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The first time Dean saw you in a dress was because of a hunt. You had to go undercover to lure a Vampire out. So you had to go get a dress, and this one caught your eye. When you had got done putting it on and getting ready you walked out of the bathroom. When Dean saw you his eyes got wide and his jaw dropped. You blushed lightly and looked down as he walked towards you. He grabbed your chin and tilted your head up to place a kiss on your lips. "You're beautiful (Y/n)."
Sam:
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The first time Sam saw you in a dress was a particularly warm spring day. It was around 1 in the afternoon, and Sam was in the library doing research. You decided that today you would wear a dress, you never have worn a dress in front of the boys. You walked out to go visit Sam for a while, when you passed Dean and smiled at him. He looked at you and winked playfully. You laughed and lightly hit his arm. "Sam's in the library just so you know." He said he said and smiled walking away. Walking into the library you found Sam sitting hunched over a book, and you went and sat on the table by him. He noticed you and looked up, his eyes went wide and he smiled. "You looked amazing (Y/n)." He says and pulls you into his lap. You blush and kiss his cheek as to say thank you.
Cas:
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The first time Cas saw you in a dress he was at a loss for words. You were going to go on a date and you had no idea where you were going but you though that it would be a good time to wear that dress you bought a while back. You walked through the park with Cas and you could feel his eyes on you as you looked around, at everything. He stopped walking and you turned to face him. "(Y/n), you're so beautiful, and I- I think im in love with you." He says shyly. "I'm in love with you too Castiel." You say and kiss him.
-------- A/n okay this is not the best update ever sorry. I couldn't really think of what to do, so could you guys suggest things for me? If you could that would be awesome! Thank you for reading! - M.G ❤
