The closer Jay drew to completion, the louder the slurping sounds on his dick became. And right now, it sounded like someone trying to eat soup after a dental exam. His girlfriend’s mouth slobbered all along his shaft, moving like a piston up and down his length. The warm, wetness that engulfed him — that made his dick swim in spit — sent tremors of pleasure racing through his body. His thighs spasmed. His balls contracted. And with one last tongue-swirling suck, he arrived at the door to oblivion.
His fingers twisted into the frizzy mass of his girlfriend’s hair and he yanked her face all the way onto him. As the first rush of cum splashed against her esophagus, he cried out her name. Not Eleanor’s but their mutual friend’s.
“Unnnhhh, Sofi!”
His head lolled back and his hips thrusted upward. He came like a firehose. Each pulse like a torrential rush. Cum flooded the throat wrapped around his cock, and the sporadic jerks of the body that tight passage belonged to milked every gooey drop of out of him.
With a sigh, he finished, and collapsed back into his seat.
He glanced down just in time to witness the last of his dick emerge from Eleanor’s stretched mouth. Drool coated her chin and instead of twisting into a furious scowl over her boyfriend moaning someone else’s name, her lips curled into a dreamy smile. She had cum as well, the hand not on his lap still between her legs, idly playing at her wet pussy.
“God, that was hot,” she said, her voice dripping with perverted sweetness. The mattress creaked as she sat up and crawled next to him. Wiping her face and mouth clean, she flopped down onto her pillow. “Did you think about her the whole time?”
“Yeah.”
“Yay!” Eleanor’s satisfied smile grew wider. “I’m so glad you finally came around. You should text her back. Tell her you’re looking forward to Thursday.”
“Oh, good idea.” Still panting to catch his breath, Jay grabbed his phone and texted Sofi. That simple message turned into a back and forth exchange and they ended up texting for the next twenty-five minutes. The entire time, Eleanor watched her boyfriend on his phone and leisurely continued playing with herself until she fell asleep.
—————————————————————-
Jay and Eleanor first met Sofi a few weeks into their relationship, at a party thrown by another friend of theirs. They had both hit it off with the spunky but sometimes awkward girl right away and the three of them had decided to exchange numbers so they could hang out again in the future. That hangout was proceeded by a second, and then a third, and then several more after that. Soon enough, their casual acquaintance morphed into a good friendship, and through it all, one thing became very obvious to Eleanor: Sofi had a huge crush on Jay.
While they both got along with her and shared various interests with each other, there was no question she and Jay overlapped more, especially when it came to his nerdier pursuits. Sofi could get technical about gaming, caught his obscure references, and read the same fantasy series as he did. Jay seemed oblivious to it all but Eleanor always noticed the sparkle in Sofi’s eye when she laughed at his jokes or how she stared at him when he wasn’t paying attention.
“It’s kind of sweet,” Eleanor said after bringing it up with Jay a few months into their friendship. The two were lounging in the living playing on their phones, with Eleanor laying across the arms of the sofa while Jay relaxed on the couch. At first he didn’t seem to believe her but he had finally acknowledged it once she told him about all the little things. “She’s really into you.”
“Yeah, well, she’s not really my type,” he laughed. Eleanor didn’t respond and he flicked his eyes over to her to see if she heard him. The perplexed image that greeted him turned his blood to ice. “Not that, uh, it would matter if she was. But she definitely isn’t.”
“How can you say that?” Eleanor said, flipping around to land on the sofa cushion and face him directly. Jay scrambled up in his seat, ready to backtrack, to apologize, to clarify, but his protests ended up dying in his throat when Eleanor continued. “What do you mean she isn’t your type?”
“Uh, I dunno,” he said, unsure of how to respond. He felt like there was a trap laying in wait in front of him, and one wrong step would set it off and cost him a limb. “I feel like there’s no good answer here?”
Eleanor’s eyes nearly hit the back of her skull. “I’m not looking for a good answer. I’m looking for an honest one. How are you not super into her? You both have so much in common and she’s so cute.”
“I guess? I just don’t really see her that way.” He rubbed at his temple, confusion and aggravation building underneath the surface. Eleanor opened her mouth, ready to object again, but he stopped her before she could say anything. “Can we just drop it please? This is a ridiculous thing to fight about.”
“Fine,” Eleanor sighed. “I’ll drop it.”
She did not drop it.
Eleanor always prided herself in her matchmaking abilities. She predicted with high accuracy which couples both celebrity and familiar would last. She hooked up more than a few of her single friends over the years to great success. And years of romance novels and reality shows honed her abilities at picking up on who was attracted to who. The idea of incorrectly assessing the situation here seemed absurd to her.
So, whenever they all hung out together, she spent a lot of time noting Jay’s reactions, trying to catch him staring at Sofi the way she stared at him. Whenever they made plans to see her again, she kept hoping to see a spark of excitement in his eyes. Whenever she scrolled Instagram, she checked Sofi’s likes to see which pictures he double-tapped.
None of it paid off, and Jay seemed wholly uninterested in the other girl, much to Eleanor’s chagrin. She simply could not understand it. Which led to the idea of Jay and Sofi together infecting her mind and spreading to her every thought like a perverted disease.
The more she considered it, the more it made sense that her boyfriend should find Sofi appealing. The more she contemplated their conversations and interests, the more she believed that they’d work really well as a couple. And the more she pictured Jay giving into the desires he claimed not to have, grabbing their friend and making out with her in a passionate frenzy, the hotter and more turned on it got her.
Getting Jay and Sofi together became more than a mission for Eleanor. It became an obsession. One that seemed impossible the more that time went on… until one particular night. The night of Eleanor’s birthday.
Eleanor usually liked to keep her birthdays pretty low key, preferring a chill night in over anything elaborate. This year, however, her boyfriend of six months decided to splurge and booked them a reservation at a fancy restaurant. She was reluctant at first, but came around to the idea of dressing up for a night.
Jay wore slacks and a tie and she bought a new sleeveless top that she paired with black leggings. The cowl neckline complemented her modest breasts and the tights highlighted her long legs. Coupled with her wild brown hair tied into a messy bun, she looked positively spectacular, and Jay kept darting his eyes over to her and checking her out. The whole time, he only had eyes for her. At least until Sofi walked through the door.
Their dorky friend had understood the assignment, showing up in a tight black dress that conformed to every inch of her body. She still wore her oversized glasses and her thick, black hair in her signature braided pigtails, but both of those just gave an innocent contrast to her seductive figure.
For the first time ever, Eleanor caught her boyfriend gawking at their friend. It was fleeting. It was all too brief. But the reality of her months-long building fantasy coming to life got Eleanor’s heart cing and her panties moistening.
“Hey Sof,” he said as she hugged Eleanor and wished her happy birthday. “Love the dress.”
That simple compliment drove Eleanor wild with lust for the rest of the night.
“Mmm, you look… so good… in this outfit,” Jay panted later that evening. They stood making out in the middle of his bedroom, his tie already off and her hair out of its bun. His hand slid down her back to cup her ass and Eleanor grinned, imagining him picturing Sofi’s much rounder butt in his palm. Eleanor knew Jay enjoyed groping her slim but firm derrière, but there was no question the fun that would come from squeezing and molesting an ass like Sofi’s.
“You know who else looked good tonight?” she whispered, Jay’s lips trailing down her neck and his hand gripping at her butt. “Sofi.”
She gasped and her eyes went wide with delight when he gave her ass a sharp squeeze at the mention of their friend’s name. Quick and impulsive — and brushed off like it never happened.
“I… guess,” he said, uncertainty peppering his voice. He tugged at her top and slipped it over her head. He loved the sight of her breasts, apple-sized and teardrop shaped, and bent over to latch his mouth onto her rose-colored nipple. “She looked pretty good.”
“Pretty good?” Eleanor dug her fingers into Jay’s hair, holding his head to her chest. His tongue ran laps around her mounds, flicking over her hard peaks. “She looked fucking hot.” Jay said nothing but continued to lick and suck at her tits. He may not have had anything to say but Eleanor was intent on continuing. “That dress on her… mmmm…” She reached between their bodies to rub her hand up and down his crotch and was excited to find an erection pushing into her palm. “A regular shortstack smokeshow.”
With a smack, Jay released her breast and pulled back to his usual height. His brown eyes swam with a mixture of confusion, lust, and drunkenness. “I… I don’t know what you want from me right now.”
Eleanor’s own alcohol-infused state of arousal had lain waste to her inhibitions, torn down her filters, and in a moment of reckless desire, she stated exactly what she wanted right then. “I want to watch you jerk off to her.”
Jay’s eyes went wide with shock. He gaped at her, mouth open and face in total disbelief… but his cock twitched under her hand.
“What? I… there’s no way. Is this like a weird test?”
“No!” Eleanor said, one hand still groping and stroking at him, the other rubbing at his chest from under his half-unbuttoned shirt. Her head spun with flashes of Jay beating off to Sofi, pumping his cock and calling her name. She lowered his zipper, snaking his stiff prick through his fly and slowly jacking her hand up and down his length. She kissed him hungrily, physically and mentally grasping at whatever she could to convince him she was serious. “It’s what I want. My special birthday treat. I’ll even masturbate to you doing it.”
“I… I thought you were going to drop this.” Despite his protest, Jay kissed her back, his hand slipping under her tights, finding her wetness, both of them fondling each other.
“I will,” she groaned. “If you want. After this.” She shivered and quaked, gripping the back of his neck for support while he played with her lower lips. He didn’t respond, didn’t say anything, but the precum coating his cockhead told her his doubt was wavering. “I saw how you looked at her when she walked in. You can’t tell me your dick isn’t hard for her. Please?”
“Okay,” he choked out. “I’ll do it.”
If everything she just said hadn’t persuaded him, the mini-orgasm that soaked his fingers did.
Eleanor broke their kiss and stumbled backward. Her amber eyes burned like wildfire. She panted heavily, nipples stiff, soft skin flush. “Let me get my iPad. I bet she posted a picture of her outfit from tonight.”
Sure enough she found an image Sofi posted that Eleanor herself had taken at the restaurant. The picture had captured the shorter girl from head to toe, turned mostly to the side but twisted toward the camera. The curves of her body on total display. A smile stretched across Eleanor’s face. She handed Jay the iPad and kissed him on the lips before sliding her tights off her legs and crawling onto the bed.
Jay watched his girlfriend slink away from him. Her sheer panties left her ass almost entirely visible, and he followed the swaying cheeks with his eyes as she made her way to the headboard and then turned around to face him. Bracing her back against the wall, she spread her long legs and drifted her hand down to her panty covered crotch.
This was actually going to happen. His girlfriend really was going to finger her — from what he had felt — extremely wet pussy to him jerking off to Sofi.
Even beyond the alcohol clouding his brain, Jay couldn’t understand Eleanor’s fixation on their friend. Or more specifically, the idea of him being attracted to their friend. When she first brought it up, he thought she was trying to snare him in some sort of trap or testing his loyalty. He also thought he got her to let it go. Yet here they were: her rubbing up and down her slit from over her panties and him holding an iPad with a picture of Sofi on it, his hard rock cock sticking out of his fly and leaking precum.
He had meant what he said before. Sofi wasn’t his type. He preferred girls like Eleanor. Tall with pale skin and a lithe body. She didn’t have huge breasts or a big ass but she possessed a statuesque sexiness that she further enhanced with a vivacious sexual appetite. She was the type of girl guys tended to fantasize about.
However, he had to admit, ever since Eleanor brought up Sofi in that way, the idea needled at him the slightest bit, pricking holes in his original resolve. He had even found himself flipping through her Instagram a few nights ago, looking at, but making sure not to like, her photos. He tried to avoid comparing her to Eleanor, took in her qualities that popped in various images, and he did end up getting a small stir down below. But nothing major. Nothing noteworthy.
Until tonight. When Sofi walked into the restaurant, something cracked inside of him, some sort of self-imposed barrier, and for a moment, he saw her in a different light. He found her sexy.
His gaze turned down to the iPad, to Sofi in that dress, her hazelnut skin complementing the black perfectly. He didn’t want to stare earlier and had pushed his initial reaction aside. But now he could really take her in, study all those details about her he often ignored and suddenly noticed.
Despite liking taller girls, Sofi’s short stature gave her a level of spunkiness that often delighted him. Her large glasses and pigtails, while undoubtedly dorky, were rather cute. And sure she was a little softer in the midsection, rounder, especially when compared to—. He stopped himself. He said he wouldn’t compare them but it was really hard not to.
However if that door was open… Sofi’s breasts blew Eleanor’s out of the water just in sheer size. Her dress tonight really emphasized that fact, highlighting the shape of her chest. And down below? Damn. Her small feet led up to nice calves, large thighs, and a huge ass that curved out enticingly.
Without even thinking about it, Jay wrapped his hand around his shaft and started stroking his cock.
His eyes concentrated on the image of Sofi and a low whine — not of anguish or sadness but of aroused delight — erupted from the bed.
“Oh god, you’re doing it.”
Pumping his fist across his length, he glanced toward Eleanor. His girlfriend still reclined in the same spot, but her panties had been pushed aside and two fingers were buried in her wet snatch. Eyes lidded with lust and mouth hanging open, she caressed one of her tits and watched him intently. She looked sinfully hot. The sight was so erotic that he wanted to keep staring at her but she wanted him to get off to Sofi — and part of him wanted it, too.
Did he really want to choose Sofi over Eleanor in this moment?
He returned to the picture of Sofi and another long whimper echoed from above.
He assured himself that this was a one time thing. That he was doing it for Eleanor and that this would be the end of it. That it wasn’t because his cock throbbed in his grip over their friend.
He dropped the iPad onto the mattress and the enticing image on screen inspired his mind to wander.
He fantasized about Sofi out of her dress but still in those pigtails and glasses, her lips curled into a teasing smile, dimples in her cheeks. He pictured her naked body, the heaviness of her breasts, the thickness of her thighs, the question of what lay between. Did she shave? Eleanor did but he imagined Sofi did not, and judging by the dark hair on her forearms she probably had a nice bush of equally dark hair over her pussy.
“Oh, fuck,” he gasped, more and more precum lubricating his strokes. His fist flew across his shaft as he pumped his cock in rapid jerks. The image in his head shifted and Sofi’s fat ass filled his mind. With fast, short breaths he envisioned that wide rear bent over in front of him, what it would look like rippling from the impact of his hips slamming into her as he hammered her cunt with his dick. “Aggghhh! Fuck fuck fuck fuck!”
Jay’s balls tensed. A rush of pleasure originating from deep within his loins exploded outward and Jay came, firing ribbons of cum onto the iPad, dousing the picture of Sofi.
On the bed, almost folded in half from having slid down the wall and not wanting to stop pleasuring herself, Eleanor cried out in joy, crushing her breast in her hand as she erupted in climax. Her cunt had been swimming in her juices, her fingers plunging into her slick wetness, while Jay masturbated to Sofi. When he started, she had almost cum right then but her delight at it happening ruined the moment, drawing his attention away from their friend and back to her… but for only for a second. Seeing him return to the image of Sofi, witnessing him frantically beat off to her, and then spewing his load onto her picture, it all became too much.
He had gotten off to her. Jay had jacked off to Sofi. And from the amount of jizz deposited onto the iPad and mattress, had cum harder than he ever had with her. She knew she promised she would drop it after this if he wanted, but there was no way she was going to rest until all that cum was inside of their friend.
Thankfully, second steps are easier than the first.
Source: reddit.com/r/sexystories/comments/taeky2/had_a_feeling_part_1_mf_mast_cuckquean