Winter Break
Title: Winter Break
Author: rpssock
Rating: NC-17
Characters and/or Pairing: OMCs/Jensen
Warnings: Gang-rape, double-penetration, object insertion, bondage, crossdressing, objectification, slight underage
Word Count: 5887
Notes/Prompts: spnkink: In a super fancy elite all-boys boarding school, young new teacher Jensen is stuck with the job of watching over the students who stay over the Winter break. The students are excited; they have been wanting to fuck Teacher Jensen's pretty mouth and ass for the whole semester, and now the school is just them and Jensen.
Kink: non-con, gangbang, double-penetration, spit-roasting, facial, taking video/pictures, bondage, and pretty much anything you want. The students should be around 16-19, well-endowed.
It's better than coaching lacrosse.
Winter break is only three weeks long, after all - well, twenty-five days, but that's still better than an entire term of two-and-a-half hour practices five days a week plus games every Saturday and Wednesday. That and dealing with the players themselves, who seem a lot meaner than Jensen remembers his team being. Apparently the scandal last year about the utter lack of sportsmanship among the 'lax bros' (and seriously? when did they start calling them that?) was what really caused Mr. Cuthbert to resign, though the fact that the man was pushing eighty probably helped. Anyway, the administration seemed to think that since Jensen took over Cuthbert's place as a biology teacher, he should take over his place as a coach. And Jensen has no intention of doing that.
So instead he's filling up his yearly credits by being stuck in a semi-rural part of New Hampshire (that's pretty much entirely closed off once the snows set in, just to make it better) with a single janitor who comes in twice a week, no cooking staff, and ten to twenty - exact number to be determined as soon as everyone turns their vacation plans in - rowdy teenage boys. It's not like Jensen's that old, either, only six years older than some of the ones in their post-grad year, and he's pretty sure he's seen some of his students snickering at him when he passes. The ones in his lower level senior class are especially bad; they never do the reading, fail tests, screw up labs, but he'd been taken aside by Kripke himself to learn that Mr. Rhodes, Mr. Jennings, Mr. Adewole, Mr. Chan, and a whole host of others were by no means to earn a failing grade in any class. He's stuck with giving them all Ds.
Which they will find out on December 19th, because that's when the administrative staff sends out the grades, packs up, and leaves. And he knows for sure that Rhodes and Chan will be staying, which gives him exactly sixteen awkward days with them after that. Lovely.
He sighs and looks back down at the stack of finals to grade. He has to get them in by noon tomorrow, and he's not even halfway done. At least he hadn't assigned them lab reports.
He uncaps his pen, and draws a bright red x across Jeremy Tanner's first multiple-choice problem.
~~~
"They give you any trouble, you call me, 'kay?"
Jared's one of the last to leave. His bags are packed and ready, his flight's in five hours, and it takes an awfully long time to get to the airport. Still, he's leaning in the doorway of Jensen's apartment, looking somewhat concerned. When it came to Jensen, though, he seems to be perpetually concerned. Which is nice - the whole younger circle of teachers had welcomed him into their ranks, but Jared's definitely the nicest, the only one who really makes him feel like part of the group.
Jensen nods. "Yeah, thanks. I'll be fine. I mean, the admin staff's here for another week anyway."
"Well, yeah, but they're only nine-to-fivers, right? You know my number, just give me a call. I'm a little more experienced than you." He winks.
All of a sudden, Speight - Richard, he was supposed to call him, but he hadn't quite gotten past that formality - pokes his head in the doorway. "Hey, Jared, you coming or not? 'Cause Misha's starting to panic, and you do not want to see Misha Collins drive when he thinks he's going to be late." He regards Jensen. "Good luck, by the way. I do not envy you one bit."
Jared hums. "Yeah, I'm coming. Sorry, gotta go - carpool to the airport, you know how it is. See you in January?"
Jensen smiles. Bravely. "See you in January."
The door closes behind them, and Jensen is very starkly alone.
~~~
The first week went by without much fuss, except for the one night the power went out. He'd stocked up on candles, though, and amazingly enough they'd gotten it working within a couple days. It was probably worse for the students. They're not supposed to have candles, but he'd gone to check on them and they'd all assured him they were fine.
He tried to talk with the admins a bit, but they were there to work and get out as soon as possible, so he spent most of his time playing video games and watching movies. He'd earned the break, but it was definitely lonely. Sure, he chats with the students, but he always felt out of place. They just look at him oddly; they'll stare at him and whisper to each other, and then break out into sudden peals of laughter. He doesn't like being mocked like that, but what's he supposed to say?
So it's definitely a surprise when, on the twentieth, he hears a knock on his door and opens it to find Aidan Rhodes standing outside. Well, he'd been dreading it for a while - the kid had deserved that D - but he hadn't really thought he'd be so direct about it.
"Hi," Jensen said, "everything alright?"
Aidan grinns. "Everything's fine. Everything's great, actually. Just wanted to see how you're doing - I mean, you're new to the school and everything, and it can't be fun for you to get this job."
Jensen shrugs. "I manage. Thanks for asking, though." The boy's looking at him funny, and it gives Jensen the creeps. He makes to close the door, but Aidan's bulk is suddenly in the way.
"Gonna blow me off that quickly?"
Jensen blinks. Shit, Aidan is mad at him. "No, I just - thought you were leaving. You, uh, want to come in?"
"Why, I thought you'd never ask. Nah, it's cool. Uh, we're all - we were going to have a little Christmas thing on the twenty-fourth. At eight? Just a little celebration, we're pitching in to get food from that Chinese place 'cause it's the only one that delivers Christmas Eve. It's just downstairs in the common room, we thought you should come. It's gotta get pretty lonely here - only person on the faculty floor and all."
It would be rude to refuse, and it's not like he has any excuse. "Uh, sure, I'll be there. Thanks."
Aidan nods. "No problem. See you later."
~~~
On the twenty-fourth, he calls his mom and dad, then goes downstairs at eight-oh-five. When he opens the door to the common room, no one's there, and he thinks for a moment he's gotten the place wrong. Or the time. Then he figures they've just pranked him. Well, as pranks go, it's fairly benign, so he turns to leave. And runs smack dab into Tommy Bruswinger's chest. The kid's a giant - bigger than Jared on a bad day. Football star, apparently. "Oh! Hi," he says.
Tommy smirks. "Hi. Glad to have you with us. Stay right there, just a sec."
Jensen's confused, but stays, and Tommy takes out his phone and snaps a picture. "Gotta document everything nowadays, right?" He nods to himself. "Right." He fishes around in his pocket for a second, as Jensen tries to see what he's getting. It's just a cloth, though.
"Uh - " is as far as he gets before one of Tommy's massive arms is around his back and the other's pressing the cloth firmly against his mouth and nose. He struggles and kicks out as he inhales the toxic scent, but Tommy holds fast, and after five or six breaths the world spirals down into blackness.
~~~
His head hurts. His head hurts, but more importantly, he's naked. Very naked. And tied down flat to what seems to be one of the tables from the dining hall. His arms are bound against his sides, there's some sort of silky material gagging his mouth, and his legs are splayed out at about a thirty-degree angle. He can move his head, though, and he cranes his neck up slowly. This is definitely a better - or, well, worse - prank than he'd thought. He can smell Chinese food, too.
Aidan's face swims into his vision, and he blinks a couple times to clear it. "Aidan," he tries to say, but the gag distorts it, and Aidan smiles above him.
"Hey, Mr. Ackles," he says, "welcome to the party. How're you feeling?"
Jensen grunts, and struggles against his bonds. Aidan nods. "Alright, I can see that. Sorry we didn't exactly - let you in on your role, but I didn't want to ruin the surprise." He steps back, and lets Jensen see everyone else - twelve boys, all standing around the table with matching grins. "Want to get the food, guys?"
They scatter, and come back bearing aluminum trays of sweet and sour chicken and fried rice. They put the trays on him, and he moans a protest; the food is hot, burning against his skin, and he twitches, trying to shake it off. He's bound too tightly, though, every foot or so, with what appears to be red velvety ribbon. Bowls of sauce nestle up against his head - fortune cookies are scattered here and there, and some sort of soup is definitely steaming awfully close to his dick. He works the gag, trying to get it out, while they descend on him with chopsticks.
Someone drops a sticky piece of - something - on his stomach, and he twitches again, then freezes when there's abruptly a wet mouth on his skin. He yells through the gag, and the boys laugh as whoever it is licks the sauce off.
"Tables don't talk," Aidan says, calmly eating an egg roll. "So I think they get punished if they do." He meets Jensen's eyes, then brings his chopsticks up and turns deliberately away. "Out of the way, Tyler," he says, stopping somewhere around Jensen's hips. Jensen can't see what he's doing; his head doesn't move up that far.
There's a sharp, ugly pain on his dick, though, and he yells again, struggling more heavily. A tray starts to slide off his chest, and one of the boys catches it. Aidan sighs. "Calm down, Mr. Ackles, or I'll have to waste some of the soup." He takes his chopsticks off Jensen's dick, and smirks back up at him, making it entirely clear where the soup would go. "Can one of you get me another pair of chopsticks? I don't think these are clean anymore." He drops them on Jensen's hip, takes the offered utensils, and picks up another piece of sauce-drenched chicken. He steps on over to Jensen's head, waves the food in front of his nose. "You're going to have to get used to this," he says, "look, we'll try it again, okay?"
He lowers the chicken onto the top of Jensen's chest, and drags it up and around his neck. The sauce drips down his chin, and Aidan leans down to lick it off. His mouth drags along Jensen's skin, and he sucks hard, leaving little bruises as he goes. Jensen's tensely quiet, and when Aidan's done he stands up again and nods. "Much better. Top marks."
The boys resume their meal. Aidan addresses him again. "See, Jensen - can I call you Jensen? Only it's such a nice name - we've been watching you, oh, all term. From the moment you stepped foot in these hallowed halls. Hell, I remember when you taught that example class, and we were supposed to rate you. I gave you the best rating, because even then I knew - " he taps his chopsticks against Jensen's thigh " - exactly how I wanted you. And man, I thought I'd have to work for it. But then you signed up to chaperone winter break, and it was like Christmas - " he laughs " - come early."
He chews thoughtfully, then continues. "I mean, the Chinese isn't ideal. I'd love to have you with a nice turkey right there," he jabs Jensen's chest, "some stuffing down here," poking against his stomach, "cranberry sauce all along here." The chopsticks drag gently down Jensen's left thigh, then hop over to his right, "and mashed potatoes right down here. But hey, we have the eggnog. And I think we're going to have a nice stuffed turkey tonight yet."
The boys laugh. Jensen cringes. "And you'll be glad to have some Chinese sausage. Right, Greg?"
Greg's deep voice echoes in Jensen's ear. "I'll be glad to give it to him."
Something cold and slimy is coiling in Jensen's stomach, because on the one hand he really, really hopes that they're going to finish eating and untie him and all he has to remember is being a table on Christmas Eve. The jokes could be just that, but Aidan continues on. "I signed up for your class just for you. And man, am I glad I did. I mean, sure, brought my GPA down a little. But it was worth it. So, so worth it. Tommy, you keep snapping pictures, 'kay? We need to document this for posterity." He tweaks his fingernail against Jensen's nipple. "You're even prettier naked than clothed, you know that? I mean, you in a tie, all tight around your throat and ready to choke all that crap about cells right out of your mouth. Really hot. And those shirts? Yeah, you like to wear them a little tight, don't you? Pants that just hug the curve of that fine ass, like you're just asking for it. Begging for someone to come up and push you over that desk."
Jensen whimpers through the gag, and stares at Aidan with wide eyes. Aidan stares right back. "See, I talked with my friends, and guess what? I'm not the only one who thinks so. And we're all here, and we're going to have such a good time. Isn't that right?" He looks around. "You guys done? Want to clear off the table?"
The now-empty trays lift off of him, and soon the only thing left is a single fortune cookie, which Aidan unwraps and pops in his mouth. He holds the strip of paper up. "The harder you work, the luckier you get. Man. I must have worked hard."
He surveys the scene for a minute, walking a circuit around Jensen and stopping at his head. "Hey, Greg? What about that sausage, huh?" He unties the gag, draws it away - it's Jensen's tie, the green one with the fat reindeer and the jingle bells - and Jensen spits and coughs.
"Aidan, untie me - "
"Or what? It's just you and us. Snowed pretty heavy last night, huh?"
Jensen glares. "What are you going to do when everyone gets back? You think I'll just - "
Aidan interrupts him. " - Shut up and say nothing? Yeah. Because I've got lots and lots of money. And I can make your life hell. You come out with some ridiculous story about how your students molested you during winter break? We're all model citizens. You've been here two months."
"Yeah, your dad's got lots and lots of money. Who is he? Some politician? I can go straight to the - "
"Vince here is good with computers, you know that? You know Vince, right? Sophomore? Fifteen. And he's got two copies of an email to send to his parents. Apparently they have email issues all the time, don't always get things right away. One of them is all about how you've been harassing him all term. Dated the eighth, long before any of this. The other's a nice, happy note, merry Christmas, etc., etc. But if they get that first one? They'll be horrified to know they made their son stay over break alone with a pervert like you."
Jensen gapes. "What - they'll never believe - "
Aidan shrugs. "Do you know that? You know how Mr. Cuthbert really got kicked out? Yeah, didn't think so. So you're going to open up those luscious, plush little lips, and you're going to use that cute little tongue of yours, and you're going to give Greg the blowjob of his life. Got it?"
Jensen's mouth is half open. "I - " he trails away.
"Hmm?"
He looks around desperately. "Look, Aidan, I'll change your grade, if that's what - "
Aidan tuts. "Oh, Jensen. I told you, it's not about the grade. It was never about the grade. It's about your gorgeous, gorgeous body. It's like you were made for this, aren't I right?"
The other guys chorus agreement. "Yeah, so. Look, we're going to get you off the table, okay?"
They untie him, except his arms are still wrenched in closely to his sides, and he's flanked by Tommy and Kiran. They tie a ribbon between his ankles, too, so he's hobbled. Greg's leaning against another table, bright brown eyes looking devilishly down and hair a bit messy. He's playing with his zipper, inching it up and down. "Ready, Mr. Ackles?"
They shove him down to his knees, and Greg pulls his dick out, giving it a few good strokes until it's standing proudly to attention, jutting out into Jensen's face. It's huge, not excessively long but thick, fat. Greg rubs it against his cheek, and it leaks precome - he reaches down and smears it into Jensen's skin, up along his neck. "Open up," he says, "c'mon, open up for me," and he presses the head of it into the crack between Jensen's lips, rubs it along the front of his teeth. "Open your mouth, Mr. Ackles, you know you want it, want my cock filling you up nice and big, want my come spilling down your throat and filling you up. Could you live on that? I bet you could, bet you could live on come, eat nothing but that, just take it in like the cockslut you are…"
When he opens his mouth it's slowly, hesitantly, gagging slightly on the first taste, but as soon as his jaw is open wide enough Greg grabs his head and slams in. He chokes, sputters, drools around it, struggles against the guys holding his torso still. His face is pressed right up against Greg's belly, nose nestled in his pubic hair and full of the smell of his dick - but it's all he has to breathe through - and tears well up in his eyes. He whimpers around it, tries to pull back, and Greg lets him for a few inches before pushing him right back onto it. He starts to fuck in and out, grunting in pleasure. "Fuck, yes. You're a fucking natural, you know that? You could do this for a living. Fuck, Mr. Ackles, you're too good for this shithole of a school. God, yes." He slows, and pulls out suddenly, stroking his once, twice, before coming full onto Jensen's face. The semen drips down his forehead, sticks on his eyelashes and pools around his lips; Greg smears that in, too, rubbing it into his hair. "Good look for you, Mr. Ackles. The other teachers ever get a piece of this? Fuck, I bet they do. I bet they just ask and you drop to your knees. Padalecki? Kane? Yeah."
Jensen cringes at the thought of Jared seeing him like this, fixing his eyes on the ground. The flush of humiliation is burning on his cheeks, and he blinks tears away.
Greg moves to the side, tucking himself back inside his pants, and Tyler moves to take his place. His dick is longer and skinnier, curved up, uncut, and he makes Jensen lick it, just the tip, for what seems like forever until he finally pushes in. Just a few thrusts, and he comes down Jensen's throat. Jensen gags, but Tyler pulls out and clamps his mouth shut with both hands. "Swallow," he says, and the chant is taken up by all the boys around him, "swallow! swallow! swallow!" so Tyler doesn't let go until Jensen gulps it all down. It sits low and heavy in his empty stomach.
Aidan clears his throat. "I think we should take Jensen to his classroom," he says loudly, "that desk really is the perfect height, yeah?"
Jensen's head snaps up. "No - "
"Oh, yes. Definitely. Alright, let's go!" Aidan snaps, and Tommy and Kiran pull Jensen back up to his feet. He stumbles between them, in the middle of the cavalcade, and when they open the big double doors he flinches and digs in his heels. It's freezing outside, literally, little flakes of snow already drifting in through the doors.
"Look, please, don't make me go out there - "
Aidan sighs. "Jensen. Honestly. It's just a short walk to the science building, you know that. Why, you were lecturing Tyler here about that just the other day. What was it? It can't take more than five minutes to get to class, why are you always late? Five minutes, Jensen. Let's go."
Tommy and Kiran eventually have to essentially pick him up as he writhes and squirms. It's worse when he gets outside - the wind picks up, accelerated between the buildings, and he closes his eyes tightly and tries to curl in on himself. The snowflakes bite against the soles of his feet, his hands, his crotch, his stomach, and his tears melt snow down his cheeks before freezing. It feels like forever before he's shivering and sobbing safely in the entrance to the science building. His eyelashes are frozen together with snow and semen, his hair is clumping in filthy frozen spikes.
"You're being a wimp, Jensen," Aidan says, "room 109, right over here."
He's dragged into the room, the familiar set up of desks and board, and someone flicks on the lights. "If I were an enzyme," Kiran drawls, "I would be helicase, because then I could unzip your genes." That gets a few snickers. "See, some of us do learn things in bio."
"Yeah, that's because you don't have Mr. Ackles," Vince says, "you'd be just as lost as the rest of us if you did."
"True, true," Kiran admits, hauling Jensen over to his desk, "but sit down, guys, because I'm gonna teach you all a little biology." He shoves Jensen's face down, pushes his thighs flush against the side of the desk. "Tommy, little help?"
Jensen feels the ties around his ankles fall away, and they wrench his legs open. The warmth is returning to his skin, but it's red and swollen and tingling all over. Semen is melting off his lashes and dripping back down his face. He can't see any of the students, facing instead the front wall - Have a great break! is still written across the whiteboard in his messy scrawl, the basics of DNA replication not quite erased under it.
Something pushes his buttocks apart and probes at his asshole, and he whines and kicks out ineffectively. The boys laugh. "This, students," Kiran declares, "is a cunt. See how nice and tight it is? Watch how it reacts when I put my finger in." He shoves one finger inside, and Jensen clenches and whimpers.
"Very resistant at this stage, but this is only phase one," Kiran says. "This shows that it's healthy, actually - if it were to just open up, why, that would be the sign of a true slut. We'll learn what that looks like on - oh, Friday, I think. He should be well trained by them, hmm? Yes, Mr. Chan?"
"Will we be doing any hands-on work this unit? My bio teacher tells us that lab work is the most important part of learning."
"Why, yes, I think so. In fact, I'll let you all have a go at this specimen, just as soon as I'm done instructing." He pats Jensen on the ass. "This is lube. Now, some may say this is unnecessary, but we must all remember that Mr. Ackles here is a bit inexperienced, and his cunt may not be up to fitting some of us without proper preparation. So, you could take a little on one finger, but we're going to do it a bit differently. Hand me that pipette. Thank you. Set it to a couple milliliters at first, suck up the lube - try not to get air bubbles - and put just the tip of it in." Jensen can feel the glass tip of the pipette, just touching inside, and he shudders as Kiran depresses the end and the lube seeps in. His hand returns, this time slicked up and cool, and the finger pushes inside again, moving around. "Get it all around in there, then go for two. Like so." He pulls out that finger, adds more lube, and sticks two fingers in. Jensen stiffens. "Now scissor them back and forth - what you're doing inside looks like this - " the fingers are out for a few blessed moments, then back inside " - and if you're doing it right, you'll get a good reaction. Let's see." They explore, slicking in and out, until one of them brushes against a certain spot and Jensen yelps and squirms against the table. The tears are back, a ball of shame lodged in his throat.
"There we go! Now, class, do any of you know what that is? Mr. Lee?"
"A prostate, sir."
"Exactly! That will be an integral part in the training process. He'll be begging for more in no time." Jensen shakes his head, protesting weakly, and Kiran laughs. "Vince, you getting this on camera?"
"Every second," Vince says, "want me to get a close-up?"
"Sure, right here," Kiran replies, "do it when I put three fingers in, okay?"
"Sounds good."
Kiran scissors his fingers back and forth, thankfully missing the prostate, and then shoves three in, slowly and deliberately. "At this point, it should be opening up nicely. It's almost ready for phase four, in fact. Yes?"
"What's phase four?"
"Oh, you'll like phase four. It's optional, but rather nice. Hand me that, would you? Yes, that. Now, this can be dangerous, but if you slick it up nicely and the cunt doesn't clench too much, it's really quite enlightening." Something hard and cool - thankfully smaller than the three fingers - starts to push in, and Jensen instinctively clenches before relaxing. "Good, good, see how it's opening up? Learns well. Knows not to fight when there's nice, fragile glass tubes inside him."
Tubes? What? Jensen jerks his head up. "You - "
Kiran shushes him. "Now, shine a light in there, and you can see right through the glass. Isn't it pretty? Come on, take a look."
He can hear the boys stand up and crowd around. They exclaim, just as much so as anyone when he shows them something cool, like the neurons firing in a cockroach leg.
"Are we done? Alright, good." The tube slides out of his ass with a sick squelch, and Kiran claps his hands. "So, I think Aidan - who brought us all here today - should have the first go at phase five. Aidan?"
"I'd be honored." They're pushing his head back down, holding his arms tighter than before, and it takes a minute but then suddenly there's something huge and hot, worse than the fingers or the pipette or the test tubes shoving its way steadily into his body. He howls. Kiran strokes his lips and pats his head.
"Good boy. It'll get easier as you stretch out, you'll see. The more come you get, the slicker you'll be."
Aidan goes in bit by bit, as if he's savoring the moment, sinking in deep until his balls are tight against Jensen's buttocks. "You're everything I imagined you'd be, Jensen," he murmurs, "so hot, seeing my dick in your perfect little ass." He breathes heavily, and starts to move faster and faster, until he's fucking into Jensen furiously, holding his hips painfully and grunting. "God. Best present ever." He grows erratic and shoves in fully, and Jensen feels the warm gush of come fill him up. Aidan pulls out, and the come drips out of his hole, onto the desk beneath.
Someone else moves up behind Jensen and starts to fuck him. Tommy looks over at Kiran, though, and says, "Hey, teacher, I'm not sure I'm quite solid on the last lesson. Mind if I practice?"
"Not at all! It's better for him, actually, to have both ends at the same time."
Tommy comes over to Jensen's side of the desk, and pushes Jensen's head up. "Suck," he says, and Jensen looks up at him through his tears and opens his mouth wide. He's being fucked roughly from both ends, body shoved back and forth carelessly, and when Tommy pulls out and comes all over his face someone else takes his place. Jensen doesn't even care who it is this time.
The guy behind him finishes up, and Kiran moves around to his back. "Hey, guys. I was wondering - any of you feel advanced enough for phase six?"
"…What's phase six?"
"Well, it's an awful lot like phase five. Only - double the fun. If you get my meaning. I mean, maybe we should wait? It is an advanced topic."
Vince whistles. "Can I?"
"Let's do it."
Jensen moans around the cock in his mouth, tries to close his legs, but both Vince and Kiran are holding them down and apart. He tries to shake his head, but the guy fucking his face holds his head immobile, and he can only scream impotently when they both enter - not one after the other, but both, inching in in stops and starts. It hurts, God, it hurts; sure, one person had hurt, but he'd been lubed enough for that and that was only half of this. He cries and moans, and the guy he's sucking off moans with him. "Yeah, keep doing that, that's good," he says, "fuck," and he, too, is coming all over Jensen's face.
More guys step up to his face, and after Kiran and Vince are done he's sure at least one more fucks him in the ass. He's limp, though, dissociated, and barely registers the pain. There's snot running from his nose and mixing with the semen and tears. His mouth hangs open slightly. Have a great break, the whiteboard mocks in front of him.
He's not really sure when they finish, but they are at last all done, leaving semen slicking down his thighs and drying tacky on his buttocks. Aidan strokes through his hair. "Beautiful," he says, "really beautiful. But now we've got to take you back to the dorm, okay?"
Jensen whimpers, weakly.
"Okay. And we don't want you to go out there all dripping. Or unclothed. That was pretty mean of us, huh? It's okay, you don't have to respond." He brings something up in front of Jensen's nose. "This is for you. To keep you stopped up. Make it easier this week - you'll always have lube and come keeping you nice and open for us." It's a dildo, striped red and white like a candy cane, and Aidan hands it to Kiran. "Why don't you put it in?"
It slides in easily and settles in thickly. His ass clenches around it, twitches, sucks it in until there's not a hint of it by the hole.
"Great. And now for your clothes. We've actually got the rest of the outfit back in the dorm, but it was a bit much to carry to dinner." He holds up a small piece of red and white cloth. "I think it will look good, don't you?"
Tyler laughs. "Really? Where'd you get that?"
Aidan smirks. "I've got all sorts of things. Let's get them on him."
They flip Jensen over and push the panties up his legs - they get soiled as they go on, and sit wet and semen-soaked on his hips. The thong rides uncomfortably along his swollen hole - the white fur is filthy and clumping together. The little bow perches proudly at the top of his dick. He stares down at it blankly.
"And to the dorm!"
He follows along, as cold as before but oddly numb, and they return to the common room where it all began. There's a tree in one corner. He's surprised he didn't notice it before. There's a few presents under it, and Aidan homes in on them. "These are all for you, Jensen," he says, "don't worry about getting anything for us. Your company is gift enough. Now, I think these should be a surprise, so can one of you cover his eyes?"
A hand settles firmly over his face. He hears paper being torn, and exclamations of glee. They manhandle him around again, and settle something hard and unforgiving around his chest and stomach. When they start to pull it tight, he realizes what it is, and his suspicions are confirmed when they take the hand off his eyes and he looks down to see the corset, matching set to the panties. It restricts his breathing, cinched tight in a mockery of a woman's curves.
The sound of bells signals Aidan's return, and a leather collar settles around his neck. It's covered in silver jingle bells, which tinkle faintly even as he breathes, and match the bells around the belt that goes around his waist right above the panties. There's a little deer tail on the backside, and antlers that strap onto his head, complete with festive ball gag. It's shaped like an ornament, the end that would normally be up jutting out of his mouth. Aidan fastens a small chain onto it, then hums. "Ah, sorry, forgot something."
They push him down onto the couch, face up and legs spread open, and pull the panties down a few inches until they can free his cock and balls. Aidan produces another device, a collection of rings, and starts to tease Jensen's cock. He strokes it up and down, and despite Jensen's muffled protests he gets hard.
Aidan slips the rings on, one around the base of his balls and two down the length of his cock, and tightens them until they're slightly painful. The whole setup attaches to the belt, and the top ring hooks onto the chain that's attached to the gage, forcing Jensen to curl over to avoid pain on either end. Aidan pushes the panties back up. They're a little distended, curved around Jensen's erect cock. Aidan pats it, and Jensen flinches. "That'll keep you until morning. Actually - " he looks at his watch. "Well, merry Christmas, Jensen. I think it'll be a good one. Why don't you get some sleep? I'm wiped out."
They tie his arms and legs back together and leave him curled up under the Christmas tree.
~~~
Bright light hits his eyes and the sound of shouts reaches his ears. He's surprised he managed to sleep; he's aching all over, absolutely filthy, and someone rolls him over to face up.
"Looks like Santa came," Vince says, "and left one of his reindeer to play with us."
"Mmm," Kiran agrees, "I think it will be a good subject on which to instruct you all further."
"Only nine more days," Aidan says, "but I'm so glad we waited. Aren't you?"
Jensen moans.
Part II
Author: rpssock
Rating: NC-17
Characters and/or Pairing: OMCs/Jensen
Warnings: Gang-rape, double-penetration, object insertion, bondage, crossdressing, objectification, slight underage
Word Count: 5887
Notes/Prompts: spnkink: In a super fancy elite all-boys boarding school, young new teacher Jensen is stuck with the job of watching over the students who stay over the Winter break. The students are excited; they have been wanting to fuck Teacher Jensen's pretty mouth and ass for the whole semester, and now the school is just them and Jensen.
Kink: non-con, gangbang, double-penetration, spit-roasting, facial, taking video/pictures, bondage, and pretty much anything you want. The students should be around 16-19, well-endowed.
It's better than coaching lacrosse.
Winter break is only three weeks long, after all - well, twenty-five days, but that's still better than an entire term of two-and-a-half hour practices five days a week plus games every Saturday and Wednesday. That and dealing with the players themselves, who seem a lot meaner than Jensen remembers his team being. Apparently the scandal last year about the utter lack of sportsmanship among the 'lax bros' (and seriously? when did they start calling them that?) was what really caused Mr. Cuthbert to resign, though the fact that the man was pushing eighty probably helped. Anyway, the administration seemed to think that since Jensen took over Cuthbert's place as a biology teacher, he should take over his place as a coach. And Jensen has no intention of doing that.
So instead he's filling up his yearly credits by being stuck in a semi-rural part of New Hampshire (that's pretty much entirely closed off once the snows set in, just to make it better) with a single janitor who comes in twice a week, no cooking staff, and ten to twenty - exact number to be determined as soon as everyone turns their vacation plans in - rowdy teenage boys. It's not like Jensen's that old, either, only six years older than some of the ones in their post-grad year, and he's pretty sure he's seen some of his students snickering at him when he passes. The ones in his lower level senior class are especially bad; they never do the reading, fail tests, screw up labs, but he'd been taken aside by Kripke himself to learn that Mr. Rhodes, Mr. Jennings, Mr. Adewole, Mr. Chan, and a whole host of others were by no means to earn a failing grade in any class. He's stuck with giving them all Ds.
Which they will find out on December 19th, because that's when the administrative staff sends out the grades, packs up, and leaves. And he knows for sure that Rhodes and Chan will be staying, which gives him exactly sixteen awkward days with them after that. Lovely.
He sighs and looks back down at the stack of finals to grade. He has to get them in by noon tomorrow, and he's not even halfway done. At least he hadn't assigned them lab reports.
He uncaps his pen, and draws a bright red x across Jeremy Tanner's first multiple-choice problem.
~~~
"They give you any trouble, you call me, 'kay?"
Jared's one of the last to leave. His bags are packed and ready, his flight's in five hours, and it takes an awfully long time to get to the airport. Still, he's leaning in the doorway of Jensen's apartment, looking somewhat concerned. When it came to Jensen, though, he seems to be perpetually concerned. Which is nice - the whole younger circle of teachers had welcomed him into their ranks, but Jared's definitely the nicest, the only one who really makes him feel like part of the group.
Jensen nods. "Yeah, thanks. I'll be fine. I mean, the admin staff's here for another week anyway."
"Well, yeah, but they're only nine-to-fivers, right? You know my number, just give me a call. I'm a little more experienced than you." He winks.
All of a sudden, Speight - Richard, he was supposed to call him, but he hadn't quite gotten past that formality - pokes his head in the doorway. "Hey, Jared, you coming or not? 'Cause Misha's starting to panic, and you do not want to see Misha Collins drive when he thinks he's going to be late." He regards Jensen. "Good luck, by the way. I do not envy you one bit."
Jared hums. "Yeah, I'm coming. Sorry, gotta go - carpool to the airport, you know how it is. See you in January?"
Jensen smiles. Bravely. "See you in January."
The door closes behind them, and Jensen is very starkly alone.
~~~
The first week went by without much fuss, except for the one night the power went out. He'd stocked up on candles, though, and amazingly enough they'd gotten it working within a couple days. It was probably worse for the students. They're not supposed to have candles, but he'd gone to check on them and they'd all assured him they were fine.
He tried to talk with the admins a bit, but they were there to work and get out as soon as possible, so he spent most of his time playing video games and watching movies. He'd earned the break, but it was definitely lonely. Sure, he chats with the students, but he always felt out of place. They just look at him oddly; they'll stare at him and whisper to each other, and then break out into sudden peals of laughter. He doesn't like being mocked like that, but what's he supposed to say?
So it's definitely a surprise when, on the twentieth, he hears a knock on his door and opens it to find Aidan Rhodes standing outside. Well, he'd been dreading it for a while - the kid had deserved that D - but he hadn't really thought he'd be so direct about it.
"Hi," Jensen said, "everything alright?"
Aidan grinns. "Everything's fine. Everything's great, actually. Just wanted to see how you're doing - I mean, you're new to the school and everything, and it can't be fun for you to get this job."
Jensen shrugs. "I manage. Thanks for asking, though." The boy's looking at him funny, and it gives Jensen the creeps. He makes to close the door, but Aidan's bulk is suddenly in the way.
"Gonna blow me off that quickly?"
Jensen blinks. Shit, Aidan is mad at him. "No, I just - thought you were leaving. You, uh, want to come in?"
"Why, I thought you'd never ask. Nah, it's cool. Uh, we're all - we were going to have a little Christmas thing on the twenty-fourth. At eight? Just a little celebration, we're pitching in to get food from that Chinese place 'cause it's the only one that delivers Christmas Eve. It's just downstairs in the common room, we thought you should come. It's gotta get pretty lonely here - only person on the faculty floor and all."
It would be rude to refuse, and it's not like he has any excuse. "Uh, sure, I'll be there. Thanks."
Aidan nods. "No problem. See you later."
~~~
On the twenty-fourth, he calls his mom and dad, then goes downstairs at eight-oh-five. When he opens the door to the common room, no one's there, and he thinks for a moment he's gotten the place wrong. Or the time. Then he figures they've just pranked him. Well, as pranks go, it's fairly benign, so he turns to leave. And runs smack dab into Tommy Bruswinger's chest. The kid's a giant - bigger than Jared on a bad day. Football star, apparently. "Oh! Hi," he says.
Tommy smirks. "Hi. Glad to have you with us. Stay right there, just a sec."
Jensen's confused, but stays, and Tommy takes out his phone and snaps a picture. "Gotta document everything nowadays, right?" He nods to himself. "Right." He fishes around in his pocket for a second, as Jensen tries to see what he's getting. It's just a cloth, though.
"Uh - " is as far as he gets before one of Tommy's massive arms is around his back and the other's pressing the cloth firmly against his mouth and nose. He struggles and kicks out as he inhales the toxic scent, but Tommy holds fast, and after five or six breaths the world spirals down into blackness.
~~~
His head hurts. His head hurts, but more importantly, he's naked. Very naked. And tied down flat to what seems to be one of the tables from the dining hall. His arms are bound against his sides, there's some sort of silky material gagging his mouth, and his legs are splayed out at about a thirty-degree angle. He can move his head, though, and he cranes his neck up slowly. This is definitely a better - or, well, worse - prank than he'd thought. He can smell Chinese food, too.
Aidan's face swims into his vision, and he blinks a couple times to clear it. "Aidan," he tries to say, but the gag distorts it, and Aidan smiles above him.
"Hey, Mr. Ackles," he says, "welcome to the party. How're you feeling?"
Jensen grunts, and struggles against his bonds. Aidan nods. "Alright, I can see that. Sorry we didn't exactly - let you in on your role, but I didn't want to ruin the surprise." He steps back, and lets Jensen see everyone else - twelve boys, all standing around the table with matching grins. "Want to get the food, guys?"
They scatter, and come back bearing aluminum trays of sweet and sour chicken and fried rice. They put the trays on him, and he moans a protest; the food is hot, burning against his skin, and he twitches, trying to shake it off. He's bound too tightly, though, every foot or so, with what appears to be red velvety ribbon. Bowls of sauce nestle up against his head - fortune cookies are scattered here and there, and some sort of soup is definitely steaming awfully close to his dick. He works the gag, trying to get it out, while they descend on him with chopsticks.
Someone drops a sticky piece of - something - on his stomach, and he twitches again, then freezes when there's abruptly a wet mouth on his skin. He yells through the gag, and the boys laugh as whoever it is licks the sauce off.
"Tables don't talk," Aidan says, calmly eating an egg roll. "So I think they get punished if they do." He meets Jensen's eyes, then brings his chopsticks up and turns deliberately away. "Out of the way, Tyler," he says, stopping somewhere around Jensen's hips. Jensen can't see what he's doing; his head doesn't move up that far.
There's a sharp, ugly pain on his dick, though, and he yells again, struggling more heavily. A tray starts to slide off his chest, and one of the boys catches it. Aidan sighs. "Calm down, Mr. Ackles, or I'll have to waste some of the soup." He takes his chopsticks off Jensen's dick, and smirks back up at him, making it entirely clear where the soup would go. "Can one of you get me another pair of chopsticks? I don't think these are clean anymore." He drops them on Jensen's hip, takes the offered utensils, and picks up another piece of sauce-drenched chicken. He steps on over to Jensen's head, waves the food in front of his nose. "You're going to have to get used to this," he says, "look, we'll try it again, okay?"
He lowers the chicken onto the top of Jensen's chest, and drags it up and around his neck. The sauce drips down his chin, and Aidan leans down to lick it off. His mouth drags along Jensen's skin, and he sucks hard, leaving little bruises as he goes. Jensen's tensely quiet, and when Aidan's done he stands up again and nods. "Much better. Top marks."
The boys resume their meal. Aidan addresses him again. "See, Jensen - can I call you Jensen? Only it's such a nice name - we've been watching you, oh, all term. From the moment you stepped foot in these hallowed halls. Hell, I remember when you taught that example class, and we were supposed to rate you. I gave you the best rating, because even then I knew - " he taps his chopsticks against Jensen's thigh " - exactly how I wanted you. And man, I thought I'd have to work for it. But then you signed up to chaperone winter break, and it was like Christmas - " he laughs " - come early."
He chews thoughtfully, then continues. "I mean, the Chinese isn't ideal. I'd love to have you with a nice turkey right there," he jabs Jensen's chest, "some stuffing down here," poking against his stomach, "cranberry sauce all along here." The chopsticks drag gently down Jensen's left thigh, then hop over to his right, "and mashed potatoes right down here. But hey, we have the eggnog. And I think we're going to have a nice stuffed turkey tonight yet."
The boys laugh. Jensen cringes. "And you'll be glad to have some Chinese sausage. Right, Greg?"
Greg's deep voice echoes in Jensen's ear. "I'll be glad to give it to him."
Something cold and slimy is coiling in Jensen's stomach, because on the one hand he really, really hopes that they're going to finish eating and untie him and all he has to remember is being a table on Christmas Eve. The jokes could be just that, but Aidan continues on. "I signed up for your class just for you. And man, am I glad I did. I mean, sure, brought my GPA down a little. But it was worth it. So, so worth it. Tommy, you keep snapping pictures, 'kay? We need to document this for posterity." He tweaks his fingernail against Jensen's nipple. "You're even prettier naked than clothed, you know that? I mean, you in a tie, all tight around your throat and ready to choke all that crap about cells right out of your mouth. Really hot. And those shirts? Yeah, you like to wear them a little tight, don't you? Pants that just hug the curve of that fine ass, like you're just asking for it. Begging for someone to come up and push you over that desk."
Jensen whimpers through the gag, and stares at Aidan with wide eyes. Aidan stares right back. "See, I talked with my friends, and guess what? I'm not the only one who thinks so. And we're all here, and we're going to have such a good time. Isn't that right?" He looks around. "You guys done? Want to clear off the table?"
The now-empty trays lift off of him, and soon the only thing left is a single fortune cookie, which Aidan unwraps and pops in his mouth. He holds the strip of paper up. "The harder you work, the luckier you get. Man. I must have worked hard."
He surveys the scene for a minute, walking a circuit around Jensen and stopping at his head. "Hey, Greg? What about that sausage, huh?" He unties the gag, draws it away - it's Jensen's tie, the green one with the fat reindeer and the jingle bells - and Jensen spits and coughs.
"Aidan, untie me - "
"Or what? It's just you and us. Snowed pretty heavy last night, huh?"
Jensen glares. "What are you going to do when everyone gets back? You think I'll just - "
Aidan interrupts him. " - Shut up and say nothing? Yeah. Because I've got lots and lots of money. And I can make your life hell. You come out with some ridiculous story about how your students molested you during winter break? We're all model citizens. You've been here two months."
"Yeah, your dad's got lots and lots of money. Who is he? Some politician? I can go straight to the - "
"Vince here is good with computers, you know that? You know Vince, right? Sophomore? Fifteen. And he's got two copies of an email to send to his parents. Apparently they have email issues all the time, don't always get things right away. One of them is all about how you've been harassing him all term. Dated the eighth, long before any of this. The other's a nice, happy note, merry Christmas, etc., etc. But if they get that first one? They'll be horrified to know they made their son stay over break alone with a pervert like you."
Jensen gapes. "What - they'll never believe - "
Aidan shrugs. "Do you know that? You know how Mr. Cuthbert really got kicked out? Yeah, didn't think so. So you're going to open up those luscious, plush little lips, and you're going to use that cute little tongue of yours, and you're going to give Greg the blowjob of his life. Got it?"
Jensen's mouth is half open. "I - " he trails away.
"Hmm?"
He looks around desperately. "Look, Aidan, I'll change your grade, if that's what - "
Aidan tuts. "Oh, Jensen. I told you, it's not about the grade. It was never about the grade. It's about your gorgeous, gorgeous body. It's like you were made for this, aren't I right?"
The other guys chorus agreement. "Yeah, so. Look, we're going to get you off the table, okay?"
They untie him, except his arms are still wrenched in closely to his sides, and he's flanked by Tommy and Kiran. They tie a ribbon between his ankles, too, so he's hobbled. Greg's leaning against another table, bright brown eyes looking devilishly down and hair a bit messy. He's playing with his zipper, inching it up and down. "Ready, Mr. Ackles?"
They shove him down to his knees, and Greg pulls his dick out, giving it a few good strokes until it's standing proudly to attention, jutting out into Jensen's face. It's huge, not excessively long but thick, fat. Greg rubs it against his cheek, and it leaks precome - he reaches down and smears it into Jensen's skin, up along his neck. "Open up," he says, "c'mon, open up for me," and he presses the head of it into the crack between Jensen's lips, rubs it along the front of his teeth. "Open your mouth, Mr. Ackles, you know you want it, want my cock filling you up nice and big, want my come spilling down your throat and filling you up. Could you live on that? I bet you could, bet you could live on come, eat nothing but that, just take it in like the cockslut you are…"
When he opens his mouth it's slowly, hesitantly, gagging slightly on the first taste, but as soon as his jaw is open wide enough Greg grabs his head and slams in. He chokes, sputters, drools around it, struggles against the guys holding his torso still. His face is pressed right up against Greg's belly, nose nestled in his pubic hair and full of the smell of his dick - but it's all he has to breathe through - and tears well up in his eyes. He whimpers around it, tries to pull back, and Greg lets him for a few inches before pushing him right back onto it. He starts to fuck in and out, grunting in pleasure. "Fuck, yes. You're a fucking natural, you know that? You could do this for a living. Fuck, Mr. Ackles, you're too good for this shithole of a school. God, yes." He slows, and pulls out suddenly, stroking his once, twice, before coming full onto Jensen's face. The semen drips down his forehead, sticks on his eyelashes and pools around his lips; Greg smears that in, too, rubbing it into his hair. "Good look for you, Mr. Ackles. The other teachers ever get a piece of this? Fuck, I bet they do. I bet they just ask and you drop to your knees. Padalecki? Kane? Yeah."
Jensen cringes at the thought of Jared seeing him like this, fixing his eyes on the ground. The flush of humiliation is burning on his cheeks, and he blinks tears away.
Greg moves to the side, tucking himself back inside his pants, and Tyler moves to take his place. His dick is longer and skinnier, curved up, uncut, and he makes Jensen lick it, just the tip, for what seems like forever until he finally pushes in. Just a few thrusts, and he comes down Jensen's throat. Jensen gags, but Tyler pulls out and clamps his mouth shut with both hands. "Swallow," he says, and the chant is taken up by all the boys around him, "swallow! swallow! swallow!" so Tyler doesn't let go until Jensen gulps it all down. It sits low and heavy in his empty stomach.
Aidan clears his throat. "I think we should take Jensen to his classroom," he says loudly, "that desk really is the perfect height, yeah?"
Jensen's head snaps up. "No - "
"Oh, yes. Definitely. Alright, let's go!" Aidan snaps, and Tommy and Kiran pull Jensen back up to his feet. He stumbles between them, in the middle of the cavalcade, and when they open the big double doors he flinches and digs in his heels. It's freezing outside, literally, little flakes of snow already drifting in through the doors.
"Look, please, don't make me go out there - "
Aidan sighs. "Jensen. Honestly. It's just a short walk to the science building, you know that. Why, you were lecturing Tyler here about that just the other day. What was it? It can't take more than five minutes to get to class, why are you always late? Five minutes, Jensen. Let's go."
Tommy and Kiran eventually have to essentially pick him up as he writhes and squirms. It's worse when he gets outside - the wind picks up, accelerated between the buildings, and he closes his eyes tightly and tries to curl in on himself. The snowflakes bite against the soles of his feet, his hands, his crotch, his stomach, and his tears melt snow down his cheeks before freezing. It feels like forever before he's shivering and sobbing safely in the entrance to the science building. His eyelashes are frozen together with snow and semen, his hair is clumping in filthy frozen spikes.
"You're being a wimp, Jensen," Aidan says, "room 109, right over here."
He's dragged into the room, the familiar set up of desks and board, and someone flicks on the lights. "If I were an enzyme," Kiran drawls, "I would be helicase, because then I could unzip your genes." That gets a few snickers. "See, some of us do learn things in bio."
"Yeah, that's because you don't have Mr. Ackles," Vince says, "you'd be just as lost as the rest of us if you did."
"True, true," Kiran admits, hauling Jensen over to his desk, "but sit down, guys, because I'm gonna teach you all a little biology." He shoves Jensen's face down, pushes his thighs flush against the side of the desk. "Tommy, little help?"
Jensen feels the ties around his ankles fall away, and they wrench his legs open. The warmth is returning to his skin, but it's red and swollen and tingling all over. Semen is melting off his lashes and dripping back down his face. He can't see any of the students, facing instead the front wall - Have a great break! is still written across the whiteboard in his messy scrawl, the basics of DNA replication not quite erased under it.
Something pushes his buttocks apart and probes at his asshole, and he whines and kicks out ineffectively. The boys laugh. "This, students," Kiran declares, "is a cunt. See how nice and tight it is? Watch how it reacts when I put my finger in." He shoves one finger inside, and Jensen clenches and whimpers.
"Very resistant at this stage, but this is only phase one," Kiran says. "This shows that it's healthy, actually - if it were to just open up, why, that would be the sign of a true slut. We'll learn what that looks like on - oh, Friday, I think. He should be well trained by them, hmm? Yes, Mr. Chan?"
"Will we be doing any hands-on work this unit? My bio teacher tells us that lab work is the most important part of learning."
"Why, yes, I think so. In fact, I'll let you all have a go at this specimen, just as soon as I'm done instructing." He pats Jensen on the ass. "This is lube. Now, some may say this is unnecessary, but we must all remember that Mr. Ackles here is a bit inexperienced, and his cunt may not be up to fitting some of us without proper preparation. So, you could take a little on one finger, but we're going to do it a bit differently. Hand me that pipette. Thank you. Set it to a couple milliliters at first, suck up the lube - try not to get air bubbles - and put just the tip of it in." Jensen can feel the glass tip of the pipette, just touching inside, and he shudders as Kiran depresses the end and the lube seeps in. His hand returns, this time slicked up and cool, and the finger pushes inside again, moving around. "Get it all around in there, then go for two. Like so." He pulls out that finger, adds more lube, and sticks two fingers in. Jensen stiffens. "Now scissor them back and forth - what you're doing inside looks like this - " the fingers are out for a few blessed moments, then back inside " - and if you're doing it right, you'll get a good reaction. Let's see." They explore, slicking in and out, until one of them brushes against a certain spot and Jensen yelps and squirms against the table. The tears are back, a ball of shame lodged in his throat.
"There we go! Now, class, do any of you know what that is? Mr. Lee?"
"A prostate, sir."
"Exactly! That will be an integral part in the training process. He'll be begging for more in no time." Jensen shakes his head, protesting weakly, and Kiran laughs. "Vince, you getting this on camera?"
"Every second," Vince says, "want me to get a close-up?"
"Sure, right here," Kiran replies, "do it when I put three fingers in, okay?"
"Sounds good."
Kiran scissors his fingers back and forth, thankfully missing the prostate, and then shoves three in, slowly and deliberately. "At this point, it should be opening up nicely. It's almost ready for phase four, in fact. Yes?"
"What's phase four?"
"Oh, you'll like phase four. It's optional, but rather nice. Hand me that, would you? Yes, that. Now, this can be dangerous, but if you slick it up nicely and the cunt doesn't clench too much, it's really quite enlightening." Something hard and cool - thankfully smaller than the three fingers - starts to push in, and Jensen instinctively clenches before relaxing. "Good, good, see how it's opening up? Learns well. Knows not to fight when there's nice, fragile glass tubes inside him."
Tubes? What? Jensen jerks his head up. "You - "
Kiran shushes him. "Now, shine a light in there, and you can see right through the glass. Isn't it pretty? Come on, take a look."
He can hear the boys stand up and crowd around. They exclaim, just as much so as anyone when he shows them something cool, like the neurons firing in a cockroach leg.
"Are we done? Alright, good." The tube slides out of his ass with a sick squelch, and Kiran claps his hands. "So, I think Aidan - who brought us all here today - should have the first go at phase five. Aidan?"
"I'd be honored." They're pushing his head back down, holding his arms tighter than before, and it takes a minute but then suddenly there's something huge and hot, worse than the fingers or the pipette or the test tubes shoving its way steadily into his body. He howls. Kiran strokes his lips and pats his head.
"Good boy. It'll get easier as you stretch out, you'll see. The more come you get, the slicker you'll be."
Aidan goes in bit by bit, as if he's savoring the moment, sinking in deep until his balls are tight against Jensen's buttocks. "You're everything I imagined you'd be, Jensen," he murmurs, "so hot, seeing my dick in your perfect little ass." He breathes heavily, and starts to move faster and faster, until he's fucking into Jensen furiously, holding his hips painfully and grunting. "God. Best present ever." He grows erratic and shoves in fully, and Jensen feels the warm gush of come fill him up. Aidan pulls out, and the come drips out of his hole, onto the desk beneath.
Someone else moves up behind Jensen and starts to fuck him. Tommy looks over at Kiran, though, and says, "Hey, teacher, I'm not sure I'm quite solid on the last lesson. Mind if I practice?"
"Not at all! It's better for him, actually, to have both ends at the same time."
Tommy comes over to Jensen's side of the desk, and pushes Jensen's head up. "Suck," he says, and Jensen looks up at him through his tears and opens his mouth wide. He's being fucked roughly from both ends, body shoved back and forth carelessly, and when Tommy pulls out and comes all over his face someone else takes his place. Jensen doesn't even care who it is this time.
The guy behind him finishes up, and Kiran moves around to his back. "Hey, guys. I was wondering - any of you feel advanced enough for phase six?"
"…What's phase six?"
"Well, it's an awful lot like phase five. Only - double the fun. If you get my meaning. I mean, maybe we should wait? It is an advanced topic."
Vince whistles. "Can I?"
"Let's do it."
Jensen moans around the cock in his mouth, tries to close his legs, but both Vince and Kiran are holding them down and apart. He tries to shake his head, but the guy fucking his face holds his head immobile, and he can only scream impotently when they both enter - not one after the other, but both, inching in in stops and starts. It hurts, God, it hurts; sure, one person had hurt, but he'd been lubed enough for that and that was only half of this. He cries and moans, and the guy he's sucking off moans with him. "Yeah, keep doing that, that's good," he says, "fuck," and he, too, is coming all over Jensen's face.
More guys step up to his face, and after Kiran and Vince are done he's sure at least one more fucks him in the ass. He's limp, though, dissociated, and barely registers the pain. There's snot running from his nose and mixing with the semen and tears. His mouth hangs open slightly. Have a great break, the whiteboard mocks in front of him.
He's not really sure when they finish, but they are at last all done, leaving semen slicking down his thighs and drying tacky on his buttocks. Aidan strokes through his hair. "Beautiful," he says, "really beautiful. But now we've got to take you back to the dorm, okay?"
Jensen whimpers, weakly.
"Okay. And we don't want you to go out there all dripping. Or unclothed. That was pretty mean of us, huh? It's okay, you don't have to respond." He brings something up in front of Jensen's nose. "This is for you. To keep you stopped up. Make it easier this week - you'll always have lube and come keeping you nice and open for us." It's a dildo, striped red and white like a candy cane, and Aidan hands it to Kiran. "Why don't you put it in?"
It slides in easily and settles in thickly. His ass clenches around it, twitches, sucks it in until there's not a hint of it by the hole.
"Great. And now for your clothes. We've actually got the rest of the outfit back in the dorm, but it was a bit much to carry to dinner." He holds up a small piece of red and white cloth. "I think it will look good, don't you?"
Tyler laughs. "Really? Where'd you get that?"
Aidan smirks. "I've got all sorts of things. Let's get them on him."
They flip Jensen over and push the panties up his legs - they get soiled as they go on, and sit wet and semen-soaked on his hips. The thong rides uncomfortably along his swollen hole - the white fur is filthy and clumping together. The little bow perches proudly at the top of his dick. He stares down at it blankly.
"And to the dorm!"
He follows along, as cold as before but oddly numb, and they return to the common room where it all began. There's a tree in one corner. He's surprised he didn't notice it before. There's a few presents under it, and Aidan homes in on them. "These are all for you, Jensen," he says, "don't worry about getting anything for us. Your company is gift enough. Now, I think these should be a surprise, so can one of you cover his eyes?"
A hand settles firmly over his face. He hears paper being torn, and exclamations of glee. They manhandle him around again, and settle something hard and unforgiving around his chest and stomach. When they start to pull it tight, he realizes what it is, and his suspicions are confirmed when they take the hand off his eyes and he looks down to see the corset, matching set to the panties. It restricts his breathing, cinched tight in a mockery of a woman's curves.
The sound of bells signals Aidan's return, and a leather collar settles around his neck. It's covered in silver jingle bells, which tinkle faintly even as he breathes, and match the bells around the belt that goes around his waist right above the panties. There's a little deer tail on the backside, and antlers that strap onto his head, complete with festive ball gag. It's shaped like an ornament, the end that would normally be up jutting out of his mouth. Aidan fastens a small chain onto it, then hums. "Ah, sorry, forgot something."
They push him down onto the couch, face up and legs spread open, and pull the panties down a few inches until they can free his cock and balls. Aidan produces another device, a collection of rings, and starts to tease Jensen's cock. He strokes it up and down, and despite Jensen's muffled protests he gets hard.
Aidan slips the rings on, one around the base of his balls and two down the length of his cock, and tightens them until they're slightly painful. The whole setup attaches to the belt, and the top ring hooks onto the chain that's attached to the gage, forcing Jensen to curl over to avoid pain on either end. Aidan pushes the panties back up. They're a little distended, curved around Jensen's erect cock. Aidan pats it, and Jensen flinches. "That'll keep you until morning. Actually - " he looks at his watch. "Well, merry Christmas, Jensen. I think it'll be a good one. Why don't you get some sleep? I'm wiped out."
They tie his arms and legs back together and leave him curled up under the Christmas tree.
~~~
Bright light hits his eyes and the sound of shouts reaches his ears. He's surprised he managed to sleep; he's aching all over, absolutely filthy, and someone rolls him over to face up.
"Looks like Santa came," Vince says, "and left one of his reindeer to play with us."
"Mmm," Kiran agrees, "I think it will be a good subject on which to instruct you all further."
"Only nine more days," Aidan says, "but I'm so glad we waited. Aren't you?"
Jensen moans.
Part II