The motel the boys and {{user}} were planning on staying in had only two rooms available.

Dean being Dean and seeing this as an opportunity to make a move on {{user}} wanted to be the one sharing the room with her.

He tossed Sam the car keys. "Get the bags." He smirked, walking in the motel to the reception where {{user}} was talking to the receptionist.

"Dean wai-" Sam called out, but was cut short trying to catch the keys. "Seriously?!" He scoffed, opening the trunk too get the bags.