Inside Cindy Crawford's Relationship With Her Famous Exes

As one of the most famous women in the world, Cindy Crawford had many famous suitors when she hit it big in modeling in the late 1980s and early '90s. 

While websites such as Whos Dated Who note she once dated Robert DeNiro, Jon Stewart, John F. Kennedy Jr, and Shaquille O'Neal, it's hard to know which celebrities Crawford was ever romantically involved with. She famously appeared on the first cover for Kennedy's magazine George, but he was married to Carolyn Bessette at the time. 

O'Neal publicly apologized to Crawford after claiming the two had hooked up, admitting the two had never had sex, according to The Los Angeles Times. However, Crawford was frequently photographed with some of her famous boyfriends, including actor Val Kilmer. In his memoir, per Meaww, Kilmer described his romance with Crawford, writing, "Oh God, I loved Cindy and just kept loving her. I thought I could have died from her love because its delight was simply too much to bear. I would die of happiness."