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Go With The Flow

Summary:

How do you think Dean and Sam get their money Anyhow? When you see the oldest brother standing outside of a shitty bar trying to get some extra cash, you realize he can do you more good than just eye candy.

Notes:

(See the end of the work for notes.)

Work Text:

You wouldnt say you’re the most social person in the world.
You definitely keep to yourself, mind yours and maybe have a drink or two. or four. or seven. The floaty feeling of two drinks passed about an hour ago, and the gross, pressing noise of the few extra drinks you’ve chugged in the past few minutes is anew. You’re getting hot, its almost as if your body is sizzling beneath your skin. You’re one of the only people in the bar now, the bartender definitely wants to kick your ass out, so before she can, you grab the jacket you shedded an hour ago and take your leave.

The air outside of the bar is cooler, it feels nice against the flush of your cheeks. There’s a man leaning against his car. You’ve seen him before, usually with another taller, quieter man. He gives you a quick, nod before greeting you with a quiet hey. You clear your throat. “Hey..wheres the other guy..?” You slur slightly. you cringe at your own voice. “Asleep, probably.” He replies shortly. “Cool, Cool..” you mutter. you sway slightly, your knees buckle from the alcohol. “Woah, take it easy, yeah? Did’ya have too much to drink? Long day?” The man says, Getting a little closer to catch you if you fall. He’s definitely a little closer than you expected, you can smell him. It’s warm, musky and kind of just him. that’s all you can describe it as.

“Was tired of being inside doing nothing so I decided to get drunk..” Is the only thing you can muster up. We both knew it was a lousy excuse but he replied with a hum. “Why don’t you come to my motel with me? Just ‘till you sober up, atleast.” He asks. He searched my eyes, and even though I was far too drunk to make any rational decisions, or arguments, I mumbled a slurred yes. I got into the passenger seat of his car, the car ride to his motel was silent, except for the rumbling of the engine. I kept staring at him, the slope of his nose, how the traffic lights danced across his face, and how his lashes fluttered when he blinked. He was pretty, you thought. Your drunken brain scrambled to try and find a way to talk to him, an excuse. “Whats your name?” you croak out. “Dean.” “Dean?” “Yeah, Dean.” He says. You let out a hum. “We’re here. Can you stand?” Dean asks. Your head feels heavy on your shoulders, and your tongue feels fuzzy in your mouth. You let out a whine. “Alright, alright.” He says before rounding the car and opening your door and helping you up and out of the car. When you got to his room there was two beds. One, which you assumed was Sams, was cleaner, and the other, had definitely seen better days.

He sits you down on his bed and stands in front of you, searching you as if Your body language could give him an answer he wasn’t quite sure he even had a question about. The silence presses down on you, and you blurt out, “If i give you like- 40 bucks would you suck me off?” You regretted saying it even before it came out, there was a slow? churning nervousness in your gut, and before you could take back your words, he grunts out a sure. You’ve never seen such a big guy drop to his knees as quickly as him, it made you even more nervous. “Can i kiss you?” you asked quietly. “Nah , man. Just sucking you off.” “Please? It’s just a kiss.” You mumbled, you’re pleading, hands in your lap. “Kissing makes everything complicat-”And before he could finish his sentence, you clumsily press your lips against his full, warm lips. You let out a whine as he tried pulling away, but your drunken strength surprised the both of you. When you finally pulled away, you were panting, chest heaving as you looked at him. “What the fuck?” Dean said. “Sorry..” you mumbled, looking at your feet. “You’re just cute, and I’m lonely ‘n I just..” you trail off, not really knowing where you were going with it. he brushed it off, putting his hands on your waist before reaching for your pants to unzip.
You already were half hard, when he unzipped your pants and pulled them aside, your dick twitched and jumped, warm and heavy against your belly. “I’ve never been sucked off before…” You say shyly. “Yeah? I can tell. You’re sweatin’ all over me man. I don’t bite.” He replied. “Just relax.” So you do. your eyes are shut and your fists are loosely at your sides. This feels nice, the silence, you mean. your mind is blank, before your thoughts are interrupted by the feeling of his finger grazing the head of your dick. You open your eyes quickly and let out a tiny gasp. He spits on his hand before starting to stroke you. It feels different, his hands are bigger, rougher, and a little warmer. You’re panting, he puts his mouth on your dick, and you let out a tiny moan. “You moan like a girl, You know that? Doesn’t make this any les gay though.” He remarked before sucking at your head softly, a groan bubbled up in your throat. your hips bucks against his face. His words were brewing in your drunk, horny mind for a minute. The fact that another dude is sucking you off makes this encounter a different kind of intimate, it’s a heavy feeling in your stomach. You try to shake the feeling, to feel his mouth on you. He starts using his hand and mouth, his tongue finding your slit and you moan loudly. “I-I’m gonna cum-“ you gasp out. You try to hold onto the feeling, to chase it, but it’s faster than you, and you cum in his mouth. He gets off your dick with a pop before leaning back on his knees. “Already?” He quips, wiping his mouth and hands on his jeans.

He stands up and you sit there a second before clumsily tucking yourself into your pants and standing up. you pull out your wallet, grabbing a slightly damp handful of dollar bills and a twenty dollar bill. “H-here.” you mumble. Dean takes them with a single nod, and you leave his room. The taller boy, Sam, passes you on your way out, and on his way in. you say hello with a quiet smile and he nods. You start walking home with a nagging feeling of guilt. You hope to see him again.

Notes:

This wasnt proofread