Jesse James. (9/15)

Monster Garage star and motorcycle master Jesse James felt the wrath of the pop culture public when he cheated on his then-wife, film star Sandra Bullock. Cast as the bad guy, James leaned in to the persona and revealed a string of affairs. But before Bullock, there was Janine. Adult film star, Janine Lindemulder, said “I do” to James in October 2002, but it came to an end just over a year later when Lindemulder was pregnant with their child, Sunny.