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Most of my stories are interconnected which makes serializing them a little tricky. But you should be able to read any of my stories as standalones without needing to read the others should you wish.
*This is 'chapter 2' of 'First Year Blues' which starred Ally & Tyler. They also appear peripherally in 'Most Valuable Player' with their teammate Brae, & Ally's mom, Charlotte
*Tyler's girlfriend Hailey also appears in 'Sarcastic Monsters'
*Hailey's mother Eloise also appears in 'Victoria's Secret vs. Dan's Secrets'
*Josh (another teammate) also appears in 'Background Noise'
As always, I appreciate everyone who reads & comments, even if this particular story isn't your cup of tea. Stay kinky, perverts! <3
SPRING BREAK BLUES
Spring Break had passed by quickly, a blurry sprint of visits with family, a Sunday church service, catching up with old high school friends & even ten days in Santa Barbara drinking & partying. Before that trip, Tyler had stayed with his girlfriend for a week, a noisy, nerve-wracking experience fitting into a household with four young women (five if you included Hailey's milf-mom) & Hailey's stepfather. He'd been uncomfortable & awkward there, a young black man surrounded by white girls, & he'd often catch Walt watching him protectively, as if he was just waiting for the opportunity to kick him out.
Eloise too, had watched him, in a different way. Tyler wasn't sure what to make of her attention, Hailey & he had started officially dating when they were 16, after fooling around on & off for a couple of years & knowing each other for longer. The 'official' label had meant being introduced to her parents, & he'd been invited to dinner at their house.
"Don't worry, Carrie & Kyle went through the same dinner," Hailey told him, referring to her older sister.
"Kyle's white though," Tyler mumbled. "& rich."
"We're not rich, we're just comfortable," Hailey replied, as if that was the end of it.
Their McMansion dwarfed his own family's home. He'd been directed to a spot at a massive, ornately carved dining table, which Walt had told him was antique cherry wood, & matching chairs that seemed too delicate to support Tyler's lean but athletic weight, let alone the hulking old man.
He'd felt nervous & out of place, trying to answer questions about where he hoped to go to college, about his parents, but often being talked over by the girls who chattered almost constantly, so quickly that he couldn't keep up. Instead of inviting Hailey's parents to his home, with the secondhand Formica kitchen table, the mismatched armchairs in the living room, the families had met for a cookout in the park, & one dinner at a mid-range restaurant.
But after dating semi-steadily for three years he'd felt as though he'd been able to relax, just a little, he was getting used to the different atmosphere, the formal-feeling dinners at the table, the chaotic, sometimes competitive dynamic between the sisters, & Eloise, who seemed to flirt with him. He didn't know how seriously to take that though, she seemed to flirt with everyone, she wasn't like his mother at all, who was a modest, hard-working woman. Eloise looked almost as young as her oldest daughter, Carrie, who she'd had as a teenager. She acted younger too, & bolder.
He'd been getting used to their place & their family (so different from his own, so much louder, so much bigger in energy & extravagance) until he was suddenly an adult, & spending nights there, trying to satisfy his girlfriend's insatiable sex-drive while keeping it quiet enough not to wake the house. He'd stayed there for a week before starting college, he hoped eventually the awkwardness would abate, or Hailey would finally move out of home.
He knew THEY knew they were 'sexually active' as his pops had embarrassingly called it, slipping Tyler a pack of condoms with a wink before prom, that was one thing. It was another thing for Eloise & Walt to have to acknowledge it. He thought the term 'plausible deniability' covered the situation. He tried to avoid Walt, who he suspected was protective of Hailey, her sisters, AND his much younger wife, & he tried to ignore the frustrating & confusing thoughts he sometimes had about Hailey's mom.
He remembered the first time he'd been introduced to her & she'd admonished him for calling her 'ma'am'.
She'd rolled her eyes theatrically & said, "Sweetheart, please don't break my heart by calling me that, I'm not a grandma yet." She absolutely didn't look like one. "Call me Eloise, or Ellie, if you want me to REALLY love you."
It had taken him months to break the habit of calling her ma'am or Mrs. Samuels, he still felt weird being on first-name basis. There was no chance he'd EVER call her 'Ellie'. So, he mostly avoided calling her anything when they interacted.
Hailey said Eloise had regular cosmetic surgeries, subtle tweaks to tighten her face, to fill her lips, to smooth her neck, but also, a boob job & butt-lift. Whatever she paid (or Walt had paid) had been worth it, & she'd definitely made the most of the results, never wearing anything that didn't display the attention-grabbing decolletage to the fullest degree, often stretching & bending in ways that allowed the men who orbited her to get a tantalizing eyeful of the goods.
Every item of clothing Eloise wore was tight, sexy, often barely there. On the rare occasions she'd bothered to show up to school events the other moms hadn't concealed their distrust of her. Tyler couldn't blame them, the dads that had turned up bent over backwards to be extra friendly & helpful to her. Some of the moms & teachers too. She went to the gym daily, always wearing a tasteful face of makeup, always with her hair in place as if she'd just received a blow-out. Afterwards, a sexy waft of expensive perfume, high-high heels, & in the summer, a bikini, never a one-piece.
She didn't seem to swim, but she sunbathed for hours, laying on one of the recliners with an umbrella for shade, large dark sunglasses & regularly, thoroughly, applied lotion on her smooth, toned body. Twice he'd watched her undo the string of the bikini, freeing her alabaster, bouncy breasts, before lying on her front to avoid tan lines. He'd jacked off to those memories countless times. Sometimes he let himself imagine she had known he'd seen her, & had deliberately teased him.
Tyler had spent enough time at their house during summer breaks & weekends to familiarize himself with every curve of her figure, he'd watched her slowly applying lipstick, he'd enjoyed her dirty laugh. She was flirtatiously handsy, hugging him warmly each time he visited, placing a light hand on his arm when they spoke sometimes, even openly assessing his physique & commenting on his biceps or flat stomach when he carried her shopping inside. But always in a way that could be explained as playfulness.
"What would I do without you, darling?" Eloise would purr as he unloaded her car for her. Sometimes he could swear he could feel her eyes appraising him as he bent into the backseat to reach a bag containing a new pair of strappy sandals, or a halter-necked sundress. "You can drop them in my bedroom, & I'll pour you a cold lemonade. Then, if you have a moment, I'd love it if you could help me change the light above my closet?"
There was always a lightbulb to switch, a picture to hang, a piece of furniture to move. When he put her new things in the luxurious cream-furnished bedroom she shared with Walt he'd note the colorful lacy lingerie that dangled from the back of a chair, the black dress with the thigh-high slit hanging ready on her closet door for some kind of function she was attending.
He couldn't ever tell if she was actually attracted to him or if he was imagining it, she was overly friendly with everyone, even his own parents when they'd interacted, so it was possible, as Hailey frequently remarked, that she was just a flirt, that it meant nothing.
"She's a very friendly lady," his pops remarked when the family drove home from the cookout.
"Oh yes, very friendly," his mom had smirked, playfully hitting her husband on the knee. "Just make sure you're not too friendly back!"
"Just being cordial," he'd laughed back. "Anyway, why would I stray when you're as beautiful as the day we met?"
"Right answer!" Ty's mom had laughed, maybe with a touch of relief.
She was so consistently lascivious that several times, when seated by her, he'd felt her manicured hand on his thigh under the table, teasingly near his cock, gently squeezing his leg & even then he wasn't sure if it was an invitation, a trap, or just the way she always was.
"Refresh a girl's drink for her, sweetheart?" She'd ask, her voice low while the sisters argued good-naturedly about this or that. & he'd try & keep his hand steady while he poured a little more wine into her glass.
He hadn't acknowledged it, neither had she, & it had continued. The blood always rushed to his dick & he was glad his dark skin would generally hide the flush he felt in his face when she touched him. He could never tell Hailey that he frequently jerked off to daydreams about her mom, and sometimes when they had sex he'd even imagine he was screwing her. It was easy, in some positions, to pretend she was Eloise, when she was on her knees, giving him head, or when he fucked her from behind, they had the same red hair, the same round, pert ass.
"Refresh a girl's drink for her, sweetheart?" He'd let replay in his head as he closed his eyes & went down on Hailey, wondering if mother & daughter tasted the same.
Once, he'd awkwardly run into Walt outside Hailey's bedroom door when he'd got up for a post-fuck piss, & he'd nervously stammered around the man, as if Walt might be able to recognize the sordid, perverted images that he'd dwelled on while he'd been balls deep in his girlfriend moments before. Luckily, Walt had seemed almost as embarrassed by the midnight encounter as he had been, hurrying downstairs towards the kitchen before he could recognize the mix of hunger & shame in Tyler's demeanor.
He supposed he COULD tell Hailey her mother was a milf, it wasn't as if she was oblivious, not like she hadn't heard it before from other guys at school. Hell, they even teased Ally (his best friend, Alistair) about HIS mom. They teased everyone.
COULD he try & suggest a little dirty role-play? Hailey was game for almost anything, if he played it jokingly, there was a possibility she'd be down for it, but Tyler knew her well enough to sense the risk. He knew that even though she couldn't admit it, she'd always been a little competitive with her mother, a little insecure about the attention her mom got & how she dressed.
Hailey was easily as attractive as Eloise, her young body was tight & limber, her mouth was incredible, & she was ravenous for sex, uninhibited, filthy. But she didn't carry herself with the same effortless magnetism that her mom did. The same strangely dirty glamor. It was like comparing Sydney Sweeney to Jayne Mansfield. New sexy to classically sexy.
He'd upgraded the memory card in his phone just to accommodate the volume of photos he'd saved of Hailey, the videos they'd made & the ones she'd sent him.
"How many followers do you think I'd get on OnlyFans?" She asked him once, maybe-joking.
"You'd break the servers," he told her emphatically.
He thought she might have actually done it, but she had no financial need to.
He loved her, he loved fucking her. He knew he'd be insane to risk a girl so game for sex, so deliciously filthy. As confident as she seemed to other people, he knew it disguised surprisingly delicate self-esteem. The attention she craved was like an addiction, a validation she'd never get enough of.
Her conflicted feelings & secret insecurities had driven her to be sexually adventurous, promiscuous. If her stepfather hadn't been rich, she'd have ended up a stripper or something.
The only time he'd physically fought Ally, not just roughhousing, had been when he'd first started seeing Hailey semi-seriously. Ally tried talking Tyler out of it.
"Sure, she's hot," Ally had spat, "But she's such a slut, everyone knows she's a slut!"
They'd ended up wrestling each other, swinging at each other, until Brae had pulled them apart. They'd made up the next day, but it had been the closest they'd come to an actual falling out.
& it wasn't as if Ally's words hadn't been true, Tyler knew Hailey was slutty, but it was one of the things he liked most about her. In fact, Ally didn't know the half of it. Even though Ally had fucked Hailey a few times before he'd ended up with Alexis, (Hailey had told Tyler all about it), but Tyler didn't care. They'd been in an open situation for most of the time they'd known each other.
Then there had been a party where at the end of it, Tyler & a handful of other guys had ended up in a circle around her & she'd sucked each of them off, swallowing their cum while she touched herself. Due to the fact that so many of the guys already had girlfriends, they'd kept it a secret, Ally didn't seem to know about it. They suspected he'd tell Alexis, who was a bit of a gossip.
Tyler still got turned on thinking about it, thinking of the electric atmosphere in the room, lustful, drunken, predatory. Thinking about his friends, dicks out, openly aroused, nervously face-fucking Hailey while the other guys waited their turn & jerked off, not looking each other in the eye, or blushing when they did, trying to joke. In a way, it was the combination of shame & performance that had most excited him.
He'd been turned on as much by Hailey's sluttiness as by the unspoken admission of hormonal need in the guys. The fact that they'd all act like such dirty, horny animals just to get their dicks sucked. The collection of erections, the hunger & coyness on their faces while each of them tried to play it cool with each other had been fascinating. All of them had jerked off watching Hailey work her magic, but none of them could ever admit that in a way, they'd been watching the guys just as much as her.
Sure, some of them would sometimes step out of line with the shit they'd say to him about her, but Tyler was unashamed of his dirty, filthy, easy girlfriend. She let him do ANYTHING, & he knew the truth was they were jealous. He had enough natural confidence, enough talent, to shut it down.
Anyway, he could steal their girlfriends anytime he wanted, & they knew it. Tyler figured, you're only young once, why waste time begging a girl for a reluctant suck when you could find someone like Hailey. Hailey, who was easily one of the hottest girls in town, but also the dirtiest, Hailey who'd watch porn while they screwed, who'd convince other girls to have threesomes with them.
& four other times, he'd shared her with Josh, alternating holes, taking turns. Sometimes she was suspended between them, sucking one while the other fucked her.
He'd found himself surprisingly turned on just lying on his back on the mattress at Josh's place, & watching as his girlfriend bounced up & down on the other boy's dick. He'd found himself almost cumming as he stared at Josh's hard cock, coated in Hailey's juice, ramming in & out of her. Especially when he'd flipped the girl over & pounded her doggy style, the floorboards rattling, her face a slack blur as he furiously fucked her with the speed & intensity of a machine. He'd jerked himself as he watched Josh's hips, as he listened to Josh's balls slapping into her as he railed her, Josh had pulled off the rubber he was wearing & cum on her back. After a little talk, they'd agreed he could bareback, creampie her from then on. Secretly, Tyler had been turned on by it more than he'd let them know.
An hour later they'd awkwardly shared her vagina for the first time, squeezing their cocks together inside her. She'd moaned like a porn star as she took both dicks, but Tyler had been losing his mind. When they'd been kids he & Josh had secretly jerked each other off at sleepovers, & the sensation of his friend's now grown but still familiar boner, slick with arousal, hard as a cucumber, pressing against his own, thrusting against his own, twisting & sliding, had been almost unbearably good. Hailey's pussy, stretched around their wet dicks holding them tightly together as they moved. They'd held her between them, kissing her mouth, her neck, sucking & squeezing her titties, as she'd flopped, bonelessly in their embrace, their thrusting intense, the skin of their cocks grinding against each other's.
Tyler had been overwhelmed with a desire to try & catch a glimpse of his & Josh's penises touching each other, their cum lubricating the grinding sensation, perhaps even pulling out of Hailey, wrapping their hands around the contact they made as they rubbed their dicks on each other's & using each other to cum. Tyler had cum first, a gasping, emptying, shuddering orgasm against Josh, filling Hailey's cavity with hot semen, coating them all. They'd kept fucking, his dick staying hard until Josh also came inside the girl, the sensation of his friend adding his semen to his own had been indescribable. He would have given almost anything to have continued rubbing against the strong, hard young man, to have Josh put his hands & mouth on him.
Unfortunately, after four days when they'd skipped a few classes to screw Hailey together at Josh's place while his mom was working, Hailey had called things off. She explained that Josh had been sending her 'some weird shit' & putting pressure on her to hook up with him without Tyler. The guys had ended up exchanging heated words, as Josh didn't want to back off & suggested he'd tell people what they'd been doing, that he'd humiliate the girl (& Ty). Tyler had handled it, at heart, he thought Josh was a coward.
"Go ahead & say whatever you want," Tyler had growled at him, his elbow against Josh's throat, holding their team's worst player against the wall. "Imagine the shit I could say about you, who do you think the guys would believe?"
He'd never particularly liked Josh, he liked him ok, but not as much as some of the other guys from their team. They'd seemed to have become friends due simply to household proximity & a shared love of basketball. But truth be told, even before the threesomes, Josh was cringe. He seemed to be permanently, obviously horny, always boasting about the girls he was hooking up with or wanting to hook up with. Tyler had watched his first porn with Josh, whose mom hadn't ever set up any parental blocks on his devices & worked long hours.
Josh was always watching porn, talking about porn, fantasizing about porn even in public, he never knew when to stop talking about it. When they'd been kids & he'd eagerly shown Tyler some of it, they huddled under a duvet together & Josh'd initiated mutual masturbation, explaining that they'd keep it a secret, but that it would feel so much better than touching themselves. It had. & they had kept the secret. He hadn't even told Ally.
Hardly any of the guys had reached out to Josh when he'd moved out of State. Tyler definitely hadn't stayed in touch with him.
Tyler was starting to think he might be a little bit bisexual. He & Ally, his real true-blue friend, his 'brother from another mother' as they mockingly joked with each other, were sharing a dorm room at college. & sharing their mouths & hands a lot too. Nobody could ever know. Like the flirtation with Eloise, Hailey could never know. They'd sworn to each other they'd stay faithful, which to them was doing nothing without the other present & consenting. He'd intended on keeping his promise but the temptation & sexual relief of experimenting with Ally had been too great. A need.
They were sharing a room after all. Neither was cheating on their girlfriends with other girls, so it didn't seem so wrong just to occasionally jerk each other, suck each other. It seemed more like the innocent experimentation of children, or using their friend the way they might use a fleshlight. They could pretend it was just masturbation, the way Josh & Tyler had. They were both straight, after all. They both had girlfriends.
They never talked about it, not before, during or after, not really. In public they acted like nothing had changed between them. But at night, if one of them put some porn on, & they'd sit on top of the comforter, their backs against a wall, side by side, & use their hands & mouths to make the other guy cum. There'd be a moment of awkwardness while they jizzed into a T-shirt (each kept a Tee squished between the mattress & the wall & they shared them), then without a fuss, return to their own beds & sleep alone.
Tyler had often lain awake for an hour or more afterwards in his own bed, facing the wall, gently playing with his shaft & nuts while biting his fist. He'd let his mind explore the desires he wasn't able to voice, frustrated & relieved at the same time.
His composure had been tested when they'd been in Santa Barbara for Spring Break, part of a group of twenty or thirty who they knew, partying by the motel pool, by the beaches, & sharing rooms, this time, with their girlfriends as well. They'd fucked the girls in parallel, five of them to a room, Tyler, Ally, Hailey, Alexis & Brae, usually with a sixth, whichever girl Brae, the 'bachelor' as they jokingly called him, had picked up for the night. They got used to having sex discreetly, but in the same room. Alcohol & weed helped.
Tyler thought he could recognize the difference in the sound of Ally's quiet breathing during sex, to Brae's. & there was just enough light to tell whose bed was moving. He liked to have sex with Hailey while the other boys were also having sex with their girls, he suspected Hailey liked it too, because if he didn't start it, she would. Sometimes, in the almost-dark of the motel room, he'd try & match rhythms with whoever else was fucking, try to match thrusts based on the quiet squeak of a mattress, & he'd imagine that he wasn't fucking Hailey, but Ally. Or that Ally was thinking the same thing, wanting the same thing, that they were both thinking of each other while they were inside their girlfriends.
Tyler burned with the urge to touch Ally, in the warm weather he was acutely aware of his friend's toned body, his muscular arms, the curves of his hip bones. They wore little, were frequently shirtless, or in the pool. He knew Hailey would be game for a threesome, or a swap. As long as she was the center of attention, she'd be open to it. He wistfully remembered the times he & Josh had shared her, & how much it had felt like having sex with a guy. He got hard imagining Hailey getting drilled by Ally, Hailey watching Ally sucking off Tyler, maybe even...
But he knew there wasn't a snowball's chance in Hell that Alexis would allow it. Alexis was the kind of girl who wouldn't just be offended but would probably tell people about the 'sick thing Tyler had wanted to do'.
The worst thing, Tyler thought, was that Ally would probably feel so embarrassed he'd move out of their dorm room. He mightn't ever talk to him again. So, he swallowed his yearning. It was OK, Hailey kept him occupied & distracted. He'd missed her at college. So much.
When he'd picked her up from the McMansion, Eloise had been home, a glass of chilled white wine in one hand, a loose, gauzy robe, covering basically nothing, casually draped open over the black, high-cut bikini she filled out like a wet-dream. While Hailey had searched her sister's bedrooms for a pair of missing shoes, Eloise had offered him a beer & said smilingly that they'd all missed him & asked about college. She'd kissed him dryly on the cheek in greeting, but her hand had lingered against his abdomen, her pinky finger drifting towards his rapidly heating package.
"I can't believe how quickly you've all grown up," she expressed breathily. "It feels like just yesterday you were playing Marco Polo in the pool."
She smelled spicy, a mature, expensive perfume that he couldn't imagine a college girl choosing. On Eloise it was powerfully suggestive, perhaps even hotter than the sight of her nipples, hard from the air-conditioning. He tried to think of basketball, of Walt chewing overcooked barbeque with his mouth open, of his parents bickering about the cost of college. He was a man now, after all, a wild erection was just embarrassing.
"Yes ma'am," He'd gulped, & she'd shook her head. "Eloise," he corrected himself.
Hailey had come back then, maybe interrupting the moment, or maybe it had just been in his imagination. As always, Eloise's behavior left him double-guessing his every thought. On their way to pick up Brae they'd pulled into a quiet part of High Bridge Park, & Hailey had blown him, while the car idled & Luke Combs' rendition of Fast Car played through the speakers.
"You're so good to me, baby," He sighed. But he thought Ally was better at giving head. Maybe all guys were. Still, she was sexy as Hell. He rested his hand on her red hair & briefly imagined how Eloise would do it.
Hailey's sex drive was always high & always increased by the risk of being caught in public, so he knew better than to connect the head she gave him with the pang of arousal he'd been feeling about her mom. Even so, he was paranoid she could read his mind. He was keeping so many secrets from her.
On the last night of their trip, they'd celebrated Tyler's 20th. He drank too much, but managed to stumble back to the motel with Hailey. As part of his 'birthday present' (the real gift was a new iPhone, thank you, Walt's Amex) she'd managed to convince the crowd to crash in other rooms for a night.
Brae & Ally had dragged the mattress into the room next door. Brae would find a warm bed with some girl for the night, Ally & Alexis would sleep on the floor, surrounded by other snoring couples. With the room to themselves, Tyler knew Hailey wanted to scratch an itch, discreet sex had frustrated her, she wanted to get banged hard. She wanted to let loose.
For the first half hour she braced her hands against the wall & he'd fucked her in the ass until his thighs burned like leg-day. They'd started out slow but as soon as he'd entered her from behind, he'd realized that in his imagination he wasn't screwing her, or even Eloise, he was imagining drilling Ally. He twisted her long red hair tightly into his hand, trying to avoid seeing it, he avoided her tits, too.
"Yes, yes, yes!" She gasped in rhythm with his thrusts. "Fuck me, baby!"
He focused on watching his cock slamming between her ass-cheeks, he fucked her rough, so frantically, that she was lifted with each thrust. It was only her position against the wall, her arms tense with effort, that kept her from being flattened. When he came, explosively, he pushed her, her cheekbone crushed between the weight of his body & the plaster as his cock thrashed like an alligator within her. For a few minutes they stood there, cum running down their legs as he caught his breath.
They heard applause from the rooms on either side of theirs, playful banging on the walls & exaggerated sex-noises. It was the stupid, drunken teasing they'd always done. There were whoops & several calls of "Bravo!" & "Do you need a third?" & "Hailey! Can you walk, babe?"
Hailey was blushing but grinning, that might be the end of things for the night with any other girl, but she loved it, loved the performance, the attention, the salaciousness. If there'd been an audience in their room, she would have curtseyed. She yelled back at their friends, saucily calling them a bunch of perverts & degenerates & asking if anyone had any 'requests'.
At that moment she reminded him more of her mother than ever. It didn't take long for his erection to recover, & he spent most of that time with his mouth between her legs until he was hard enough to screw her a second time, a third, a fourth. There weren't any other interruptions from the other rooms. They were quieter, though no less appreciative of the privacy of the room to themselves.
As the sun started to rise the next morning, they were still twisted together in the motel sheets. He was spooning her, fingering her, fucking her with his dick in her ass & three fingers in her cunt as she sucked the fingers of his left hand. Suddenly, she'd pulled herself off him, rolled over to face him & asked him to put his pinky finger inside her too, then his thumb. After a couple of position changes, a better view of what he was doing, after checking twice if she was OK, he fisted her for the first time.
It was a strange sensation, his hand felt trapped, he could feel the bones of her pelvis, he'd needed to be careful as he gently twisted the widest part of his hand into her. Once he got past the pubic bones, his wrist slid through easily, he wondered if all the sex they'd had that night had widened it somehow. He was too embarrassed to ask.
The mood was almost killed when she'd noticed he was trying not to smile & she forced him to tell her what he was thinking.
"Kermit the frog," he answered, too distracted to lie. It really did feel like he had his hand up a fleshy puppet. Luckily, she'd giggled. "I can feel your cervix," He murmured, cupping his fingers a little, stroking the walls inside her. He explored her.
"That feels amazing," she sighed. "Amazing."
Then she'd wanted him to fuck her with his hand, & with hesitation at first, he'd started to move his arm, like a piston, gently inside her. He'd been amazed by how much she'd liked it, how much she could take, & soon she was twisted on her back, eyes closed, moaning with abandon & he was almost punching her, back & forth, pushing in & out until she was biting her lip through ecstasy.
He watched as his tense, black arm shoved her whole body up & down on the bed, her pussy stretched, wrecked, he thought, as he jammed his hand so hard & so deep, he feared he might hurt her. But he shouldn't have worried because she ended up begging him, pleading with him, to keep going, to fist her harder, deeper, & when she came, she came for a long time, completely out of her mind. He knelt between her legs & watched his wrist, covered in a sticky layer of cum, rubbing the tight suction of her pussy-lips, rubbing her red, twitching, pulsing cunt.
Her cries of pleasure were loud enough that he thought they would wake up the neighbors again. He felt every wet muscle as her body gave in to the overwhelming & lengthy orgasm, & he leaned over, put his other hand over her mouth to try & muffle her cries.
"Shhhh," she whispered.
Eventually, after the longest, strongest orgasm he'd ever seen, he felt safe carefully pulling his arm out & when he did, she squirted, gushed, all over the sheets & mattress.
He'd never seen her squirt before, he'd never made any girl squirt, & he kissed her, lying on top of her, lying on top of the wet, quickly cooling wet patch, & kissing her mouth as she moaned.
They lay together like that for a long time panting & sweating. He could feel her heart racing against her ribs, he could feel his own heart pounding too. They'd done a lot of kinky shit over the years, but even so, he'd been surprised by this. It had been dirty & sexy & somehow... slightly disturbing.
For the first time he wondered if they'd gone too far, if he'd have trouble making eye contact with her in daylight. While he'd had his hand in her, she'd been like a piece of meat, like hardcore porn. He felt a strange mix of shame & exhilaration. & curiosity. What else would she do? Was there anything she wouldn't do? Was it possible to go too far with her? Part of him felt embarrassed by it, by how dirty she was, by how dirty he was with her.
They had both been quiet that day, but everyone had been, mostly, from exhaustion & hangovers, it had been a scramble to check out on time. They'd had a late, greasy brunch before catching a ride to the airport. Ally & Tyler's flight back to college wasn't for a couple of hours, but the girls would be going home on an earlier flight. Hailey suggested they slip away from the others, & they'd ended up in the end stall of a public restroom. She'd always loved the risk of being caught, or an audience.
When they'd been seniors at high school they'd accepted an invitation to her English teacher's house, where he'd let them help themselves to the liquor cabinet & gave them weed to loosen up.
"Make yourselves at home," He told them, observing them predatorily over a scotch.
Tyler had fucked Hailey for hours on the man's king size bed while Mr. Koch filmed them with an old-school camcorder. They'd gone back once more, making two videos for him.
"Thank you," Mr. Koch said. "I can't stay hard unless I'm alone, & I have... particular desires. Videos made by other people, just doesn't work. Thank you for being such good sports, especially you, Hailey."
He'd been naked as he filmed them, a slender, pale man, with a sunken chest. He'd been aroused too, the entire time, & Tyler was certain his heavy breathing had been caught on the old tape. But he didn't touch either of them. The second visit, he'd filmed them from an angle standing in his closet, as if he was secretly watching a couple of teenagers in their own home. He'd worn nothing but nipple clamps.
In return for the movies, he'd paid them & helped them get into the colleges of their choice. Tyler suspected Hailey didn't care about that, & was just flattered by the attention, by the man's lust for her, by the taboo nature of the deal.
In the airport bathroom they had slow, gentle sex together, the opposite of the depraved fuck-fest of the night before, Tyler sitting on the lid of the toilet, Hailey straddling his lap, riding him with her chin on his shoulder. He'd only needed to unzip, & she'd been wearing a skirt, they could have been dry humping otherwise. It felt nice, a quiet, normal screw goodbye before they had to go back to long distance. Just as he began cumming in her, he noticed a man with icy blue eyes, drying his hands at the basins, staring at them through the gap in the door, they made direct eye-contact.
Tyler was amazed that the stranger didn't look away, wasn't ashamed at all of staring, of his obvious erection, & he surprised himself by staring back. He discreetly ran his hands over Hailey's ass, letting her skirt bunch up a little so the man could see her better as she ground herself on his dick but the man had kept staring at Tyler, an unblinking, hungry stare. It pushed him over & Tyler orgasmed, mouth open, gaping silently, & staring back at the man who watched him. The secret that they'd been observed, the unspeaking, anonymous connection he'd made with their voyeur, had sweetened his climax.
He pushed his face into Hailey's neck as his cock wilted inside her & when he'd opened his eyes again, the man was gone. They kissed a little, said "I love you", before quickly cleaning themselves up with toilet paper, & trying to sneak out separately. There were more kisses at the gate as they farewelled each other, promising a video call the next day.
"I'll miss you, baby," Hailey had whispered, slipping her underwear into his pocket.
On the flight back to college Tyler fell asleep next to Ally, his head leaning on his friend's shoulder. Ally didn't shift him, didn't wake him up, which Tyler thought was a good sign.
But then, back in the dorm, neither of them had initiated their mutual masturbation with each other. Tyler even thought Ally had been a little distant, & it worried him. He seemed to call Alexis whenever they were in the room together, or work her into conversation, as if he were reiterating that he was straight, & in a relationship with the young, Christian woman. He was dying to ask Ally if it meant they'd never relieve each other again, dying to talk about it, but suddenly shy, suddenly nervous, he'd pretended things were perfectly normal.
He saw less of Ally, but wondered if he was just imagining that, imagining the distance between them, because he'd secretly been looking forward to resuming their... What could he call it? Arrangement? Hobby? Affair? None of those things covered it. Friends with very secret, slightly gay benefits? Even rubbing one out in the shower became more difficult, he felt weirdly embarrassed touching himself while imagining his best friend.
Now that Ally seemed determined to put it all behind them, without even acknowledging it, Tyler felt a mixture of rejection & humiliation when he tried to jerk himself off the way he used to. He'd stand in the shower a long time trying to cum, he felt ashamed when he fantasized about Hailey, because he'd been cheating on her with Ally (he couldn't entirely deny that). He knew there wasn't anything WRONG with being gay, or bi, or whatever he was, but he felt like there was, he felt emasculated, wrong. He felt especially pathetic, whenever he touched himself while he thought of Ally, & realized how easily he'd discarded him, how easily they'd gone back to a platonic, separate closet. Even so, he didn't want anyone to find out what they'd been doing together.
He tried not to think about it. Eventually, after a couple of weeks of trying, of experimenting with a variety of porn watched surreptitiously when Ally wasn't there, he discovered that the daydream that helped him 'get there' the most reliably was the memory of staring at the stranger who watched him get fucked by his girlfriend in the bathroom stall. Or the memory of Mr. Koch, naked & circling them on the bed.
He discreetly read flyers & checked the college website about LGBT+ groups. He walked past one but was turned off by how crowded it had been. How outgoing it had seemed. He thought it wasn't for guys like him, guys who didn't totally FEEL gay, black guys with white girlfriends, guys who played basketball, who had found high school easy.
The people who showed up to the meetings were confidently OUT, & kind of branded with queer paraphernalia. They wore rainbow flag patches, eyeliner, they laughed loudly, they flounced. They seemed so comfortable, brazen even.
"Bitch, you didn't!" Rang out a sing-song male voice from the group. It was followed by uproarious laughter.
Another guy replied, "Girrrrl, you know I DID!"
He felt like he wouldn't really fit in with that crowd. He was fairly convinced he was bisexual, but he still felt like he fell more on the 'straight' side.
With a sense of desperation, he even spent half an hour in a quiet bathroom stall on the fifth floor of the library where there was a glory hole. He waited, almost sweating with nerves, wondering what, if anything, he'd even do if a guy slipped his cock through the wall, or offered to suck his. Would he do it? Could he? With a stranger? With someone who wasn't Ally? He'd given up & tentatively sneaked back out into the world. He felt as if people were staring at him, whispering, & he tried to walk normally, he tried to act natural. When he finally glanced around he realized nobody was paying any attention at all, & it almost made him feel more embarrassed that he'd thought he was so important.
Tyler & Ally both pretended to have stopped jerking off altogether. He wondered if Ally, like him, was jerking off in the shower instead. Every time he came into the room he wondered if he'd interrupt Ally watching porn, he wondered if the simple act of catching him would be enough to break the tension & they'd either resume their dalliance, or at least be able to comfortably jack-off in the same room again - even if it was a strictly hands-off deal. But time stretched out, until they'd been back from Santa Barbara for a full month. Things had gone back to their pre-touching normal, more or less. They'd hang out at the bar, shoot pool together, high five, watch games, all the while, Tyler felt he'd almost explode with frustration.
Several times he almost convinced himself to raise the issue, he practiced conversations in the safety of his mind.
"Hey, remember how good it used to feel jacking off together?"
"So, you wanna watch some porn with me?"
"Bro... I miss the taste of your dick."
He even jerked off alone in the room a couple of times, when he thought Ally was due back from his classes. He thought, if Ally walked in on him, he'd at least get an answer from his reaction.
But he was too afraid, afraid that if Ally looked disgusted or walked out, they'd never be the same again. He'd sat there with his pants off, his dick in his hand, nervously edging, for an hour before he'd texted Ally & found out he'd been cramming at the library. He'd briefly allowed himself the idea of sending him a snapchat of his hard-on. Would he be able to play it as a joke if Ally wasn't into it? The other few times he tried, he chickened out & re-dressed before Ally even walked in the door.
He felt like he was going insane. He wanted to talk to someone. Not a counsellor, even though there were free services as part of college life, but someone who knew him, knew this wasn't LIKE him. He thought about shooting hoops in the driveway with his pops. His dad was a fairly modern, open-minded guy he thought, but even so, he wasn't SURE how he'd react to it. He suspected his dad might try to act normal, but would actually be horrified by the idea his only son had sucked his best friend's dick, & he'd be able to tell he was horrified, & like Ally, they'd never be the same around each other ever again.
Hailey & he often sexted each other, sometimes even during a video call, they'd talk dirty, watch each other touching themselves & try & cum at the same time. He thought about slipping some gay stuff into their dirty talk, he could remind her of the threesomes they'd had with Josh, perhaps, or the times they'd had threesomes with other girls. He didn't even have to mention Ally, or anything they'd done, or anything he'd wanted to do. Would she be hurt, angry? Would she be judgmental? Would she dump him? He wasn't certain.
While he considered it he suddenly realized how much of their relationship was based on sex. They'd been together for YEARS, & he was only just recognizing that despite loving her, despite his sense of connection to her, they hardly ever talked. They spoke all the time, but they hardly ever talked about anything serious, or emotional. She had a way of turning anything deep into foreplay, whenever they'd danced around a really sensitive topic, even a fight with each other (& they'd had a few big ones) they'd ended up resolving it with vigorous, adventurous sex.
"Hey," He texted her one day. "I've been thinking about the first time you & Melissa showered with me." An eggplant emoji.
She'd replied with a peach, eggplant, peach.
He'd sent the cum-face smiley.
"I'm sure when I visit, we could find someone like her for a night babe." She'd typed back.
Another eggplant. A heart. A 100.
"Did you always like other girls?" He asked.
"Silly, it's just for YOU," she'd answered. He'd changed the subject after that. Snap-chatted a pic of his hard-on.
He thought about trying to talk to one of the other teammates, Nate, Brae, Dean... maybe even JOSH, since they'd shared a kind of sex with each other, technically able to say they were just both giving it to Hailey at the same time, but also, rubbing their dicks together, cumming on each other, if they were honest. But he almost immediately dismissed the idea. He couldn't risk outing himself with his friends. He didn't even feel like he fit into the bisexual category, except for the technical definition. He couldn't explain it, he couldn't even wrap his own mind around it. The last thing he wanted was to change his friendships. He felt like, even now, people would look at him differently. He'd been a STAR at high school, he had a hot, rich, popular white girlfriend, a fucking cheerleader. If anyone found out about his feelings, the gossip would be unbearable. His parents would inevitably hear it. & Ally. & Ally might move out, might never talk to him again if anything linked Tyler's 'queerness' to sharing a room with his best friend.
So, he swallowed it. He didn't try to avoid Ally, but he tried not to look at him too much, tried not to pay more attention to him than any of their other friends. Like Ally, he spoke a little more about Hailey in his presence a little more. & it seemed to work, they seemed to ease back into what had been normal before. It was as if all that other stuff just hadn't happened.
Tyler was half asleep when he heard Ally's key in the lock. It was the middle of the week & not that late, but Tyler had a long work out that day & he'd decided to get an early one. Later that week there was a party they'd been looking forward to. Frats weren't allowed anymore, but they'd been replaced by 'informal social clubs'. Quietly, parties were thrown where the level of debauchery was comparable to the old days. The same drink & drugs, but no hazing. This one was being thrown by an insufferable Russian student, who landed at the top of the social hierarchy by means of a black MasterCard & rumors, probably true, that he was the son of an oligarch. The party would go off, so Ally & Tyler had talked of almost nothing else for the past week.
Ally didn't turn on the light when he came in, sometimes he didn't, & would try to get in bed without waking Tyler. He heard Ally drop a bag beside his bed.
"Hey Ty, you awake?"
He said nothing for a moment, then mumbled, "Yeah" in reply.
"Ty," Ally said again, as if he hadn't heard him, "Are you awake?"
Tyler rolled over & looked up at Ally. "Yeah, I'm awake, it's cool, you can turn on the light or whatever."
But Ally didn't move toward to switch, he stood between their beds & seemed to hesitate a little. Tyler suddenly sensed a strange tension in the air, a nervous energy. He chastised himself for imagining things, but it seemed as though the whole dorm, not just their room, but the hallway, the other students, the campus, was quieter than usual. He could almost convince himself he could hear Ally breathing.
Some light broke through the thin, dorm curtains, but not much, just enough for him to see his friend, bathed in soft blue light from the night sky. Something told him to keep looking at him, to hold eye-contact, he breathed slowly & didn't blink.
Ally looked back at him, his mouth a flat line, his jaw clenched like he was calculating a three-pointer. With slightly trembling hands, he pulled his light jumper & Tee over his head, the light caressed the smooth curves of his chest & abs, his broad shoulders, his strong, slim waist, the muscles that tensed around the dip of his navel. For a second he paused, as if he was going to ask permission, then he kicked off his shoes, & started to undo his jeans. He pulled them down & stepped out of them, his gaze shifted & he looked at his feet, breaking their eye-contact.
Tyler held his breath, he was too excited to talk, too afraid that he'd misread things, that he'd spoil the moment somehow. Ally was so beautiful, he remembered that his mom was half-Japanese, or half-Korean or something, & her features had mixed with Ally's dad's features to produce a captivating androgyny that still leaned to the masculine.
He was tall & strong like his dad, built well, lean, but defined, his jawline was sharp, his nose just a little large for his face, but he had the large, brown eyes of his mother, long, thick black eyelashes, & feathery dark hair that framed his pale face. He had a softness to him, a surprising delicacy that Tyler didn't. The girls at their school had adored him, he had a non-threatening confidence to him, like an anime lead character, or a less 'pretty' K-Pop star, but Tyler hadn't really noticed it, or admitted it to himself, until that night, until he was standing, nervously, in his underwear between their beds, his dick straining at the stretched cotton.
Then, Ally reached into his briefs, Tyler swallowed, his mouth had gone dry, & he watched, intensely, as Ally pulled his cock out, gently cradled it in his hand, stroked it a little. He was hard, or nearly hard, he looked right into Tyler's eyes & they stared at each other. Ally stroked his dick for a moment, & Tyler's gaze locked onto the sight of Ally's penis, he hadn't realized but he'd unconsciously opened his mouth & his desire was written all over his face.
"Bro, I missed you," Tyler whispered, his voice shaking.
Ally, whose heart had been racing, whose hands had been shaking so much that he'd worried he was going to faint, looked fixedly at Tyler's mouth, imagined his tongue, appreciated his full, expressive lips, & realized his feelings were reciprocated. He felt a wave of relief, a surge of comfort after putting himself out there so riskily. Emboldened, with a half-smile, he silently finished undressing, bending to pull his jockeys off, before standing straight for a moment, letting Tyler look at his hard-on as it sprang erect from his body in the silent bedroom, he ran his hands over himself, flicking his thumb over the tip, fully engorged by then.
He slowly moved to his own bed & got under the covers, carefully leaving the top of the blanket folded down to his waist, an unspoken invitation, his cock against his abs, the head visible. He was still nervous, still trembling, but the worst part was over, by getting in his own bed, Tyler would have to make the next move. But Ally wasn't feeling as worried, his friend hadn't recoiled, hadn't - worse - apologized for him getting the wrong idea (sympathy would have destroyed him) but had openly watched as Ally asked the question without speaking. Now the ball was in his court. He ran a finger over his glans while he waited & held his breath.
Almost before his head had even hit the pillow, he saw that Tyler was accepting his offer by sitting up, swinging his feet out & standing up to undress too. Tyler had only been wearing a faded old tank & pair of loose boxers to sleep in & even before he was naked, Ally could see his friend's erection straining to free itself. The prominent bulge, the cut, black tip poking through the flap, thrilled him in a way he wasn't sure he fully understood. He didn't know why the sight of Ty's pee-hole turned him on. He let Tyler slip into bed beside him & for the first time, they lay underneath the sheet, underneath a blanket together. They were IN BED rather than on it. It felt different. It felt more real, somehow.
Neither spoke a word at first, they faced each other, their foreheads almost touching & if you'd asked them, neither would be able to say who touched the other first. Their hands were just on each other, pulled as if magnetically. Very slowly, very gently, their fingertips traced their bodies. Ally's touch burned & tickled as he explored the contours of Tyler's arms & shoulders, Tyler's hands ran possessively around Ally's waist, as if memorizing the shape of him, the size of him. Their breathing was deep, the blanket pulled up almost over their faces as if they needed a further layer of secrecy to give in to this surprisingly intimate moment.
"I was so jealous of Hailey for Spring Break," Ally admitted.
"Me too," Tyler whispered back. "I mean, of Alexis. You know."
Both men had showered that afternoon, they could smell each other's soap, their clean skin, but they could also smell each other. The so definitely MALE scents, so unlike their girlfriends'. Sweat, heat, sex, musk, a hint of natural body odor, it was intoxicating. Each felt the familiar & strange hardness of the other's body, the size & strength of an equal, the soft scruff of hair in their armpits, the rough stubble on their jaws, hair creeping across their chests, the line running down their stomach & to their groins.
Their hands stayed, feather-light, on each other's torsos, sometimes glancing on a thigh, or close to the ass, for what felt like hours, & neither made a move to kiss the other, or really touch each other anywhere below the waist. 'Intimacy,' Tyler thought.
It felt sacred, clean. He also thought of the word 'thirsty'. Not in the way they usually used it, like 'desperate' or 'horny' but the sensation that he'd been starving, dying of thirst while they coexisted in limbo after Spring Break. That he was finally getting to 'drink in' Ally, even more than he'd dreamed he would. His thirst was finally being broken & it was like coming across a cool, fresh oasis after a month of walking alone through a desert. He was touching him in ways & places he'd never been able to before, & Ally was touching him. He was touching him as gently & reverently as he realized he'd always wanted to, deep down.
Their bare legs touched each other, pressed against each other, rubbed against each other. He felt Ally's strong thighs, long legs, the hair on his shins & above the knee, the friction of them against each other, linking them together, so unlike Hailey's shaved, smooth legs, the sensation made his erection pulse. Tyler bent a knee over Ally's leg & drew him closer. Their bare, searching dicks kept bumping against each other, against each other's hips, or lower stomach, against each other.
They were both unconsciously thrusting a little, so gently, so weakly, just the tenderest movement, rubbing themselves on their friends' dick a little, rubbing their bodies together. After a while, Tyler couldn't stand it, he sighed & reached between them, gripping both of their shafts in his hand & pulling them together.
They rubbed.
& rubbed.
& moaned softly.
They pulled each other, touched each other's balls. It wasn't the masturbatory jerking off they'd done watching porn, or watching videos of their girlfriends together, it was a hungry, complicated need expressed in a silent room. He felt the wet touch of pre-cum, his, Ally's, both of theirs, lubricating their entanglement, lubricating the hot bridge they were making between their pelvises. They groaned quietly as their arousal built, closer & closer to orgasm, Tyler edged, teetering, almost uncontrolled as he massaged them together. Ally's hand had joined his & they both touched each other, squeezed each other, humped against each other.
Occasionally they'd slip a little, Tyler's dick would slide between Ally's legs or vice versa, the crease of thighs, grazing balls. He imagined how good it would feel to fuck Ally between his thighs, to cum with Ally's thighs clenched around his cock, to lie on top of him. But for now, they rocked against each other, thrusted, moaned, touched each other. Sometimes Ally would rest his hand on his pectoral muscle, sometimes he'd grasp his bicep, sometimes he felt Ally's hand on his butt, felt him squeezing his firm asscheeks, & felt him running his hand over it. He could barely concentrate, but his free hand also explored the naked body of his roommate.
"So hot," breathed Ally, barely a whisper.
He never wanted the night to end, never wanted to wake up from what was surely a dream, never wanted to have to explain or talk about or apologize for what they were doing.
Suddenly, Ally pulled himself away from him, flicking the blankets off a little bit. Tyler was speechless, momentarily horrified, until he realized Ally was turning around in the bed. Not turning his back on him but reorienting so his head was towards Tyler's feet.
Tyler lay back a little, relaxing his legs a bit, & he felt Ally's warm mouth taking his hard cock inside. He felt Ally's tongue, & he gasped in relief as he felt him starting to suck. Ally's cock pressed into his face too, & together they 69ed for the first time with each other, each one enthusiastically & expertly fellating the other. Tyler thought for a moment he had let himself become TOO enthusiastic, he was sucking Ally's beautiful pale dick so hard, twisting it in his hands, rubbing his tongue under Ally's uncircumcised head, under the tight foreskin, but to his relief, he heard Ally moaning in pleasure, & felt him gently rocking in his mouth.
Tyler leaned flat onto his back & pulled Ally on top of him with the same movement. Ally's dick was fully extended down his throat & he was almost unable to keep sucking, but he managed, jerking his cock at the same time to let him catch his breath while he brought Ally to climax.
Ally's face was between Tyler's thighs, the soft scratch of Tyler's taut legs against his ears, the smell & taste of him was turning him on more than he'd ever imagined. He sucked Tyler's firm, dark brown dick sloppily, he sucked the hairy, elastic balls too, gently tugging them the way he knew he liked it. Tyler could feel Ally's head bobbing up & down as he sucked him. As Ally felt his orgasm building, he felt Tyler's erection throbbing, felt Tyler shift a little, as if preparing to grab the Tee they used to use to cum into.
Without planning it, Ally decided he couldn't allow that any more. He held Tyler down with his body, pinning him under strong core muscles & legs. He heard, & felt Tyler gagging on him a little, they both were deep-throating each other by this point, they were both so close, so incredibly close. Ally's heart felt as though it would thump right out of his chest. He tried to tell Tyler he was about to cum but his mouth was too full, it came out as a messy mumble around his friend's thrusting penis. Tyler was just as close, the vibration of Ally's message was pushing him past the ability to stop, & his mind silently prayed "cum, hurry up & cum, 'cause I'm about to". Tyler ejaculated a microsecond before Ally joined him, they kept sucking, licking, they felt each other twitching violently, thrusting thoughtlessly, they felt the warm, gooey ejaculate shooting into their mouths, hitting the back of their throats, & they both swallowed.
The taste was strange, different to the taste of pussy, but not by that much. Less... messy, less watery. Tyler felt that he'd get used to it. Besides, it was such an incredible turn on, so intimate to cum at the same time as each other, so intimate to swallow the results of the sex they'd just had. Because he could no longer ignore that it WAS sex, not masturbation, & that they would continue having sex, maybe even penetrative eventually.
A threshold had been crossed; a wall had been broken down. 'Intimacy,' he thought again as he lay there, the word vibrated in his mind. Ally's body on top of his, Ally's dick twitching a little post-orgasm, softening inside his mouth. After a while, Ally rolled off him, pulling his cock out, which Tyler impulsively kissed a little.
"Wow," Ally sighed.
"Yeah," Tyler agreed.
"That was..."
"Yeah," Tyler said again.
They lay together for a long time, not talking, but gently touching each other's face. Eventually, Tyler rolled over, his back to Ally, who spooned him. Every move they made felt loaded with meaning, loaded with implication. As he drifted to sleep he realized they'd never kissed each other, he wondered if he should feel sad about that, he thought maybe he wanted to kiss Ally. It was strange, that they'd so easily 69ed each other to climax, but had never kissed, had never tasted each other's lips, had never explored each other's tongue with their own.
But strangely, Tyler wasn't worried about it. Maybe it was the post-fuck afterglow, but he still wasn't sure their... relationship, or whatever it was, fit into any neat boxes. He couldn't imagine thinking of Ally as his boyfriend. He couldn't imagine kissing each other, certainly not in public, but his body hungered for sex with the handsome, fit young man whose arms encircled him.
He dreamed for an hour, maybe two, before waking up, still wrapped in Ally's arms. He thought he'd sneak over to his own bed, he wasn't sure why, but it seemed like the right thing to do. They could fuck in the dark, but would it feel weird? Waking up with each other? In daylight? Trying to work out if it was "impolite" to get out of bed first or whatever?
Tyler's mind was racing as he tried to extract himself without disturbing Ally, but suddenly, he felt Ally's arms tighten a little, felt himself pulled back into Ally's body & he realized Ally was already awake. Perhaps he'd awoken before he had, & it was the reason Tyler had woken up at that moment.
He decided to roll over, but instead of facing each other, Ally rolled over as well, & settled into Tyler's body. It seemed, Tyler was going to be the 'big spoon' for a while at least. He hadn't been surprised to wake up in Ally's too-small bed, hadn't forgotten what they'd done, but he had briefly forgotten they were both still completely naked. The shock of Ally's ass, curving against his dick, had reignited his desire, & he felt an involuntary erection. He reached around to Ally's dick & was flattered to realize that he too, was already hard. Ally reached behind himself & for a while they tugged each other, almost absent-mindedly.
When Ally guided his hard-on to the firm gap between his upper thighs & ass, Tyler couldn't suppress a groan of pleasure. He pressed his hand, slightly wet from a little of their precum, against Ally's abdomen, spreading his fingers & holding him in place firmly, as he fucked him between the thighs. He couldn't believe how quickly things had changed, how fast they were moving from embarrassed, secret jerk-off sessions, through a month of awkward heterosexual panic, to sleeping together, fully undressed, & basically, nearly, going all the way. He would never, ever, have imagined Ally being open to this, let alone initiating it.
They groaned quietly together as Tyler thrusted, Ally rocking in unison with Tyler's movements.
"Oh God, yes, oh God, yes," Tyler whispered, his breath hot against Ally.
"Yeah, yeah, yeah," Ally responded as if in a trance.
He wasn't sure what was better, the tight, hot press of Ally's thighs squashed around his dick, or the fact that with each thrust, the tip of his cock bounced against Ally's balls & dick. Every now & then he'd reach down & grasp Ally, tug him for a while, before steadying him against his body again as he fucked. The feeling of Ally's ass, & letting his dick slide along the crack was almost too much to bear, he was unable to stop himself from cumming. Pressed sweatily against the full length of Ally, his chest against his strong back, his mouth on his shoulder, nearly causing a love bite, he came in unexpected volume & intensity.
He gripped him as his muscles strained & shuddered. When the eruptions subsided, he'd left, ropes of jizz between Ally's thighs, on his nuts, his dick, & even, pooling on the sheets.
Ally spoke first, "Bro, touch me."
Tyler slid his hand down Ally's flat stomach, but Ally stopped him. "Back there," He whispered. "Touch me back there."
Tyler froze for a second while he interpreted Ally's request, & then slid his hand around his waist, ran a finger down his back, teasing, teasing, before letting his finger drift into his asscrack.
He held his breath in amazement as he let himself feel every part of the smooth crease between his cheeks. The smooth, boney line, his body hair, thicker at his asshole than the fine hair that grew on his chest. When his fingertip touched the intimate bud of muscle, Ally sighed, a sound that was half-moan, half-gasp. He could feel gooseflesh spreading over Ally's body, both of their hands trembled again.
Gently, tenderly, Tyler drew circles around the sensitive, deeply private area. He was incredibly turned on again, even as his cum was still fresh & warm. He was so excited, he tried to keep his breathing steady, tried to pretend he knew what he was doing, but mostly, he just stroked, lightly, softly, searchingly. Ally arched his back, he ground himself against Tyler's gentle, anxious fingertips.
He surprised Tyler again, reaching behind & running his hand along his arm. He even twisted his other arm behind his head, & caressed his jaw, carefully ran his fingers through Tyler's short hair. Tyler kissed Ally's fingertips a little, sucked on one. It felt OK to kiss him as long as they weren't facing each other, as long as it wasn't on his face, it felt less... boyfriend-y. Nothing was making sense. He could only let his instincts lead him.
He felt Ally's grinding increasing in urgency, felt his grasp on his arm a little tighter, & finally, as if it pained him to ask, Ally said, "Put your... finger... in."
Tyler wasn't sure he'd heard him correctly; wasn't sure he wasn't hearing what he wanted to hear. "You... want me to stick it... in?" He croaked. "My finger?" he clarified.
"Yeah." He heard Ally reply, barely a whisper. "Please."
Tyler brought his hand to his mouth & wet the digit. He could taste & smell Ally on it already. It was a turn-on.
His finger entered with less resistance than he'd expected. He wasn't sure why, but he'd assumed Ally would be tight, almost painfully tight. He'd expected he'd need to move slowly to penetrate him. When Tyler had touched himself, with hesitant curiosity, HE'D been tight. He couldn't bring himself to imagine how Ally, his best friend, with the slightly uptight girlfriend, had been so relaxed receiving the full length of Tyler's index finger. It had just glided inside him & Ally had moaned appreciatively & started to rock himself up & down, to grind himself on Tyler's hand.
Tyler had found himself exploring the hole, feeling around with his finger, intrigued by each discovery. When he touched Ally's prostate he'd recognized it immediately, it was hard & soft at the same time & smooth, it FELT like a gland. He'd fingered Hailey before, & she loved anal sex, but touching the gland inside Ally was exquisitely, undoubtedly different. Ally grunted, as if through gritted teeth, he moaned, & Tyler obliged him. He was reminded of fisting Hailey, the strangeness he'd felt, as though her pussy was a huge mouth, swallowing his hand, as if he could push it all the way up to his elbow if he wanted.
Touching Ally felt so different. Fisting Hailey had felt like a dirty, pornographic experience. Touching Ally, feeling his lean, muscular ass tensing with each sensation, feeling his body moving against his, hearing his breath steadily quickening, felt sensual. Romantic even. Secret in a sexy, beautiful, close way. He inhaled his scent as he massaged inside him, hoping that the speed & pressure he was applying was good, hoping that he was doing it right. He wondered if Ally had touched himself there, if Alexis had, or if Ally had, amazingly, been with another guy before hooking up with Tyler. After all, Tyler had sort of been with Josh. Was it impossible that Ally, the good kid, choir boy, straight-A student, had touched another man? Had been touched by another man? Kissed by him? Sucked by him?
Tyler wasn't sure if they were in a place to talk about those things yet. Wasn't sure if he even had a right to ask him about it. As if reading his mind, Ally whispered, "Sometimes when Alexis & I... she does this for me." Tyler swirled his finger a little, before resuming the massage, he was gratified by Ally's moaning, ecstatic response. "It feels better with you though... sorry."
Alexis... he found the idea of her fingering him unbelievable, she always seemed like such a 'nice' girl. He burned with curiosity about their sex life.
He wasn't sure why Ally had said "sorry". He wasn't sure what it meant. Was he saying sorry for breaking the surreal intimacy they'd created, the cone of silence they'd been screwing each other in? Or was he apologizing to Alexis in his mind, apologizing for what they were doing, for his betrayal of her?
Unable to figure it out, unwilling to ask, Tyler focused on what he was doing. He pushed his finger as deep as possible, moving his body to get better access, adding his middle finger to the mix & concentrating a regular stroke on the gland. He kissed a line down Ally's back & adjusted to the point where his chin rested against the top of Ally's ass, the muscular divots of his muscular buttocks.
With his left hand, he still locked him in place, his arm slipped underneath his firm waist, with his lips he kissed Ally's lower back, the top of his asscrack, licking the smooth crease, just a little, but driving Ally insane. Two, thick, long fingers, & Ally seemed to be entirely powerless under the spell. His body writhed, he groaned deeply, he jerked himself off distractedly, furiously, & in moments, he gasped "I'm cumming, bro, I'm cumming!"
In an instant Tyler had grabbed his hip & pulled him onto his back. Tyler covered the tip of Ally's dick with his mouth & sucked.
"Ugggggghhhhhhhhhhhhhnnnnnnyyyhhhh" Ally groaned, his eyes squeezed shut, his neck & back arching, as he came into Tyler's mouth. As his dick twitched & released, both of Ally's hands grabbed the back of Tyler's head, & held him there, as if he couldn't risk him stopping. Tyler had no intention of missing a drop. He drank Ally's cum. When he was finished, he licked him from the base, from the scrotum, all the way up his shaft, before falling back onto the bed beside him.
They lay side by side, panting as if it was half-time.
"BRO." Tyler said.
They both cracked up in laughter. What else was there to say?
The back of their hands touched & they both left them there. Tyler wondered if he should try & hold Ally's hand, wondered if Ally wanted him to, but something made him leave it alone. They lay there, getting quiet, letting the silence return without fighting it.
After ten minutes or so, as if his body was acting without orders from his brain, Tyler sat up & ran his hands through his hair. He sat on the edge of Ally's bed & they looked at each other for a while. He couldn't read the expression on his friend's face, but neither of them looked away.
Tyler swallowed, his Adam's apple undulating with the action. He softly reached out & ran his hand along Ally's arm. Ally smiled his sexy half-smile. Tyler smiled back & winked.
Without a word he went to his own bed. After a while, both of them were asleep again. When the sun rose, there was no awkwardness. When the weekend finally came around, & the party was ramping up, a few people wondered where Ally & Tyler were. After all, they'd both said they'd be there. Soon, drink & drugs & a DJ with facial tattoos, & sex with strangers in bathrooms, distracted everyone enough to forget about it until the next day.
Earlier, Ally & Tyler had been pre-gaming before the party with their friends, but for a moment, Ally had looked at Ty, briefly, for less than a second. A vulnerable, drunken glance that set Tyler's whole body on fire for a moment. They'd both deliberately delayed leaving, told the others to leave without them & that they'd catch up. Made excuses about hooking up with a dealer on their way to the Russian's place.
Instead, they'd shared a silent, clandestine intimacy under the covers. Ally lay on top of Tyler, kneeling between his legs, supported over him by his forearms & rubbed himself into Ty's butt cheeks, under his scrotum. Sometimes he'd gently cup Tyler's jaw, his hair & their foreheads would meet. Tyler writhed in pleasure at the feeling of Ally's dick as it slid against him, every now & then the tip would touch his asshole, which would make his own dick pulse with excitement & he'd moan. He closed his eyes, gripped his cock & stroked. Their excited breathing tickling each of them as they moved in time with each other.
Their friendship, or relationship, or whatever it was, moved forward & deepened. Still nervous, still amazed by what was happening, they touched each other, sucked each other, held each other, until much later they were woken by people returning to the dorm, & gently separated again, knowing they'd be together again, & again, & again, in the secret of their room.
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