To Top

3. Madonna

Madonna and Guy in 2007

Madonna is the queen of cougar celebrities, having dated younger men ever since she divorced Sean Penn in 1989. The list of the superstar’s lovers include Tony Ward (five years younger), Guy Ritchie (10 years younger), Alex Rodriguez (17 years younger) and Brahim Zaibat (30 years younger). It seems the older she gets, the younger they get. These unions may not last, but she seems to have fun in the meantime.

More in Celebrity