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Jack knew there would still be bumps in the road even after he and Robby got together. All couples argue, a couple that doesn’t probably isn’t dealing with the uncomfortable shit. And anyway, he and Robby have known each other too damn long and been through too damn much together to let anything break them after they get over the final hurdle.
And there’s not a problem, so much as Jack is curious and a bit hurt about why Robby won’t let Jack make him come.
Oh, he still fucks Jack and blows him and gives him a handjob whenever he asks for it, he’ll let Jack grind in his lap until Jack is gasping and coming in his pants, but never the reverse. Robby has never come in his presence. When Jack tries to touch his dick, Robby gently pushes his hand away.
Which leaves Jack with the shitty and uncomfortable wondering if Robby did come, if he just missed it, if he waits until Jack goes to the bathroom to jerk off, but Jack never finds any evidence. They’re over at each other’s places now all the time, they mix their laundry, they share a bed, they’re a few short steps or months away from moving in together, Jack thinks he would notice if Robby was hiding it in the laundry.
Jack wants to make him come, of course. He’s had idle and active fantasies about it for years, about what Robby must sound and look and feel like when he comes, how deep he moans, how heavy he gets when he’s boneless, how his dick will feel in Jack’s hand or mouth or hole when he’s coming.
He loves pleasuring Jack, he’s made that clear, and Jack is left wondering what it will take to get Robby to fuck him to completion. To actually use Jack to come like he’s been silently begging Robby to do.
And so, one evening that they have off together, when Robby’s got that look in his eyes like he wants to get on his knees, like he wants to pull Jack apart and get him sobbing with pleasure, Jack intervenes before he can lose himself.
He asks, and at least this time he is not dismissed outright. “Robby, man, if we’re doing this, you gotta tell me. Why won’t you let me get in your pants when you’re all too happy to get into mine?”
Robby shakes his head like this whole issue is a foregone conclusion. “I…can’t.”
Jack gestures at him. “What do you mean, you can’t? Like, can’t, can’t? The big couldn’t? They make pills for that, you know, I have a medical license, I know a thing or two about—”
“No, it’s not that,” Robby snaps, turning even redder, avoiding eye contact. “The plumbing is…still working fine. I told you, it’s been a while since I’ve...”
“Yeah,” Jack says, still confused. “How long is a while? A few weeks, a few months—”
Robby rubs the back of his neck, like he does when he wants to melt into his own skin. “I think almost two years.”
Jack’s stomach hits the floor. “Two years. Since you’ve had an orgasm.”
“I think so. About. Yeah.” Then his hands go into his pockets. Running the full gambit of Robby’s insecurity gestures.
“And you said the last time you did,” Jack says, low, not entirely sure he’s in his body, “you came like a fountain tap?”
“Not just the last time,” Robby says, sounding like he well and truly wants to melt into the floor now. “Every time. As long as I can remember. I can’t because if I do, I’m…afraid of what might happen.”
Jack’s throat is drier than ash. “That you might lose control.”
Robby slowly, painfully nods. “Yeah.”
Jack slowly nods back to him. “Okay. Okay.” He rubs his hands together, trying with all his might to hold himself back from just getting up and jumping Robby’s bones. Two years…he can’t imagine the kind of desperation that will be unleashed when Robby lets himself go.
“Why?” is Jack’s next question, while he’s still pulling himself together. “And how? I mean, what about the revolving door of arm candy?” He’s watched them come and go many times in the last two years and before. “You’re saying you never—”
Robby shakes his head. “I’d get them off, but…no.”
“Why?” Jack pushes. This is a time to push. “Jesus, I knew you were repressed, but you telling me you were using sex as a kind of self torture, baby?”
Robby hems and haws. “I wouldn’t call it that.”
“Of course not,” Jack says under his breath. “Come here, come sit by me.” Maybe a bad idea considering Jack and his dick have still not recovered from the thought of this, but he needs Robby close. Touching distance. Not so far away.
“Brother,” Jack says, slow and careful, “do you want to have sex with me?”
Robby snorts. “Is the sky blue? Who wouldn’t, man?”
“So, we can make this happen? You want—” Jack swallows. “I can give you your first orgasm in two years?”
Robby smiles a little wryly. “You sound so eager about it.”
“Fuck yeah, I am.” Jack brings him in for a kiss, unable to resist.
“All those nudes I send you,” Jack breathes. “Must’ve been driving you even more crazy, huh?” It’s even more obvious now why Robby eats him up after Jack gets bored during the day, sending him sexy pictures while Robby’s on shift.
Still making out with him, Jack breathes, “Have you jerked off? Have you edged yourself? Have you done anything at all?”
“No. I haven’t really touched it. Work makes it easy to forget about.”
Jack’s heart breaks a little, because he knows exactly what his own cure is at the end of a long week at work, and it’s not abstinence. He pulls out of the kiss, stroking Robby’s hair, watching the way he avoids eye contact with sad eyes. “You don’t think you deserve it, do you?”
“It’s not a necessity, it’s not a need,” Robby says with a shrug. “It’s fine.”
Jack is about to show him how not fine it is. “What do you want for your first orgasm in two years?” he whispers, knocking their foreheads together. “Gotta make it something special. Only the best for you.”
Robby’s blushing, shy, smiling awkwardly. “You’re putting a lot of pressure on this, man. Just your hand would be fine. I don’t need anything else.”
“No, I can do much better than that,” Jack growls, “and it will be a cold day in hell before I let you have just my hand. Do you want to fuck me? Actually fuck me and come this time?”
Robby stammers, “I, I mean—”
“Do you?”
“Fuck, man, of course I do, but—what if I lose control?”
“So you lose control, it’ll be okay,” Jack says. “I’ll be your anchor. What if you lose control and it’s good? What if it feels so good you can’t stand it?”
Robby shakes his head. “I’m not sure I can handle it. Two years…” He’s clearly afraid of his own body. Of how overwhelming the pleasure will be. How it might take him out of his body, out of his head, out of control entirely. That is exactly what Jack is hoping for.
“Yeah,” Jack murmurs, because he gets Robby’s nerves, he does. “I’ll be right there with you, brother. It’ll be okay.” He kisses him again, hands on his jaw, achingly tender. “So, you gonna fuck me, let me feel it?”
“Yes,” Robby sighs.
Jack smirks, putting Robby’s hand on his ass and squeezing it. “Who wouldn’t want that?”
The key is getting Robby relaxed. Kissing him and sitting on his lap in bed, cooing to him, petting him. Robby insists on making Jack come before they do anything with Robby, and luckily it just leaves Jack relaxed and loose lipped rather than exhausted and worn out, because then he still has the energy to tend to Robby. Although, of course, absolutely nothing would keep him from doing so.
Jack gets their clothes all off, his body satisfied and in no rush for anything more. He can focus entirely on Robby. He preps himself while Robby watches like a hungry animal. Jack watches him, licks his lips, shifting on his fingers. This is just to get ready for Robby to fill him.
Jack talks him the whole way through it. “You like what you see?” He can’t take his eyes off Robby’s hard cock, how red and painful it looks hitting his stomach. “You looking forward to this?” He adds more lube to his fingers, and Robby shifts and squirms in bed just from watching him.
“Yeah,” Jack murmurs, answering his own question, running his mouth in the low light and heat of their bedroom. “Yeah, I know you are. You don’t want to touch yourself?” Jack would like to see that.
Robby shakes his head. “You know you deserve it, right?” Jack pants, shifting again on his fingers. “And you know one of these I’m going to make you jerk yourself off for me to watch. Gonna make you make a mess all over yourself.”
Robby shakes his head again, his blush hotter and darker than ever. “If I touch, I won’t last.”
Jack is flush with heat from that alone, and he licks his lips, watching Robby watch him. “Fuck. I’ll hurry it up then.”
Robby, for all his horniness, still looks a bit spooked and nervous, so Jack takes it slow. Lays back and coaxes Robby into his arms, kisses him until he’s soft and pliant, even though he’s grinding hard against Jack’s thigh. And then he sinks inside.
His face immediately changes, mouth dropping open, a surprised little groan. Like he’s forgotten how good this feels. How good it can feel.
“How’s that?” Jack purrs. “Good, huh?” He grabs at Robby’s ass, telling him to go ahead and thrust. He’s thick, he’s big, it’s an adjustment for Jack, who hasn’t done this in the recent past either, but it’s a delicious feeling, especially when he gets to gaze at the man slowly falling apart on top of him.
Robby thrusts like he’s trying with all of his being to hold back. Every thrust is controlled, careful, groaning and choked off, head turned to the side, eyes closed…everything he can do to hold on.
“Let yourself enjoy this,” Jack groans, because he may have already come, but goddamn, does this feel good. He’s surprised Robby is lasting this long. Jack wants to ask him every question about how this feels, if it’s good, if it’s exactly what Robby imagined, but Jack doesn’t want to risk making him come before he’s ready. But it also looks like he can’t help it.
“You’re so tight. You feel so good. Fuck, Jack.” Robby’s voice is trembling, his body shaking the closer he gets. “Jack, I don’t know if—if I can—”
“Shh, you can,” Jack soothes, smoothing back his sweaty hair from his forehead, kissing all over his hot red face, petting him and grounding him, squeezing his body with his thighs. “It’s okay. You’re fighting your body. Just let go. It’s okay. I gotcha. I gotcha, I’m right here.”
He kisses Robby’s forehead, drawing him down close, holding him. Jack bites back a groan because Robby is so damn big and feels so damn good inside of him, but this is not Jack’s show. This is Robby’s.
“It’s too much,” Robby gasps, but he can’t stop thrusting, can’t stop moving, can’t stop whimpering, gritting his teeth, so close it looks painful. But he won’t let himself go. He’s still afraid to fall off the edge. After two years, Jack can’t fucking blame him.
No amount of it’s okay or it’s going to feel good will be enough in this moment. Jack sees that. So instead, he grips Robby’s hair tight at the root and makes him make eye contact, asking firmly, “Do you trust me?”
Robby nods as much as he can in that hold.
“Then listen to me,” Jack whispers, laying their foreheads together. “I’m telling you to let go, and I’ll catch you. I want you to think about this tight, warm hole you’re fucking,” he whispers right in Robby’s ear, letting gravel drag down his voice the way he knows Robby likes, while running his nails hard down Robby’s back and the other hand still fisted tightly in Robby’s hair, “and come for me.”
A squeeze around his cock does it. Robby’s eyes squeeze shut, and the drawn out groan he lets out makes Jack shiver. The groan of a completely desperate, raw, undone man coming home.
“I’mgonnacome,” Robby gasps, and Jack can feel the throbbing inside him before any come meets his insides.
“Yes,” Jack hisses, scratching up his back, fingers on his scalp, holding him tight and leaving him with no choice but to keep jackhammering into him, nice and deep.
“That’s it, good boy, come for me, come on, keep going,” Jack babbles, spewing out anything that comes to mind as long as it keeps Robby moving. He’s coming, he’s filling Jack with thick, warm come, and Jack moans right with him. “God, Robby. Feels so good.” It’s not a lie. Robby’s first time coming inside him feels just as good as Jack always wondered. “Thought about this for so long.”
Robby’s shaking arms give out, and he collapses with his face in Jack’s neck, hips still working, still coming long and hard. “Jack,” he slurs, mindlessly fucking, just extending it as long as possible. His lustdrunk dark eyes peer up at Jack’s. “Jack.”
“I’m here, I’m here, baby,” Jack murmurs, petting back his hair. “Does it feel good?”
“So good,” Robby mumbles, letting his hips do the work now, his whole body moving with just instinct. This is what Jack wanted to see, Robby completely unrestrained, out of his head, just moving with what his body wants him to do. His cock is still pumping, and he’s still letting out little whimpers into Jack’s neck, choked off and needy. He’s wrapped all the way around Jack’s body.
“Fuck, handsome, you’re still coming, huh?” Jack rubs soothing circles down his back. “You needed that so bad. I can feel it.”
“Not done,” Robby moans, shivering out another aftershock, and he’s still hard.
“Do you think you’re gonna pass out after one,” Jack had asked him before they got undressed, “or do you think you’ll need five before you even get winded?”
“I don’t know,” Robby had answered him honestly. Now, lying on his back just taking it, Jack knows without a doubt it’s gonna be much closer to the latter.
“Jack, I can’t stop,” Robby sobs out, as his hips are still moving, he’s still fucking in, he’s done coming but he’s right back to it, humping mindlessly into the wet mess he made of Jack’s hole, all gooey and filthy. Jack coos to him that it’s okay.
“It feels so good, doesn’t it? No wonder you can’t stop. Don’t worry about a thing, baby, just take what you need from me. It’s yours.” Jack pets back his hair.
Robby ends up fucking him until he’s come four times, and then he finally collapses. Into a deep sleep, without a word, completely out of it. Jack smiles fondly down at him, exhausted himself from taking it for so long, but he’s happy to hold Robby like this. To be his safe space. To be the one who made him come his brains out.
Jack knows he’s going to be horrifically guilty tomorrow for falling asleep, but they’ll cross that bridge when they come to it.
#
Robby is much more relaxed in the following days. His posture; his demeanor, his temper. He’s a more balanced man, and Jack is endlessly smug about being the reason why.
Robby is also endlessly horny, needy, and demanding without realizing it. Jack has opened the floodgates, and now Robby is asking Jack to jerk him off or service him whenever they have a free evening. And sometimes he can’t even wait that long, till they’re home.
In the bathroom at work, at shift change, Robby comes in and looks at him with the eyes of a guilty puppy. Jack is used to seeing that look, but never for this reason.
He doesn’t say anything, just stands there wringing his hands and shuffling back and forth. Jack outright grins. He’s starting to learn what that look means. “You want more?”
Robby turns away, flushing a deep red, but it’s obvious what he wants and that he won’t leave without getting it.
“Come here, then, brother,” Jack says, holding out his arms. “Can’t get you off from all the way over there.”
Robby blushes deeper but comes over, avoiding eye contact, and exhales. Jack can see him getting hard in his pants right in front of his eyes.
“What did it for you this time?” Jack whispers, putting one hand on Robby’s shoulder to drag him close while the other worms into Robby’s pants, undoing his belt and his fly. “Watching me work? That picture I sent you in the bathroom last night?” He was bored and slightly horny at work with nowhere to put that energy, so he pulled up his shirt and sent Robby the photo from the bathroom at work.
“I don’t know,” Robby whimpers, putting his head in Jack’s shoulder to hide, biting his lip, hips bucking into Jack’s hand. “Just…”
“Needed it?”
Robby nods, tight lipped. “I’ve gotcha,” Jack assures him, kissing him to muffle his whines. “I’ll try to make this fast.”
“Fuck, that won’t be hard,” Robby sobs into his mouth, coming into his fist. It makes a mess, but Jack loves it that way.
“That’s it, get it all out on me, there you go,” Jack coos, while Robby bucks into his fist and coats him in come. “You’re still all backed up. We gotta work on that. Gotta get you caught up.” He kisses Robby’s jaw while he’s still whimpering and coming.
Maybe Jack has created a monster who’s always going to be dependent upon him for sex and orgasms. He’s okay with it. He is the love of Robby’s life, after all. It’s his damn job, and he’s proud of it. Proud of what he can turn Robby into.
And if Robby coming because of him isn’t just the hottest sight in the world.