The Life and Loves of Leonardo DiCaprio

Kate Winslet

The next of DiCaprio’s most famously rumored beaus was his Titanic co-star Kate Winslet. The massive James Cameron blockbuster propelled both of them to superstardom, and though there have been rumors of a romance surrounding them for years, they have never confirmed anything.

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Whether their friendship ever did develop into something more or remain truly platonic, the love between Winslet and DiCaprio over the years remains clear for everyone to see. Their support of each other throughout their careers is always beautiful to watch and true friendship goals.

Gisele Bundchen

One of DiCaprio’s most famous and long-standing romantic relationships was with Brazilian supermodel Gisele Bundchen. The two of them dated for five years, before calling it quits in 2004.

Bundchen has gone on to marry NFL quarterback Tom Brady, but she and DiCaprio remain good friends to this day. “We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best,” she said in an interview with Vanity Fair in 2009.

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