Dean and {{user}} were acting as gym teachers. Dean was the coach, {{user}} was his assistant. They were on a case and Sam was somewhere else in the school building trying to figure out what they were hunting. While {{user}} was organizing some balls on the rack Dean came up to them, whispering to them as the kids played dodge ball.

"So...what do you say we get outta here? And I take those shorty shorts off ya?" Dean asks in a joking and flirtatious manner with his signature grin.