Told You So

Pairing: Sam Winchester x Jack Kline 
Rating: 18+
Tags: sex toys, dom/sub, wrist restraints, coming untouched, dirty talk, slut shaming, choking, cum eating
Word Count: 2.3k 

Jack shivers as Sam’s fingers trail over his shoulder, tracing down his arm, the feeling somehow amplified through the cotton of his jacket catching on the hairs standing up from his skin. 

“How you feeling, kid?” Dean asks through a gulp of beer. “You look a little–” he waves his hand around in front of his face, indicating that he’s noticed the flushed, far off look Jack must have going on right about now. 

“I’m fine, Dean,” Jack swallows, aiming for a grin but only achieving a grimace, and jumping slightly when Sam’s fingers connect with his under the war-table. 

“Dean’s right, Jack,” Sam cuts in, leaning forward under the pretense of looking closer at Jack to check he’s alright, but actually creeping his hand further up the boy’s thigh. “You sure you’re okay, you do look a little…” Sam trails off, smirking when he sees Dean isn’t looking at them, “worked up.” 

Jack wants to scoff in Sam’s face, but that would be impolite. Of course, he’s fucking worked up right now. He’s had a small remote control toy buzzing against his prostate for the past twenty minutes. It had felt so unbelievable at first, like he could have come in about 30 seconds if Sam had told him he was allowed to, but then Sam had dropped the speed down to its lowest setting, and the unrelenting buzz had dulled into just about manageable — just about ignorable — unless he shifts even an inch, and then the pleasure pulses through his limbs and send even more blood rushing to his crotch. Honestly, he’s surprised there’s enough blood left in the top half of his body for his face to be blushing at all. It feels like every drop of blood in his body has pushed itself into his cock, it feels so hard and full, and like it could burst at any second. 

“I’m fine, S–” Jack squeaks when Sam’s long, sinful  fingers curl around the bulge in his pants and the speed of the vibrator jumps up a notch simultaneously. 

“No, I think you should go lay down.” Sam’s face is the picture of fatherly concern and sage advice, the dickhead. “You don’t want to get caught with your pants down during a hunt if you’re coming over with something.” 

“I’ll be coming over something,” Jack mumbles to himself, hating Sam and his fucking teasing. 

“Huhm?” Dean grunts, only half paying attention on the other side of the table, where his burger is much more interesting than Jack maybe having a cold. 

“I am going to go lay down,” Jack announces as he springs out of his chair abruptly, disguising the gasp he’d just let slip when Sam turned the toy up another notch, with the sound of the chair grating against the concrete floors as he pushed out of his seat. He carefully angles his body behind Sam’s chair, so as not to display his hard on and the wet spot he’d been steadily growing on the front of his jeans for the past half hour.  

“I’ll come check on you in a bit, buddy,” Sam squeezes Jack’s bicep, pressing right over a bruise he’d left there the night before, knowing he was tormenting Jack even more by reminding him of the claiming mark he’d bitten into his skin. Reminding him ‘you’re mine, you and your body and your pleasure— They. Are. Mine.’ 

Jack could barely choke down his whimper at Sam’s touch, the soreness of his bruise recalling the delicious soreness he still felt between his legs – an ache that was being accentuated by the now rhythmic vibrating of the small toy inside of him. The pattern beat against the nerves inside him maddeningly. Just as the vibrations grew to a strength that might be able to tip him over the edge into relief they disappeared, leaving the toy still and silent for a moment before starting the torture over again. 

Inside his room, Jack collapsed to his knees at the foot of the bed, relishing in the moan he could finally let loose now he was alone. The toy inside him pressed just below the sweet spot inside of him in this position, and he let himself relax and settle into it. He knew that Sam would make him wait for a bit, make him sweat and squirm. Sometimes this was the best part. When he was all alone, only kept company by his own desperate thoughts – this was when Jack realised just how much of a slut he really was. 

Sure, Sam told him he was all the time. When he was on his knees with Sam’s cock down his throat, or when Sam pressed him against the back of the Impala and made him grind against that thick, muscular, hunter’s thigh until he came in his pants, or when Sam caught him jerking off in the shower only a few hours after Sam had fucked him into the mattress, or when Sam noticed his inappropriate boner during a case and told him to go wait for him in the police station bathroom, where Sam promptly handcuffed him and ate him out until he came without being touched. Jack was most definitely a slut, and he knew it. But here, in the cold fluorescent light of his bunker bedroom, knees going numb on the concrete beneath him, and sweat dripping beneath the collar of his t-shirt – this is where he felt the humiliation most keenly. 

The fact that Jack wasn’t just a slut for Sam, wasn’t just doing all those dirty things because he was being told to, but would sit here and torture himself willingly, was the thing that made Jack feel the dirtiest he ever did. Of course, Sam knew what Jack was thinking, that he loved his time alone spent contemplating just how much of a fucking whore he really was, and Sam loved how desperate it made Jack when he did finally join him again. 

“There’s a good boy,” Jack hears Sam murmur as he steps into the room, the vibrations in the plug jumping down to its lowest, thrumming level. Jack lets out a shaky sigh, but keeps his position on his knees, back straight, waiting for Sam to give him his instructions. Sam brushes his hand over the back of the boy’s head as he moves around his kneeling form to sit on the foot of the bed, carefully placing the toy’s remote control on the blanket next to him. He reaches out a hand to rest on Jack’s cheek, the big fingers nearly engulfing his face, and Jack has to fight his instincts to sit straight instead of leaning into the touch. “How you doing?” Sam asks, voice heavy with sympathy. 

“Good,” Jack pants, hoping he sounds convincing, but knowing Sam will see through him in a heartbeat. 

“You still look pretty flushed to me,” Sam muses, brushing a stray hair off Jack’s forehead. “Maybe you should lay down, get yourself out of these clothes into something more… comfortable.” Jack closes his eyes and whimpers, nodding, he wants that so badly. “Okay, if I let you lay down, the vibrations on your toy are gonna go back up again. Can you handle that?” 

Jack nods again, furiously. “Yes, Sam, please.” 

“Okay, c’mon, up you get.” Sam pulls Jack up by his wrists and starts to peel the boy’s jacket off. Jack lets Sam manipulate him out of his clothes, shivering in the cool of the air as the layers are dropped by his feet. When he’s been stripped bare, Sam pulls him onto the bed, guiding his hands to the restraints they keep attached to each corner of the headboard and buckles him in. The bruises on Jack’s arms and shoulders stand out against his pale skin, which is shimmering with the sweat of his earlier exertions. Sam’s fingers trace over the marks and down Jack’s chest, around each pink nipple, standing erect in the cool air of the bedroom, down his stomach to the soft trail of hair below his belly button, avoiding the angry pink cock currently twitching against the sharp jut of his hip bone. Jack had done so well keeping quiet while Sam laid him out the way he wanted him, but under the man’s taunting touch, he can’t keep his whines in his throat any more. 

“Please, Sam,” Jack mewls, bucking his hips into the air, hoping to push Sam’s fingers against his cock where he wants them. 

“Tch, tch, tch,” Sam tuts, unimpressed. “I told you, baby boy, no one is going to be touching that cock tonight.” Sam’s smirk is infuriating. 

“Sam,” Jack whines again, “I really need to cum. Please. I’ll –” he pants, grasping for words “I’ll let you do whatever you want to me, just let me cum. Please, Sam, please.” 

“I didn’t tell you you couldn’t cum baby,” Sam sits on the bed, picking up the remote and turning up the pace, like he’d threatened. “You can cum whenever you want to. I just said you can’t touch yourself to make it happen.” Jack whines petulantly, making Sam laugh, and he switches the pattern of the vibrations in the boy’s plug again. 

“But I’ll never cum like this Sam,” Jack complains, struggling against his restraints, and Sam is glad he had the foresight to lock him down. 

“Oh, really?” Sam ups the intensity of the vibrations and Jack arches off the bed, moaning. “You don’t think a little slut like you can cum just from a little toy up their ass? Don’t think you’re desperate enough?” He changes the pattern to something quicker – sharper – and Jack hisses. “If you were a good little whore, you wouldn’t need anyone to touch that little cock, you’d cum when I tell you to, heh? But…” Sam stands, twirling the remote in his palm, “if you don’t think you can, I’ll just –” he clicks the ‘off’ button on the plug, and Jack lets out the most pathetic whimper yet, instantly missing the pleasure that had been coursing through him for the past hour. 

“No! Sam, no, I’m sorry, please. Please let me cum,” Jack begs, squirming in his restraints. 

“I told you, I wasn’t stopping you,” Sam smirks wickedly. 

“Please,” Jack is almost crying, Sam can see the tears shimmering in his eyes. 

“If I turn this back on, are you going to be a good boy, and do what I tell you?” 

“Yes, I promise, please, Sam, please, turn it back on. I need to cum, please.” Sam walks back to the bed, stroking Jack’s cheek tenderly, victory glowing in his eyes. 

“So pretty when you beg, baby boy,” Sam coos, and Jack nuzzles into his touch. When Sam turns the toy back on, Jack jumps, twisting his head to whimper into his pillow. “Nope, don’t you dare,” Sam grins and yanks on Jack’s hair, pulling his face up. “Don’t hide those noises from me, baby. Wanna hear how much of a little slut you are for me. Want you to get as loud as you can for me, let Dean hear how desperate you are, yeah? You my needy little whore, baby?”

“Yes!” Jack whines, the intensity of the toy ratcheting up, the increased speed pressing it harder against the spot inside of him that is starting to burn. 

“Want to hear you say it,” Sam’s voice has hardened, and he drags his hand down Jack’s face to his throat, his fingers easily wrapping most of the way around. 

“I’m a slut, a needy little slut, fuck, just need to cum, Sam, please,” Jack groans desperately. 

“Yeah? Needy little slut needs to cum?” Sam teases, squeezing against the veins on either side of the boy’s neck, working to make him light-headed, while also turning the toy up another setting. “Why don’t you do it then, baby boy? Cum for me real loud, want you screamin’,” Sam is panting now too, his own arousal barely being held in check as he torments Jack – it will be his turn soon. 

“Please,” Jack is crying now, hips humping down into nothing, looking for resistance that won’t come. He looks pathetic, and Sam loves it. 

“I told you” —Sam’s chest heaves and he turns the toy up to its highest setting, leaning over Jack’s face and squeezing around his fragile little throat— “to cum, you little slut.” He spits into Jack’s mouth, which is frozen open in pleasure. 

“Oh, fuck, God, ah–” Jack’s words trail off into unintelligible noises as his hips launch off the bed and he cums in sharp bursts, the shiny white liquid splashing up his chest, onto his face and lips, and Sam’s hand. Sam is panting nearly as hard as Jack as he watches the boy spurt cum all over himself, he’s always loved when he can make Jack lose control this completely. 

“That’s a good boy,” Sam huffs, trying to get himself under control long enough to finish taking care of Jack. “Told you so, didn’t I?” he smirks. Jack whimpers in acknowledgement, but he isn’t quite recovered enough for words yet. Sam lets go of his throat and examines the cum shining on his knuckles. “You didn’t believe me, did you?” 

“I’m sorry,” Jack whimpers tiredly, slumping back against his pillows. 

“You believe me now?” Sam checks, and Jack doesn’t see the mischievous glint in Sam’s eyes because his own are still closed while he nods. Sam runs his fingers along Jack’s chest to collect the cum still glistening against the creamy, pale skin, pushing the dirty fingers between Jack’s lips when they’ve gathered everything they can. Jack’s eyes open wide in shock, but he sucks Sam down eagerly, confused – but still craving his approval. “In case you needed proof,” Sam chuckles, letting Jack suckle on his fingers and clean every last drop of his own cum from Sam’s skin.

“I still get to touch you though, right?” Jack checks anxiously, looking at the impressive bulge that Sam has started to free from his jeans. 

“You fuckin’ better,” Sam growls, shedding his jeans and briefs and climbing onto the bed to straddle Jack’s chest. “Open up, baby.”