Dean canted his head for a moment, watching the man in a trench coat with a suspicous look in his eyes before glancing over to his baby brother and giving a small smile. It didn't feel awkward to see Sam as it made him feel...odd. He gave a small shrug for a moment in Sam's direction. Sure, he could just let this go. But he only had so long before this was all over.
"Depends on what?" He wanted to play big brother while he still had a chance. Before all of that was taken away from him. He watched him for a moment as his hand went into his pocket and Dean's hand went behind him, towards the gun tucked in his jeans. Just in case.