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Leonardo DiCaprio’s ex-girlfriends: A 20 GIF retrospective

By / 11.05.12

In case you didn’t hear, because it was reported on Friday, Leonardo DiCaprio and Victoria’s Secret model Erin Heatherton broke up. The 37 year-old actor and 23 year-old supermodel managed to hang in there for a lengthy 10 months or so before calling it quits. Leo, being Leo, did not waste any time getting back in the swing of things as he was reported to have been “seen partying with a gaggle of models” just last week.



I can’t figure out if Leonardo DiCaprio is the dumbest man on the planet for letting all these gorgeous women get away, or if he’s the smartest man in the world because he is able to just replace one perfect 10 with another over and over again. Take a look at these 20 GIFs and let me know what you think?



Photo credit: YouTube/Warner Bros.

Erin Heatherton (2011-2012)






Madalina Ghenea (2011)







Blake Lively (2011)







Anne Vyalitsyna (2009)







Ashley Roberts (2009)







Bar Refaeli (2006-2011)







Sienna Miller (2005)







Gisele Bundchen (2000-2005)







Helena Christensen (1997)







Brittany Daniel (1994-1995)







Not Pictured…

Bobbie Brown, Emma Bunton, Karen Butler, Naomi Campbell, Trishelle Cannatella, Mariah Carey, Alyce Crawford, Claire Danes, Linnea Dietrichson, Carmen Electra, Heather Graham, Bridget Hall, Monica Hansen, Vanessa Hayden, Natasha Henstridge, Lauren Holly, Rachel Hunter, Sara Foster, Eva Herzigova, Paris Hilton, Kendra Jade, Kidada Jones, Carmen Kass, Virginie Ledoyen, Juliette Lewis, Lindsay Lohan, Demi Moore, Kate Moss, Carla Paneka, Bijou Phillips, Ashley Roberts, Tawney Sablan, Kendal Schuler, Ashley Scott, Alicia Silverstone, Jessica Simpson, Alyssa Sourovoya, Vanessa Trump, Liv Tyler, Amber Valletta, Kate Winslet, and Kristen Zang. (Allegedly…)



So? Genius? Or Idiot?


TAGSAnne Vyalitsyna GIFAshley Roberts GIFBar Refaeli GIFBlake Lively GIFBrittany Daniel GIFcelebsErin HeathertonErin Heatherton GIFGIFsGisele Bundchen GIFHelena Christensen GIFLeonardo DiCaprioLeonardo DiCaprio dating historyleonardo dicaprio ex girlfriendsleonardo dicaprio ex girlfriends listLeonardo DiCaprio girlfriendsMadalina Ghenea GIFSienna Miller GIF
Douglas Charles
About Douglas Charles... Douglas Charles is the managing editor of Guyism.com. His experience includes operating an assortment sports and entertainment Web sites over the past decade, but his specialty is discovering sexy women from all over the world that he knows he will never have a chance with, let alone meet - a quality he shares with 99.99% of his readers.

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