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Whenever Samantha Thomas asked Billy Hargrove to hook up, he took it up immediately, thinking nothing of it since he’d done a number of girls throughout the school, hell, even some outside. But he did not expect, nor could even imagine the outcome.
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Billy Hargrove had always been perceived as a ladies'man. He didn’t necessarily care who the girl was, as long as he got his dick wet. So whenever Samantha Thomas asked to fool around, he thought nothing of it.
“Come on! Just let me blindfold you!”
Samantha whines, drawing out her words with a pouty look on her face. Billy’s eyebrows pinch together, a frown turning on his face. They’d both been naked for a while, Billy itching to just get inside the girl already, but she just can’t help but make crazy demands.
“Hell no! The fuck are you planning?”
Samantha grins, biting her bottom lip and reaching down to grab her bag. She pulls out a dildo, big in width and length. Billy’s eyes practically bulge out of his head. The dildo is connected to a black harness looking thing.
“Yeah, I’m outta here.”
Billy stands up to gather his clothes, but Samantha is gripping his wrist and giving another pouty expression.
“C’mon! Just try it! If you don’t like it we can stop.”
Billy scowls, slowly turning to face the girl. She was hot. Big tits and a nice ass. Her hair is always perfect, and her skin clear.
“You want to put that thing up my ass?”
Billy asks incredulously. The girl just gives a soft smile back, and Billy thinks this chick might be a bit insane.
“Please? C’mon I’ll make it good for you! I promise!”
Billy bites at his bottom lip, looking between her and the dildo still in her hand. He sighs and pinches the bridge of his nose before running a hand down his face.
“Fine. But the second I hate it, I’m fucking leaving.”
The girl looks ecstatic, eyes wide and a stupid smile on her face. Maybe it would be good. She seems to know what she’s doing..Doesn’t seem like a sadist. So.. Fuck it.
Samantha grins and gestures for him to lie on his back. Reaching in her bag to grab the blindfold and holding it up for him to see. Billy frowns, but otherwise says nothing to protest.
She ties the blindfold behind Billy’s head neatly, almost as if it’s practiced. Billy wonders how many guys she convinced to let her do this to them. He’s biting his bottom lip, feeling anxious at not being able to see what’s happening. He practically jumps out of his skin whenever a hand wraps around his cock. Though, he quickly relaxes into it. A soft hand around him felt familiar, he lifted his hips to rut into it, only for his thigh to be smacked.
“No moving, let me do the work.”
Samantha says, her voice dropping a few octaves. She seems to be really into this.. Jesus Christ what has he gotten himself into?
She slowly strokes the dirty blond up and down with her left hand. She must have reached in her bag again at some point because he hears the pop of a bottle. Flinches a bit at the sound of it, but that hand around him is enough to keep him steady.
“I’m going to touch you now.”
Billy almost asks what she means, because she’s already touching him, but then there’s a slicked finger running from his balls to his hole.
“Spread your legs a bit..”
Billy almost tells the girl to fuck off, but something in him is kind of curious about all this. He has no trouble getting girls, he could’ve just left and found some other bitch that’s normal—But he’s.. just curious. So, albeit reluctantly, he spreads his legs a bit, then a bit more so that the woman can have access to all his vulnerable parts.
“Good boy.”
She whispers, it makes Billy feel like a dog, like he’s a pet to obey his Master. He almost protests the praise—Until a finger is slowly being inserted into him. The hand on his cock still stroking slowly, enough to keep him aroused, even though the fear of uncharted territory makes him a bit anxious.
“..Fuck that feels weird…”
Billy says, a small grimace on his face. He hears Samantha laugh, then hum softly.
“It’ll feel better soon, don’t you worry.”
Billy can’t help but worry, but he doesn’t want her to think he’s some sort of pussy, so he sticks it out. The finger is fully inserted, then it wiggles a bit. He frowns at the feeling, it’s strange. Completely foreign to him, and he’s about to cut his losses until—
“Ah!”
The finger crooks into a spot that feels almost electric, and he aches to rip off the blindfold just to see what the hell she was doing, but she doesn’t relent after she finds that spot.
“There we go..Just relax.”
The girl says. Billy’s thighs are tense, and he can feel his neck straining. Her words do nothing to calm the strange sense of panic he has.
“What the fuck is that—?”
Billy asks, his voice sounds a lot less put together than he’d like. A bit raspy and breathy. The girl just hums again and pulls her finger out, only to replace it with two. Billy’s hands ache to reach out and rip her hand away, but he can’t find the strength to do it.
“It’s a little spot inside you.. Called a prostate, it can feel really good if you give it the right attention.”
Samantha explains, crooking those fingers into that fucking heavenly place. Billy had heard that word in a lesson once, but didn’t really pay much mind to it. Billy’s back arches a bit with it this time, starting to bite his bottom lip for a whole different reason. She seems to take that as an invitation to move her fingers rougher inside him. Billy hadn’t even noticed that her hand around his dick stopped moving, instead just holding it there in a light grip.
“Fuck..”
Billy’s voice sounds a bit broken, much to his dismay. But good fucking Lord—He’d never felt anything like that before. It was so vastly different from any pleasure he had felt before. Nothing like getting his cock stroked, yet almost better than that. Billy lets his head fall back against the pillow, finally starting to relax a bit into the sensation. The third finger burns a bit and he hisses at it.
“Hurts..”
Billy says quietly, hating himself for the weak voice he just produced. But she just lets go of his dick to stroke his thigh carefully.
“It’s okay, it’ll feel better. Just gotta relax and let your body do its thing.”
Samantha says, trying to comfort the man below her. He frowns and puts a hand around his eyes, doing nothing due to the blindfold, but he would just rather her not see him like this. The fingers stay still for about a minute until his muscles start relaxing again. Then they’re rubbing against his prostate. He groans, low and loud. Flushing a bit at the sound coming out of him.
“That’s it.. Almost ready.”
Billy doesn’t feel ready. That dildo Samantha brought looked big.. And three fingers was already a bit much. But he keeps quiet, because he doesn’t think there’s any backing out of this now. He’s not a coward.
She removes her fingers after a few more minutes of stretching, making sure he’s nice and lax. He feels her moving off the bed, he frowns again. Feeling a bit nervous. Then there’s a big dip in the bed. And he can hear the sound of the cap popping again.
“Don’t worry.. I’ll go slow.”
She says. Then there’s a blunt head of the dick pressing against his entrance. And he scrambles and almost kicks in surprise.
“No moving. Relax. It’ll be good.”
Her hand runs up and down his outer thigh and he takes in a few panicked breaths. The object feels oddly hot, almost like she switched to a warming lube or something. Then it’s pressing in and Billy’s hands shoot out to clench into the sheets tightly, hissing a breath, then a pathetic whine escapes his throat.
“Fuck—Hurtshurtshurts-“
Billy complains, but she doesn’t yield, and he wants to scream because the whole thing is being pushed inside him and he can barely breathe.
“Sorry. I know I said I’d go slow.”
She sounds almost as if she’s reprimanding herself, like she just couldn’t help but push all the way inside. And God—It’s definitely big. Seeing it was one thing, but fucking hell.. He can hear her huffing a bit, her voice sounds deeper, like she’s trying to be as dominant as she can be even with her breaths. He can feel her pubic hair press against him. And he sighs as it’s finally all the way in. One of his hands leaves the sheets to rub a hand down his stomach, feeling incredibly full. He hears a hitch in breath. And she rocks into him once and it makes his legs tense and try to close.
“Relax. It’s gonna be fine.”
She says. It brings him no comfort, the same words said over and over again doesn’t help. But he tries to listen to her, as much as he can. Taking deep breaths and feeling the rise and fall of his stomach from breathing. It’s odd because whenever he exhales completely he can almost feel it inside him. He decides to move his hand from his stomach after that, fisting back in the sheets. His erection has gone down a bit with the pain, but he’s still more than half-hard. Some weird thrill this is giving him.
“..I think… It’s okay now.”
Billy says slowly. Feeling hesitant, scared but unable to show it. He feels the dick move inside him, pulling out a bit before rolling into him with precision. The head of it rubs past his prostate and he lets out a startled gasp. He’s surprised the dildo is still warm, but he can’t exactly complain. It feels.. Good.
“O-Oh shit..”
Billy stutters out, another well aimed gentle thrust causing him to moan softly. There’s a chuckle from the girl, and it sounds a bit far away. Almost like she’s leaning away from him. But he can’t really bring himself to care, not whenever he’s already fully hard again and leaking. He’s never felt anything like this. The dildo feels so realistic and warm. It applies just the right amount of pressure against his prostate and makes him clutch into his hair to try to get ahold of himself.
“Thats right.”
She says, and he can’t help but let out a broken moan, because she’s picking up her pace—and brutality. Starting to really pound into him, and he can’t say he’s complaining. He feels as if he’s on cloud nine. Like it’s some porny fairytale.
“Sh-Shit!.. Uh- Y-Yes..”
Billy cries out, his untouched cock leaking heavily against his stomach. He spreads his legs wider to give Samantha more space to work with. Practically screaming whenever she slams into him. His head is thrown back against the pillows, back arched, and he can’t be held responsible for the noises he’s releasing.
There’s hands around Billy’s waist now, too big to be a woman’s. Too rough to be Samantha’s. And time seems to stop. He can feel himself start to panic.
“Wait- W-Wait wh-what’s-“
But the person doesn’t stop, continues hitting that place inside him that makes his eyes water. There’s a disappointed feminine sigh from somewhere in the room, then the blindfold is being removed. Billy has to blink a few times to get adjusted to the light in the room only to have his eyes focus on someone that is NOT Samantha. Not a woman at all. Eddie Munson.
“Wh-What the f-uuuuh!”
Billy starts, only to be cut off as the thrusts become harder and harder, battering into his prostate and making his vision spot out. His hands push at the chest above him, but it’s almost like all his strength was drawn out of him. And worst of all, his cock is still rock hard. Eddie above him looks a bit flushed, staring down at Billy with a hungry look, mouth slightly agape as pants are let out. Eddie’s hands tighten on Billy’s waist and Billy’s hands wrap around the wrists to try to pry them off. Then Eddie’s biting his neck and he feels his body going into supernova. His eyes roll back and he cries out loudly as he orgasms around the metalhead’s dick. Not a single touch to his cock. He spurts all over his stomach, chest, and some even reaches his chin from the intensity of it. His hole clenching down tight on the other man’s cock and he can hear a stutter of breath then a long groan as Eddie buries himself completely in Billy and releases his load.
Billy lays there, catching his breath. Opening his eyes which he did not remember shutting to look up at the other man. He looks blissed out, a proud looking grin on his face. Billy’s eyes drift to scan the rest of the room, finding Samantha sitting next to Eddie, significantly more clothes on than before—Then he looks around some more, frozen whenever he sees Jonathan Byers holding a camera. There’s also Nancy Wheeler, Tommy Hagan, Steve Harrington, and Robin Buckley all staring at him, either smiling like they’re trying to hold in a laugh, or straight out laughing. Billy looks back to Eddie who’s laughing too, and he can feel his eyes welling up. He can’t even bring himself to move whenever—-
BEEP BEEP BEEP
Billy groans, feeling entirely beat and exhausted. Sits up expecting to find Eddie Munson and all the other unlikeables staring at him to mock him—Only to find himself alone in his own room. With an unmistakable boner in his boxers. God…He’s not going to be able to face any of those people ever again. And if he jerks off imagining it’s Eddie Munson’s hand wrapped around him instead of his own, it’s nobody’s business.