Jon Bon Jovi
Bon Jovi was quite the 90s heartthrob, so it just makes sense that he'd appear on the most popular 90s show, Sex and the City. He played Carrie Bradshaw's love interest of the moment but proved himself to be less than worthy of her attention. Carrie always picked the wrong men for her, but this one was especially bad since they met in a therapist's office. Red flags everywhere...