16 Successful Stars Who Fail Hard At Relationships

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1. Leonardo DiCaprio


When you played Jack in the Titanic, how could you not want to keep the romance alive again and again? Being one of the hottest bachelors of the’90s and ‘00s, we don’t necessarily blame Leo here. The man loves his models if Kristen Zang, Bar Rafaeli, Gisele Bündchen, and Erin Heatherton are proof enough! He also was linked to Blake Lively and Rihanna for a time.