Sam imagine

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(Not mine)

If this were a movie, this would be the sad music scene where it'd rain outside and it'd cut to you lying on your bed while your best friend consoled you

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If this were a movie, this would be the sad music scene where it'd rain outside and it'd cut to you lying on your bed while your best friend consoled you.
"Y/N. You have that stupid look on your face again."
And instead, you were stuck with one and only polite Dean Winchester while the waitress flirted with the love of your life.
It was funny how teenager movies actually made sense after you stopped being a teenager. In your teenager years you only had a crush on the team captain along with like 15 girls, and you could actually convince yourself that it was impossible.
But with Sam Winchester?
Your mind didn't seem to understand what impossible meant.
Dean snapped his fingers in front of your eyes, "Can you not fantasize about my brother while I'm eating?"
That made you snap out of it and you gawked at him,
"I wasn't!" Your voice went a pitch higher "I- how do you- pfft." You waved a hand, "You're crazy."
He shot you a 'tired-of-your-bullshit' look, "You've been drooling and making faces at two people who aren't looking at you, and I'm crazy?"
You nodded in a serious manner, "Michael thing affected you bad, Dean. I'm worried about you. Do you want me to call Cas? He can help with the delusions probably."
"Said the girl before she went crazy because of unrequited love like that chick."
"What chick?"
"That chick from that book my high school teacher made me read."
You frowned slightly, "Literature is full of people who suffers heartbreak, you're gonna have to be more specific there buddy."
"The one where everyone was an asshole."
"Oh so every Victorian book ever."
"Then she has a threesome in the attic with the guy's ex."
Your frown deepened, "I- I wanna say Jane Eyre but I have a feeling you're talking about the porn version? Did you actually read-" You were cut off as the waitress let out a loud laugh and you got distracted, then Dean snorted.
"Uh huh. I'm delusional." He muttered and you licked your lips.
"Just looking out for your brother." You said, "She could be a demon. Or a monster. Shapeshifter. Ghoul. Skinwalker. Take your pick-"
"Or she could be a nice girl he could hook up with." He offered, "Unless of course, you go there and stop it."
You shot him a look, "Yeah, Dean. Because a guy like Sam would ever be interested in me."
He frowned at you, "What're you talking about?"
"I'm talking about leagues, dude. Like.... He's the Olympic Swimming level and I'm playing in the inflatable pool. He's NBA and I'm kindergarten basketball. He is-"
"Hey guys." Sam sat down to the chair next to yours.
"Hey!" You turned to him breathlessly, your heartbeat speeding up in a second. He shot you a dimpled smile that made the butterflies in your stomach go crazy before turning to Dean.
"Did you find anything?"
"Yeah, I think we might have a case. It's-"
"So, Sam, the waitress." You cut him off, "She- she sure has a weird voice, doesn't she?"
Sam frowned, "I...don't think so? So what're we dealing with?"
"Well, considering the victims all went to the same school-"
"Really? You didn't think her laugh was weird? Her hair? Her makeup?"
Dean looked up, as if praying for patience, "I'm thinking vengeful spirit."
Sam nodded and you shifted a little in your chair,
"So um- you got her number?"
Sam nodded "She leaves work at 10. So, do you know who?"
"I think so." Dean shrugged, "Simple salt and burn. Me and Y/N can go to graveyard tonight."
"You sure?" he asked and turned to you, "You're gonna be okay?"
You could feel your heart breaking as you took a look at the waitress, then turned to him and tried to smile.
"Sure," You said, "Of course. You go and have fun tonight."
**
You wiped your forehead with the back of your hand as you pushed the shovel into the dirt, taking a deep breath.
"Did you mean what you said back there?" Dean asked, busy with digging, and you turned your head.
"Huh? Yeah definitely, you watched the porn version, in the real story-"
"No, about Sammy and you being on different leagues."
You let out a laugh and pulled the shovel back as it hit something, "Isn't it obvious?"
"It's obvious that you both are clueless." Dean stated, clearing the coffin off dirt, "The poor bastard has no idea that you like him, and you have no idea he likes you."
You snorted and rolled your eyes.
"Yeah, Dean. Whatever you say."
"I'm serious."
"You might be serious but he doesn't like me." You stated as you poured salt over the grave, and he looked for his matches. "He probably said something like "Y/N doesn't look bad today" and now you think he likes me."
"I didn't even think it was possible, but he talks about you more than you talk about him."
"Yeah like a sister."
Dean shot you a weird look and lit the match, then dropped it on the coffin. The warmth of flames caressed your face as you heaved a sigh, then looked at Dean.
"It's fine." You tried to convince both him and yourself, "I'm gonna be fine. Not everyone I like has to like me back, right? So... It'll be fine."
He looked deep in thought as you made your way to car and for the whole road back to motel, he didn't talk. You didn't press it, since both you and Sam had learned trying to get Dean talk never worked unless he wanted to, so you fell into the comfortable silence until he pulled over. Sam was just closing the motel door behind him when you and Dean left the car and your stomach made an unpleasant flip as he approached the car.
"Gonna meet the waitress?" You asked and he nodded,
"Yeah, how was it?"
"It was good, we'll see if it worked tomorrow." Dean said, "But I have a feeling it was that guy's spirit, everyone said he was bullied by the victims so far, so we're probably done here. Oh and by the way before I forget, Y/N likes you." He clapped him on the shoulder and walked towards the motel as your jaw dropped and you felt like he had punched you in the face.
"Dean..." You whispered, not even daring to look at Sam who seemed as frozen as you were.
The silence that followed was the longest minute of your life, but you managed to pull yourself together, taking a deep breath and trying your hardest not to cry.
"So um..." You cleared your throat and tried to smile "I'll see you tomorrow in Dean's funeral then, because I-"
"Is it true?" His expression was unreadable but you had a pretty good guess about what he felt.
Pity, at best.
You crossed your arms and forced yourself to look up at him, "It's fine." You said for what it felt like the hundredth time that day, "You should go to your- your date. I lied, she doesn't have a weird laugh, go and have fun."
"You can't just expect me to-"
"Yes I do." You cut him off, now looking him in the eye, "You don't need to worry about it, I'll get over it, I'm sure. I spent my teenage years getting over people out of my league, so by now I'm basically a pro at it, I should even give TED talks, because-"
"What do you mean out of your league?"
You shot him a look and rolled your eyes, "You and me? You're like Johnny Bravo and I'm like a Teletubby- the yellow one. That kind of league."
"You-" he let out a breathless laugh, "You think I'm out of your league?"
"Yeah like you're the Harry Potter and I'm Moaning Myrtle, minus the- minus the moaning part."
"Okay, Y/N listen-"
"You're like Han Solo and I'm the....the robot –well okay, this was a bad idea, I never watched that one."
"Y/N-"
"Wait, I have another one; if we were in Lord of The Rings, you'd be an elf and I'd be a hobbit-" You were cut off when he approached you, grabbed the back of your head and pulled you into a deep kiss, making you freeze in your spot, so shocked that you couldn't even think of kissing him back until he pulled back.
"I never said anything because I didn't know you liked me back." He said bashfully and all you could do was gawk at him.
"Did I fall down and hit my head to that fucking tombstone?" You wondered out loud, making him give you that dimpled smile you loved.
"God, I'd hope not."
"Wait, so- so you like me." You asked, still in shock.
He nodded "Yeah. A lot."
"Like like me?"
"Uh huh."
"And you're absolutely sure-"
"Jesus Christ, Y/N, can I kiss you again or not?"
Your heart started beating in your throat and you felt a smile that you couldn't stop pulling at your lips before you nodded and he pulled you closer to brush his lips against yours, but before you could lose yourself in the kiss, he pulled back.
"Wait, what do you mean you've never watched Star Wars?

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