Dean was asking me for a decision, but I wasn't prepared to give him one without knowing something else.

Dean asked, standing close to Mildred as she examined the teenager.

Dean asked, a hand braced against the ceiling to keep from falling over.

Dean asked, unable to look away from the city.

Dean asked as Claire came down the stairs with her belongings.

Dean asked, relieved to see that the bits of paper disappeared before they reached the floor.

Dean asked, wandering over to the counter, hammer in hand.

Dean realized Claire hadn't actually asked him to stay and cook dinner.

Dean asked as Claire stepped back and closed the door.

When his father goes missing, Dean asks for Sam's help to find him.