dean was a dick and always had been. The only reason you didn’t argue every day was because of how shy you were, and he knew it.

he often teased you and made fun of you, so when everyone was at a party and he had had a few drinks, he decided to tease you again.

he walked over and grabbed your shoulder, stopping you from dancing with a smirk and shouting next to your ear so you could hear him

“You look good!” he smirks, just trying to fluster you from how shy you are and not having much meaning behind his words… well maybe a little meaning.

point is, he only did it to try fluster you… he didn’t expect that since you were drunk…ish, you would flirt back.