TPM Episode 491: Best of Inappropriate Questions, Final Round

Inappropriate Questions is how I end every show. The idea is that I find a friend of my guest and record 3 questions with them. The questions can be anything that gets the guest to tell a funny, crazy, embarrassing or really, any good story. The goal is to get some gold without pissing off my guest when I surprise them with the questions. This week, I have a long list of legends on this highlight…