Fundamentally, there's a trap. It's a short trip from "I can avoid this if I'm good enough" to "I didn't avoid this, so I'm not good enough (bad)." That's toxic dialog. If this is the way you think about anyone, including yourself, you're not being a good friend, and there will be consequences.
And I realize the irony in this statement, but if you like to out-clever problems, you should think about whether you are failing to maintain a diversity of rich, long-term relationships with people. If so, this is probably not a coincidence.