Paris Hilton
There was a time when Paris Hilton was everywhere. The socialite was the original influencer and Kim Kardashian wouldn’t exist without her. Hilton had a history of dating superstar athletes when she was at the height of her fame. She spent time with Heisman Trophy winner Matt Leinart but quickly moved on from him.

The most famous names on her list include Cristiano Ronaldo and Oscar De La Hoya. Meanwhile, she also had relationships with tennis star Andy Roddick and NHL goaltender Jose Theodore. In the end, she settled down with Carter Reum, a venture capitalist and entrepreneur (via Express).