Chapter 2: Super-Harem Part 2
Pairing: Lena Luthor/James Olsen; Eve Teschmacher/Sam Arias/James Olsen
Codes: MF, MFF, FF, Anal, Cons, Oral
Disclaimer: James make no money from this. James don't own or have anything to do with Supergirl, especially the characters Kara Danvers, Lena Luthor, Eve Teschmacher, Samantha Arias or James Olsen
Summary: Season 3 when Lena and James Olsen are dating. James and Lena successfully recruited Kara for a threesome, but they decide to give her a little space and not put pressure on her to join them full time. Instead, Lena has to leave on a business trip; James uses Lena’s horniness to use her to get to Eve Teschmacher and Sam Arias.
"I certainly wasn’t expecting you so early,” James said, having emerged from his bedroom to find none other than Lena Luthor smiling at him from the middle of his living room.
“Well I had a very urgent reason to see you,” his billionaire girlfriend replied.
“Coffee?” James asked, receiving a shake of the head from Lena. “So what’s so important that you’re here this early?”
“I’m really horny,” Lena said, leaning forward just far enough to give James a nice glimpse of braless cleavage in her tight tank top.
“Don’t you have a flight, in like, really soon,” James retorted, looking at the time on his coffeemaker.
"I need a cock, like really bad,” Lena whined.
“So any cock will do?” James asked, deciding to really make her beg for it.
“I’m not a slut that sleeps with just anyone,” Lena pouted. “Well, not when it comes to guys anyway. Besides, I’m committed to you. Only your dick makes me scream now.”
“Well let's not slut shame anyone. After all, being sex positive is a very healthy thing...especially when it comes to bedding your friends together,” James countered, pouring coffee into his large mug.
"Fair point,” Lena said, a twinkle in her eye as she remembered the addictive way Kara Danvers tasted less than a week ago. “But why are your pants still on?”
“My sister is staying with me this week. I’m surprised you haven’t woken her with your attempts to seduce her big brother,” James replied.
"Shit.” Lena swore, tipping off James to how horny she was. However, the handsome man knew her brilliant mind wasn’t done sorting out the problem based on the grin spreading on her face that could only be considered evil. “I’m sure you’ve taken notice of my assistant a time or two, haven’t you?”
“You know that I have,” James said, wondering where she was headed.
“What if I could arrange a meet up for you to have sex with Eve Teschmacher?” Lena asked, her eyes twinkling with mischief.
“I’m more of a Samantha Arias fan,” James said casually, pressing his luck.
“Then fuck them both,” Lena snapped. “Point is, they find you highly fuckable. Most women do. Your gorgeous and kind with an insane body. And you can fuck Eve, Sam or whoever the hell you want when you get there. But it won’t happen until you fuck the shit out of me.”
“I’ll have to think about it,” James said, smirking as she shot daggers at him with a glance of her piercing green eyes.
“Come on, please?” Lena whined, looking far more beautiful than she had any right to. “I need to be in Gotham City in 2 hours to meet with the Wayne Foundation. I can’t go into that meeting with all these pent-up hormones.”
“When can you get Eve, Sam and I together?” James asked.
“Yay!” Lena screeched, dropping her usual elegance before grabbing the CatCo CEO’s hand and yanking James off his stool.
“Whoa, I have to get ready for work,” James said as Lena pulled him towards the bedroom.
“Tell your boss you were working on lining up a story,” Lena replied with a wink, given the fact she was his boss. She knew the orientation of his house well after they’d been hooking up consistently for the past several months so she was pulling James through the bedroom door in no time. “I’ll call Eve when we’re done. She’ll call Sam and manufacture some reason why my CFO and assistant have to meet with CatCo’s CEO.”
“Seriously, you have to get to Gotham,” James said as Lena closed and locked the door behind them.
“If you shut up and fuck me right now, I’ll let you do anything you want to me,” Lena said, grabbing his broad shoulders and jumping up to hook her legs around his strong waist.
“Anything covers a lot of stuff,” James said, sliding his hands under her skirt to grip her thick ass that he adored so much.
“Whatever you want to do, do it,” Lena said, squealing as James suddenly grabbed hold of the strap of her thong and ripped it. James felt a small shudder pass through her body as if she was getting off on the idea of James being so forceful.
“That is an incredibly tempting offer,” James replied, sliding his hands up to her sides as he walked to the end of the bed. Without warning James lifted her up and pushed her at the same time, literally throwing her onto the bed.
“Whoa!” Lena screamed from the explosive display of raw power.
During her sudden flight, the L-Corp CEO’s skirt lifted up and her now useless panties fell away as her ass bounced off the mattress. Without waiting for her settle, James grabbed Lena’s ankles and pulled her toward the edge of the bed. Letting go of her ankles, the taller man reached down and pushed his boxers down over his ass until gravity took control and pulled them down the rest of the way.
“Is this what you wanted?” James asked her, grabbing her knees and spreading them apart as her stunning green eyes locked onto his rock hard cock.
“Oh, most definitely,” Lena moaned as James moved forward and lined himself up with the entrance to her pussy.
“Then no point keeping you waiting,” James said before pushing forward and burying half of his cock inside her in one thrust.
“God, yes” Lena hissed, lifting her hips to try to get even more inside her.
Putting his hands behind the backs of her knees James pulled back, watching the journey his cock made the entire time. He had hooked up with all ethnicities of women, but there was nothing more arousing than seeing his thick ebony cock pierce inside a bright pink pussy that had the porcelain skin background. When just the head was still inside, James immediately pushed forward and slammed the rest of his cock into her, drawing a grunt of elation from Lena.
James nor Lena really didn’t have the time for anything more than a quickie, but luckily Lena didn’t seem to be in the mood for anything more than that either. With both of them having important jobs, they knew the score of what their morning fuck was all about. So rather than draw it out and make it last like James normally would, he just went right after it.
“Oh holy fucking shit,” the normally more articulate Lena groaned as James slammed into her.
“Let me see your tits,” James said, using his hands to spread her legs even further.
With little more than a moan in response, Lena grabbed the hem of her tank top and arched her back so she could pull it up her body. James licked his lips as her taut tummy came into view and gave her an extra hard thrust when she paused just as the underside of her pale, mountainous boobs came into view.
“Again. Do that again,” Lena demanded.
“Tits first,” James hissed, slowing down just enough to show her he meant it.
Giving up, Lena pulled the tank top up over her chest to show James her glorious mounds. The bald man’s first instinct was to lean down and worship them with his mouth but James resisted because it would’ve required him to slow down, if not stop altogether, and James was already running short of time as it was.
Instead, he had to do with worshipping them from vision alone, which was still a pretty damn good deal. At 32 years old, Lena’s body had matured as well as her beauty, which was to saw very well. It helped that she hadn’t had childbirth potentially ruin her body, though the size of her tits could have fouled him. Her tits were perfect for her medium frame, which was to say they were either large B cups or small Cs, the latter being his guess. And aside from being perfectly round with an adorable light pink nipple capping each pillowy mound, they had a great amount of bounce, which was on full display due to his hard thrusting.
“Hey bro, you’re still on for dinner tonight, right?” James’ sister asked through the door.
Out of reflex, James through a hand over Lena’s mouth to keep her moaning silent without breaking stride. “Yeah, I’ll, um, be there.”
“Okay, well I’m going there after a coffee date with my old roommate so I’ll see you there,” Kelly Olsen replied.
“See you then,” James said, feeling a spasm in Lena’s pussy as she tried to keep quiet while Kelly was just on the other side of the door.
“Oh! God, that was hot,” Lena grunted, lifting her hips to meet his thrust.
“You like almost getting caught being fucked like a horny little slut?” James asked her, already knowing the answer by the tremors that had been radiating out from pussy.
“So horny, but only your slut,” Lena moaned, sounding like she was already right on the verge.
Deciding he no longer needed to hold back even a little, James put his hands on the bed to give himself better leverage. With a higher, more sturdy position, the former Daily Planet photographer could really pound down into the busty dark-haired woman. As his thrusts quickened, Lena locked her legs around his waist and arched her back in response.
“Gonna cum,” Lena hissed, her eyes narrowing to slits and biting her lower lip as a moan escaped her throat.
Keeping his gaze locked on her pale complexion face, James continued to give her everything he had in order to get the billionaire off. Normally he’d have diddled her clit or stimulated her responsive asshole with a rub or a finger inside, but the missionary position made that impossible. Finally a low guttural growl rumbled out of her as the release she so desperately needed washed over her.
“Oh God! Yes! Fuck me!” Lena gasped, her body shaking with pleasure as her climax rocked her.
Feeling the telltale signs of his own impending orgasm, James focused all his attention on holding out even a split second longer. He wanted to ride out the storm that was Lena Luthor’s orgasm, which gave him the time to decide where his own cum was going to go. As Lena started to come down from her high, James suddenly pulled out, his decision made. With her approval earlier about doing whatever he wanted, James assumed that meant cumming wherever her wanted. Though he desperately wanted to plaster Lena’s gorgeous face in his jizz, the logistics didn’t work, given that she’d have to shower and risk losing her flight. Pasting her womb with his seed was interesting too, since she’d be sitting on a plane with him still inside her, but he creamed in her pussy often enough.
“Ugh,” Lena groaned at the withdrawal.
Straddling her body, James walked on his knees up the bed until he was hovering over her chest. With his knees just under her arms, James dangled his cock in her face as her eyelids opened. Her normally stunning green eyes lit up even more at the sight of his glistening ebony dick and with very little prompting she lifted her head and opened her mouth.
Remembering how she’d liked it when he came in her mouth the last time, James grabbed the back of her head. Holding it steady but not roughly, James began to gently thrust his cock in and out of her mouth, making sure not to go too far and choke her. As Lena’s tongue caressed the underside of his dick, James felt the cum rush up the shaft before exploding out of him. Ropes of jizz shot out, splattering the inside of her mouth and James could feel the normally elegant billionaire trying to swallow as fast as she could so as not to be overwhelmed by it all.
“Mhmm, yum!” Lena purred, her tongue darting out to lick up a little that had dribbled out of the corner of her mouth. “Totally worth the bargain.”
“So, are you ready to get that thick booty of yours fucked?” James asked, rolling off of her.
“Pardon?” Lena asked, her eyes going as wide as a cartoon character.
“You said I could do anything I wanted,” James reminded her, grinning.
“I, um, well...” Lena stammered, suddenly looking extremely nervous as James stood up and towered over her.
“I’m just joking obviously. After all, we don’t have time for anal right now,” James replied, smirking as she heaved a sigh of relief. “But let's just say that next time you start feeling horny and want to drop by, your ass is the price.”
“What if I bring a friend instead?” Lena asked nervously as she sat up and pulled down her shirt.
“Depends on the friend, I guess,” James said, pretending to think it over. As Lena rose and smoothed out her skirt, James added. “You can bring friends, but you’re still getting butt fucked,” winking as he patted her thick ass. “So, when are you going to set things up with Eve?”
“Oh, that’s already taken care of,” Lena said. “I’ve been telling her about you for months and she wanted a romp with you for awhile now. But then I asked myself what was in it for me, so I decided to get something out of the deal. Knowing the schedule of my CFO, she typically has yoga scheduled every Tuesday afternoon, so I’ll have Eve make sure she’s at the meeting for you three.”
“I’ve had far worse times being used,” James said, laughing at her scheme as he crossed the room to his dresser to grab some clothes for after his shower.
“Since you tore my thong, looks like I’m going commando in a short skirt.” Lena commented, following James out of the bedroom. “I’ll have to act a perfect lady and keep my legs together.”
“What do the kids say, ‘a lady in the streets, but a freak in the sheets’?” James rhymed, getting back to his cup of coffee that Lena had interrupted.
“As I’ve told you before, a freak but only in your sheets,” Lena said knowingly. “Anyway, mind if I grab a banana?”
“Help yourself,” James replied.
“You know, I could use a shower as well,” Lena said, eyeing James as he stepped into the shower.
“Then go grab the bottle of lube out of the table next to his bed,” James said, pulling the shower curtain closed behind him. “Because you’re not getting in here without getting fucked and you know the price for that sort of thing.”
“I’m going, I’m going,” Lena said, though there was more than a little regret and temptation in her voice.
* * *
“Afternoon, Jenni,” the tall black man said to the woman behind the front desk as James stopped at the main entrance to L-Corp.
“Hi James,” the receptionist greeted. “Isn’t Ms Luthor gone for the next 2 days?”
“I’m actually here for a meeting with your CFO Samantha Arias and...” James explained.
“And myself,” Eve Teschmacher said from behind.
“Wow, I must be really important to warrant a front door greeting from someone of such caliber,” James commented, instantly making the bubbly blonde smile widely and laugh.
“Well, Lena did say to treat you well,” Eve said, giggling and making James wonder what else Lena had told her to do.
“I’m not even going to pretend to not know that girls talk about anything and everything so I’m sure you know even more about me than I do,” James said, following the gorgeous woman through the atrium towards the private elevator that only went to the top floor.
“Well, we did have quite the conversation this morning, if that’s what you’re getting at,” Eve said, grinning as she turned to face him.
"I figured as much,” James replied, feeling flush
“If it makes you feel better, it was all very complimentary,” Eve said as they entered the elevator. “Ahh, here we are.”
As they exited the elevator, James allowed Eve to go first and lead their party of two, which gave the tall black man a chance to let his eyes wander towards Eve’s ass in her incredibly tight dress. The combination of the high heels, swaying motion from walking and how the dress clung to her body allowed James to appreciate her booty’s meaty, round shape. Though slightly smaller and less thick than Lena’s, Eve Teschmacher still possessed a grade A backside.
“Lena said we should use her office for our, um, meeting” Eve said as they walked the usual path James did when he came into L-Corp.
James nodded his head as he pulled even with the long-haired blonde, getting to scope out the front of her body now covertly out the side of his eyes. Though he had seen Eve literally hundreds of times given her role as Lena’s personal assistant, it still surprised him that the loyal blonde had as fine a rack as she did. Eve was much like her boss in many ways, both being highly intelligent and that they both had a medium-to-large set of tits.
"Water?” Eve asked after entering the room and going to the small fridge Lena kept behind her desk. “You don’t have any other business while at L-Corp, I’d imagine?”
“Nope. Just this...meeting,” James answered, wondering where she was headed. Lena had all but come out and said Eve would fuck him, but James was a little skeptical that it wasn’t just Lena saying something to get what she wanted.
“That’s good,” Eve said, sitting down in a chair. As they sat in chairs next to each other, they studied each other for a few moments. She tapped her fingers with one hand and idly wrapped her hair around the index finger of the other one. “Just so you know, I’ve never, well, done something like this. How do we do it?” Eve asked, finally broaching the subject.
“Do what?” James asked, playing dumb. Partly it was because she seemed so nervous about it that James wanted to see how she’d react. The other part was because her phrasing made it seem a little too much like James was a prostitute being pimped out by Lena.
“What? Well...I...well...didn’t Lena-?” Eve stammered, tripping over her words until James put her out of her misery by reaching out and grabbing the back of her neck to pull her towards him.
James was a little worried that maybe I’d misread the situation but the moment their lips touched those concerns disappeared. Not only did she return the kiss after the initial stunned moment, but she practically lunged at him, moving from her chair to straddle his lap so fast that for second James thought she might have superpowers.
"I can’t believe I’m about to do this,” Eve said, breaking the kiss as she ground her crotch against his.
"I really hope you mean have sex with a stranger because if you’re about to tell me you’re a virgin...” James said.
“I’m not a virgin,” Eve said, laughing as she reached for the top button of his shirt. “It’s just, well, ever since you’ve been coming around...plus the stories Lena shares about you...I’ve been hoping you and I would hook up. Even if only as a favor to Lena.”
"I guess I can stop worrying that Lena coerced you into this then,” James replied, grabbing her ass with both hands for emphasis.
“Definitely,” Eve said, grinding her crotch against his as she finished unbuttoning his shirt.
“You have a great chest,” Eve said, bringing her hands back and running her fingers along his chest.
When Eve was done unbuttoning his shirt James slid his hands up until they grabbed the hem of her top. Pushing the top up, it got to just below her bra strap before Eve raised her arms so James could pull it off over her head. Pulling her back into a kiss, his hands slid up her back looking for the clasp of her bra. Finding it James made quick work of it and separated the two segments. Grabbing the straps, James pulled them down her arms until she could slip out of the bra altogether.
“Funny, I could say the same thing to you,” James said, wrapping his arms around her.
With her bare tits now exposed, James could truly appreciate them in the flesh. The handsome black man was the first to admit that when it came to women, he had a lot to compare to, especially with his girlfriend being the nearly perfect and highly curvy Lena Luthor. However, it amazed James how well Eve stacked up. She had the whole cute-adorable vibe going on that he found so sexy on Kara, but combined with an hourglass figure like Lena. In fact, James couldn’t believe that he underrated Eve for all this time given the fact that though her ass was smaller than Lena’s, it was still bubbly and large enough. Plus, as his hands groped Eve’s chest, he realized that her tits were of a similar size to his girlfriend’s, but maybe once again just a little smaller.
“Lena wasn’t lying about you,” Eve groaned, as James lowered his head to take one of her nipples into his mouth. “Handsome, great body, nice guy, and judging by the flagpost pressing against my thigh, I’m guessing she might have even been underselling you there.”
“Can’t talk. Worshipping boobs,” James muttered through the mound of boob in and around his mouth.
“If you can use that thing in your pants half as well as she says, I will have to sell her my soul for letting me borrow you,” Eve moaned, clutching his head to her pillowy chest.
“Only one way to find out,” James said, coming up for air just long enough to switch one tit for the other.
“Yes there is,” Eve said.
The overqualified personal assistant pressed her boobs against his face for an extra handful of moments before pulling away so she could slide backwards, completely out of his lap. Dropping to her knees in front of James, Eve reached out and grabbed his belt. Biting her lower lip in excited expectation, the bubbly blonde undid his belt before moving on to unbuttoning his pants.
“Damn, Lena knows how to pick ’em,” Eve cooed as reached into his pants and wrapped her hand around his cock.
Pulling his cock free of his boxers, Eve licked her lips before leaning her head down. James didn’t bother to stifle his moan at all as the underrated beauty proceeded to run her tongue along the underside of his shaft from base to tip. Reaching the top, she parted her lips and took the head into her mouth.
“Fuck, yes. Suck that dick,” James hissed.
He may have had sex only 5 hours ago, but having his cock sucked on was always going to get a satisfied moan from the vigilante known as Guardian. As her tongue swirled around the head of his cock, Eve started to push her head down, taking a little more into her mouth. Slowly lifting up she got until her lips hit the ridge of the head, at which point she smoothly reversed course and slowly swallowed about half of his meat.
The hand that was gripping his cock began sliding up and down the shaft, jerking James in time with the bobbing of her head. Eve was showing a lot of skills even in such a short period of time, plus much like her personality, her blowjob was energetic. Unfortunately before she could go much further, James’ head snapped towards the door to the office being opened as light streamed in.
“Hey Eve, sorry I’m running a touch late...” Samantha Arias got out before she saw what was happening and stopped in her tracks. “Whoa.”
“Oh hi, Sammy. You know James,” Eve greeted, popping her head off his cock. “And please close the door behind you, sweetie.”
James watched the leggy, dark-haired women with intent as she stayed rooted in her high heels to the floor space in the doorway. It took a few seconds, which gave James the impression that she was deciding if she really wanted to join in on a threesome, but ultimately with a small shake of her head to clear the cobwebs, Samantha took a step forward.
“There’s something different about you then the last time I saw you,” Samantha commented to James, tapping a finger on her jaw for effect.
“Well, that was 2 weeks ago at a games night, when I didn’t have my pants around my ankles and one of my girlfriend’s friends with her mouth around my dick,” James answered, drawing a chuckle from both his conquests.
“Yup, that’s what it is. Definitely is having my friend blowing my boss’ boyfriend’s long...dark...mouth-watering cock,” Sam agreed, saliva flooding her mouth in excitement.
“Okay, so it is what it looks like,” Eve said, still slowly stroking his cock to keep his erection from dying.
“Door,” James reminded, at which point Sam took another step inside the office and closed the door, latching it behind her. “I take it Lena talked to you this morning?”
“No,” Sam answered. “But I take she talked to Eve and knew exactly how to weave me into this little web.”
“Wait, are you two together?” James asked, his reporter skills kicking in.
“Started off as office fuck buddies.” Eve answered, before turning to address her girlfriend. “You know how lately I’ve been craving some cock lately?” Eve asked. When Samantha sighed and nodded, Eve continued. “Well I was talking to Lena and she told me that she knew the perfect guy. So we arranged a meeting with the three of us as a way to get him here.”
“Lena is letting us share her man?” Sam replied, eyes wide in shock.
“Lena trusts him,” Eve said determinedly.
“And us, apparently,” Sam added.
As it became apparent that Sam wasn’t going to be running away from the threesome, Eve started unzipping her skirt. Eve knew that her lesbian lover was a little less open-minded sexually than Eve was, however the blonde knew that Samantha had been craving some cock lately. Though both were happy and fulfilled in their lesbain relationship, both Eve and Sam identified as bisexual.
“God, I love seeing you get naked,” Samantha purred, stepping further into her boss’ office.
Eve had continued to undress, having now pushed her tight-fitting skirt down her legs to leave her in nothing more than a bright pink thong. “And there is a lot more of this to come. And we both know you’ve been thinking about guys a little bit lately too so you can join us if you want, or you can wait outside.”
Without waiting for a response from Samantha, Eve grabbed James by his hand and pulled the much larger man to his feet. James merely let Eve lead him towards what looked like a fancy filing cabinet, but James knew exactly what it was covering, as did Eve. Pulling out the second drawer then pushing in a large binder on the top rack before nudging the bottom left corner caused the cabinet to swing out slowly, revealing a secret bedroom that Lena used for either a quick cat nap, or something a little more vigorous.
Stepping inside but leaving the door open, Eve set about undressing the tall bald man. With his dress shirt already unbuttoned and his pants being held by a hand to stop them from falling as he walked, it wasn’t a hard task. While she was pushing his shirt down his arms, James let go of his pants and let gravity take over. After kicking off his shoes and socks, the muscular man stepped out of his pants leaving James in his boxers, though they weren’t doing much good considering his cock was still sticking out of the hole in the front.
Finally getting his wits about him again, James dropped to his knees in front of Eve. Hooking his fingers in the waistband of her thong, the muscular man gently tugged it down, slowly exposing inch after inch of smooth skin before the fold of her pussy came into view. Without taking his eyes from her cute-as-a-button pink slit, James used his strong hands, which were groping her surprisingly meaty booty, and turned her around until with a gentle push Eve sat down on the bed behind her.
“Mind if I have a lick?” James asked while flashing his million dollar smile.
Grabbing her knees, James pulled them apart and took a moment to settled down on his knees in front of her. Sticking out his tongue, the CatCo CEO leaned in and ran the tip along the length of her slit, but stopping just short of her clit. Eve grunted her frustration as James started over and then gripped a palmful of his smoothly shaven bald head when James skipped over her magic button a second time.
Normally James liked being the aggressor when it came to taking the lead in the bedroom, but he only smirked and went along lapping at Eve’s clit like she cleared wanted him to do after denying it to her. However, upon hearing a rustling behind him, James lifted his head just in time to see a naked Samantha slide onto the bed right next to her girlfriend. Eve loosened her grip on his bald head and instead focused on her leggy lover as Samantha kissed and cupped one of her weighty breasts in her hand.
“She loves being fingered,” Samantha said, breaking the kiss with Eve so she could move down to suck on her girlfriend’s nipple.
Taking Samantha’s tip, James brought his hand up. Extending his middle finger, James dragged it along her folds, wetting the tip with her juices. When he was sure it was well lubricated, James slowly pushed, easing it inside her tight snatch.
“Uhh,” Eve moaned, lifting her hips to meet his slowly pistoning finger.
While James took a more hands-on approach to pleasure the bubbly blonde, he took the time to look at both women, naked in all their glory. The handsome man couldn’t help but compare and contrast their stunning features. Though they were similar in that they had beautiful, almost model-esque faces and bare pussies (except for Samantha donning a thin dark strip) they had their differences as well.
When it came to their tits, ass and legs, the pair were opposites. They both had great bodies but Eve’s best asset was her sagless medium-sized boobs, made to look bigger given her short stature. This was followed by her petite but bubbly ass that was oh so biteable, and finally her legs which were slender and smooth but nothing special.
The inverse was true for Samantha Arias. The dark=-haired L-Corp CFO had boobs that fit her slim body well, probably a healthy B cup, with small pink nipples but they paled in size to Eve’s. However, Sam had a slender but rounded ass that was severely underrated until displayed properly in tight-fitting dresses, but her star attribute was her gorgeous legs that seemed to go on forever, being lean yet had toned muscles that made them look feminine but sexy.
“God, Lena spoiled me,” James thought to himself before giving Eve’s pussy the attention it deserved.
Not wanting to make her cum only minutes into a threesome with two gorgeous women, James took a different approach. Instead of attacking her clit like Eve clearly wanted, James licked his way around it while he worked his middle finger in and out of her. The CatCo boss did give her clit the occasional flick just to keep Eve from screaming in frustration, but it was nowhere near the attack that she wanted.
“Stop teasing me,” Eve grunted, reaching down and grabbing his shoulders. “Lay down so I can be on top.”
Deciding to let her take the lead, James did as she wanted. Laying down on the bed, James watched as Eve moved to straddle his waist. As if to pay James back for teasing her, she moved her hips with his cock trapped between them, slowly dragging her pussy along the length of the shaft as it laid trapped on his ripped abdominal muscles.
With a grin she finally lifted up. Reaching down between her legs, Eve grabbed hold of his manhood and lined it up with her pussy. Apparently she wasn’t done wanting to tease James because the bubbly blonde slowly lowered herself onto him, and then paused with just the head inside her wet inferno. Luckily for the CatCo boss, Samantha came to his rescue. Sidling up next to James, the leggy dark-haired woman leaned down to take on one of Eve’s nipples into her mouth and started to suck on the flesh sack again. The stimulation must have been enough because Eve moaned and let herself drop about halfway down his cock.
Turning his head James noticed that Samantha’s knees weren’t far from his shoulders. Contorting his upper body, he twisted until he was able to almost slide under her. When James touched her leg to lift it so that he could finish the job Samantha practically jumped out of her skin as she was so engrossed in what she was doing to Eve. However, the leggy CFO realized what James was proposing to do so she lifted her leg and let him move her into a more comfortable position. When she was in place, James grabbed a surprisingly plump ass cheek in each hand and pulled her down to his waiting tongue.
“Oh God,” Samantha moaned as his skilled tongue was turned loose on her wanting pussy.
“He’s got skills, right?” Eve commented as she rose and fell along the length of his ebony cock.
With Samantha’s pussy now in his face, James lost sight of Eve, but he could feel her bottom out on his cock. The blonde’s pussy gripped James like a vice as she rested a moment to savor the feeling of being fully penetrated before slowly lifting up about halfway. As Eve bounced on top of James, the handsome man put his focus on Samantha. Darting his tongue out, James flicked her clit with it, eliciting a moan and causing her hump her hips at his tongue. As Samantha’s hips grinded on his face, James tightened his grip on her ass in an effort to try and keep her as immobile as possible.
“Oh yeah,” Eve moaned, increasing the length of her bounces until she was sliding up and down almost the entire length of his cock.
Remembering Samantha’s comments about Eve liking being fingered, James decided to see if it went for the leggy CFO as well. It meant letting go of her ass with one hand, which meant that Samantha was able to hump his face a little more than before. James brought his recently freed down so he could suck on his middle finger before pressing the tip of his lubricated finger against Samantha’s pussy, easing it inside her.
“Fuck,” Samantha gasped, the combination of his tongue on her clit and his finger doing a pretty good job of getting her all worked up.
As his finger entered Samantha, James couldn’t believe how tight she was. He was well aware that the leggy woman had passed a child from her pussy, but that was over a decade ago, plus she’d been with mostly women since that time. Hell, Eve’s cunt was currently gripping his cock like a virgin’s pussy grip, plus had never been through childbirth, yet even she didn’t compare to the squeezing Samantha was putting on his finger.
“So good,” Eve moaned, her hands on his powerful chest as she shortened her bounces into short, quick thrusts.
Sensing that Eve might be getting close again, James started to lift his hips to meet her lunges with as much power as he could muster in his position. It would’ve been more if his hands hadn’t been occupied with Samantha, or if he could see what he was doing, but it seemed to serve its purpose. After all, having to split your attention between two gorgeous women was the sacrifices one must make in a threesome.
“Oh! God! Keep going...gonna...cum,” Eve moaned.
James could tell by the tone and urgency that the bubbly blonde was close. He knew that at this stage he had to keep everything the same, for fear that Eve would loose the tendril of pleasure that was driving her to the powerful orgasm. Continuing to thrust his hips upwards while Samntha leaned down to suck on one of her tits, Eve’s pussy starting to clench James even tighter as the first ripples of orgasm started to wash through her.
Pulling his finger out of Samantha, James moved his hands to Eve’s hips. Grabbing hold James held her steady as he drove his hips upwards. Even as her orgasm hit her full force and her snatch clamped down even tighter on James James continued to slam into her.
“Oh dear,” Samantha gasped, lifting up so both she and James could watch as he drove Eve to even higher peaks.
“Oh fuck, stop, stop,” Eve gasped, finally unable to take any more. As James slowed down Eve rolled off him, her heavy chest heaving as she tried to catch her breath. “ Samantha’s turn.”
“Um, okay,” Samantha said meekly as she settled down onto her back.
Though the thumping pace of their fucking had been more than enough for Eve to get off, James still had a lot left in the tank. It probably helped a lot that Lena had snuck into his house and they fucked like teenagers only this morning. Needing to stop thinking about his curvy pale goddess of a girlfriend, James marveled at just how small Samantha was as she laid on the bed. He knew that she was slender, but as she lay there she looked downright tiny. However, as his eyes roamed over her perfectly tanned skin, his eyes couldn’t help but appreciate her mile-long legs that were truly spectacular.
“Ready?” James asked Samantha as he positioned himself between her legs.
For sure,” Samantha said, sounding less meek than only seconds ago.
The combination of the excitement and the foreplay had Samantha practically dripping, but remembering how tight she’d been around his finger, James still decided to go slowly as he entered her. This was definitely the right approach because as her pussy engulfed the head of his cock, it felt tighter than any pussy James could remember.
“So big,” Samantha moaned, lifting her hips to try to take more of James inside her.
With about a quarter of his cock inside the moist inferno of her pussy, James started to pull back. With just head still seated inside her James pushed forward sharply, burying himself about halfway and causing Samantha to arch her back and moan. She still clung to him tightly but James had bought himself a little wiggle room to operate, so for the next minute he only used the first 4 inches of his dick to fuck the leggy girl while adding more speed little by little.
“Wow, that’s hot,” Eve said, her eyes focused on where James’ dick was deep inside her girlfriend’s pink folds.
“She’s fucking tight,” James grunted, working more and more of his cock into Samantha.
“God! Give it to me,” Samantha moaned, digging her heels into his butt and pulling the last little bit of James into her.
As Samantha’s eyes rolled up in her head at being filled so full for the first time in several years, James gave her a moment to get used to the sensation before slowly withdrawing. When half of his cock was out of her James reversed course and thrust back into her. Though it was still only fucking the leggy CFO with half his length, it being the bottom half of his dick felt different, both in terms of sensation and the sensation of his powerful hips slamming into her petite sex.
“Ooooh!” Samantha moaned, her legs tightening their grip on his waist.
The morning fuckfest with Lena earlier had given James enough stamina to last through Eve. And even though he’d pushed himself pretty close to the brink driving Eve over the edge, the little rest between Eve and Samantha had helped restore some of staying power. That said, with the way Sam’s pussy had James in a vice grip, James wasn’t sure how much longer he’d be able to last.
“Eve looks lonely,” James commented, turning his head in the direction of where Eve was laying on her stomach right next to them, watching him fuck her girlfriend.
“I’m fine, this is hot,” Eve assured them, even though her hand was rubbing her wet slit.
“It’d be even hotter if you let Samantha eat your pussy,” James said with a grin as he continued to work Samantha over with his entire length and a solid pace.
“Fuck...ahh...me,” Samantha grunted, her hands reaching out for Eve as the blonde scooted around so she could straddle her girlfriend’s face with her ass pointed at James.
As Sam lifted her head so her tongue could get at Eve’s honey pot, James couldn’t stop himself from giving Samantha an extra hard thrust or two out of excitement. The skinny dark-haired beauty didn’t seem to mind though as a series of moans, muffled by Eve’s pussy, issued from Samantha’s throat.
“Do that again,” Eve moaned as Samantha’s tongue darted back to tag her tight little starfish. "I bet James would like to watch you lick my ass.”
"I really would,” James admitted, moaning lowly as Samantha’s tongue started to trace along the edges of her Eve’s asshole.
“Oh yeah, get my butthole nice and wet,” Eve grunted, reaching back to spread her cheeks, giving James a better view in the process.
Between the tightness of Samantha’s pussy and the overwhelming hotness of watching Sam toss Eve’s salad, James was beginning to feel the need for release. His ego didn’t want him to finish before Samantha though so James started to slow down to allow himself to extend it out a bit longer.
“No, fuck her harder,” Eve grunted, looking over her shoulder as she sensed James easing up.
"I won’t last much longer then,” James warned them.
“She’s getting there, aren’t you babe?” Eve asked Samantha, who answered with a grunt. “Just stick a finger in her ass and play with her clit. She’ll go off like a typhoon, believe me. Isn’t that right?”
“Mmhmm...so hard,” Samantha answered as best as she could while trying to stick her tongue up Eve’s butt.
Since Eve obviously knew Samantha better than James did, the agreeable CatCo man decided to go with her advice by bringing his left hand up to his mouth. After sucking on the tip to get it nice and wet, James moved his hand back down and slipped it under Samantha’s back. Finding the crack of her ass, James followed the groove all the way down until he found her asshole. James rubbed the tip of his finger around it to test the waters, making sure that Sam was fine with Eve’s suggestion before pushing in up to the first knuckle. As Samantha moaned and pushed her hips down against the invading digit, James used the thumb on his right hand to rub her clit.
Almost immediately James could tell the combination was working as Samantha’s body started to quiver. Hooking the finger in Samantha’s ass to keep it from falling out, James pulled his cock out almost fully before thrusting back in. Remembering to keep his thumb moving over Samantha’s clit, the handsome bald man soon had her on the brink.
“Awwhh! Cum...gonna...cumming,” Samantha stammered as her climax hit her head on.
“Almost there,” James warned. “Where do you want me to cum?”
“On her stomach,” Eve said, rolling off as Samantha got too involved in her orgasm to pay much more attention to her girlfriend.
Gritting his teeth, James fucked Samantha’s spasming snatch through a couple more thrusts before it became too much for him. Just before James was ready to pop he yanked his glistening ebony cock from Samantha’s squeezing snatch and pumped it a handful of times with his fist as jizz erupted from the tip.
The first spurt arced out and splattered Samantha’s skin almost to her ribcage. The second one went nearly as far but the next couple only made it to about her belly button, leaving a small pool in her navel. Before James could finish though, Eve pushed the cumming man out of the way so she could lick it up.
“Um, hey James? Remember that price you were telling Lena about?” Eve asked, looking at James sideways from her position hovering over Samantha’s stomach. “Well it’s not a problem for me.”
“Lena has lube in one of these drawers” James replied, feeling a twitch in his deflating cock at the thought of fucking Eve Teschmacher in the ass.
“What? Price? Lube?” Samantha asked, starting to come around from her own orgasm. With a few seconds of clarity her brain started to piece things together and she lifted her head to look at Eve. “You aren’t serious?”
"I am,” Eve said between licks of Samantha’s abdomen to clean up his mess. “Should be top drawer in that bedside table.”
“You want that massive...thing up your butt?” Samantha asked, her gaze flashing towards his cock as James retrieved the bottle of lube.
“Why not? I’ve let you put toys in there,” Eve said, lapping up the pool of salty jizz in Samantha’s belly button like a cat with a saucer of milk. “Bigger, actually.”
“Yeah but...” Samantha said, nevertheless looking at least a little intrigued about watching Eve try.
“I’m game if you are,” James interjected.
“Grease James up,” Eve said, twisting so she could present her ass to James once she’d finished licking up his DNA deposit from Samantha’s stomach.
Eve’s dutiful partner moved behind James, taking the bottle from him and squirted some of the slippery stuff onto his fingers. Putting one hand on Eve’s ass to steady himself, James waited to do anything else until Sam finished rubbing the more than generous amount of lube she squirted into her palm and transferred onto his growing cock. Not done there, Sam took another dollop onto her other hand, pulling her fist from James’ manhood so she could rub her hands together to warm the lube up a little before spreading the fluid around the outside of Eve’s anus.
With both his dick and the outside of her girlfriend’s backdoor greased up, Samantha pushed against the tight sphincter. Her long, dainty finger only had to wait a moment before she felt her asshole give way, at which point Sam twisted it around, smearing the lube around the inside while also trying to stretch her out a bit in advance.
“I’m ready,” Eve admitted. “Fuck me,” Eve said, waving her ass at both James and Sam.
With her ready to go, Sam wielded the position behind her girlfriend to James, who was waiting eagerly on hands and knees. The muscular man placed one hand on Eve’s back to help steady her. With his other, he took his re-inflated shaft in hand and leaned closer to Eve’s bubbly booty.
“Ready?” James asked as James moved up behind Eve.
"I gotta watch this,” Samantha said. She was still on her back so she wiggled her body until she slide underneath Eve into a sixty-nine position with her face right under where James was waiting in position. Reaching up to grab his cock, Sam aimed his tip at Eve’s asshole. “Here, let me help.”
When Samantha pressed the tip of his dick against Eve’s asshole, James gently pushed. At first the bubbly blonde’s anal ring resisted the pressure but as Eve made a concerted effort to relax, it started to yield. Finally her anus opened up and the head plunged in before Eve gasped and tightened up once more.
“Oh crap,” Eve hissed, clearly overwhelmed.
“You’re doing good, babe,” Samantha said, letting go of his cock so she could stroke Eve’s thighs. “Remember, you wanted a dick back in your ass.”
As Eve took a deep breath, comforted by her girlfriend, James could feel Eve start to loosen up. When she dug her hands against the mattress and gave a little push backwards, James took the sign and eased forward a little before pulling back. He didn’t pull all the way out, he needed the ring to stay open after all, so right as he felt his crown squeezed he reversed course and pushed back in.
Since anal sex was James’ main kink, he knew exactly how to handle the sodomized girl. It helped that Eve had taken dicks and dildos up her poop chute before so she knew what to expect. Therefore in a technique he had trained over many years and with hundreds of partners, James started to slowly fuck the bubbly blonde with the first 2 inches of his cock.
“That is so hot,” Samantha said as she watched James start to move in and out of Eve’s ass in small movements. “Does it hurt?”
“A little,” Eve gasped. “Not as much as I thought it would.”
“Play with her pussy and take her mind off the discomfort,” James told Samantha as he worked more and more of his cock into Eve’s ass.
“Ahh! Ohhh!,” Eve moaned as her girlfriend’s tongue took a swipe at her clit.
With her mind temporarily focused on something other than the large dick being shoved into the small hole, James was able to make a lot of progress. In the next handful of thrusts, James succeeded in getting enough dick in her ass so his balls were tapping against her wet slit. As Sam’s skilled tongue continued dancing along the blonde’s clit, James kept fucking Eve until he accomplished getting the last bit of cock into Eve’s ass. With his pelvis pressed against her butt cheeks James took a moment to let both he and the blonde get used to the feeling before slowly withdrawing.
After pulling out until about half of his cock was outside the warm confines of her bowels, James thrust back in only slightly faster than I’d pulled out. Eve’s backdoor was still tense but it was loosening by the thrust, aided in no small part to Samantha’s eager tongue. James decided to only go at an even speed rather than being hard, smoothly pulling his shaft in and out without pounding the bubbly assistant into the ground.
“Ahh! That...ohh...feels kinda...uhh...good,” Eve said, moaning as Samantha’s tongue worked its magic.
“Ready for me to go a little faster?” James asked, giving her a little quicker thrust before she could answer.
“Yes! Fuck me,” Eve moaned as she pushed back to meet his strokes.
Gripping Eve’s hips, James started to speed up his thrusts. The muscular bald man kept the length of the strokes to about half of his cock but when Eve didn’t seem to object James added a little more force to the in strokes and watched her ass cheeks ripple with the impact. Just as he was starting to build up his rhythm, James was startled to feel something through the walls of Eve’s rectum. Looking down, CatCo’s CEO saw Samantha grin up at him as she slid a finger into Eve’s pussy and rub his cock through the membrane separating her girlfriend’s holes.
“Oh god,” Eve moaned as both of her holes were penetrated.
"I think she likes it,” Samantha observed, reaching up with her other hand to cup the black man’s sack.
"I really do,” Eve grunted, lifting her hips to press back against his cock as James slammed into her and then lowering them to push against Samantha’s finger in her pussy as James pulled back.
After already having cum once, not to mention his morning quickie with Lena earlier, James would’ve thought he’d have been able to last longer, but the way Eve’s asshole was squeezing him was starting to take its toll. Not to mention Samantha’s finger rubbing against his sensitive shaft underbelly or her hand massaging his balls doing their damnedest to push James towards the edge faster than he would have liked.
“So fucking good,” Eve grunted, a small spasm running through her body.
“Lick her clit,” James told Samantha, sensing that Eve was getting close to her second orgasm as well.
“Oh god,” Eve moaned, a stronger tremor coursing through her.
Deciding it was time to hit the home stretch James stopped holding back. Putting as much force as he could into his thrusts, James started to pound into Eve’s ass as hard as he could without hurting her. James was at the point where Eve seemed to be well taken care of and so he figured it was best if he came as soon as possible as well.
“Shit! God! Awwhhh!” Eve screamed, her body acting like she was right there on the edge.
“Just a little more,” James grunted, feeling his cum start to rise in his balls.
“Not yet,” Eve gasped, desperately pushing back against us in an effort to get over that peak.
Finally with a loud scream Eve’s body went tight as a drum. Her anus clamped down on James so hard that he damn near lost his wad right then and there. Only by a miracle did James manage to pull out before hosing down her bowels in his second, hot sticky load of jizz.
“Gonna cum,” James hissed, as if that wasn’t already clearly apparent. “Where do you want it?”
“Uh, S-Samantha,” Eve stammered.
Looking down, James saw Samantha open her mouth wide and figured it meant she wanted it. He had no idea if Eve and Sam had talked this out already, or maybe it was only fair of the blonde to share with her leggy girlfriend after Eve got to slurp down his first load. So bending down James placed the tip of his cock at Sam’s mouth, at which point she lifted her head to take the head between her lips and instantly started to apply suction.
As Eve silently screamed and shook through her second orgasm of the afternoon, James started to plunge his cock deeper into Samantha’s mouth. It wasn’t nearly as tight as Eve’s ass given the amount of sucking Sam was performing, but it was wetter and the way Samantha’s tongue caressed his shaft more than made up for any loss of tautness.
“Here it comes,” James warned Samantha, pulling out until only the head was still in her mouth.
With a pulse of his cock the first spurt of semen erupted out of his cock. James couldn’t help but feel his lips curled up and bared his teeth from the intensity as his balls emptied into Samantha’s waiting mouth. The intensity of the orgasm and Sam’s eagerness to taste jizz after years of going without made both of them forget that his dick had come straight from Eve’s asshole and directly into Sam’s hungry mouth.
Samantha didn't have to wait long doing her mini-bobs on his dick before her oral talents proved to great for James. James let out what could only be described as a primitive grunt before the first spurt of jizz came shooting out of the end of his dick. She paused a bit out of surprise as the hot jet of semen plastered the roof of her mouth, unaware of the speed that his organ could propel the gooey substance.
“Fuckkk me!” James swore as he came.
She hadn't regained her composure quickly enough so a second, equally large spurt of cum filled her mouth almost to the point of capacity. At the verge of having to cough out the semen all over herself, and before James could add to the growing collection of spunk in her mouth, the leggy CFO closed her eyes hard and contracted her throat muscles, swallowing down the initial burst then had the presence of mind to return to sucking his member.
James was impressed by her oral skill, especially since it had been awhile since she had to deal with chugging some cum. He vanquished his thoughts of her for the moment and simply focused on how great her full lips felt as they continued to slowly bob on his tool while hungrily sucking down all of his sticky seed that his balls were pumping into her mouth. He wished he could have fed her his semen all night long but eventually his balls emptied completely and despite the amount of effort the gorgeous woman was putting in to milk him for more cum, there was simply nothing left for her to slurp up.
Same increased the suction after she had finished swallowing down her third mouthful of James’ salty offerings but it appeared that he was done. She held her mouth on him for another few seconds just in case, but all she ended up accomplishing was making the muscular man shudder, likely due to her wet lips and hungry tongue repeatedly stroking on his suddenly super-sensitive tip.
"Mmhmm Mmhmm mmmm," said the girl from her knees without thought.
“Your turn, Samantha,” Eve said as James fell backward onto his butt.
“No way,” Samantha said, knowing her girlfriend meant getting sodomized by the black man’s cock.
“You thought it was hot, didn’t you?” Eve asked her.
“Yeah, but a finger is as far as I go. I might let you use the vibrator on me back there later, but I’m not even close to ready to take a cock in his ass,” Samantha said.
“Good because I’m not sure I’ve got anything left,” James said, panting from the exertion.
* * *
“So baby, how were my friends?” Lena asked, waiting until the end of the night and all their business was concluded before calling her boyfriend.
“I...they...you,” James stammered, lost for words for the first time about how cool Lena was being. “They were great. You are amazing. And I am one lucky son of a bitch.”
“Damn straight,” Lena joked. “Don’t forget to shower. After fucking one of my best friends and my personal assistant you probably smell like a brothel.”