Blindfold Fill: What I Did On My Summer Vacation (JDM/Jensen, NC-17, power play)
Title: What I Did On My Summer Vacation
Pairing: JDM/Jensen
Rating: NC-17
Word Count: 2332
Warnings: Power play, boss/intern
Disclaimer: TOTALLY not true.
A/N: This was written for blindfold_spn and the prompt Jensen (aged about 18-20) is interning at JDM's place of work (wherever/whatever that may be!) and winds up riding Jeff's dick in his fabulous ergonomic desk chair, preferably while other people are still just outside in the office. If Jensen could be torn between mortification/reluctance and being a total slut about it, that would be great. Prompt and original version of fill here.
Jensen never thought this would happen when he got this internship, never in a million years. He had pictured himself sitting in on meetings, taking notes, being a gofer, that sort of thing.
Of course, he had never expected his boss to be so fucking hot. Jeff - “Don’t call me Mr. Morgan, we’re not that formal around here” - had shown up in a three piece suit on Jensen’s second day, something about an important meeting, and Jensen’s eyes had practically fallen out of his head. He was seriously fucking distracting. But even then, Jensen had never imagined that he’d be find himself here, squeezed into the space under Jeff’s desk, staring up at his boss’ cock.
“What are you waiting for?” Jeff asks, and there’s a growl in his voice that isn’t there when he’s just being Jensen’s friendly boss. “Christ, Jensen, do it.” He shoves forward in his fancy leather chair and Jensen really doesn’t have much space now. He pushes up onto his knees, his head pressed up against the underside of the desk, and licks slowly over the head of Jeff’s cock.
Jeff lets out a moan, and Jensen does it again. He’s only ever blown one other guy, and that was back in high school. Jensen had been hot shit back in high school, a star athlete and the best-looking guy in school for sure. Usually guys wanted to blow him. He’d never had to work to impress anyone before. But he really wants to impress Jeff now.
If he’s really good, he thinks, maybe Jeff will fuck him.
That in mind, he presses forward and takes the head of Jeff’s dick into his mouth, and sucks gently. Jeff hmmms softly and pushes his hands into Jensen’s hair and pulls him forward, forcing him to open his mouth wider and take more of Jeff’s dick.
Jensen doesn’t even want to think about what he’s going to look like after this. He won’t be fit for an office. His lips will be swollen, his hair mussed, he’ll be flushed and sweaty. Everyone will know what he was doing in Jeff’s office - they’ll know what a slut he is.
Jensen sucks harder.
In this position, it’s hard for him to move his head up and down, so he turns his head back and forth a little, his tongue providing friction on the underside of Jeff’s dick. Jensen can tell Jeff is trying to keep quiet, so everyone in the office doesn’t know what they’re up to, although Jensen figures they have to suspect. They have to have noticed the flirtation between the boss and the intern, the way Jeff looks at Jensen like he wants to eat him, the way Jensen blushes and looks away.
“You’re doing so good, Jensen,” Jeff murmurs, and Jensen licks over the head of Jeff’s cock again in response, more confidently and with more pressure than before. “Shit, you’re wasted on making copies, knew it the second I saw you walk in the door. I wish I could keep you on my knees all summer, you little cocksucker. I’m just surprised it took me this long to get you to give it up. Knew you wanted it.” He punctuates his words with a thrust of his hips, pushing his cock even deeper into Jensen’s mouth. Jensen gags a little and breathes through his nose.
And christ, if Jensen wasn’t hard before, he sure as hell is now. He whimpers a bit and pushes forward more. He wishes he could maneuver around a little better, he would lick Jeff’s balls and use his hands for something other than holding himself up. Instead he lets Jeff run his fingers through Jensen’s hair and hold his head still, lets Jeff use him until he comes. Jensen tries to swallow it all, but he can’t, it’s too much and too fast and it dribbles out of his mouth and down his cheek.
Jensen’s still under the desk when Sonya, Jeff’s administrative assistant, walks in.
“I got the Taylor information you wanted,” she says. Jensen holds his breath, a sudden feeling of horror growing in the pit of his stomach. He knows she can’t see him, but it doesn’t stop him from being convinced that she’ll know he’s there.
“Great, Sonya. I’ll be out there in just a second, okay?” Jeff’s voice sounds perfectly normal. Jensen just holds his breath. Jensen watches Jeff tuck his cock back into his pants and zip up his black wool slacks. Jeff rolls his chair back and lets Jensen out from under the desk.
“Shit,” Jeff says. “You should see yourself. Face all pink and messy hair.”
Jensen feels his face getting even pinker at the words.
“How am I going to walk out of here without everyone knowing…” Jensen’s voice trails off, too embarrassed to finished.
Jeff looks amused. “Oh, Jensen, there’s no way they won’t know.” He reaches out and cups Jensen’s face, swiping his thumb over Jensen’s cheekbone. “God, you’re so fucking adorable. I really can’t wait to fuck you. Unfortunately, duty calls.” He gets up and walks out the door. Jensen can hear him talking to Sonya on the other side and tries to calm down. Ten minutes later, he finally walks out. He tries for nonchalance, but he can feel Sonya’s eyes on his back.
He walks as calmly as he can to the bathroom and jerks himself off in the stall.
::
Jeff was totally right - everyone does know. No one says anything to Jensen, but he can see their smirks and hear their whispered conversations silence when he approaches. He tries to convince himself that it’s just paranoia at first, but after about a week, he’s pretty sure that he’s not imagining it.
The funny thing is, Jensen finds he doesn’t really care what they think. So he’s a slut who sucks his boss’ dick under the desk. Clearly they’ve never seen Jeff’s dick, or they’d want to suck it, too. They’re probably just jealous.
And Jensen wants to do it again, like, pretty much immediately. Unfortunately, Jeff had gotten pulled into an emergency business meeting in New York and Jensen didn’t have much to do without his supervisor around. So he sits in his borrowed cubicle and fiddles around on the internet for a few days, hoping that no one in IT notices.
Jensen is doing an online Sudoku and wondering if anyone would notice or care if he looked at gay porn when he hears a throat being cleared. He spins around in his chair and there’s Jeff, leaning against the cubicle wall. He’s wearing a suit and tie and has a couple days’ worth of stubble.
“You want to get down on your knees for me right now, don’t you?” he says as a greeting. Jensen wants to say no, of course not but he’s a terrible liar, so he doesn’t say anything, just sits there, feeling his face flush. Jeff seems to take that for a yes.
“Let’s go, Jensen,” Jeff says in a low growl, and he turns and starts walking toward his office. He doesn’t turn around, to make Jensen gets up and slowly follows him, his dick hardening as he walks.
“Hi Jensen, boss has some work for you, huh?” Sonya asks as he passes her desk. He doesn’t miss the grin on her face.
“Yeah,” Jensen mutters, opening the door to Jeff’s office.
Inside his office, Jeff is ensconced in his enormous high-backed, black leather chair that probably cost a semester’s tuition at Jensen’s university. He’s leaning back, his long legs propped up on the edge of his desk.
Jensen can see that he’s already hard.
“Get undressed,” Jeff tells him without preamble. Jensen doesn’t hesitate, pulls his blue polo shirt over his head and tosses it onto one of the soft leather chairs on the opposite side of the room.
“Slower,” Jeff commands. “Goddamn, you’re pretty, aren’t you?”
“Thanks, I guess,” Jensen says. He’s never really been sure of how to respond to compliments on his appearance.
“Don’t be so down on yourself,” Jeff chides. “There’s no need to be self-deprecating. You have to be confident to make it in this industry, Jensen. Be proud of who you are.”
Jensen nods, kicking off his loafers and toeing down his socks.
“So what are you?” Jeff prompts.
“I’m…pretty?” Jensen says, hesitantly. Jeff chuckles.
“You are. You’re beautiful and such a nice little slut, aren’t you? You’ll even let me fuck you in my office, when everyone in the office knows exactly what’s going on in here. You don’t care because you’re above petty gossip and you go after what you want. That’s a great attitude to have in business, Jensen.”
Jensen’s hands shake as he undoes the button on his khaki pants and pushes his underwear down with them. His cock springs free, and he steps out of his pants, pooled on the floor.
“Yeah, you want it,” Jeff says. He unzips his own pants and pulls his dick out. He strokes it a couple times, lightly, then opens a drawer and pulls out a small bottle. “Get that cute ass over here and get yourself ready, okay? I want to watch.”
Jensen’s face is on fire, but he does as he’s told. He’s only ever been fucked once, during a drunken frat party. It was good, but the memory is kind of blurry. This is really, really different. He faces away from Jeff as he coats his finger with lube and starts to finger himself open.
“You’re doing great,” Jeff says encouragingly. “Add another finger now, okay? I don’t want to brag, but I’m a pretty big guy. You’ve been fucked before, right, Jensen?”
“Yeah,” Jensen says.
“Of course you have. You like fingering yourself?”
Jensen nods frantically. “I love it. Do it all the time.” It’s totally true, but jesus, did he really just say that?
Jeff groans. “That’s great to know, Jensen. I’m going to have to make a video next time.”
Jensen whimpers a little at the thought of being recorded, at Jeff watching him and getting off on it. That Jeff will even remember him when his internship is over and he’s back at school.
“Okay, Jensen, that’s enough. You did a great job.” Jeff pulls his feet off the desk and sits up straight. His cock is red and near his belly, but he doesn’t seem frantic at all. Jensen feels like he’s flying apart, and he has to take a deep breath. Jeff pats his knee. “Come here.”
Jensen isn’t totally sure what Jeff wants, but Jeff solves the problem by grabbing ahold of Jensen’s waist and simply tugging him down. Without warning, Jeff slides his hands down to Jensen’s ass and pulls Jensen onto his cock.
Jeff wasn’t lying about being a big guy and Jensen just leans back against him for a second, getting used to having his boss’ dick inside him.
Then Jeff is stirring. “Time to move, Jensen,” he says gently. Jensen looks around for something to hold on to, but the chair doesn’t have armrests. He grabs the edge of the desk just as Jeff grabs onto his waist and starts fucking him.
Jeff can’t get a lot of leverage with Jensen on his lap, so Jeff’s thrusts are shallow, but rapid. He ignores Jensen’s own cock, which is painfully hard, to grip at Jensen’s waist, holding him still as Jeff fucks him.
“God, can you imagine what Sonya would think if she walked in here right now?” Jeff says, in an almost conversational tone. Jensen whimpers and lets his head fall forward, putting more weight onto his hands. “What would she think? I bet she’d think you were such a whore, Jensen, fucking the boss to get ahead. But you’re not, are you?”
Jensen shakes his head desperately. That someone might think he was doing that hadn’t even occurred to him.
“It’s not about getting ahead, is it? It’s just because you want my cock. Any way you can get it.” He pauses, shoves a hard thrust into Jensen. “You think Sonya can hear us?”
“I hope not,” Jensen manages to say. Jeff slaps his thigh and he groans.
“Not like it matters, Jensen. She knows what’s happening in here anyway. She knows, everyone in the office knows. I’ve got you for the rest of the summer, Jen, and you’re gonna be spending a lot of time in this office. Good bet that someone will walk in here one day, find you on your knees, sucking my cock. Or maybe I’ll have you bent over my desk, reaming your ass. They’re going to see what a slut you are, and you’re going to love it.” Jeff smacks Jensen’s thigh again. “Aren’t you? You want people to know, don’t you?”
“Yeah,” Jensen gasps. “They…they can see. Want them to see. Fuck. Fuck.”
“Christ,” Jeff grunts and then he’s coming. Jensen can feel it filling him up, hot and wet and deep inside him. He wonders how he’s going to get dressed and not look like he’s been fucked within an inch of his life, come dripping out of his ass, and then he realizes it doesn’t really matter anyway. And jesus, that’s it. Jensen rides through the bucking of Jeff’s orgasm with only one hand on the desk, the other one frantically jerking himself off.
Jeff’s done by the time Jensen finally gets himself off, waiting patiently, his softening cock slipping out of Jensen. He doesn’t say anything when Jensen gets up with shaking legs, wondering what to do about the come on his hands, just zips himself back up and readjusts his tie. Aside from a slight flush, he looks perfectly at ease. Jensen wipes his sticky hands on his thighs and starts looking for his socks.
“I have a meeting in ten minutes, Jensen,” Jeff says, not unkindly. “But I’ll see you tomorrow, okay? We still have a lot of work to do this summer.”
Pairing: JDM/Jensen
Rating: NC-17
Word Count: 2332
Warnings: Power play, boss/intern
Disclaimer: TOTALLY not true.
A/N: This was written for blindfold_spn and the prompt Jensen (aged about 18-20) is interning at JDM's place of work (wherever/whatever that may be!) and winds up riding Jeff's dick in his fabulous ergonomic desk chair, preferably while other people are still just outside in the office. If Jensen could be torn between mortification/reluctance and being a total slut about it, that would be great. Prompt and original version of fill here.
Jensen never thought this would happen when he got this internship, never in a million years. He had pictured himself sitting in on meetings, taking notes, being a gofer, that sort of thing.
Of course, he had never expected his boss to be so fucking hot. Jeff - “Don’t call me Mr. Morgan, we’re not that formal around here” - had shown up in a three piece suit on Jensen’s second day, something about an important meeting, and Jensen’s eyes had practically fallen out of his head. He was seriously fucking distracting. But even then, Jensen had never imagined that he’d be find himself here, squeezed into the space under Jeff’s desk, staring up at his boss’ cock.
“What are you waiting for?” Jeff asks, and there’s a growl in his voice that isn’t there when he’s just being Jensen’s friendly boss. “Christ, Jensen, do it.” He shoves forward in his fancy leather chair and Jensen really doesn’t have much space now. He pushes up onto his knees, his head pressed up against the underside of the desk, and licks slowly over the head of Jeff’s cock.
Jeff lets out a moan, and Jensen does it again. He’s only ever blown one other guy, and that was back in high school. Jensen had been hot shit back in high school, a star athlete and the best-looking guy in school for sure. Usually guys wanted to blow him. He’d never had to work to impress anyone before. But he really wants to impress Jeff now.
If he’s really good, he thinks, maybe Jeff will fuck him.
That in mind, he presses forward and takes the head of Jeff’s dick into his mouth, and sucks gently. Jeff hmmms softly and pushes his hands into Jensen’s hair and pulls him forward, forcing him to open his mouth wider and take more of Jeff’s dick.
Jensen doesn’t even want to think about what he’s going to look like after this. He won’t be fit for an office. His lips will be swollen, his hair mussed, he’ll be flushed and sweaty. Everyone will know what he was doing in Jeff’s office - they’ll know what a slut he is.
Jensen sucks harder.
In this position, it’s hard for him to move his head up and down, so he turns his head back and forth a little, his tongue providing friction on the underside of Jeff’s dick. Jensen can tell Jeff is trying to keep quiet, so everyone in the office doesn’t know what they’re up to, although Jensen figures they have to suspect. They have to have noticed the flirtation between the boss and the intern, the way Jeff looks at Jensen like he wants to eat him, the way Jensen blushes and looks away.
“You’re doing so good, Jensen,” Jeff murmurs, and Jensen licks over the head of Jeff’s cock again in response, more confidently and with more pressure than before. “Shit, you’re wasted on making copies, knew it the second I saw you walk in the door. I wish I could keep you on my knees all summer, you little cocksucker. I’m just surprised it took me this long to get you to give it up. Knew you wanted it.” He punctuates his words with a thrust of his hips, pushing his cock even deeper into Jensen’s mouth. Jensen gags a little and breathes through his nose.
And christ, if Jensen wasn’t hard before, he sure as hell is now. He whimpers a bit and pushes forward more. He wishes he could maneuver around a little better, he would lick Jeff’s balls and use his hands for something other than holding himself up. Instead he lets Jeff run his fingers through Jensen’s hair and hold his head still, lets Jeff use him until he comes. Jensen tries to swallow it all, but he can’t, it’s too much and too fast and it dribbles out of his mouth and down his cheek.
Jensen’s still under the desk when Sonya, Jeff’s administrative assistant, walks in.
“I got the Taylor information you wanted,” she says. Jensen holds his breath, a sudden feeling of horror growing in the pit of his stomach. He knows she can’t see him, but it doesn’t stop him from being convinced that she’ll know he’s there.
“Great, Sonya. I’ll be out there in just a second, okay?” Jeff’s voice sounds perfectly normal. Jensen just holds his breath. Jensen watches Jeff tuck his cock back into his pants and zip up his black wool slacks. Jeff rolls his chair back and lets Jensen out from under the desk.
“Shit,” Jeff says. “You should see yourself. Face all pink and messy hair.”
Jensen feels his face getting even pinker at the words.
“How am I going to walk out of here without everyone knowing…” Jensen’s voice trails off, too embarrassed to finished.
Jeff looks amused. “Oh, Jensen, there’s no way they won’t know.” He reaches out and cups Jensen’s face, swiping his thumb over Jensen’s cheekbone. “God, you’re so fucking adorable. I really can’t wait to fuck you. Unfortunately, duty calls.” He gets up and walks out the door. Jensen can hear him talking to Sonya on the other side and tries to calm down. Ten minutes later, he finally walks out. He tries for nonchalance, but he can feel Sonya’s eyes on his back.
He walks as calmly as he can to the bathroom and jerks himself off in the stall.
::
Jeff was totally right - everyone does know. No one says anything to Jensen, but he can see their smirks and hear their whispered conversations silence when he approaches. He tries to convince himself that it’s just paranoia at first, but after about a week, he’s pretty sure that he’s not imagining it.
The funny thing is, Jensen finds he doesn’t really care what they think. So he’s a slut who sucks his boss’ dick under the desk. Clearly they’ve never seen Jeff’s dick, or they’d want to suck it, too. They’re probably just jealous.
And Jensen wants to do it again, like, pretty much immediately. Unfortunately, Jeff had gotten pulled into an emergency business meeting in New York and Jensen didn’t have much to do without his supervisor around. So he sits in his borrowed cubicle and fiddles around on the internet for a few days, hoping that no one in IT notices.
Jensen is doing an online Sudoku and wondering if anyone would notice or care if he looked at gay porn when he hears a throat being cleared. He spins around in his chair and there’s Jeff, leaning against the cubicle wall. He’s wearing a suit and tie and has a couple days’ worth of stubble.
“You want to get down on your knees for me right now, don’t you?” he says as a greeting. Jensen wants to say no, of course not but he’s a terrible liar, so he doesn’t say anything, just sits there, feeling his face flush. Jeff seems to take that for a yes.
“Let’s go, Jensen,” Jeff says in a low growl, and he turns and starts walking toward his office. He doesn’t turn around, to make Jensen gets up and slowly follows him, his dick hardening as he walks.
“Hi Jensen, boss has some work for you, huh?” Sonya asks as he passes her desk. He doesn’t miss the grin on her face.
“Yeah,” Jensen mutters, opening the door to Jeff’s office.
Inside his office, Jeff is ensconced in his enormous high-backed, black leather chair that probably cost a semester’s tuition at Jensen’s university. He’s leaning back, his long legs propped up on the edge of his desk.
Jensen can see that he’s already hard.
“Get undressed,” Jeff tells him without preamble. Jensen doesn’t hesitate, pulls his blue polo shirt over his head and tosses it onto one of the soft leather chairs on the opposite side of the room.
“Slower,” Jeff commands. “Goddamn, you’re pretty, aren’t you?”
“Thanks, I guess,” Jensen says. He’s never really been sure of how to respond to compliments on his appearance.
“Don’t be so down on yourself,” Jeff chides. “There’s no need to be self-deprecating. You have to be confident to make it in this industry, Jensen. Be proud of who you are.”
Jensen nods, kicking off his loafers and toeing down his socks.
“So what are you?” Jeff prompts.
“I’m…pretty?” Jensen says, hesitantly. Jeff chuckles.
“You are. You’re beautiful and such a nice little slut, aren’t you? You’ll even let me fuck you in my office, when everyone in the office knows exactly what’s going on in here. You don’t care because you’re above petty gossip and you go after what you want. That’s a great attitude to have in business, Jensen.”
Jensen’s hands shake as he undoes the button on his khaki pants and pushes his underwear down with them. His cock springs free, and he steps out of his pants, pooled on the floor.
“Yeah, you want it,” Jeff says. He unzips his own pants and pulls his dick out. He strokes it a couple times, lightly, then opens a drawer and pulls out a small bottle. “Get that cute ass over here and get yourself ready, okay? I want to watch.”
Jensen’s face is on fire, but he does as he’s told. He’s only ever been fucked once, during a drunken frat party. It was good, but the memory is kind of blurry. This is really, really different. He faces away from Jeff as he coats his finger with lube and starts to finger himself open.
“You’re doing great,” Jeff says encouragingly. “Add another finger now, okay? I don’t want to brag, but I’m a pretty big guy. You’ve been fucked before, right, Jensen?”
“Yeah,” Jensen says.
“Of course you have. You like fingering yourself?”
Jensen nods frantically. “I love it. Do it all the time.” It’s totally true, but jesus, did he really just say that?
Jeff groans. “That’s great to know, Jensen. I’m going to have to make a video next time.”
Jensen whimpers a little at the thought of being recorded, at Jeff watching him and getting off on it. That Jeff will even remember him when his internship is over and he’s back at school.
“Okay, Jensen, that’s enough. You did a great job.” Jeff pulls his feet off the desk and sits up straight. His cock is red and near his belly, but he doesn’t seem frantic at all. Jensen feels like he’s flying apart, and he has to take a deep breath. Jeff pats his knee. “Come here.”
Jensen isn’t totally sure what Jeff wants, but Jeff solves the problem by grabbing ahold of Jensen’s waist and simply tugging him down. Without warning, Jeff slides his hands down to Jensen’s ass and pulls Jensen onto his cock.
Jeff wasn’t lying about being a big guy and Jensen just leans back against him for a second, getting used to having his boss’ dick inside him.
Then Jeff is stirring. “Time to move, Jensen,” he says gently. Jensen looks around for something to hold on to, but the chair doesn’t have armrests. He grabs the edge of the desk just as Jeff grabs onto his waist and starts fucking him.
Jeff can’t get a lot of leverage with Jensen on his lap, so Jeff’s thrusts are shallow, but rapid. He ignores Jensen’s own cock, which is painfully hard, to grip at Jensen’s waist, holding him still as Jeff fucks him.
“God, can you imagine what Sonya would think if she walked in here right now?” Jeff says, in an almost conversational tone. Jensen whimpers and lets his head fall forward, putting more weight onto his hands. “What would she think? I bet she’d think you were such a whore, Jensen, fucking the boss to get ahead. But you’re not, are you?”
Jensen shakes his head desperately. That someone might think he was doing that hadn’t even occurred to him.
“It’s not about getting ahead, is it? It’s just because you want my cock. Any way you can get it.” He pauses, shoves a hard thrust into Jensen. “You think Sonya can hear us?”
“I hope not,” Jensen manages to say. Jeff slaps his thigh and he groans.
“Not like it matters, Jensen. She knows what’s happening in here anyway. She knows, everyone in the office knows. I’ve got you for the rest of the summer, Jen, and you’re gonna be spending a lot of time in this office. Good bet that someone will walk in here one day, find you on your knees, sucking my cock. Or maybe I’ll have you bent over my desk, reaming your ass. They’re going to see what a slut you are, and you’re going to love it.” Jeff smacks Jensen’s thigh again. “Aren’t you? You want people to know, don’t you?”
“Yeah,” Jensen gasps. “They…they can see. Want them to see. Fuck. Fuck.”
“Christ,” Jeff grunts and then he’s coming. Jensen can feel it filling him up, hot and wet and deep inside him. He wonders how he’s going to get dressed and not look like he’s been fucked within an inch of his life, come dripping out of his ass, and then he realizes it doesn’t really matter anyway. And jesus, that’s it. Jensen rides through the bucking of Jeff’s orgasm with only one hand on the desk, the other one frantically jerking himself off.
Jeff’s done by the time Jensen finally gets himself off, waiting patiently, his softening cock slipping out of Jensen. He doesn’t say anything when Jensen gets up with shaking legs, wondering what to do about the come on his hands, just zips himself back up and readjusts his tie. Aside from a slight flush, he looks perfectly at ease. Jensen wipes his sticky hands on his thighs and starts looking for his socks.
“I have a meeting in ten minutes, Jensen,” Jeff says, not unkindly. “But I’ll see you tomorrow, okay? We still have a lot of work to do this summer.”