"You sure called that one right," he says with a laugh.

If Obie ever wanted to break him for real, he's pretty sure he wouldn't stand a chance. It would take a while and it would get messy as hell but in the end, he'd go down.

He doesn't dwell on it, because it's not going to happen. He trusts Obie. He trusts that Obie really does like him, that Obie is definitely getting what he wants out of this relationship, and that Obie has the sense to realize that Sherry would rip him in half.

But, because Tony is Tony, mostly the first one.