The following is a work of fiction, none of the events have ever occurred. If you take offense to this story, you might be on the wrong site
A Holly Jolly Fuckmas
Co Written by The House of Weird and The Inspector
Staring Rowan Blanchard
Codes: Con, MMF, Oral, Anal, Pegging.
Disclaimer, this story contains Male on Male content.
Russell stood at the elevator waiting, hands in his pockets warming them up after leaving the cold snow outside, glazing the paths with a nice thick layer by tomorrow morning. A door hastily pushed open as the man he was waiting for rushed in to escape the cold too, brushing off fresh snow off his coat before walking up to him.
"Almost thought you wouldn't make it." Russell sighed in relief.
"And be alone on Christmas? Wouldn't count on it." Said Jeb, appalled by the accusation.
"Shall we?" Russell rang the elevator.
"Yes, I've been waiting for this for a week." Jeb rubbed his hands together, both in excitement and in warmth.
The doors opened and they entered alone, a push of a button began their journey to the 8th floor. They both stood in silence, understanding what they were about to do, yet still nervous at the notation of how real it's about to become.
"Should we lay a ground rule or two?" Jeb asked.
"Now?" Russell. "Jesus you should of said something before agreeing to this."
"I'm just saying maybe, we make sure there's no hard feelings if this turns sour come morning?" Jeb pointed out.
"Ah yeah yeah that makes sense." Russell agreed. "So..."
"Well we both know what we like." said Jeb.
"Yes that we do very."
"And while we personally haven't done it."
"Not for another few minutes." Russell noted.
"So maybe when we do, it involves her." Jeb suggested.
"Pretty sure the reason we hired her was to do it WITH her man." Russell teased.
"I mean let's let her take the lead and, see how it goes?"
"Like she tells us what to do when it comes to..us?"
"That's what I'm suggesting yes." Jeb confirmed.
"Well then." Russell adjusted his posture. "I can live with that."
"Cool, so it's a deal?" Jeb asked as the elevator rang and opened the doors to the 8th floor.
"Deal." Russell assured him patting his shoulder.
The two men walked down the hallway, apartment doorways on either side, and around the corner as they looked for the right number. H14 was where they were looking for, hopping for the right address, Jeb knocked on the door. They waited for a moment, checking the time confirming they were there when asked of. A chain lock could be heard unlocking before the door handle turned to open. A Young woman greeted them, at 19 she was four years younger than Jeb, five year younger than Russell. She stood in a silky grey satin robe, long grey wool socks up just past her knees, and short pixie hair that crowned around her face elevating her beauty.
"Hello gentlemen." She spoke softly.
"Rowan.." Russell checked his phone. "Blanchard?"
"That's me." Rowan identified herself "Of whom are you of the two? Jed or Russell?"
"It's Jeb actually." Jeb corrected her.
"That's makes you Russell then." She smiled looking at him.
"Yes Mam."
"Oh please no need to be formal in that matter just stick to Rowan." she pandered him, gripping at her robe a little. "My apologies to you as well Jeb. It's hard to keep track of names sometimes."
"No worries." Russell assured her before pulling out an envelope. "In cash as requested."
Rowan took the envelope out of his hand, she collectively confirmed the amount agreed to was there and looked back at them. "Come on in then." She stepped aside to let them enter.
Jeb and Russell walked inside to find it rather cozy, a tree, lights strung about, even the TV on it's mantle had a fire place video going to set the mood.
"So." Rowan sat down on a nearby chair. "You know my rules."
"Yes." Jeb sat opposite of her, Russell joining him on the same couch. "We paid extra and hired you for 16 hours and as not to waste a moment of your time we are not to leave the apartment until said time is up."
"The only exception is a fire of course." Russell verified.
"Considering that is the only fire here." Rowan pointed to the fireplace on the TV. "16 hours here and staying here."
"And no one does anything they're not comfortable with." Jeb continued.
"And you two are comfortable with the sex being… bisexual yes?" Rowan asked.
"We did agree to the two of us fucking yes." Jeb admitted, glancing at Russell in reassurance.
"Then I have but one question." Rowan looked at them both. "Why hire a escort on Christmas if you could find some hooker to get you off for $20?"
They looked at each other, then back to Rowan. Russell being the one to speak.
"We've both been dealing with a wave of depression each Christmas season. Break ups, overworked, families on the other side of the country, we just wanted something a little more tangible. Something we can control and let off some steam with."
"You can't get a heart break if you don't fuck for love." Jeb told her as well.
"Two lonely boys wanting to do anything to have a good time." Rowan said aloud. "That I can work with."
Rowan stood up and dropped her robe, pooling at her feet as the guys observed her new state of dress. A similar grey pair of panties clung to her waist, slightly wet from presumably prepping herself for this occasion. Her chest bare and tits grown passed a cup but not fully b cup. And nipples erect from the cool air still lingering from winter outside. Hands out beckoning them to come close.
"Well boys?" Rowan said seductively, almost turning into a different and more horny version of who they saw a moment ago. "Clocks just begun."
The boys stood up, Rowan coming close to them. Instinctively, she leaned in to kiss Russell, their lips meeting while Jeb watched, his hand reaching out to cup one of her breasts. Rowan made the kiss short, turning to kiss Jeb now, Russell now looking at his friend making out with the escort. Pulling away once more, Rowan gestured for them to kiss. Looking at each other, the boys nodded and leaned in together, Russell pulling Jeb closer to him as they kissed. Rowan stepped back to grab a candy cane from the side table. "Good boys." She complemented them, unwrapping said candy cane. "Now strip each other."
While licking the candy cane, Rowan watched Russell and Jeb stripped each other. The two were not shy in the least, having seen the other naked several times before. Rowan admired their tone bodies, when they dropped each other's pants and undies, she could see they were semi erect, she wanted to see them get each other hard. Tongues toying with each other, Russell gripped Jeb's cock, stroking it while he did the same. The lone woman saw their dicks grow to full mast, Russell's appearing around 6 inches, and Jeb at a startling 8, given he was a bit smaller than Russell body wise she didn't expect him to be so well hung.
"Russell, show me how you want me to suck your cock." Rowan requested him to do.
Russell knelt in front of Jeb, sticking out his tongue. He slid his tongue along the sides of the cock, circling around the head. Rowan walked behind Jeb. She reached down to squeeze his ass cheeks. She took the candy cane, easing it in and out of his asshole. She looked down at Russell who was now bobbing his throat up and down on the throbbing cock.
"You like it when he sucks your cock?" Rowan asked twirling the candy cane around.
"Yes... I do." Grunted Jeb, amazed at how nice the candy felt in his ass
Russell started sucking on Jeb's balls, stroking the saliva covered cock. Rowan spits in Russell face. "Are you a naughty boy?"
"Uh huh." Russell said with a mouthful of balls.
"What about you Jeb, have you been naughty?"
"Ye-Yes."
"Should I spank my two naughty little boys?"
"Yes." Both said.
They pulled away and turned to lean over the couch cushions, asses in the air and dicks dangling between their legs. Rowan grinned at their openness to be so submissive to her. "Kiss while I spank you." She ordered them. They quickly shoved their tongues down each others throat once more, Rowan placing her hands on each of their rears before simultaneously smacking both of them at once. They winced a little, mostly startled at the first strike than anything. She spanked both of them, back and forth she smacked each cheek, not violently per say, but enough that after a few smacks they turned rosy red like Santa's face. The teen escort then knelt down to be eye level with their asses, and leaned forward to rim Russell's asshole. Russell moaned into his kissing with Jeb as she licked his backdoor, knowing it'll be helpful for later. Rowan in turn licked Jeb's anus as well, probing her tongue inside, his ass tasting like peppermint from the candy cane that was just inside.
"Sit on the couch." Ordered Rowan.
they pulled themselves up and sat normally, Rowan taking her hands and stroking both their cocks. working between them, she kissed each of their tips, before sucking on one cock while stroking the other. Spiting on her hand, she got both of them slick to take them with ease. "Glug, glug Ack!" She gagged on Jeb's cock, taking as much as possible in her mouth. She pulled away with a strand of saliva stuck between her lips and his head, quickly doing the same to Russell, only because of his smaller size, she could fit all 6 inches inside her mouth, before her lips reached the base of his shaft. Russell held her there by griping her pixie cut hair, her eyes growing wide as she began to lose her ability to breathe. He let go and she pushed herself off his cock to gasp for air, small bubbles of spit foaming at the mouth.
"Ready to fuck me?" She asked licking her lips.
"Ready as ever." Jeb took the lead, grabbing her hand. "Lead us to the bedroom."
Once in the bedroom, Rowan jumped on the bed, head hanging off the edge. Jeb happily lined up and sunk his cock into her awaiting mouth, gently thrusting in and out of her mouth while Russell went around on top of the bed. Rowan lifted her legs up to pull the grey panties down and off her legs, opting to keep her leggings on for now. She then opened her legs to permit entrance to Russell, crawling in to slither his tongue around her shaved pussy. Instead of using his fingers he used a candy cane he grabbed from the living room to fuck the starlet gently. Her moans from the cane stimulating her at the right spot vibrated against Jeb's throbbing cock, forcing him to grunt loudly.
Russell would stop, stroking Rowan's clitoris while his tongue slithered around her warm vaginal walls, swallowing any juices that entered his mouth. Each time Jeb stopped, Rowan hacked up a mouthful of spit across her face.
Russell climbs up further onto Rowan, licking each of her erect nipples while he still fucked her with the candy. "How's her throat?"
"Amazing." Jeb proclaimed, offering Rowan a nearby tissue to wipe off some of the spit
"Better then mine?" Russell asked with a grin.
"Hard to say."
"Why don't we have a competition to see who will ride Jeb first?" Rowan proposed. "We both orally pleasure Jeb and whoever wins gets first pick."
"I like that."
They both went up to sit at the foot of the bed. Jeb decided Rowan should be first. An unfair advantage in Russell's eyes knowing Rowan probably has more experience in oral than he did, giving head being part of her job description and all. Rowan slid most of his cock in with ease never breaking eye contact with Jeb, her lips like magic sucking more of him in while her tongue rolls itself around him in ways hard to describe in words. He pulled out early, not wanting Russell to miss out on a turn. he walked over to him, pushing his head onto his cock, while lacking technique he made up for in passion. Russell bobbing on his friends cock like one sucks on a candy cane. Stroking his own cock while doing so. Jeb pulled out once more and leaned them both in, both of them taking a side and sharing his dick together. Licking his shaft and sucking his balls they played with his dick sharing this perverted act.
Rowan and Russell each sucked on one of Jeb's balls while their hands stroked his cock. Each took turns sucking on his cock, both using different styles. Russell was sloppy with lots of spit drooling out across his chest while Rowan was clearly a pro, using her tongue to lick the shaft as she bobbed her throat up and down.
Russell knew how to win, so he crawled behind Jeb, spreading his ass cheeks. He licked around the dirty hole, lathering it up so his tongue could easily slip inside his rectum. Seeing what Russell was doing, Rowan fondled Jeb's balls, taking his full cock each bob.
Russell licked the walls of Jeb's asshole, making him grunt loudly. Finally Jeb started cumming with Rowan swallowing every drop. After the last drop, Russell asked who won.
"It was a close race but Russell won since he started tongue fucking my prostate."
"Whatever, I still got the cum." Jeb took a seat and Rowan had an idea. "While he gets his strength back, want to have a little fun?"
Russell grinned. "I do kinda want you to ride me."
Russell laid on the bed and Rowan mounted him, sinking her warm, snug cunt down on his throbbing cock. She leaned forward a little and played with her tits as she bounced up and down, moaning loudly. Jeb watched, not touching his cock, he merely sat back, watching his fuck buddy be rode by someone other then himself.
Rowan gripped Russell's cock as she slowly rode him. "Your cock is so deep inside me."
Russell didn't care if she just said it to stroke his ego, it was still hot as fuck to hear Rowan utter those words.
"Think I'm ready now." Jeb interrupted them, his cock at attention.
Rowan sat down on Russell's cock. "Need a little guidance to riding?" She asked him, Russell silently nodding to her. "Then let me show you."
Rowan lifted herself off him, Jeb laying on the bed, she guided him to face away from Jeb and straddle his legs. Rowan grabbed hold of Jeb's dick and lined it up. "Just lower yourself slowly to get a feel for it." Russell felt the tip of his friends dick press against his anus, taking a deep breath she sunk downward, a wince of pain shot up his spine, but Rowan jerked his dick while he took more of Jeb in. Inch by inch he took it till he reached the base of his cock, Russell never felt more filled in his life. "Good." She told him. "Now up, and down." He slowly rode his cock, adjusting to the size and pain. Jeb watched in amazement of seeing his dick disappear inside his friends ass. Rowan crawled over to Jeb, joining him in watching Russell ride his cock. Once the pain subsided, Russell began to bounce faster, enjoying the hell out of fucking him. reaching behind to grip the bed sheets, he leaned back and rode Jeb ferociously, his own dick bouncing around in the air as he rode him. Grunting like a male whore.
"Good fuck he's a natural!" Rowan commented.
"He sure feels like it." Jeb added, loving every moment of it.
To everyone's surprise, Russell became so aroused by it all that he sputtered a load of cum across the bed, his constant rocking making it fly everywhere. He rolled off of Jeb and laid on the bed catching his breath. "Fuuck." He uttered between breaths. "Maybe we should do that again sometime."
"For now though," Jeb turned to Rowan. "I believe I owe you a turn?"
“I got a better idea.” Russell grinned. “Why don’t you fuck Rowans ass and ill fuck yours.”
“I like that idea.” Rowan said, speaking for Jeb.
Rowan got done on all fours on the bed, making sure her hands were resting on top of Russell’s cum. She felt Jeb enter her ass, taking inch after inch of his long rod, grunting loudly. Russell kneels behind his fuck buddy, grabbing his ass cheeks and spreading them, exposing his saliva covered asshole. In one thrust, he was inside him, knowing he could take it. His thrusts were hard and fast with Jeb matching them.
“FUCK!!” Rowan grunted, gripping the sheets tight as she took the hard, long dick in her ass with the cum seeping into her palms. “Use… the toy… I brought… on… my pussy.” Moaned Rowan.
Russell slid out, reaching into Rowan’s bag to take out a eight-in long candy cane stripped vibrator. He slid back inside Jeb’s warm rectum, handing him the sex toy that he gladly slid into Rowan’s wanting pussy. He slid the toy in and out, making the celeb escort grunt loudly, biting her bottom lip as she came from not only being double fucked but knowing that a man was being ass fucked at the same time.
With every thrust, Russell slapped Jeb’s ass cheeks and Jeb did the same but harder woth his free hand across Rowan’s ass cheeks. The more times Jeb thrust into Rowan, the closer she got to her big climax while he also could feel Russell on the verge of cumming himself. Then after one last thrust, Rowan started squirting which made Jeb start cumming on her ass which had Russell cumming in Jeb’s ass.
They finished filling each other up and they slid out of everyone. Jeb and Rowan kneel in front of each other on the squirt soaked sheets, licking the vibrator clean while Russell licked their rectum's clean of the warm jizz inside them. All joined at the other end of the bed, they kissed and tongued each other's mouths before sliding under the sheets, Rowan in between them stroking their dicks, the night was still young, and after a moment's rest, she'll make sure by morning it'll be a very white Christmas indeed.
Topic: A Holly Jolly Fuckmas (Rowan Blanchard) (Read 4902 times)