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Tom felt a lot drunker than he thought as he sat on the mediocre couch that Greg deemed ‘a nifty deal,’ fiddling with the glass in his hand, face feeling flushed. He glanced over to his side where Greg babbled on about another of his ‘catches’ he managed to wrangle in his clutches for the next business event; Bridget somebody, Tom didn’t care.
It annoyed him when Greg went on about women like he was such a player after Tom gave him the wings to fly. He made Greg the way he is and the smug bastard now thought he was the hottest fucking thing to exist. It bugged him and he couldn’t quite put a finger on why exactly - the matter of fact was that Greg was focusing on someone else other than Tom and it feels fucked somehow. Why talk about someone else when he’s right fucking here?
Tom eagerly stopped Greg’s track of chatter with an exhale. “You must think you’re a real Casanova, huh? Always bragging about how good you are in bed with women.”
Greg gave him a strange look and huffed a laugh, “Well, that’s because… I am?”
Tom scoffed, an undescribable emotion rattled him. “Oh really? Is that what they tell you? You drop them before I even get the chance to ask so how would I know it’s true?”
“What? Why would you ask-” Greg shifted his position to face him. “Tom. I am good in bed. I’m actually pretty generous, like, I always make sure they get off before me.”
“How sweet of you, Greg,” Tom tittered, head resting on the couch as he stared back at him. “Is that what they tell you, Romeo?”
Greg hummed, “Yes, as a matter of fact. And… I can feel it too, so.”
“Really?” Tom ignored the drop in his stomach from the filthy admission. He put his glass resting on his thigh on the table by the couch and steered his body to face the other, legs crossed. Greg was clearly equally as drunk by the way he was speaking to him but boy howdy did Tom enjoy hearing it when it erupts. This bold Greg, taking the bull by the horns and not his usual bumbling ‘um, er, um.’
“Yeah,” Greg was puffing up before him, confidence holding on. “When they… clench around my, my person, yeah.”
Tom only laughed cruelly, eyes rolling. Tough talk from Bambi, running his mouth about his cock and who he’s been dipping it in, the slimy prick. Who knows who and where it’s been these days...
Amidst his laughing, he heard “I think you probably could…” however, Greg seemed to have stopped himself from going further, coughing in a nervous fashion instead.
Tom grasped it, instantly, provoking him as usual. At least have the balls to finish what he started. “I could what? What are you about to say, Gregory? Go on.”
Greg inhaled through his nose, a look of nerves and boldness that Tom rarely sees. “I think if you got fucked hard, you’d calm down a bit.”
A laugh bubbled out of his throat unexpectedly. With his arms now crossed, leaning back into his seat, taking in Greg’s form, his boldness, his spirit, his announcement - it gave Tom a spark of joy and want - this constant urge to be overpowered. To be desired, wanted. “Well, look at you, Mister cock of the walk, huh? Captain fucker. Know everything about me and fucking, do you?”
Greg appeared anxious as he started to undo his tie, choosing to put his attention on that than to look him in the eye. “I wouldn’t say I’m an expert in that, but I’m pretty good at getting you.”
“ Getting me?” Tom couldn’t stop grinning, not wanting to let the topic go. “You think if I got fucked, by what? You ? The best fucker in the city, I’d calm down? That’s quite a confession there, Gregory.”
Eventually, Greg’s eyes drifted from his tie, now released around his neck, to meet Tom’s.
“...Why not me?”
“Why not you?” Tom repeated his tone, eagerly challenging. “You think you’re that good, that it doesn’t even matter who it is?”
Greg shrugged like a smug piece of shit. “I’m just saying that I am that good with the ladies, and for you’re information, I’ve been good with men before if that is to be said, and I know you that well that I’d be good to you too.”
Tom leaned over, absolutely delighted, unable to question why considering the topic of the discussion. “And what would you do, hmm? Tell me.”
“Well, I’d take you to my bedroom,” Greg answered after quickly licking his bottom lip, “give you some of these bad boys,” lifting his hand up towards Tom, waggling his fingers, “and show you why I’m that good.”
Tom could only snort at the vigorous talk, “Yeah?” Wanting to take it a step further than he really should, always going over the line. “Prove it to me.”
He wasn’t sure why he was goading Greg on. It was inappropriate, and he hadn’t thought about wanting to sleep with Greg, though enjoyed their time together, sure. He felt like an outsider when it came to the Roy family, even with Shiv by his side, but then there was Greg - despite being in the family directly, he was stuck out as an outsider of his own family - and Tom had to have him in his orbit.
Two outsiders together and within their own vortex, and now here they were, talking about sleeping together. It wasn’t as if Shiv was loyal to him, their relationship already crumbling while she saw other people and he saw none. But why not have this kind of discussion now with Greg the egg?
He was drunk enough to let it continue, to blame it on the alcohol if Greg put a stop to it.
Greg looked caught in between thoughts before huffing another laugh and stopping once he noticed Tom wasn’t joining in on the joke. “Are you serious? For real? You want to…? With me?”
Tom swiftly grabbed his glass from the table and down the remainder before shakily standing up. “Sure. Take me to the bedroom, you prick.”
“If you’re uncomfortable, we don’t have to do this at all, Tom.”
He ignored the sincerity as Greg followed him inside the bedroom. Tom was amped for it now, and according to Greg’s words, he’d been needing it, begging for it, hard.
“Shut up, Greg. I’m here now, aren’t I?” Tom started taking his clothes off, piece by piece and roughly folding them on the nearby chair, standing in only his briefs. Greg appeared to be doing the same but more slowly, looking at Tom; attempting to measure his mood.
“Unless you’re backing out, after all that big talk?” Tom mimicked, vexing him childishly. “Thought I needed to ‘calm down,’ King fuck.”
“I’m not backing out,” Greg hurriedly assuring, and gestured to Tom’s briefs. “Going to show me the Red Sequoia or?”
Tom hummed in approval, taking his briefs off slowly to reveal his cock, already perked up with interest. He let Greg take him in before sitting down at the end of the bed, waiting impatiently. “You’re next.”
Greg moved towards him to stand in front, jittery. Well, Tom couldn’t have that.
“Why don’t you show me what your conquests have been dealing with here,” Tom nodded to Greg’s boxers, and leaned back on his hands on the bed, eager to see. He was admittedly skittish himself, this was entirely new what they were about to do, and a switch was flipped.
Greg fumbled his boxers off, revealing what Tom suspected all along, the piece of shit.
“Of course, it’s big like the rest of you, Giant in the sky.”
Snickering, Greg sat beside him, a smile broad on his face. “Can I- would it be okay if I kissed you?”
Not a hard decision to make. “It’d be impolite not to. I’m not a whore, Greg.”
Tom was thrilled when Greg moved in to kiss him, mouth open, a hand already up to hold his face.
It felt easy, kissing Greg. When a tongue brushed his own, Tom made an approving sound. This was good, great. He pulled Greg down with him on the bed, wanting to be devoured, as if Greg wanted to be there with him at that moment, in full focus.
When they made out, Tom felt a hand shyly reach down to lightly touch his bare cock, and Tom couldn’t help groaning, breaking away from their mouth, needing to breathe.
Tom took in the air and Greg’s flushed face above him. “Is that what you do? Go straight for their pussy?”
Greg kept his hand where it was, stroking slowly and dropped down to kiss Tom’s jaw as he whispered, “I wanted to touch it.”
A needy moan left his throat at the acclamation. He felt Greg’s mouth travel down to his neck to suck enthusiastically along his collarbone. He shakily sighed as his beautiful mouth found the right spot that made him want to curl his toes.
“Don’t mark me up, what do you take me for?” he murmured, reaching up to touch the man above him.
He was incredibly hard already and tried hard not to be too loud, to show his hand at how exciting he was, even as the hand rubbed him and drifted lower to handle his balls, the hot mouth pressed lower to lick around one of his nipples.
“Tom, if you feel like it’s too much I need you to tell me. Like a word or something?” Greg softly spoke on his skin.
“Like a safe word?” Tom grasped Greg’s hair, hearing the groan below, “Jesus, what have you been doing to these women?”
Greg pulled away to look down at him, “Tommy, I’m serious. Give me something.”
“Mondale,” Tom answered obediently, trying to lower Greg back down to continue where he was.
“Good,” Greg appraised and dropped his head even lower to suck Tom down.
Tom gasped loudly at being swallowed whole, “God, Greg! Please.”
Greg crooned before slowly moving off of Tom to reach across the side table drawer, pulling out a tube and a condom packet and sat back down to slick his fingers.
“The bad boys are in play, huh?”
Greg snickered, maneuvering Tom to spread his legs to sit between them. “Just relax for me, okay?” He only waited till Tom nodded before rubbing the lubricant down to his entrance, softly probing.
Tom, not wanting to wait or be treated like a virgin, reached down to grasp Greg’s hand and bring it in so his whole finger was inside. He moaned at the digit length, almost relieved, he definitely needed this.
Greg seemed shocked by the sudden action, “have you done this before?”
“Just her fingers,” Tom conceded, hoping Greg wouldn’t ask more on it - this , what they were doing now , was more important.
The finger curled inside, “this okay?”
Tom mumbled a quick ”yeah,” reaching down to touch himself and moving his hips for more. “Give me another.”
Greg went down to nose Tom’s hand away from his cock, choosing to lick and suckle the delicate skin while he attentively inserted another finger inside, taking time to stretch him out. No doubt hearing the whine that stirred out, unable to stop himself.
“Want another?” Greg asked below, looking up from his mouthing.
Tom nodded desperately. When the third finger came into play, he could feel the stretch - Greg’s fingers were longer , and bigger - it was a delicious feeling.
“Good, Tommy?”
Clearing his throat, Tom replied, “It’s fine.” He leaned up, “You’re taking too long, she probably fell asleep before you even did anything else-ah!”
Greg located the spot inside, causing Tom to yelp in ecstasy. “She’d be coming from this for her first one,” Greg attested, rubbing at the walls inside.
Tom covered his mouth, laughing but stifling another loud moan as Greg landed on the spot again.
“Come on, Tom, let me hear you,” Greg gave him a look of cheekiness. He was smug, the greedy cunt. “You should be giving me feedback, right?”
Tom cried out as Greg moved faster, “Just put your cock in, you fuck!”
Greg gently peeled away to grab the condom packet, ripping it with his mouth to take it out and slid it on himself. Tom eyed his cock, happily noting how excited Greg was, watching as he slicked lube on top.
He allowed Greg to steer him on his stomach, letting a pillow sneak under his hips, cock pressed against the cushion.
“This’ll be easier for you,” Greg murmured, his large hands hot on his back. “Are you sure you want to-”
“Yes! Where’s all the big talk, huh? Did you keep asking your women all the time or is it just for me?”
He felt a kiss on his back and the weight of legs on the other side of his knees. “Okay, just remember your word if it gets too-”
“-just fucking do it, Greg! You said I needed a hard fuck so-mmm!” the rest of his words changed into a deep groan as Greg started to breach him. He tried to relax himself and breathe until he was fully seated in, feeling Greg’s hips against his backside.
He turned to moan into the sheets from the fullness, even as he felt Greg shallowly move, not quite leaving him.
Greg breathly shuddered behind him, “feels like I’m in a furnace. ‘So good, Tommy.”
Tom panted as Greg pulled delicately out till only the tip was at his rim before it slowly went back in - thrilled that Greg was no longer checking in with him for the 50th time.
He let Greg keep going at a slow pace before his patience was running thin. Greg said he needed it hard, and he wholeheartedly agreed, but before he could make a snarky remark, Greg suddenly slammed inside, causing Tom to cry out.
Wetly muffling his sigh into the bed, Tom lay there while Greg kept at his movements with veracity, fucking him good and hard as promised. The sound of skin slapping and Greg’s groan above him made him feel even hotter, ears feeling red hot.
Tom turned his head so his cheek pressed to the mattress, trying to gulp air, no longer able to stop his sobbing and loving the hard grip Greg had on his hips.
“I’d help her come again but I don’t need to with you,” Greg grunted above him, “I know you’re gonna come from this alone.”
Too scared at what he might say, Tom put fingers in his mouth, biting to stop himself from speaking nonsense that may be perceived as vulnerable - the unbelievable, beautiful bastard.
It appeared Greg had a different thought.
“Doesn’t this feel good, Tommy?” Greg leaned over his back, one hand at his hip and the other leaning over Tom’s shoulder. “Come on, let me know.”
He whined a quick ‘yes’ through his fingers, helplessly lost at how good he felt.
Greg whispered into his ear, huffing, “I’m good to you, aren’t I?”
Tom agreed, crying desperately.
“Tell me I’m good to you.”
Moving up onto his forearms, Tom pushed himself back onto him, itching for it, “You’re so good to me!”
“You just need it hard, don’t you?” Greg taunted softly, thrusting particularly solid inside, shaking the bed.
“Yeah, I need it hard,” Tom gasped, wondering if he’d have trouble walking after.
He felt teeth nip at his shoulder, fingers digging into his skin, practically bruising, at his hip, and Greg driving both of them faster, leaving Tom to feel delirious - wanting to explode.
Greg pressed his forehead in Tom’s shoulder, heaving hot breath, “You’re going to come, aren’t you?”
Tom whimpered, unable to find the words, cock moving into the pillow below him.
“Let me feel it, Tommy,” Greg begged on his skin. “I want to feel it.”
“Fuck!” Tom cursed, after a couple more hard thrusts, he cried out - clenching around Greg’s cock and knowing it was what Greg could also feel.
After a couple of shallow thrusts, Greg let out a wet breathy grunt and halted his movements altogether, breathing hard along Tom’s back.
“Goddamnit it,” Tom exhaled hotly, his body like jelly on the mattress.
Greg lightly removed himself from his back, taking off and tying the used condom in the bin nearby. “Are you okay?”
“Yes, you fucker.”
A hand glided across his shoulder blade attentively. “Are you, like, mad at me?”
Tom lifted himself from the bed, wincing at the wetness under him and the feeling at his backside. “I feel disgusting and fucking wonderful, Gregory.”
“Disgusting Brothers~” Greg sang, peeking closely at him, “remember that woman calling us that in the club?”
“That’s not a thing,” Tom protested, “help me up.”
Greg supported him, pushing the soiled pillow off the bed and letting him rest on his back, looking down at him with a grin. “So, I’m good in bed, right?”
“Fuck off,” Tom growled, a hand covering his face, embarrassed.
Greg hummed proudly above, already gathering the words Tom would rather eat than let out now that he was decently-minded, the little shit.
When there was movement, Tom removed the hand from his face, warily following Greg who crawled down to his cock, levelled, before deciding to clean him up with his tongue. He couldn’t stop the stuttering gasp leaving his mouth, reaching a hand down to lay it upon Greg’s nape.
“Oh, what the fuck!?” Tom huffed aloud as Greg took the head of his cock into his mouth, swiping his tongue along the skin there.
There was no way Tom could recover that fast to be hard again, but Greg appeared to not mind, continuing his ministration in cleaning him up with his mouth like he had all the time in the fucking world.
With time, Greg leaned back up to kiss him once more, freely pushing his tongue into Tom’s, knowingly giving Tom the familiar taste of the substance in his mouth.
Despite it all, it was a nice moment, but the ringing bells of reality toiled and they had a job to do the next morning.
Tom backed away, sitting up, “I need to shower, fuckface.”
“Oh. Um, yeah, sure! There's clean towels in the bottom drawer, man,” Greg got up from the bed, pulling his boxers back on from the floor.
“Uh-huh,” Tom carefully made his way to the ensuite, ignoring the tremble as he moved.
Greg happily stripped the pillow of its cover, muttering another “ disgusting brothers .”
“Stop calling us that,” Tom objected on his way, shutting the bathroom door.
Only after he delicately stepped over to the shower to turn it on where the spray of water echoed throughout the room did he let himself sigh, exhausted.
He let Greg get the better of him, and knowing him well enough, the brat would keep on being smug about it and Tom couldn't have that. He couldn't risk Greg thinking he was such a player that even Tom couldn't resist… not entirely untruthful, but dangerous all the same. Tom refused to let Greg walk all over him, not again by someone close to him.
Tom would have to bring him down a peg.