Dean Winchester x Reader One Shots

Kickstart My Heart

"Hey (Y/N), can I ask you a question?"

Oh god here Damon goes again. You wondered what the question would be this time but you already knew the answer.

You were sitting in the library of the community collage that you'd been attending for the past year and a half, two thick text books laid out in front of you. You had an important final to study for and you really didn't have time to be playing twenty questions with Damon. Your girlfriends hadn't showed up yet and you wished they'd fucking hurry the hell up so you weren't here alone with him.

Feeling a nudge on your arm, you looked up. Damon smiled briefly at you before repeating himself. "Can I ask you something?"

You rolled your eyes, not caring that he saw you do it, focused back on your reading, and said, "Sure."

He took a deep breath. "You...you and I have been friends for quite awhile and um I was wondering if you wanted to go get something to eat after school. We could go downtown and hit the small diner on the corner...you know just me and you. Maybe spend some time alone afterwards."

Jesus Christ this is what he always asked. It was literally almost every single month at least once a month. You hadn't the slightest idea as to why he constantly asked you but it was becoming a pain in your ass. You hated it. You had told everyone that you had a boyfriend already but of course no one believed you because he was always away on work. Which that seriously sucked ass because you didn't get to see him often but when you did, it was a hell of a good time. His name was Dean...Dean Winchester. Just thinking about his name gave you chills. Not to mention that he was insanely handsome inside and out.

He was tall, about 6'1 with soft sandy blonde hair, emerald green eyes, taut, muscular body that made your heart skip a beat. He was a simple man that only wore jeans, with boots, a plaid with either his dark green jacket or his leather brown one.

The man was amazing and you couldn't help yourself from smiling when you pictured him standing before you.

Damon smacked your arm this time, gaining your full attention. "What," you asked a bit too loudly.

He was going to repeat the question again but you cut him off.

"Damon you know I have a boyfriend."

He slunk back into his wooden chair, defeated. "(Y/N) you're only telling me that so you don't have to say yes. I've never seen this dude you tell us about."

Taking your pencil to underline the words in your text book, you said, "I told you idiots that he is off working. He travels across the country."

"Doing what?"

"It's confidential."

Damon scoffed. "So you're telling me that you'd rather be with a guy that's always gone than be with a guy that's been by your side for over a year?"

Dropping your pencil, you crossed your arms in front of you on the table, glaring at Damon. "Listen, I am woman taken. I adore my boyfriend. He adores me. We keep in contact all the time. He checks up on me all the time Damon. Yeah you and I have been friends for a long time now and I understand that you have the hots for me, but I'm sorry I just don't feel that way about you. Not to mention you're my fucking chemistry partner, wouldn't that just look romantic."

He was about to say something when you heard Mia's voice. "Harassing (Y/N) again about your undying love Damon?"

She sat down with two other girls, Brittany and Scarlett. He leaned back up from the chair, opening his own book. "Trying and always failing."

"Seriously Damon did you ever stop to think that maybe (Y/N) just doesn't see you that way?"

"I just told him that."