Leo and Gisele Dated from 2000-2005
Gisele Bundchen was Leo’s longest relationship. They dated on and off for almost 6 years! Sources say Gisele was looking forward to an engagement. Unfortunately, Leo never popped the question and the couple called it quits. Shortly after, Gisele met NFL star Tom Brady and become a half of one of the most successful couples in the world!
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