Random One Shots!

Dean Winchester (Supernatural)

Dean and Sam walked into a small diner. A waitress smiled at them,

"Take a seat wherever you'd like"

The two looked around and picked a spot. As they settled in, the same waitress walked over,

"Hey, I'm (Y/n). What can I get for you boys?"

Dean looked up at (Y/n), and he felt butterflies, something he hadn't felt since he had a crush on some girl in middle school. Sam ordered them both something, since Dean couldn't seem to take his eyes off of the stunning waitress in front of him.

"Dean"

"Hmm?"

"What the hell is wrong with you?"

"She's beautiful isn't she?"

"The waitress?"

"Yeah... Her name is nice too... (Y/n)"

"Just get her number, I mean if you didn't creep her out by just staring at her"

"Yeah..."

"Dean snap out of it!"

"Right right"

(Y/n) took their food to them, Dean sent a wink her way, causing her to blush and smile. The two ate and discussed their case, since neither one of them knew what they were trying to kill, they were going to have to stay in town a bit longer than they expected, which was fine with Dean. When they paid for their food, wrote a note on the receipt.

'Number?'

When (Y/n) brought back the change, she slipped a small paper to Dean. He looked at it and smiled.

'Maybe if you ask me in person Dean'

"Hey Sam you can go ahead and head out, I'm gonna use the bathroom"

Sam looked at him, then nodded, leaving the diner. Dean waited until Sam was out of sight, before making his way over to (Y/n).

"Hey"

"Hey yourself"

"So about your number..."

"You're funny Dean, most guys wouldn't have gone through the trouble. It's (y/p/n)"

"Thanks, I'll call you tonight?"

"Sure. I get off at seven thirty"

~Time Skip~

Dean anxiously looked at the clock. It was now 8 o'clock. He didn't know why he couldn't call. He fidgeted and let out a sigh, before grabbing his phone. He put the phone up to his ear, listening to the line ringing. He became even more anxious with every ring. Soon, he heard a voice on the other side,

"Hello?"

"Hi, it's Dean"

"Oh, Dean! I didn't think you were actually going to call"

"Really, why not?

"I guess I'm not used to guys actually calling me after they get my number"

"I don't see why they wouldn't, you're beautiful... I don't mean that they should just call you because you are beautiful, not that you-"

"Dean, calm down"

"Sorry. I just think you are very pretty"

"You're so sweet"

"Um... I was wondering... If you have time that is, if you would like to go on a date with me tomorrow night?"

"I'd love to"