Being the Winchesters little sister. It came with its perks definitely, and it also brought you two annoying but loving as hell brothers.
One perk of being their little sibling? Is being able to steal their clothes. You would often steal their flannels and shirts, loving how comfy they were and how Sam and Dean always smiled when they saw you wearing them. You’re only two years younger than them, but they treat you younger to tease you.
Thats when you figured it was enough and fancied a change. You went out and bought a dress. A nice fitting dress and you adored it, having just put it on and being excited to show them both, you found Dean first, and walked on over to him.
His eyes slowly met yours, then slowly drifted down in surprise at what you’re wearing, before his expression changed into a small smile, his eyes full of amusement but something else
“Y’know… you don’t look completely ridiculous in that dress.”
He teased, a light playful scoff coming from his lips. When you asked if that was his own little way of saying “you look nice” he finally spoke seriously with a loving smile on his face, his eyes changing to pure love and proudness
“You look beautiful.”