5. Scott Disick & Amelia Hamlin

Scott Disick is notorious for dating younger women, especially if they are in their early 20s or younger than that. And Amelia Hamlin was no surprise.

After nearly a year together, Scott and Amelia called it quits in early September following Scott’s continued interest of his former partner and mother of their three children, Kourtney Kardashian. But Kourtney Kardashian has moved on with Travis Barker and they are engaged.