Archive of Our Own ^beta

"Fuck, Tommy...." Ken whined, running his fingers through Tommy's dark locks, trying to last just a little bit longer.

The way in which Tommy held him still; his large, tanned hands enveloping the paler man's hips....it was clear that Ken really wasn't the one in control here.

He tried to focus on something innocuous to hold back from finishing before he'd even really started; he was insecure enough about just how pale and lithe his body was, he didn't need to add Two Pump Chump to that list. His eyes poured around the room, from the ornate frames around his pictures to the thick, heavy books in their shelves, he tried to study this room he'd pieced together throughout his years as a lawyer. Anything to shift his focus away from this gorgeous man with his mouth around his manhood.

When Tommy began looking up at Ken's flushed, dishevelled face, his focus completely unravelled. He suddenly became aware of how deep he was breathing and how much his chest heated up from the pleasure radiating throughout his body.

Tommy pulled off the man's cock and spoke. "I was beginning to think you were a little distracted."

"No, not at all! Just trying....trying to not finish too quick. This is too good." Ken panted, his words tugging on a whine towards the end.

The darker-haired man gave him a small smirk before wrapping his mouth back around Ken's hardness, eliciting a small gasp.

He tried to focus on the colour of the walls, the heftiness of the paperweights on his desk, the shine of his name plate on the door. All the while, he felt himself inching closer and closer, his fingers now choosing to rub a small, circular pattern into Tommy's scalp.

"Tommy....G-gonna cum if you keep that up." he breathed.

He could feel Tommy's lips curl up into a smile before the mobster decided to go deeper, sucking with an intensity that robbed Ken of his ability to think. It was like Tommy was attuned to Ken's body in a way that Ken hadn't even been aware of; playing him like a finely crafted instrument, coaxing all these beautiful sounds out of him.

He pulled off him, giving him a look that was somewhere between lustful and possessive, all the while keeping up his rhythm with his hands. "Do it then."

He maintained eye contact with Ken, who looked like all of the oxygen was being drained from his body as Tommy called his bluff. After killing so many gangsters at the top of their game in this city, absolutely nothing compared to the level of power he felt right here, right now with this man at his mercy on the end of his tongue.

Ken knew he wasn't in control and he loved it; for a man who could be described as neurotic on a good day, the fact that he couldn't think about anything other than this gorgeous man's mouth working his cock was a welcome reprieve from the anxiety that inhabited his being at any given time. It had been so long since his mind was quietened down this much.

Still, the pressure was building, his nerve endings were sending sparks up to his synapses and he was very, very quickly losing any and all semblance of control.

"Fuuuuckkkkkkk!!!!"

Ken threw his head back, feeling his orgasm being ripped from him, right down Tommy's throat. His whole world was deafened; so much that he couldn't hear Tommy moaning at the taste.

The lawyer stared up at the ceiling, slowly feeling his surroundings come back while Tommy wiped his mouth. "Wow...been a while, huh?"

"You have no idea."

Tommy grabbed Ken's jaw, tilting his head to meet his own; the man was looking at him like a lion hunting down a gazelle. "Don't think you're done by any means. I'm gonna fuck you on this desk, Rosenberg."

The way he kissed was like everything else he did in life; aggressive but with a level of finesse that you couldn't help get swept away with. In this case, Tommy kissed with all of his pent-up desire behind it and Ken was all too happy to let his employer take the reins, falling lax against his touch. He could take whatever he wanted as far as Ken was concerned.

Ken was still in a post orgasmic haze by the time Tommy began opening drawers, he didn't even hear him mutter "Gotta find something slick around here...."

It was only until he heard the wooden scrape of the one drawer he didn't want seen that his bliss turned to absolute blood-draining panic.

"Tommy!"

He could have died as he saw Tommy staring down into the contents.

That was the drawer he kept his stash of items that kept him warm during nights of cold, cold loneliness. Namely, a bottle of lube, a tanned, olive-coloured dildo and a magazine full of men fucking one another ragged.

Thoughts, none of which were good, raced through Ken's mind. Tommy would think he was a pervert and just leave. Or he would think that Ken was just a pathetic, lovesick degenerate and half of Vice City would know the next day that in his office, he has a dildo that he uses while fantasising about his boss.

"What are these, Ken?" Tommy asked, holding up the dildo.

It was hard to tell what Tommy's exact thoughts were about this discovery, but Ken being the pessimist, was already thinking the worst. "Those are...those..."

Tommy felt like a cat holding a mouse within its claws before devouring it. Who'd have thought, nervous little Ken Rosenberg would be here in his office, pounding his hole with silicone after their meetings were over? He was so embarrassed, it was adorable. Tommy just needed to savour it just a little longer.

"What do you do with these, Ken?"

Ken shut his eyes, as if blocking Tommy from his field of vision would somehow help him deal with the shame of what he was about to admit. "I...use them while I think of you." he groaned.

That was it. His mind screamed that Tommy was gonna straighten up his suit and walk right on out that door, never speaking to him again.

He hadn't counted on those words sending a twitch to Tommy's already hard cock that hadn't been there in a very long time.

He felt absolutely predatory as he leaned into Ken's ear, growling. "You're gonna prepare yourself while I sit in your chair here. Put on a show for me."

He finished his sentence with a kiss and a bite, just underneath his ear.

Ken's mind slowly began to dissipate the negative thoughts with just being struck completely dumb- did Tommy want to watch him play with the toy?

Tommy stuck the base of the dildo to Ken's desk, handing him the bottle in his left hand before grabbing his right, guiding it between his own legs, pressing it against his cock. "Gotta say, it's not as big as me...might help you get used to me though."

With the feeling of this boss's thick, hard dick beneath his fingertips, it wasn't long before Ken Rosenberg was hard once again. He gasped at the touch; Tommy Vercetti was packing a weapon far bigger than he could've dreamed.

The mobster kissed Ken's neck while undoing his shirt buttons. "Can't have you hiding behind this suit now, can we?"

Tommy planted a few kisses down towards Ken's pecs; while Ken himself felt a little awkward at the amount of attention paid to his pasty, Jewish body, Tommy couldn't get enough. "I wanna see you."

Ken chuckled. "Can't say no to the boss now, can I?" The voice inside his head chastised his pathetic attempt at seduction while he coated his hand in lube, sliding it down the length of the toy.

Under the intently watchful eye of Tommy, Ken couldn't help but feel nervous. His boss was sat back in his chair, legs spread while giving enough of a view of the bulge jutting out underneath his suit pants. He looked like he had no care in the world and all of his attention was focussed on Ken, prepping the toy he'd bought as a surrogate for the man in front of him. He was being stared at like he was wanted and that was a thing that Ken Rosenberg was not in any way accustomed to.

The experience itself was equal parts hot, absurd and nerve-wracking. Nerve-wracking because it was one thing to be slamming himself down on it after an intense meeting discussing facts and figures and acquisitions, it was another to actually show someone else that, let alone the object of his fantasies. Absurd because never in his wildest did he picture that this would happen in any universe; while he did wake up that morning floating the possibility of spending another lonely night sitting on his toy, he never could've conceived that he'd have an audience.

Hot in the way that Tommy had requested that he 'put on a show' after discovering something that Ken had treated with shame and pleasure. While the possibility of Tommy discovering his toy was enough to make his stomach turn, he would've been lying if he said he wasn't at least a little excited that his boss wanted to see him grinding wantonly on his prized piece of silicone.

Ken reached behind, rubbing the remaining lube on his hole, dipping his fingertips in to loosen himself a little. He sighed at the sensation, all the while feeling Tommy's eyes burn into his skin.

"How do you want me?"

"I'm just the audience here, Ken. Just give it all you've got, like I'm not even here."

He leaned back with that cocksure attitude of his, his hardness forming a nice outline in his pants that could have been spotted from Downtown. By the look on his face, it seemed that Tommy rather enjoyed not only the sight of Ken lubing up a dildo, but also the fact that he was showing off the real deal just enough to tease, just enough to let him know it was there.

"Ha...ahhhhhhhh" Ken sighed as the head of the toy breached him, trying to adjust to the girth of it. Had he been left on his lonesome any longer, he would've ended up in this position due to a longing attributed to loneliness and boredom. Nonetheless, there was something rather hot about Tommy staring at him, all disheveled and hard with his $800 suit pants around his thighs while his arse got used to the toy.

When the initial burn had subsided, Ken moved up and down, feeling his throat beginning to emit whines of pleasure. He'd almost forgotten that Tommy was there, squeezing his own cock through his expensive suit pants.

"That looked way too fucking easy." Tommy drawled, biting his lip at the end of his sentence.

"Yeah, um...." Ken sighed. "Not my first time on this thing."

"Huh," Tommy's jaw hung slack before he cocked an eyebrow. "Tell me about it."

Ken sunk down a little lower on the length, gasping once it hit his favourite spot. His nerves were beginning to fade and give way to his senses buckling under increasing pressure and pleasure.  He could feel his body emitting gasps before registering it; his mind was completely occupied by the toy inside him and the feel of being underneath his boss's gaze.

"I-uh...Got this...shortly..." Ken began to move. "After we met." His words were punctuated by a pleasured sigh as he took his cock in his hand.

Tommy never would've let on just how much Ken's words sent a primal need straight to his cock when he heard those words. He exhaled, needing to relieve the pressure on all of his senses at that moment; his pupils dilated at the thought of it being so long that Ken harboured feelings for him. His breathing became more ragged with want as his cock pressed up against his suit paints, threatening to break his zipper. It was getting difficult to maintain a facade of being cool, calm, collected and in control.

"That long, huh? Damn, if only I'd known sooner...." Tommy all but growled, spreading his legs.

Ken sighed, sinking a little deeper onto the toy. He was going slow, wanting to savour the stretch, imagining how Tommy felt beneath the fabric of his suit. In turn, Tommy spread his legs, trying to relieve some of the tension building up behind his fly.

"Yeah....tried to imagine what you looked like...what you felt like." Ken hissed, trying to not feel assaulted by how good the toy felt.

The Vice City native couldn't focus on the fact that Tommy wasn't even trying to hide how hard he was. He was just lost in the waves of pleasure, increasing their intensity the harder and faster he rode, fucking his hand in the meantime. 

"So, how often do you use it?" The sentence punctured the deafening pressure within Ken; while his surroundings weren't even remotely loud, he could barely connect his thoughts, garbled and incoherent as they were, to the world around him.

He panted as he grinded down on the toy. "After....after our meetings. Need...need toOHNGH.....need to ease some tension....."

He wasn't gonna last long like this. As intense as his pleasure was, he wanted to make it last; the feeling of the toy and the feeling of being watched by a man who was not only rock hard in his suit pants, but was now squeezing his own shaft through them with his fingertips.

There was flash of mischief that sliced right through the desperation in Ken's system. While he was here, naked, wanton and incredibly vulnerable, he was also the one putting on a show for a very willing spectator. He could have fun with this.

"What about you, boss? Looks like you need to ease some tension too." Ken breathed as he smirked, eyes filled with lust as he stared back at Tommy. As much as he wanted Tommy to come over and fuck him senseless, he rather enjoyed being a cocktease for the career criminal.

With that, Tommy stood up and Ken became acutely aware of just how little space there was between them both. Tommy towered over him and Ken could smell a mix of his sweat and aftershave; a scent that only served to bewitch the crooked lawyer even further.

Tommy raised his hands into Ken's hair, balling his curls into a fist, pulling them just enough to fuel the man's pleasure with a little pain, like adding salt to caramel. "Got a fucking smart mouth on you, don't you?"

Ken yelped at the sensation, his body igniting at the feeling of being touched by Tommy. Once the shock subsided, that mischievous streak came back. "Put it to better use then."

"Oh I will," Tommy nodded, never once breaking his stare with a blink. "But I'm fucking you on this desk, Rosenberg. That's what's gonna happen." His voice was husky and low as spoke into Ken's lips, making sure he could taste every word.

He tightened his grip in Ken's hair, trying to elicit a moan or even better, this bratty, mouthy side of Ken to come out again. What he got was a pleasured sigh with a slack-jawed moan, dragging onto the end as Ken took the entire length of the toy. As much as Tommy was a man who commanded nothing less than submission from everyone around him, it sent an unfamiliar twitch to his cock that this simpering, perpetually nervous man had an attitude on him when he was clouded by arousal and that Tommy may be one of the few people who has seen that side of him.

"Can't have you hiding behind that suit now can we?"