing something, followed by a louder moan as a violent spasm shot through her body. 

“Ohhh, fuck!  Yes!  Right there!”

I couldn’t see where ‘there’ was, but I guessed it was Winona’s clit.  And from the way her body reacted, I would say I was on the right lines.  Muscles tightened everywhere, most notably in her pelvic region.  Winona’s pussy was tight already but now it was like a lever was turning, and she seemed to grip me even harder each time I thrust inside. 

I could feel myself throbbing in Winona’s pussy, my cockhead twitching like it could blow at any second.  I had planned on lifting her up off my cock then cumming on both their faces.  But it was clear that I wouldn’t have time. 

“Oh, shit!  I’m gonna cum!” I blurted suddenly.  It was a warning more than anything, ‘cause it was happening one way or another.

Thankfully, Winona had no complaints.  In fact, she practically begged me for it.

“Mmm, yes!  Cum for me, baby!  Cum in my fucking pussy!”

That was all I needed to hear.  I pulled her down on top of me, sheathing my cock in her as deep as I possibly could.  My cock went off in explosive fashion, dumping a massive load straight into Winona’s womb.  Feeling my cum in her set her off and she came too almost instantaneously.  Her pussy tightened around my shaft, squeezing more cum from the tip.  I kept her pinned to the base of my shaft, letting her milk me of every last drop.

Once I was sure that she’d gotten it all, I tightened my grip on Winona’s hips and lifted her off my cock.  I held her there, keeping her poised just above my cock as Cara moved her head.  I couldn’t see what happened next ‘cause my view was sadly obscured.  But I didn’t see any cum drip out so it’s safe to assume that she did something with it.  What that was, I’ll leave up to you.

The girls took a shower to clean themselves up.  I kept up the pretense of being a pool boy, going back out to finish my duties.  Winona came back downstairs just as I was leaving.  She asked me when I was coming back and I gave her my number so she could contact me directly.  You know, in case her pool needed an extra cleaning. 

Needless to say, I’ve been back every week (always when her partner is out), even from September when I was supposed to be back at college.  As far as I’m aware she still thinks I’m an actual pool boy.  I considered coming clean on my second visit but decided to keep up the ruse.  What can I say?  Acting is a lot of fun.

End of Chapter 7
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