Sam and Dean needed your help getting a file from a company but they couldn’t get it cause the company knew they were hunters. You walked in wearing a black dress the one Dean picked out for you.

You were stopped by a security guard so you froze not knowing what to do, Dean spoke through your ear piece while watching the video feed from the van Sam and him were parked in outside, “do you have any tattoos?”

he didn’t wait for you to respond before adding, “give him a little sneak peak there.. all tattoos are sexy” you could practically hear the smirk in his voice.

you sighed and turned the other way talking into the ear piece, “mine is a tramp stamp of a flower” you glanced back at the security guard over your shoulder with a fake smile.

Dean didn’t end up responding to that until after you came outside with the files -time skip-, you handed Dean the files outside of the van he was in with Sam, “really? a tramp stamp of a flower? thats the best you could do?“