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Gisele Bundchen – Supermodel Bundchen met Di Caprio in 2000 and they dated on-and-off until 2005.

According to Female First, the rumor was that the duo called it quits because Bundchen was tired of waiting for Di Caprio to propose to her.

Toni Garrn – From around May 2013 to December 2014, Di Caprio dated model Toni Garrn.

According to Daily Mail, the couple never walked the red carpet together.

Lively is currently married to actor Ryan Reynolds, but according to The Blemish, Reynolds is jealous of some recent flirting going on between his wife and Di Caprio.

Blake Lively – Lively and Di Caprio were reported to be in a relationship from May to October 2011.Camila — "Cami" to most — also runs in young model circles along with Kaia Gerber, Bella Hadid, Kendall Jenner, and Hailey Baldwin. According to Ace Showbiz, 22-year-old Heatherton flew from New York to Sydney just to spend some time with Di Caprio. Your Boo Boo's last relationship ended in May of 2017: Leo dated model (and Camila Morrone lookalike) Nina Agdal, now 26, for more than a year. Let's see if Leo and Morrone make things official with a Citi Bike.

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