Leonardo DiCaprio and Gisele Bundchen
Leonardo DiCaprio’s a bit of a notorious bachelor in general, but he tops the list of celebrity modelizers.
1998: Rumored to have had a month-long affair with the then-married Eva Herzigova
2000 - 2005: On-and-off relationship with Victoria’s Secret model Gisele Bundchen
2005 - 2009: Dated Sports Illustrated swimsuit model Bar Refaeli
2009: Sources claim Leo had a brief fling with Russian supermodel Anne Vyalitsyna
2010 - 2011: Second time around with the Israeli-born Bar Refaeli
2011 - Present: Dating Victoria’s Secret model Erin Heatherton
And let’s not forget May to October of 2011 when Leo dated Gossip Girl actress Blake Lively. Though not technically a model, her blonde hair, killer bod, and long legs could certainly classify her as one.