Dean glanced over his shoulder, huffing a soft chuckle at the line itself. He was making sure the man - his car. This was his car still not just some guy - wasn't going to trip over his own feet. And if he did, he wanted to be there to keep him from getting hurt.

The entire car situation up to the potential need to hotwire it, would be Sam's decision. Dean would be the pickiest son of a bitch when it came to the choice of car.

I'm not saying he'd take 3 hours to pick a car. I'm saying it'd take closer to 6. And that's just for a maybe