#8 Madonna & Dennis Rodman
Madonna’s taste in men is extremely diversified. She dated Guy Richie and Sean Penn a few decades ago, and she recently broke up with the 24-year old Brahim Zaibat. The fact that Madonna had a fling with Dennis Rodman shouldn’t come as a surprise. Rumor has it that she really wanted to have his baby, and that she was sort of obsessed with Rodman.