A Very French Mistake

Pairing: Dean Winchester x Jared Padalecki 
Rating: 18+ 
Warnings/Tags: Pseudo-Incest, But not really because Jared isn’t Sam, but also Dean has incestuous thoughts, Dub-Con, Somnophilia, Role Playing, Rimming, Anal Fingering, Anal Sex
Word Count: 2.3k
Created for: @dreamin-mea-winchester was our September prize draw winner! She sent in a prompt I loved so I immediately jumped on it, and then made it over double the length it was meant to be 😅 hope it’s everything you wanted Katie 💖

A/N: Original prompt by @wendigosam from Tumblr who kindly gave Katie and I permission to use it for her story, thanks so much 🥰 – Link Here

French Mistake: When an otherwise straight male is persuaded to, or on a whim in the heat of the moment, engages in a homosexual act of which he later regrets and is ashamed.
– Urban Dictionary

Something was wrong. Very, terribly wrong. Especially with the whack jobs out there watching his life on TV. Those people should all get therapy. 

But what’s worse is that when he’d crashed through the window into this freaky ass alternate reality, Sam hadn’t landed with him. If Dean ended up here, Sam could be fuck knows where. Or he could be back in their own world fighting a fucking archangel and probably losing, based on previous experiences in that arena. Dean had to find a way back to Sam. 

Because Sam here was some dude named Jared. And Jared was… odd. 

Sure, Dean replacing Jared’s co-star “Jensen” hadn’t necessarily gone unnoticed. Dean had spent the first five minutes trying to convince Sam to quit playing with him before he realised what the problem was. Jared was, understandably, unnerved by “Jensen’s” brief exercise in method acting, and the rest of the afternoon Jared had hovered around him, checking in gently, keeping weirdly close for two dudes who were just actors on a shitty action TV show. 

Dean had finally escaped to the trailer in the filming lot that a very confused PA had pointed him towards. Jared apparently had dinner plans out, which suited Dean just fine, because he needed the guy to leave him the fuck alone so he could figure out how to get out of this place. 

Several hours of irritatingly difficult research later, Dean had the ingredients for a spell that sounded legit, and a plan to get some of the more specialist items delivered to set tomorrow. Wanting the next day to arrive as soon as possible, he decided on sleep. There was a bed at one end of the trailer, much comfier than the standard motel fare Dean was used to, and after stripping down to his boxers and socks he tucked himself in and fell straight to sleep.

Jared was eager to get Jensen and go home for the day. He’d spent far too long at this stupid dinner with his agent and all he wanted was to get back to his boyfriend and find a bed as soon as possible. Jensen had been jumpy all afternoon, and as soon as Jared figured out why, he’d been half hard ever since. 

They’d always talked about trying out role playing, specifically as Sam and Dean. Jensen had been hesitant when Jared brought it up at first but he’d said he’d think about it, and then earlier… he’d been so convincing as Dean even after they cut for the scene. It was a really clever ploy actually, pretending he was Dean way before they got to the bedroom to give Jared a heads up, make the scene more natural when they got to it. 

Jared knew why Jensen was so nervous about playing Sam and Dean in the bedroom and it made his blood run even hotter. Jensen was always the top but Dean, they both agreed that between Sam and Dean, Dean was absolutely the bottom. It had been so long since he’d got his dick inside something besides Jensen’s mouth, Jared couldn’t wait. 

Back at their trailer, they’d decided to share one this season since they were dating anyways, Jared was surprised to find Jensen fast asleep when he barged inside. That was weird. He’d been sure Jensen had wanted to try their scene tonight. But then Jared got a wicked idea. 

Stripping off his clothes as he went, Jared made his way quietly towards the bed and climbed in beside Jensen. He was splayed on his back, legs wide, arms thrown carelessly above his head, in the perfect position. Jared flicked back the covers and was happy to find Jensen in a pair of looser fitting boxers, the kind of thing he’d always imagined Dean would wear. He ghosted his hand down the man’s chest and ran his fingers lightly over the slight bulge between his legs. Even soft, Jensen was still big. 

Jared moved slowly, carefully, not wanting to wake Jensen up until he had his mouth on him. The cock beneath his fingers was responding eagerly though, growing and twitching in his grasp. After a moment he pulled it through the slit in the boxers so he could feel the warm skin against his. When he caught sight of the small bead of precum that was beginning to collect on the tip he couldn’t hold himself back, he immediately shifted himself between Jensen’s legs and took him in his mouth. 

He suckled there for a few minutes, not playing much for Jensen’s pleasure, but for his own. He rarely got to think like this when he went down on his boyfriend, who always wanted to be as deep down his throat as possible. Jared liked that too, of course, but sometimes he liked to just feel the cock between his lips and on his tongue, and enjoy the sensation of not gagging on it. 

Jared felt it as soon as Jensen began to stir, his hips jumping off the bed every now and then in reflex. Less concerned with disturbing him now, he reached for the waistband of Jensen’s boxers and tugged them off, pushing his legs wider apart and ducking down to lick at his balls for a moment before he made it to his prize. He pushed his tongue against Jensen’s entrance, overwhelmingly turned on by the fact that he was doing this to get Jensen ready to take his cock. 
Dean, he mentally corrected himself, getting into character now that his boyfriend was about to wake up. Sam was getting Dean ready to take his cock. Fuck, Sam had wanted to pin his brother down and make him take it for so long. Every time Dean called him a bitch, Sam wanted to slam him against a wall and show him who the real bitch in the relationship was.

Dean moaned, some warm and fucking amazing feeling drawing him out of his peaceful sleep. He blinked, looking down. 

What the fuck. 

“Sam?!” Dean shouted, pulling away from his baby brother’s face. His baby brother who was laying there between his legs, mouth shiny with spit. His baby brother whose tongue had definitely just been inside Dean’s ass. 

“Dean,” he smiled up at him, eyes heavy and sultry. Dean blushed under the gaze before his brain caught up with him and he remembered why this was even weirder than waking up to his brother rimming him. This wasn’t his brother – this was Jared. Now it made a lot more sense why Jared had been so touchy-feely with him earlier that day. Jared and Jensen must have been fucking. But Jared had just called him Dean… did these fuckers roleplay as brothers to get off?! That was fucking sick. 

“What the fuck are you doing?” Dean finally managed to splutter when Jared reached forward and began playing with his cock again. 

“Just trying to make you feel good big brother,” Jared cooed innocently, fucking hazel eyes staring up at him with all the sincerity and heat that Sam had in his own expressions. The guy was a good fucking actor, Dean had to give him that. “Know you’ve been so pent up lately, thought I could give you a hand.” 

Dean felt his dick throb in response, a load of feelings he’d always tried so hard to bury rushing to the surface. He started to pull away, but then it occurred to him: this was his chance. This was a once in a fucked up lifetime’s opportunity to mess around with Sam and not defile his baby brother in the process. And he knew he was sick for even considering this but he was already hard, and Jared looked exactly like Sam. He was Sam, in a sense. With a quick wink up at him Jared ducked his head back down to Dean’s ass and began to reopen it on his tongue, and Dean couldn’t pretend he didn’t want this. 

“Fuck Sammy,” he groaned, hands drifting down to curl through the soft chestnut hair he always made fun of but secretly lusted after. Dean had never been rimmed before but he decided he fucking loved it. The soft wet probe of a tongue against his asshole felt like nothing he’d ever experienced before. The sensation got even better when a finger started to probe at his entrance, spit slicking its way so it slipped inside easily. 

“Gonna open you up nice and loose for me Dean,” Jared moaned, massaging his finger against Dean’s insides. Dean pushed his hips down into the finger, and Jared got the hint, spitting on his hole and adding another quickly. “Wow you’re fuckign greedy for it, aren’t you? Always knew you were a slut, just never thought it would be for your little brother,” he grinned up at Dean sadistically and Dean felt his cock jump. He was too far gone to be embarrassed about his reactions right now. 

“You gonna fuck me good, Sammy?” Dean had to keep repeating the name, had to keep the feeling alive in his mind. This was Sam right now, as close as he was ever gonna get to the real thing. “Gonna make me take that big cock you’re always bragging to me about?” 

“You still don’t believe me?”Jared scoffed, pulling himself up onto his knees and showing himself off to Dean. His cock was fucking huge. Dean felt his ass clench at the sight of it, which didn’t escape notice. “Think it’s gonna fit?” he asked, raising an eyebrow and jerking himself off as he watching Dean fuck himself down on his other hand. 

“You better fucking have some real lube if you think you’re getting that thing anywhere near my ass,” Dean groaned. The rim job had been nice and all but it was not enough to prep him for that monster. Luckily, a bottle of lube materialised from beneath the covers where it must have been stashed before he woke up. Jared made quick work of the rest of the prep, both of them clearly very eager to get to the main event. 

When Jared deemed Dean ‘ready’ he tossed the lube away and moved himself to hover over Dean, bracketing his body against the mattress, pressing him down with his weight. He caught Dean’s eyes, held his gaze as he bumped the head of his cock lightly against Dean’s entrance, making him shudder. Taking himself in his hand, he started to push his cock inside, slow but firm. Dean moaned, bearing down, his body desperately trying to suck the cock inside of him as far as he could take it. Wrapped up in the overwhelming sensation of being opened up like this, bare and vulnerable and needy as he’d ever been, Dean slammed his eyes shut and let his head surge forward, pressing his lips into the man above him for a kiss. 

With a cry of pleasure when Jared bottomed out, both of their mouths opened and their tongues wound together, breathing each other in while Dean got used to the new weight inside him. 

“Sammy,” Dean whimpered, trying to move his hips to fuck himself, but he’s pinned down. 

“Shh, easy big brother,” Jared whispered against his lips. “Lemme take care of you.”  Dean whined, the words affecting him more than he’d like to admit. 

“Yeah, you like that, I know you do,” Jared cooed softly, pulling back just a little and rocking back in. “You always take care’a me, let me do this for you Dean. Let me,” he breathed, drawing out further and fucking back in properly this time. 

“Fuck, Sammy,” Dean arched beneath him, begging for it.

“I’ve gotcha, I’ve gotcha big brother,” Jared hissed, picking up his pace, fucking his brother in earnest now. Dean kissed him again, needing to be connected at every possible point, needing to be devoured. Their bodies were pressed together, his cock trapped between them, sliding easily along their sweat slick skin, and Dean already felt close. He would be fucking embarassed except that he’s too turned on to think like that. 

“Sammy, fuck, feels so good,” he babbled, clinging onto the body above him, hands groping through his hair, over his shoulders, down his back. 

“You feel fucking amazing, Dean,” he answered, breath hot against his ear. “Your ass is so tight. Been so long since I fucked something this good.” 

Dean fucking whimpered under the compliment, throwing shame out the window. 

“Wanted this to last but what’s the point in drawing it out, huh? I can always fuck you again,” Jared grunted, shoving harder into Dean. 

Jared lifted himself up, pulling Dean’s legs around his waist so he hammered against his prostate on every thrust in. Dean was about ready to burst just from this, he never thought it was even possible to cum without something touching his dick. Jared looked so powerful hovering over him like this, grunting and thrusting and so animalistic, it was easily the sexiest thing Dean had ever seen. He stared hard, eyes wide, trying to memorise every detail of this view. 

“Want you to cum for me, Dean,” he panted, pounding into Dean’s body without mercy. “Want you to cum on your little brother’s cock like the fucking little bitch you are, okay? Can you do that for me?” Dean nodded wordlessly, too stunned and too turned on to produce words. Jared groaned happily, shutting his eyes and throwing his head back, his hips snapping harshly, filling the sound of their trailer with the echoes of flesh on flesh. 

“Fuck I’m close,” Jared moaned. “C’mon, cum for me Dean. Wanna feel that ass squeeze my cock while I fuck my cum inside you.” 

And Dean fucking lost it. One more sharp thrust against his prostate and he was gone, cock spasming and shooting out hot spurts of his release so forcefully some landed on his chin. Jared moaned above him as he sobbed through his climax, and Dean thought he could feel the warmth of his baby brother’s cum spreading inside of him just before he passed out, hoping he didn’t regret this too much in the morning.