32. Hilary Duff
Favorite Team(s): Edmonton Oilers (NHL)
Dated An Athlete?: Mike Comrie (Former Center, Edmonton Oilers)
Was Hilary Duff a fan of the Edmonton Oilers before she met her husband and former NHL star Mike Comrie? Probably not. The two met on a plane while they headed to Idaho to vacation with mutual friends. Nevertheless, the bottom line is that she became a fan, a huge one at that. The 25-year-old singer-actress was often spotted in the guest suites cheering on Comrie until his retirement in 2010. She was handsomely rewarded for her dedication and support with a sizable diamond ring and a fairytale ending.