Former NFL star Baskett has one of the most scandalous stories on this list. First, he made waves when he married Playboy Playmate Kendra Wilkinson. Everything seemed to be fine for the couple until he cheated on her with a transsexual model, Ava Sabrina London. The model filmed their encounter and tried to extort him.
This affected their public lives because everybody was talking about it. Somehow they turned it into a reality TV show but in the end, Baskett and Wilkinson divorced. Baskett denied being with London because he didn’t want people to question his sexuality. But the damage was already done (via NY Daily News).