Disclaimer- I don't own anything related to Supernatural

A/N: A huge thanks to AshlynDecia for reviewing! That means a lot for a newbie like me, so thanks!

Prompt: Imagine having to wear a dress for a job and when Dean sees you he can't help but stare - from unknown

You shuffle through your duffle bag, looking for the right type of outfit. You were going to go with Dean to a ceremony for the opening of a new painting at some art museum that night.

All the evidence Sam had gathered thus far pointed to a haunting. Of course there were three options as to which painting the spirit was actually attached to, which is why you and Dean had to go to the ceremony and find out.

Your fingers touch something soft and silky at the bottom of your bag. Curious you grip it and yank the material out. It was one of your mother's dresses that you'd managed to snatch before you'd had to leave.

A simple and yet elegant looking pale blue dress.

You bite your lip.

You didn't really have any better options to choose from, unless you counted slacks and a nice shirt as elegant clothes.

You decide to try it on to see if it actually fit you.

You strip off what you were previously wearing and pull on the dress.

The v at the neck was wider than you anticipated. The sleeves starting at your shoulders and only wrapping around the top of your forearm. The material clung to your midsection before fanning out in a pretty manner at your waist.

You twirled around to see and the skirt flowed in a circle, making you smile.

Yes, this dress should work nicely.

You grab the curling iron from your small toiletry bag and put up your hair in the most elegant way you know how. A fancy looking small ponytail while the rest of your (h/c) colored hair hung in ringlets.

The makeup you possessed was minimal, but it worked. With a little mascara, eyeliner, and a touch of lip gloss, you were content with your reflection.

You slip on your golden sandals, the best shoes that you own.

You were glad that Sam and Dean had found a small house to squat in instead of a hotel room, here at least you had some privacy. Otherwise it was a quick rush in the bathroom so that the next person could get ready.

"Y/N, you ready?" Dean called from downstairs.

"Just a minute!" You yell back.

You double check in the little mirror once more and put on a little lotion since you didn't currently own any perfume.

There, you were ready. Or, at least as ready as you could get.

You grab your cell phone, just in case, and walk out of your room.

You move down the short hallway to the stairs and see Dean standing at the bottom. His back is to you, but you can see that he's all dressed up. He'd even gone so far as to gel his hair.

'Sam must have helped him,' you think with a smirk.

You step carefully down the stairs, not wanting the dress to get tangled between your legs and trip you.

The old wooden step creaks beneath you under your weight. The sound makes Dean turn.

He opens his mouth to say something then closes it.

You can't determine the look in his green eyes as he gazes at you. His stare making you suddenly self-conscious. Was the dress too tight? You'd thought it'd looked fine before. Perhaps it was too short? Maybe you should've done something different with your hair.

You make it to the bottom of the staircase.

"You look nice," You tell Dean.

Your statement must have snapped him out of whatever faze he'd been in.

"Thank you," he replies courteously.

He holds out an arm for you and you take it, feeling his muscles beneath the suit jacket. The two of you walk towards the front door.

"Do you think I'm underdressed?" you ask him nervously, still trying to come up with a reason as to why he'd been staring at you earlier, " 'Cause I can change…"

He stops and turns to face you, "Y/N, you look beautiful," he tells you, his green eyes filled with nothing but honesty. He gently tucks a stray strand of hair behind on of your ears, "I wouldn't change a thing." He gives you a soft smile.

With that the two of you start walking again. He holds the door for you before walking at your side once more.

You're glad that the ceremony took place in the late evening. The darkness helped to hide the blush that forms on your cheeks at the thought of what Dean had told you.

'He was just being nice,' you tell yourself, 'You know he only sees you as a little sister.'

And yet, that look in his eyes had suggested otherwise.

Dean opens the passenger door open for you and you settle down in the impala as he walks around the front and gets in.

"I wonder if there'll be any music or dances," you wonder out loud as he pulls out onto the street.

Dean shrugs. "If there are, would you want to dance?"

"That depends," you reply, with a sly grin.

"On what?"

"If I have a partner."

"I'll dance with you," he says.

"Dean Winchester? A dancer?" you tease.

"I'm a man of hidden talents," he replies easily, "But seriously, I'll dance if you want to."

"I'd like that," you tell him with a nod.

"Yeah?" he asks, sounding hopeful.

You smile suddenly nervous once again, "Yeah, well…you know, it'd look weird if we were just standing around…right?"

"Yeah, yeah, of course," he agrees.

You nod again, your face remaining a sea of calm while on the inside you couldn't decipher what was going on in your chest. It was like your heart was doing a little tap dance. Dean had not only complimented you, he'd asked for a dance! You bite your bottom lip and sneak a glance at him.

His green eyes met yours and he offers a smile again.

"You really do look beautiful, I wasn't just saying that to be polite," he states.

"It was my mother's dress," you tell him, unsure of what else to say. It's not like you'd gotten much practice flirting before you'd become a hunter.

Apparently Dean didn't know what to say either so he just settles for a, "Well, it looks nice on you."

You smile shyly and turn to look out the window, suddenly looking forward to the ceremony.

You hoped that they played good music.

A/N- Again, thank you to AshlynDecia for your kind review. If anyone has any imagines/prompts you'd like to see, please let me know. Or if you have any corrections, constructive criticism is always helpful. Please, please review!

~H.L.