Requests and Challenges - Just Like Dean: Part One
Master Post
Title: Just Like Dean
Author/Artist: girlgotagun
Pairing(s): Sam/Jess, Jess/Toy, Jess/Dean/Sam
Full List of Kinks: toys, porn, voyeurism, dirty talk, light incest
WARNING: None
Written for this prompt at spnkink-meme. Can't fill two very different prompts in half a day, they said. I got a whole pallet of Monster that say otherwise.
(No, no one on spnkink-meme said that, I'm a little caffeine-wired right now don't mind me... ONWARD!)
~~~
One of the things that had first attracted Sam Winchester to Jessica Moore had been her blunt way of speaking. The woman had a complete lack of shame, in the appropriate setting, and once Sam had discovered that, he couldn’t get enough of it. It was something of a comfort zone for him, being told things that would make the average person uncomfortable. He guessed it probably had something to do with growing up with only his dad and older brother, in a household where it wasn’t really all that weird to hear someone beating off without apparent care to who might hear or to walk into the kitchen to hear someone discussing the previous night’s events over cereal or eggs. Sex was a fact of life, and the dirty details of it made for as comfortable conversation for Sam as the weather or a good book.
But there was something about those filthy words and details slipping from a girl’s soft lips-his girl’s, his Jess’ soft, pouty lips-that had him ready to go in a way that his father and brother had never managed with their stories.
And the fucking dichotomy of it; when they were out in public or around friends and Jess was the perfect picture of demure and chaste, until they get back home, alone, and then she’s telling him all sorts of dirty shit. Shit she wants him to do to her, shit other guys have done to her, shit other girls had done to her-those were especially nice-and hell, even shit she’d done to herself.
“So we’re in that horrible, overly-warm lecture hall listening to Dr. Pettit drone on and on…” Jess rolls her shoulders as though just the memory were boring her to tension. “And I’m about to lose my ever-loving mind and I look over at you and of course you’re hanging on the guy’s every word, with that serious face on-”
“You love my serious face.” Sam took the seat beside her on the couch, angling his body towards her, one long leg stretched out behind her before leaning forward to pull her around and against him, her back to his chest, and then bringing up his other leg to trap her between them. He starts rubbing her shoulders, working out the tension and she lets out a soft moan.
“I do,” she conceded, and Sam could practically hear the wicked smile. “It’s almost exactly like the face you make when you’re about to come. Not quite there, that’s an entirely different one, but when you can feel it building up, when it first catches your attention.” She paused to take a sip of her wine. “Anyway, it got me thinking, ‘cause as I said, orgasm-face.”
“Yeah?” Sam egged her on, wanting to hear the rest of the story spill from her lips, knowing it went somewhere good-they always did.
Jess moaned as he hit an especially tight spot between her shoulder and neck. “Mm-hmm. So I’m sitting there thinking about you, and what we could do to put that look back on your face in a much more enjoyable way than listening to one of Dr. Pettit’s lectures, and I realize that it’s my last class but you have three more because of your stupid overloaded schedule. And I’m sure even my vagina can’t drag you away from class. Driven bastard.” Her tone was teasing, but Sam was sure that was the point-teasing him with what he had missed.
“Well, I went to all my classes, so clearly you abandoned that idea.” He couldn’t decide if he would have missed class or not. Probably not, if he was honest. Jess knew him well. “So what did you do instead?”
Jess shrugged, playing nonchalant. “What could I do?” She set her wine glass on the coffee table and turned around, climbing to her hands and knees between Sam’s legs and bringing her face close to his, nearly whispering in his ear. “I was so wet, Sam. So ready for you.” She dodged as Sam growled and tried to capture her lips, giggling. “Needed it so bad. So I fucked myself, right here. Screamed your name as I came. Neighbors probably thought you were home.”
“God, Jess,” Sam groaned, his hands gripping her at her sides and pulling her forward, forcing her to straddle his lap for balance as he claimed her lips. Her hot core swept over his cock and he let out a broken curse, thrusting up towards her. “You’re such a slut. My slut. I can just see you here, see your face as you fuck your own fingers, screaming my name.”
She gasped, the friction of Sam’s hard dick through her panties and sleep shorts making her writhe, seeking out more. “Not…not my fingers.”
And Sam had to concentrate hard to stop himself from creaming his pants like a teenager when images of Jess fucking herself with any number of possible toys filled his head. “The purple one?” he choked out, trying to complete the mental picture.
“Mmm, no…” Jess seemed distracted, less interested now in talking. “This one’s made from a cast of Daniel Wesson’s dick.”
That gave Sam pause as his mind flipped through a catalogue of people he knew-including Jess’ exes, because fuck, there had to be a line somewhere, right? “Who?”
“Porn star,” Jess explained shortly before leaning in to lick a teasing line from Sam’s ear to his collar. “My favorite one.”
“Go get it.” It was a spur-of-the-moment command, and Sam wasn’t sure where it came from. He and Jess didn’t often incorporate toys in their sex acts, other than the occasional costume or fuzzy handcuffs. Right then all he knew was that he needed to see her do it, just like she had described. “Wanna watch you fuck yourself.”
She flushed a light pink, the closest to embarrassed that Sam had ever seen her, but hurriedly climbed off of him and headed for the bedroom. Sam picked up her forgotten wine glass and tossed back the contents as he heard a drawer open and then slam shut a few seconds later. He looked up when he heard her come back into the living room and held out his hand.
She smiled slyly and handed over the flesh-colored silicon dick. “You’re bigger,” she purred, and while that hadn’t been Sam’s concern-he had plenty to be confident about, and he knew it-he still felt a slight swell of pride in his chest.
And really, it was saying something. The fake dick was long, nearly eight inches, and thick enough that his fingers barely touched around it. He smirked and handed it back to her, settling into the couch once more. He gave her a pointed look and nodded at the other end of the couch as if to say, Get to it.
Jess bit her lip coyly and sat on the opposite end of the couch, her back supported by the arm, one leg bent and leaning against the back cushions, the other dangling loosely over the side. She winked at him as he crawled towards her and hooked his fingers through the waistband of her shorts and the lace of her panties and pulled, exposing her in one sweeping motion. She gasped at the feel of cool air on her soaked center, her head falling back for a moment as Sam licked his lips. He could barely resist the sight, her smell. He wanted to bury his face between her legs, eat her pussy until her hands were tangling in his hair to hold him still while she fucked his face, rubbing her juices all over him.
But more than that, he reminded himself, he wanted to watch her get herself off on that porn star’s dick. Daniel Wesson. Sam had never heard of him but hey, thanks man, for making this moment possible.
So Sam just smirked and leaned back, watching expectantly as Jess pouted, knowing full well what he had been considering doing.
One of her hands came up and then slid between her legs, two fingers slipping through the soaked folds to tease at her clit. She let out a soft sigh and Sam shifted, resisting the urge he felt any time she made noises like that to just fucking take her.
She didn’t stop rubbing her clit as she brought the toy to her quivering entrance, sliding it through her wetness, teasing herself and Sam, whose eyes had darkened as he watched her. She met those dark eyes, holding his gaze, and pushed the dildo in, letting out a hoarse cry as it filled her, stretched her pussy wide for Sam’s eyes.
Sam brought his hand to his still-covered dick, pushing against it to stop from coming at the sight of Jess quickly fucking herself with the fake dick. Her back arched off the arm rest, her hips thrusting slightly as she pulled the toy out and pushed it back in, her rhythm quick and punishing. He could tell by the cries that she was going to come, and soon, and fuck if he wasn’t going to have some part of it.
He leaned forward, climbing onto his hands and knees and moving to Jess. He swatted her hands away and grabbed her hips, guiding her to her hands and knees before settling down behind her, watching the dildo move slightly with her erratic breathing and the fluttering of the muscles deep inside of her. He reached out, closed his hand around the end of the toy and slid it, slowly, out and back in. Jess let out a tormented moan and her head dropped to hang between her shoulders, her fingers curling into the upholstery of the couch.
“So fucking hot. So wet.” Sam was just babbling at this point, speaking any thought that entered his mind. “You wanna come, Jess? Wanna come on this fake dick? That what you want, baby?”
“Please, Sam.” Jess’ voice sounded completely wrecked, desperate and needy. “Anything, baby. Anything. Just make me come.”
“Anything?” Sam grinned wickedly. “What if I shoved this deep in your ass; fucked your tight little pussy myself?”
He saw Jess quiver around the dildo as she tossed her head back, a desperate cry issuing from her throat. “Please, Sam.”
“You like that? Like the idea of two dicks in you? You’re practically squirting at the thought.” And Sam considered it, he really did, especially when Jess screamed, half in ecstasy, half in frustration. But… “Maybe another time, baby.”
He pulled the dildo out, making a soft comforting noise when Jess cursed loudly, the end sounding more like a sob than anything, and then raised up to kneel behind her, sliding his pajama pants down to pool at his knees before slamming into her, hard.
“God, Sam!” She was screaming now, and Sam couldn’t help but smile at the thought that everyone on their floor could probably hear her; could hear her getting well and thoroughly fucked by him. “Fuck me! Harder, Sam! I need it so fucking bad!”
“Fuck.” Sam pushed into her deeper, faster, his thrusts becoming almost punishing. “Fuck, you feel so fucking good, Jess. Come for me, baby. Come on my dick.”
She did, a few thrusts later, her juices flowing freely and soaking his dick and groin. Sam gave a few more sharp thrusts and followed, his vision whiting out for a moment as he spilled inside of her.
Afterward they lay panting, their limbs tangled together to the point that it was hard to tell where one of them ended and the other began, a layer of sweat cooling on each of them.
“See, Sam?” Jess breathed out with a small laugh. “It pays off to go to class like a good boy.”
Sam laughed and slowly detangled them to pull her up to rest against his chest, his fingers petting softly at her wild blonde hair. She pressed a kiss to his chest. “Speaking of which, what time should I expect you two tomorrow? Just after your last class or…”
Sam furrowed his brow, trying to recall what she was talking about. “What?”
“I can’t believe you forgot.” Jess laughed, shaking her head. “Dean’s coming for dinner, remember?”
Sam shrugged. Like he was thinking of his brother at a time like this.
“Yeah. We should be here around five.”
Continue to Part Two