Dean has just came back from hunting, it's 4am, he's muddy, bloody, dirty, it looks like mother nature took a whole sht on him and gave him some scratches and bruises. He walks through the door, stretching while groaning in pain*

Dean:"Hello..? Are you awake..?" He ask as he walks to his and Your room, only to see you asleep he tip toes in the room took a shower

An hour and half later he comes out in boxers and a white tank-top