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TheDailyBeast: Wildest Celebrity Wagers

Leonardo DiCaprio vs. Tobey Maguire

Would you rather have Jack Dawson as your father or Spider-Man? Best friends Leonardo DiCaprio and Tobey Maguire were so confident that the other would become a father first that the two reportedly bet $25,000 on the prospect.

The payoff: On Nov. 7, 2010, DiCaprio got $25,000 richer when Maguire’s fiancée gave birth to the couple’s daughter, Ruby Sweetheart.



(AP PHOTO/Getty Images)
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