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The Academy Award-winning actor officially split from his 25 year-old model girlfriend, Nina Agdal, whom he first met in 2016 at an Oscars after party.
Agdal is famously just the latest model ex for the perennial single actor, who over the years has dated a number of high-profile glamazons, particularly of the Victoria's Secret variety, including Gisele Bündchen, Toni Garrn, and Bar Rafaeli, to name a few.
Leo's 1995 rumored fling with Naomi Campbell reportedly fizzled fast, but they became good friends.
More than 20 years later, they still get together to look hot on vacation, save Russian tigers, and photobomb 50 Cent.