3. Kathy Griffin and Isaiah Mustafa (13 years)/Kathy Griffin and Randy Bick (19 years)
Kathy Griffin is well known for 2 things: being funny as hell and dating younger guys. First she dated the Old Spice commercial guy, Isaiah Mustafa, who’s 13 years younger than her. Next she upped the ante by dating marketing executive, Randy Bick, who’s 19 years younger than her.