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dean winchester x reader (f) ! pre-s1, fluff(??), alcohol consumption, a bit of angst (??), he’s kinda begging and acting like a cutie, but can u blame him? 2k ish words srry idk, NO use of y/n
dean frequently visits u at the bar u work at. (after days of not visiting u bc of hunting) he knows he has to make it up to u so he decides to take his favorite waitress out for a drink & maybe smth more… ᥫ᭡.
pls support if u enjoy this (also, can u tell what ldr song i was inspired by??? lol.)
“Hello? Hello?” you say into the phone, absentmindedly wrapping the curly cord around your free hand. Your back is against the countertop.
Your eyes dart toward the window, where a black Chevy Impala pulls into the parking lot.
You smile to yourself, hanging up the phone.
Slipping off your apron, you set it beneath the counter just as the front door opens, the little bell chiming above it.
“Hey, you.”
Dean slides onto one of the stools in front of the counter, looking up at you.
You can tell he’s been dying to come by—the way his hand rests on the counter, his eyes briefly wandering around your place before landing back on you.
You raise an eyebrow, crossing your arms over your chest. “So… what’ll it be?”
Dean scratches the back of his neck, looking away for a second. “Uh… yeah. Just a beer.”
“I thought you weren’t gonna come back.”
You say it softly, wiping a clean glass before pouring him a beer. “It’s nice seeing you’re still alive.” That earns a chuckle from him.
He takes the glass from your hands and brings it to his lips, his eyes never quite leaving yours. “Let me buy you something,” he says, setting the glass back down. Leaning in slightly, he gives you that familiar puppy-eyed look.
“No—Dean, you know I can’t…”
“Please,” he says. “C’mon. A coffee, or whatever.” He shrugs. He stays quiet. “When does your shift end?”
“Why?”
“Because… I really want to buy you a drink.”
“I told you, I’m working.”
He keeps staring at you until you finally give in “Fine… in ten minutes.”
“I’ll wait, then.”
He leans back in his chair, watching you work. Every now and then he asks for another beer, just to have an excuse to keep you there. His eyes follow you as you move behind the counter, the way you turn around, absentmindedly wiping your hands on your shirt.
Resting his head against the table, he glances up at you, tilting his head with a small smile. “I’m just gonna go get my stuff,” you say, gesturing toward the back room. “I’ll be right back.”
He nods. “Mm-hm.”
He watches you disappear through the door, quietly humming to himself while he waits. The second you come back with your purse hanging off your shoulder, his face lights up.
“So…” you smile, stopping in front of him. “You wanna get a drink here, or—”
“No, no, no.”
He stands, gently placing his hands on your shoulders.
“I haven’t seen you in days.” He softens his voice. “Let’s go somewhere else.”
He was standing close enough to kiss you.
Too close, probably. He didn’t move.
Instead, he found himself looking at you for a second longer than he should’ve.
Dean liked seeing you like this. Comfortable. Smiling at him.
He’d never admit it, but he liked chasing after you too—showing up at your little bar every chance he got, pretending he was there for the beer when really, he just wanted to see you.
Although, judging by the look on your face, you might just slap him. He wouldn’t mind all that much.
“Y-you look…” He lets out a breath.
“Amazing.” He tilts his head.
“Dean, I’m wearing my uniform.”
“I know.” He shrugs.
“That’s why I’m telling you.”
“You’re so full of bull—”
“Just get in the car,” he sighs, running a hand through his hair. He even has the decency to open the passenger door for you. Such a gentleman. A few moments later, he’s behind the wheel, the Impala rumbling to life. As he pulls onto the road, his eyes keep darting over to you.
“So…” He clears his throat. “What’ve you been up to?” He catches your smile and chuckles to himself.
“Keep your eyes on the road.”
He nods immediately. “Jesus, alright, woman…” His eyes snap back forward.
A minute later, while you’re looking out the window, he gently tugs at your sleeve. “Hey, check out that diner. We could stop there.” He glances at you. No answer. He pulls in anyway.
“If you don’t want to, we can just stay in the car. It’s cold out, we can—” The passenger door opens.
“Hey—”
He laughs under his breath before getting out after you.
“Would you wait a damn second?” he calls, shoving his hands into his jacket pockets as he follows you inside. He gently grabs your arm as you step into the diner.
“Are you, like… mad at me?”
“What?” You look back. “No. I’m just trying to get us a table.”
You both slide into a booth just as a waitress walks over.
“You guys ready to order?”
“I’ll just have a milkshake,” you say with a small shrug. “I’ll have some fries,” Dean mutters, sitting across from you.
The waitress nods and leaves.
“So…” you begin. “How’s your brother?”
Dean lets out a sigh.
“I don’t really wanna talk about him.”
He rubs the back of his neck. “He’s… busy.” The waitress returns with Dean’s fries and your milkshake. Without asking, Dean reaches over, grabs your milkshake, and takes a sip.
He looks up at you with a tiny grin. He definitely notices your staring. “…Sorry, ‘kay?” He slides it back across the table, sounding like a kicked puppy as he bites into a fry.
“I didn’t say anything.” You take another sip, watching your glass.
Dean follows your gaze without realizing it. Then he reaches across the table, putting his hand on your cheek.
“You haven’t changed a bit.” He tries not to smile.
“You always say that. It’s getting cheesy.”
“I thought you liked me cheesy.”
“Maybe.” You steal a fry from his plate. Dean watches you, grin tugging at his mouth.
“I’m gonna steal something else from you,” he murmurs. “What did you just say?”
“…Nothing.”
Silence.
“I was just thinking…” He clears his throat. “We could spend the rest of the night at the motel I’m staying in.”
“I have work tomorrow, Dean..” You take a sip of your milkshake. “We don’t have to stay long,” he says. “Or… we could just sit in the car for a while.”
“You’ll be miles away tomorrow.” You look down.
“Yeah.” His voice softens. “That’s exactly why I’m here tonight.”
“And it means a lot… it really does, but—”
“Hey.” You look up. “You’ll always be my favorite waitress, okay?” He tilts his head, giving you a small, lopsided smile.
“Shouldn’t you say I’m your favorite waitress?” you chuckle.
…
He’s leaning against the driver’s door of the Impala, you standing in front of him.
“I guess I should drive you home or something.”
His hands stay in his jacket pockets. “Yeah, you should.” You smile. “Like a total gentleman.” He lets out a quiet laugh, but it fades.
“I’ll be miles away… just like you said.” His tone shifts.
“And I…” He looks down, rubbing the back of his neck. “I know it’s not easy, what I do.”
For the first time all night, he looks genuinely guilty. A quiet silence settles between you. Then, almost awkwardly, he opens his arms.
The hug is warm despite the cold night air.
Dean lets out a slow breath as his arms wrap around you, eyes closing for a second. He holds you a little tighter than he should.
When you finally pull back, neither of you goes far.
His nose brushes your ear. Then the tip of his nose grazes yours.
Everything stops.
Dean’s smile fades into something softer.
His eyes search yours—asking without words. Before you can think, he’s already sliding a hand to your face, gently pulling you closer.
And then he kisses you.
He even turns you around, pressing you gently against the cool metal of Baby. This is exactly how he pictured it.
The breeze wrapping around both of you, your hair falling across your face while he kissed you like it might be the last time.
You can hear him open the car door, guiding you carefully toward the back seat.
Then he pauses. Just for a second. Like he’s thinking. Like he’s trying not to ruin it. A soft breath leaves him before he continues. Carefully, he helps you into the back seat.
Good customers like him really should leave big tips, right?
Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.
✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality✓ Free Actions
Free to watch • No registration required • HD streaming
