
13. Mariah Carey
Like many attractive ladies on our list, Mariah Carey may have learned from experience with older men and decided to give younger guys a chance.
After she and ex-husband Tommy Mottola went their separate ways, the popular singer started enjoying the company of younger men, including baseball player Derek Jeter, model Christian Monzon and more importantly, Nick Cannon. While Jeter and Monzon were only around 5 years younger than the diva, more than a decade in age separated Carey from one of the biggest loves of her life.
Carey married Cannon after only six weeks of dating, and many believed their relationship was doomed from the start because of the 11-year age difference. Unfortunately, the age gap proved to be unbridgeable, and the couple separated in 2014, after 6 years of marriage. They have remained on good terms and continue to be doting parents to adorable twins Monroe and Moroccan.