You and Dean Winchester have been friends since you were kids. You were Bobby Singer's daughter. So you knew the boys very well. You were a hunter that went to school. When you weren't doing homework, you were practicing and hunting. Senior year, you almost graduated and that's when demons ruined your prom. You didn't have a date or anything but it sucked. You got this dress that you wanted. Your father couldn't afford it but you sold a bunch of your personal items and were able to get it. Instead demons ruined it for you. The dress was ripped to shreds from you fighting demons.
But that was years and years ago. You were now 22. You were hunting alongside the Winchester boys. Dean knew about your prom night you remember you were drunk and telling him about it laughing about how stupid it was to believe you could've lived a normal life. Dean felt bad, over the years he has become your best friend. His brother was your other best friend. Dean had developed quite the crush on you over the years. This is when he came up with the idea to make a prom for you. Sam knew about this all and participated willingly. Even Bobby knew about it all and he was excited. You were clueless though.
"(Y/n)?" Dean says walking into your room.
"Yeah what's up?" You smile up at him.
"We've got a hunt at a fancy hotel. So you'll have to dress up." Dean says.
"Dress up?" You frown. "What am I supposed to wear?"
"I've got that." Sam smiles coming in. "Come on."
"Okay?" You frown. Sam grabs your hand and pulls you along. Sam helps you find a fancy enough dress that looks gorgeous on you. It almost made you think of one of your favorite princess movies. You giggle and Sam smiles at you.
"You look beautiful." Sam smiles.
"I think this is the one." You say soft. Sam grins and you change back into your regular clothes. You pay for it and head back to the house. The day of the hunt comes around and Sam helps you get ready. He drives you there and walks you in. You look for Dean and that's when you hear music. You follow the noise and find an empty beautiful ballroom. You look around amazed and that's when you hear someone clear their throat. You turn around to find Dean dressed in a nicer outfit.
"I thought we were working a case?" You said soft.
"May I have this dance?" Dean asks as the song changes. You nod and he pulls you to him. He holds one of your hands as the other wraps around your waist.
"What is this?" You ask knowing you were blushing.
"I uh.. This probably sounds cheesy but I remember you telling me your prom got ruined by demons and I uh wanted to make it up to you." Dean says soft.
"So you bought a ballroom?" You ask a smile hinting your lips.
"Something like that, I uh also wanted to tell you something else." Dean says. You have never seen him this nervous. It was kind of cute. The song changes into something slower and you wrap your arms around his neck(or manage to). Dean chuckles and pulls you closer.
"What did you want to tell me? You know you can talk to me Dee." You say soft using his nickname from when you were kids. Dean smiles at this and he breathes in.
"(Y/n), you are the most beautiful girl I've ever met and over the years you've managed to steal my heart. Whenever I'm around you things are easier. You were the brightness to my shitty childhood and the way you care about my brother just makes me love you more. I did this because I wanted to make up your prom for you but also because I wanted to ask you if you would be my girlfriend? I asked Bobby if that would be okay and he agreed but threatened me with his gun." Dean chuckles a little. "Anyway.. I uh understand if you don't want to. I just want to make you smile and I needed you to know that I'm in love with you. I have been since we were kids." Your eyes are watering and you pull back to look into his eyes. You pull him down and kiss him softly.
"Yes." You smile.
"Yes as in?" Dean's eyes light up a little.
"I'll be your girlfriend. Dean I've been in love with you since we were kids too." You smile. Dean laughs and kisses you again. "This is the best prom I could've ever asked for. You are the best Dean."
