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Jack and Robby have added a few new things to their silent agreement.
Fucking, for one. But also, they’ve started stripping even when they do nothing but rut against each other, and Robby sucks Jack’s dick on occasion.
Robby has gotten bolder over the months. Asking for certain things and correcting how Jack moves, but he doesn’t argue when Jack draws the line.
Jack sometimes feels guilty about not reciprocating oral, or touching Robby’s dick, but it’s hard to feel bad when Robby is so good at it. Jack has never gotten head like he gets it from Robby. And Jesus, he tries.
He’s at some party letting a girl go down on him in the guest bathroom, bored out of his mind.
All he can think about is how much better Robby is. Robby applies the perfect amount of suction and strokes his tongue over the length and head in a way that drives Jack wild. He doesn’t complain about Jack’s hands in his hair and moans when his dick hits the back of his throat.
Head from Robby is such a life-changing experience that one day, while Robby was away for class, Jack snatched a pair of his panties out of the hamper and jerked himself off with them to the memory.
Bless this girl; she is trying her best. It’s not her fault Jack has been spoiled by some professional homo cocksucker. He pulls her away gently.
“It’s not gonna happen tonight. I’ve been drinking too much, you know?” He’s had a can and a half of Pabst Blue Ribbon.
“Oh, uh—"
“Thanks, though.” He drags his jeans back up and heads back into the hall.
Fuck, this music is loud, and the whole place reeks to high heaven. Jack doesn’t need to be here any longer than he already has been. He leaves without saying goodbye and does his best to ignore his throbbing dick as he walks home. Maybe Robby will take care of it for him; it's not like he'll have anything better to do. There are only so many times he can reread those textbooks.
Jack's dick is straining against the zipper of his jeans when he reaches their dorm. He makes it five feet inside before he slams to a halt.
Robby is looking at him with big eyes accentuated by the bright red blush coloring his cheeks. His neck is pink too, and Jack bets his chest is too, but all he can see from this angle is Robby's smooth back and perky ass, which is halfway through swallowing some guy's cock.
In the half-second Jack has to process everything; he expects that Robby will throw himself to the other side of the room and attempt to cover himself and whoever the fuck this guy is in a desperate grasp at his dignity. But to Jack's horror, Robby plops down on the man's hips, taking him to the hilt like it's nothing.
"Uh..." Robby turns to face the guy beneath him, then back to Jack. "Get out?"
Gladly. Jack slams the door behind him. He leans against it to catch his breath and can hear Robby telling that guy not to worry about Jack. Something about that turns Jack's shock to anger. He stomps away and drags himself around the campus perimeter for a few laps.
Once his feet start to throb and his dick is soft, Jack checks his watch. He's been walking for an hour and a half; if they aren't done by now, Jack is going to pull Robby off that guy's dick himself.
Back at their dorm, the lights are off, and Robby is pretending to be asleep, but he's alone, so Jack decides to leave it.
The disgusting mess of a used condom is waiting for him on top of the bathroom trash. Anger flourishes in Jack's chest again. Robby's never ridden him. What makes that other loser so special? He looks back at the condom; it's not even that full.
Jack rolls his shoulders. Robby has never made him use a condom; he's quite happy to let Jack get him messy and feel his cum drip down his pretty thighs. That dumbass stranger has no idea how warm and tight Robby feels bare; he’s never felt Robby's needy walls beg to be filled and painted.
It takes Jack ages to fall asleep, and when he does, it isn't restful. He wakes up to the sound of the bathroom door closing. The shower starts to run, and Jack grimaces at the thought of Robby only just washing off the previous night.
But then he thinks about the condom and how Robby probably wasn't fully satisfied. He remembers all the pretty moans he's wrung out of Robby in the past and that he never got his orgasm last night. Jack reaches for the lube and starts a leisurely pace up and down his dick.
He's only just reached full hardness when Robby reappears from the bathroom, hair damp and a towel low on his hips. Robby takes one look at Jack, scoffs, and heads to the sink.
Jack lets go of his dick and wipes his hand clean on his sheets. He walks up behind Robby, catching his eye in the mirror's reflection.
"You're supposed to put a sock on the door or something."
Robby spits out his toothpaste. "My bad."
"Don't let it happen again."
"I'm allowed to get my dick sucked too." He sticks the toothbrush back in his mouth.
Not in their room. Not with some random fuck head Jack doesn’t know from Adam, a mere six feet from where he sleeps. Not in the same bed Jack has awakened this part of Robby in.
Jack undoes the knot in Robby's towel and lets it fall to the floor. His cute little ass is still pink from the shower. Jack takes both cheeks in his hands and spreads them; his irritation grows at Robby's lack of reaction. "I bet you're still loose."
"Probably," Robby mumbles. He spits again and rinses his mouth. With water dripping down his chin, he meets Jack's eye in the mirror. "He was bigger than you, so..."
Jaw clenched too tight to speak, Jack bullies his wet dick inside Robby's hole. This time, Robby does react, tilting his head back with a low moan. Jack immediately starts hammering his hips in the hopes of turning it into those pretty whines he's heard before.
"This is what you need," Jack babbles. "Fucked and filled, you fucking queer."
Instead of sweet noises, Robby cackles then mutters something Jack can't hear.
"What was that?"
Robby's face has started to blush, but the allure of it doesn't do anything to weaken the stab of his sneer reflected at Jack. "You think you're so much better than me."
Jack digs his nails into Robby's hips; he's practically grabbing the bone. "I never said that."
"Straighter," Robby corrects. "You think you're straighter than me."
Now it's Jack's turn to laugh. "Well, I'm not the one getting fucked in the ass."
"No," Robby agrees. "But you're the one doing all the work."
"Looked like you were doing the work last night."
Robby looks over his shoulder. Stunning brown eyes bore into Jack. "But not for you."
Jack snaps his hips so hard Robby has to catch himself before his head hits the mirror, a foggy handprint smears across the glass.
Another mean-spirited laugh breaks through Robby. The next thing Jack feels is a forceful elbow smashing into his ribs. Shit. He didn't know Robby had that in him. Jack stumbles back, red, angry cock dribbling pre cum onto the floor between his feet.
"What the fuck was that for?"
Robby doesn't answer. Instead, he perches himself on the sink counter and starts to stroke his dick. Jack admires how easily it fits in his palm; Robby barely has to move his wrist to pump the whole thing. If Jack were as gay as Robby claims he is, he'd take the whole thing in his watering mouth with ease and use his tongue to play with it.
"You want to be in my ass so bad, you're gonna earn it," Robby taunts.
Jack grinds his teeth. "How?"
One corner of Robby's mouth quirks upward. "Kiss me."
Jack takes a step back and squeezes the base of his throbbing dick. "Man, you really are gay."
"If you're not, it won't matter," Robby says. "Come on. Do you really want to have to hump your teddy bear?"
Jack doesn't have a teddy bear, but that's beside the point. He needs to leak out of Robby the way that man was denied last night. Slowly, he steps forward.
"That's it," Robby encourages. "Come on, straight boy, prove you don't like it. Prove I'm just a hole."
Jack leans in, Robby's pretty lips only centimeters away, their breath mixes together in a hot, tempting atmosphere. They're so close. Robby's blush envelopes his entire line of sight.
Except on corner.
In his periphery, Jack catches his reflection. He can barely see himself with how close he is to Robby; they're practically melting together, but what he can see is excruciatingly gay.
He can't do it. Jack turns his head at the last moment and sinks his teeth into Robby's shoulder.
As soon as he does, Robby cums. Spraying desperate white lines across Jack's naked abdomen.
Only when Robby's quivering slows and his release begins to drip onto Jack's still hard cock does Jack release his teeth from Robby's flesh.
Panting, eyes glassy, and skin flushed, Robby stares at him. "Well," he says. "You best go take care of that."
He pushes off the counter and heads back to the bathroom, leaving Jack alone in the cold.
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More pre med Rabbot no homo-ing each other during gay sex
Their dorm is really one big room. The sorry excuse of a kitchen is at the entrance, and off to the side are their beds, divided by a wall that doesn't touch the ceiling.
It makes getting any privacy an impossible task.
Jack does most of his jerking off in the shower; not that he does much of that anymore between getting laid at parties and whatever mutual understanding he's come to with Robby.
He figures Robby is in a similar situation, except he's probably not having as much real sex as Jack is, considering he hardly leaves their dorm for anything other than class.
Until one night, the lights are out, and Jack is lying in bed trying to ignore the impending doom of an exam he didn't study enough for when a little noise rolls over to his side of the room.
Jack knows that sound. He's had the privilege of hearing it only centimeters from his ear, and for the past four months, it's made frequent appearances in his shower-time fantasies.
He hears it again, then a third time, more strangled, desperate.
Jack leaps out of bed and turns the overhead light on. When he turns the short corner of the half-wall, Robby is stuffed under his covers with wide eyes.
"Uh..."
"What're you doing?" Jack asks. As if he doesn't know exactly what Robby was doing, and even if he didn't, that pitiful tent under the bedding would tell him.
"Well, I..."
"Am I no good or something?"
Robby's eyebrows knit together. "What?"
"Looked like you were having a good time when I made you cum your panties before," Jack taunts.
The pretty glow on Robby's cheeks brightens. "They're not panties."
"Whatever helps you sleep at night. You don't want me to get off or something? You want me to lose sleep and fail that fucking test because you're too selfish to help me out?"
Robby's eyes get impossibly wider. He sputters and shifts. "I thought you were already asleep."
Jack hums. Sure, he did. "Do you want help?"
"Uh, yeah. Yeah, sure. Just let me--" He reaches for his discarded panties on the floor, but before he can grab them, Jack yanks the duvet back.
The sharp gasp Robby lets out is almost like a bark. He tries to cover himself, but Jack has already taken everything in.
One, Robby is not impressive. It isn't laughably small, but he's on the lower end of average. Two, his dick is dry. There's a bottle of lube lying on the mattress by Robby's hip, and from what Jack was hearing, it's been used.
"Jack—"
He hooks a hand under one of Robby's knees and lifts. Robby yelps and grabs at the mattress. He tries to close his legs, but Jack is too strong and enamored with the sight he's met with.
Robby's wet, winking asshole. Jack has the disgusting impulse to eat it like a pussy. He pushes the thought away and drops Robby's leg. "I didn't know you were gay for real."
"I'm not— It's—"
"I don't care," Jack shrugs. He doesn't have anything against homosexuals, no matter what the anger festering in his chest is trying to tell him. Does Robby fuck other guys? Does he bring random losers back to their room while Jack is out and let them hear his pretty whines? He better fucking not. "Just didn't realize."
"This is just a private thing," Robby insists. "I won't do it when you're here, okay? Sorry."
He starts to recover himself, but Jack grabs the hem of the duvet. "I'll still help you."
Robby blinks up at him. "You... what?"
"Girls have asses. It's not a big deal."
"You've... fucked girls in the ass?"
"No." Jack shifts his weight to his other foot. "But they have them."
"But I'm not a girl."
"I'm not gonna suck your fucking dick, am I? I'm going to fuck you."
Robby's jaw drops, and Jack can't help but picture what those pink lips would look like wrapped around his dick. "Okay." He nods slowly. "Yeah, okay."
Jack snatches the lube off the bed and pours some in his hand. Once he's done, he tosses the bottle onto Robby's chest. He wraps his hand around his dick and starts stroking. Robby watches like the giant homo he is. "Well, get on with it."
That shocks Robby back into his body. He re-lubricates his fingers and worms them between his gorgeous, long legs.
Jack drags his hand over himself slowly, enjoying the show. Robby is so tight, twitching and keening around each finger. The knot in Jack's gut unfurls; he must not be getting dicked down too often.
"Okay, I— I think I'm ready," Robby gasps. He's got three fingers inside himself, stretching and curling, sending that wonderful blush down his chest.
Jack settles on his knees, admiring the slight gape of Robby's hole. He's so wet and loose; the terrible thought of kissing him there comes back. No. Never. Jack doesn't kiss guys. He's not gay; he just doesn't turn down orgasms.
"Sure you're ready?"
Robby's enchanting brown eyes have sunken into blackness. "Yes," he says, so breathless it's almost a whistle.
A low groan escapes Jack as he sinks inside. Fuck, it's so good. Hot and wet and tight. Tighter than anything he's had before. He digs his nails into the soft flesh of Robby's thighs as his eyes roll back.
"So good," he pants. "So good, baby."
Robby releases his own moan at that. His hands flail in desperation before landing on the wall behind him, grabbing at nothing. "Keep going."
Don't have to tell Jack twice. This part is easy. He's fucked before, and he fucks well. Not only that, but his and Robby's previously clothed escapades have given him insight into how Robby likes it; now is his chance to show what he's learned.
Jack pounds into Robby like it's his job. His grip on Robby's legs gets firmer and firmer to the point that Jack is certain he'll leave behind purple bruises on his pale, lithe thighs.
His posture curls in on itself with each thrust, getting closer to the tempting sounds being punched out of Robby. It'd be so easy to fit his mouth around those lips and swallow each noise whole.
He's only a few inches from Robby's face now; their noses occasionally brushing. Delicate hands trace his shoulder blades. Fuck. Jack was too wound up in the pleasure of Robby around him to notice him moving. It feels good. A nice contrast from his own brutal pace.
The lack of acknowledgement makes Robby bolder, and soon he's dragging sharp lines along the muscles of Jack's back. The thought of seeing them in the mirror, or feeling them when he leans back in a chair, makes Jack's dick twitch.
"I'm— I'm close," Robby whimpers.
Jack nods. He doubts he has two more minutes left. His orgasm creeps closer. Hot and mounting in his gut. He looks down. Robby's pretty fucked out face is too much to resist.
He slaps a hand on Robby's mouth and kisses his own knuckles, hard and greedy.
One of Robby's pretty sounds sends vibrations through his hand. A soft, needy tongue pushes against his palm, threatening to peek through the gaps in Jack's fingers.
The thought of Robby's tongue accidentally slipping inside his mouth sends Jack over the edge. He releases deep inside Robby, jutting his hips all the way through his own and Robby's too.
Once they're both finished, Jack detaches his hand from Robby's mouth. It's swollen, red, and wet as if they've actually been kissing.
Jack pulls out ungracefully and stumbles away.
"That was good," he rasps. "Thanks, man."
Robby nods. "You're welcome... and thanks, too." He's breathless and gorgeous, laid flat out on the mattress, covered in cum and a deep red pigment coloring his face.
Jack nods back and makes his way back to his bed. He's not tired anymore.
Jack’s gotten used to it, to Robby’s six week itches. He learned to tuck his chin and catch the punches with his forearms. His heart could only take so much. The blocks worked to protect his heart, but he still wound up bruised after each announcement.
“I think she’s the one,” Robby would say. And a month and a half later, “it’s not working out.” A decade ago, before Janey, Robby would add, “and I don’t know why,” but after Janey, he started saying, “it’s my fault. You know the one linking factor in all these breakup? Me.” Robby’s smile was sickly, and it broke Jack’s heart.
Once, in a fit of brave drunkenness, he’d replied flippantly, flirtatiously, “that’s because you haven’t dated me yet.”
Robby laughed and clapped him on the knee.
His heart had been bruised for a long, long time.
And afterwards? Well, Jack tried to move on. Get on the apps, message some people, maybe schedule a date or two. That was, until he mentioned a date to Robby, and Robby, well. He acted like Robby.
Robby had gotten used to it, to Jack being single. After his wife had died, Jack took time to mourn, and Robby stepped up to become his default person. Emergency contact? You got it. Ride to the airport? Of course. Need to sit in silence after a shift with someone else in the room? Hell, Robby could use that too.
Jack had always been Robby’s default person, so it’s not like that was a hardship. He was just returning the favor. Even while Robby was with Janey, he never switched his emergency contact away from Jack Abbot, though he’d gotten close.
Robby didn’t date to find a new default person, was the thing. He couldn’t give a reason why, exactly, he tried anymore. He suspected it was to fill that hole in his heart, the one burrowed into the core of him when he was eight. Maybe that’s why he flitted from person to person, looking for someone willing to make him whole. And when each relationship failed, it wasn’t the other person’s fault. It was Robby’s. He was trying to heal something that was terminal.
“That’s because you haven’t dated me yet,” Jack had joked. And Robby laughed, because that’s how you respond to jokes like that, but those words burrowed into him, a twin line he didn’t dare look at too hard.
Robby shouldn’t have been surprised when Jack told him he couldn’t get a beer on Friday because he had a date. But Robby had never been good at doing what he should do in relationships, so he felt like he’d been decked.
“A date?” He squeaked. He cleared his throat. “With, uh, with who?”
“Someone from an app,” Jack said evasively.
Robby’s mind stuttered through a billion questions he desperately wanted the answer to, and his tongue decided to say the one he didn’t honestly care about. “Is she hot?”
Jack rolled his eyes at Robby and walked away.
Robby spent the whole week fishing as subtly as he could, which wasn’t subtle at all.
“Why are you so obsessed with this, Robby? Let the man go on his date.” Dana had spent the week trying to talk sense into him. It hadn’t been working.
“He just won’t tell me anything about her,” Robby complained.
“It’s a first date. His first since his wife’s death. Maybe he doesn’t want to make it bigger than it is.”
“But it is a big deal,” Robby argued.
“How many first dates have you gone on in the past five years?” Dana rebutted. “Has Jack ever behaved this way?”
“No,” Robby moped.
“Well then, let it be.”
“But—“
Dana cut him off. “If it bothers you so much, why don’t you ask him on a date?” She let out a sharp exhale. “You’re as bad as my daughter when she was a teenager,” she muttered.
“I don’t—“
“You do, Robby. You really, really do.” Dana tapped her pen on the clipboard and started to walk away.
“You don’t even know what I was going to say,” Robby called after her. She waved him away over her shoulder.
Friday began like a readied guillotine, and Jack wound up popping in for a few hours to help out.
“What’s going on, brother? You keep giving me side eye.” Jack leaned on the counter next to Robby and pressed their shoulders together. “Don’t tell me it’s about tonight.” He had a teasing tone, the bastard.
“I was wondering…” he trailed off. Dana caught his eye and raised her eyebrows before she made a very distinct 180 turn and walked away.
“Wondering… what?”
Robby shook his head. “If you maybe wanted to go on a date.” He didn’t dare look at Jack, but there was no immediate response. Then the silence grew longer. Robby would worry Jack had left except their upper arms were still pressed together. “With me,” he added, in case it was unclear.
Jack chuckled, which wasn’t the most promising response. Robby leaned away from him, but Jack’s shoulder followed, maintaining the pressure.
“I’d love to, Robby.” Robby let out a huge sigh of relief. “How about tonight?”
Robby looked sideways at him. “Don’t you have a date tonight?”
“I canceled this morning.” Jack said cheerfully. “My evening has opened up. It’s got a hole the size and shape of Michael Robinavitch, if you’re willing to fill it.”
“But—”
“I’ll pick you up? 8 o’clock?” Jack clapped his shoulder and walked away with a bounce to his step.
“What just happened?” Robby asked the Hub. Dana rolled her eyes at him.
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Also could I request a Robby who's never been with a man before and Jack first fingering him and then fucking him (either in the same night or separate)? And my oh my it does seem you have a sensitive prostate there, Mr Robinavitch!
Experienced Jack who wants him so bad and inexperienced Robby who finds out he's a bottom slut 😋
Nothing he and Jack had done up to this point was new to Robby. He has plenty of experience making out and sneakily sliding his hands under the clothes of the women he's been with, but tonight they're breaching new territory.
Robby's jeans are long gone. Discarded to the other side of the room as if Jack had been personally offended by them, and now he lies on the mattress with only his thin cotton boxers containing him.
"You've really never been fucked before?" Jack asks. His voice is gruff and needy, partially muffled by his refusal to take his lips off Robby's bulge.
They do this every time. Jack loves the confirmation that no other man has ever kissed, groped, or fucked Robby. "No."
"You're gonna love it."
Robby gulps. "We'll see."
Jack looks up at him with black eyes. "You're gonna love it," he insists. "I'm going to make sure of it."
Robby focuses on keeping his breathing normal while Jack peels away his last layer of dignity. He sucks in a sharp breath as Jack takes his dick in his mouth.
This is another thing he's experienced with. It's great, as always, but there is something particularly enticing about Jack doing it. Robby's noticed that about most things, though. Simple things Robby has been doing since his teenage years make Robby's head fuzzy when Jack is the one he's doing it with. His usual shallow panting and low groans are replaced with wanton moans that he bites his lip to suppress.
A wet finger traces around the outside of his rim. That's new. Robby was expecting it, but his guard is down enough for a hard gasp to break from him. He grits his teeth to keep himself together.
Jack's cheeks hollow, and he lowers further down Robby's length as he pushes his finger inside. This time, Robby has to clasp a hand over his mouth.
When he finally composes himself enough to look back down, the hunger in Jack's eyes has grown. He pulls off with a smug grin.
"Enjoying yourself."
There's no way Robby could talk without embarrassing himself, so he settles for nodding.
"Knew you would," Jack says. He adds a second finger. "We're just getting started."
Robby's hand flies back to his mouth, but this time Jack catches it.
"Nuh, uh." He smirks. "You're going to let me hear you."
He curls his fingers as he says it. Electricity shoots up Robby's spine.
"Jack!"
"That's it, baby. Nice and loud."
He picks up the pace. Hammering his fingers against Robby's prostate with practiced precision. If Robby could think, he'd be jealous of the people who have had this before, but in his current state all he can do is babble and beg.
"Jack! Jack, please. Please, please. I need— I need—"
He doesn't know what he needs or what he's asking for. He doesn't even know where all this talking is coming from. Never before has Robby been someone who made noise. A few low breaths and occasionally a rumbling moan during his orgasm, but never anything close to this. It's as if Jack forces a new sound out with each brush of his fingers.
Then they're gone. A new noise erupts from Robby. A pathetic cry that continues into a desperate whine.
Jack shushes him, leaning close, hot breath tickling Robby's ear. "Getting myself ready for you, baby. Don't worry."
The first breach of Jack's tip puts stars in Robby's eyes. He's never felt such bliss outside of an orgasm before; he's not sure how he hasn't cum already. The coil in his guy is wound tighter than it ever has been before.
"That good? Can I give you more?"
Robby nods clumsily. More begging pours out of him, and it's rewarded with a hot kiss on his neck.
Jack breaches him inch by inch, and everything Robby's ever heard about sex is starting to make sense. Intimacy has never been this intense before; he feels truly connected to Jack even as he becomes more disconnected from his body. Floating above himself as he's stretched full, hole clenching to bring Jack impossibly deeper.
"I'm gonna— I'm gonna move now," Jack pants.
Robby's legs cross over Jack's back; his hands gripping at strong shoulders. "Please."
That's all it takes. Jack pounds into him relentlessly. Egged on by Robby's desperate calls and the harsh scrape of his nails.
Robby's eyes roll back. His heavy dick bounces between the two of them, leaking steadily over their abdomens as Jack fucks him.
"That's it," Jack says. "Good boy. Taking it so well. So fucking perfect."
Robby can barely hear him over his own cries, but the words encourage the heat in his stomach.
The tip of Jack's cock drags rhythmically over his prostate, and the accompanying lighting that runs through Robby builds and builds until it boils over and Robby spills between them with a broken moan.
Jack keeps his pace and offers more praises as Robby cums completely untouched. Even after Robby's tired dick lies limp on his stomach, Jack keeps it up, sending a new type of pleasure through Robby that's almost too much, but he isn't willing to lose.
The eventual hot flood of Jack filling him makes Robby want to sing and cry, but all he can manage is another pitiful whimper. His throat is raw, and his eyes are heavy.
Jack pulls out, and Robby revels in the feeling of his hole winking, desperate to keep Jack's cum inside him.
"Knew you'd like it," Jack whispers.
"Uh, huh." Robby doesn't know how Jack can speak; Robby can't even think.
"That's just the beginning, baby," he promises. "There's a lot more where that came from."
Robby is too old for anything else tonight, but his dick twitches in interest regardless. He cuddles into Jack's side and hums, "Can't wait."
Been thinking about Robby stripping through med school, but still doing it every week or two even after he’s an attending. (He needs the ego boost a lot more than he needs the money)
One night he’s doing his show, a very popular segment where he gives people “check ups” in the audience, when his next “patient” is an all too familiar collection of freckles and grey curls.
“Hey, brother,” Jack says. Even in the club’s low light, Robby can see his eyes are dark. “You do private rooms?”
He never has before, but there’s a first time for everything.
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