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Celebrate Leonardo DiCaprio's 48th birthday with a look back at all his romances (and exes) over the years

By Wonderwall.com Editors of Wonderwall | Slide 1 of 33: Leonardo DiCaprio can get pretty much any woman he wants, and during some points in his life, it seemed as though he was trying to get them all. Despite a few long relationships and the ability to keep most of his flings under wraps, Leo still has a reputation as a Hollywood playboy with an affinity for mostly models -- but sometimes actresses -- and almost always blondes, with a few exceptions. With his latest would-be love, he also seems to have made an exception to his long-rumored "I can't seriously date anyone over 25" rule, because in the summer of 2022, rumors linked Leo to supermodel Gigi Hadid, who was 27 to his 47 (and a single mom to a toddler daughter) at the time. By September 2022, Leo and Gigi were even seen making out at two New York Fashion Week events, Instagram gossip account Deux Moi reported, and it was on. As Leo explores this new era of dating "older" women, join Wonderwall.com as we revisit the Oscar winner's former flames in honor of his 48th birthday on Nov. 11, 2022...Keep reading to see all the women from his past...

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Leonardo DiCaprio can get pretty much any woman he wants, and during some points in his life, it seemed as though he was trying to get them all. Despite a few long relationships and the ability to keep most of his flings under wraps, Leo still has a reputation as a Hollywood playboy with an affinity for mostly models -- but sometimes actresses -- and almost always blondes, with a few exceptions. With his latest would-be love, he also seems to have made an exception to his long-rumored "I can't seriously date anyone over 25" rule, because in the summer of 2022, rumors linked Leo to supermodel Gigi Hadid, who was 27 to his 47 (and a single mom to a toddler daughter) at the time. By September 2022, Leo and Gigi were even seen making out at two New York Fashion Week events, Instagram gossip account Deux Moi reported, and it was on. As Leo explores this new era of dating "older" women, join Wonderwall.com as we revisit the Oscar winner's former flames in honor of his 48th birthday on Nov. 11, 2022...

Keep reading to see all the women from his past...

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