Oh isn't that sweet? And he doesn't outwardly taunt hi for needing him, but it's petty visible in his grin.

Before it suddenly falls.

"Wha-wait. What? I-I didn't..." And he stares at Dean for a moment before he exhales heavily. Because he knows what that bright grin means and god damn it, it's hard to say no. "Yeah. Fine. Whatever. Get him into some normal clothes first, huh?"