{1} Dean

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Requested by: the_cookie_whisperer

Imagine: Going out with Dean and meeting his ex girlfriend Lisa.

"Y/N!" Dean yelled. You quickly turned towards his direction and as soon as you did, something hit you in the head, hard. Your vision went blurry and was dotted with dark spots as you hit the ground.

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You and Dean were on a demon case without Sam, because he broke his elbow. You had been gathering information on this case for a few weeks, and tonight was the night you were going to gank them.

There was a group of them, at least 8, and they had been going on killing sprees together lately. They would kill multiple families in the same neighborhood for the fun of it, and, they were nearly impossible to track down. As soon as you and Dean had found them, you rushed to the state they were in, and here you were now. You and Dean had tag-teamed to kill 7 of them already, and the last one was hiding, until now.

You were in an abandoned warehouse, the usual for demons, and you were searching a large room downstairs, while Dean was searching the upper floor, which was more like a balcony that overlooked the room you were in, that way Dean could keep an eye on you.

You were passing the door to a closet, when the demon popped out of it. The last thing you heard was Dean call your name before it hit you over the head with a sledge hammer. Dean quickly rushed down the stairs as the demon pulled a blade out and tried to slice into your stomach. You moved just in time, however, and the blade cut your arm instead.

It wasn't a deep cut, but it was long, covering almost the entirety of your forearm. The demon went to make another move on you, when suddenly, it glowed an orangeish color before dropping to the floor, dead. You looked up and saw Dean standing over the demon's corpse. He quickly rushed over to you, and gingerly took your arm in his hand.

He looked at you with a sympathetic look and said, "I'm sorry." You shrugged your shoulders, and replied, "Sometimes you get hurt, it's the job, Dean." Dean nodded his head, agreeing with you, but you could tell that he was still shaken up about something. "Dean? Are you okay?" you asked.

He made eye contact with you for a split second, and then responded, "Yeah, come on. We should get going." You raised an eyebrow, and Dean helped you up. He led you to the Impala, and opened the door for you. You got in, mumbling a thank you, and then Dean got into the driver's seat.

He started driving, and you thought that he was going to the Bunker, but instead he drove a different way, into town. He parked the car, and you asked, "Dean, what are we doing here?" Dean let out a small sigh and told you, "Y/N, I have to tell you something." "Okay, what is it?" you asked him. "I like you, like more than a friend," he told you. Your eyes slightly widened and you were speechless.

You used to have the biggest crush on Dean, but he always flirted with every other girl who glanced at him. So, you accepted the fact that Dean would never feel the way you felt about him, about you, and you have been trying (but failing) to get over him. But, now, here he was telling you that he liked you. Part of you wanted to confess your feelings for him right there. But, the other, more dominant part of you told you to protect your heart and make sure that Dean's feeling were real, and you weren't just another skanky whore that he slept with.

"Dean, do you mean that? Or is this just your way to get me to be another one of your one-night stands, because you mean something to me Dean," you told him. Dean looked at you confused for a moment and then replied, "Y/N, you and I have been hunting together for a few years now, and I've liked you from the first moment I met you. Every girl that you've seen me with was just an attempt to get over you, or make you jealous. You're the only girl who has made me feel this way in a long time."

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