Could you write an imagine where you grew up with the boys and they mostly thought of you as one of the guys but you do a case that requires you to dress up for something and they see how pretty you are?
Hi. I’m sorry about the wait! I wasn’t too sure about the ending of this, but I think it turned out alright.
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For years, you had been hunting with the Winchesters. And even before you had been old enough to start hunting, you remember staying in motel rooms with them while your parents went off on hunts. You were halfway between the two brothers in age but even though you were never in their classes, they still made sure to hang out with you during break times at the various schools the three of you had attended over the course of your childhood.
Sam and Dean had never treated you as an outsider. In fact, they seemed to think of you as one of the guys. And for the most part, you were. You wore the same kind of flannel shirts they wore along with your torn jeans. You learned to shoot with them and went on your first hunt with them. You played football with them and you wrestled with them. Even when you’d gone through puberty and stopped looking like a child, they’d never seemed to pay much attention. You were just Y/N to them.
But last week, Sam had come across a case involving a cursed object, which was unfortunately in the possession of a very wealthy old woman. Breaking in was out of the question, as she had very tight security on her property, so you had to be a little more subtle in your attempt to retrieve the artefact. Like in the story of the Trojan Horse, you had to sneak in under the cover of a disguise. And luckily, she had a large charity benefit planned for tonight, held right in her elaborate ballroom. And the three of you had managed to score invites through a bit of trickery.
“Y/N, come on!” Dean called out. “If we don’t leave soon, we’ll be late, and we can’t afford to raise suspicion!”
“I’m coming!” you yelled back from the bathroom. Of course, this was a very formal event, and if you wanted to blend in, you had to play the part, which meant dressing up. It was the first time you had ever really done so, considering you hadn’t wanted to go to prom with a group of people you barely knew.
You stepped into your gold gown, pulling the silky fabric up over your body. The dress hugged your curves and, paired with the matching shoes, you looked ready to hit the Paris catwalks. You added a touch of make up, and slipped your grandmother’s diamond earrings into your ears. You brought your hair over your right shoulder, already styled from the hour you had spend in front of the mirror with your curler.
“How much longer are you going to be?” Dean’s voice rang out.
“I’m ready now!” You took a deep breath, smoothing imaginary creases in the dress’ fabric. Gripping the handle of the door, you slowly eased it open, stepping into the motel room beyond it. Sam and Dean were waiting there for you, looking uncomfortable yet incredibly attractive in their rented tuxes. When they caught sight of you in the doorway, their jaws dropped.
“Wow, Y/N, you look…wow,” Sam stuttered, his eyes widening in appreciation.
“You like?” you asked, spinning around to show off the back of the dress. Dean coughed.
“Damn. You look hot,” he admitted. Your cheeks heated up and you looked down shyly.
“I never realised how beautiful you are,” Sam murmured. You grinned to yourself, pleased that for the first time in your life, you had actually managed to shock the Winchester boys.
“We should probably go,” you told them, interrupting their gawking. “We wouldn’t want to be late,” you teased.
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