Leonardo dicaprio who is he dating

If anyone's looking for more fanfic ideas or wondering just who else caught Leo's eye at the event, the reports that he was also chatting up Rita Ora and a "gaggle of models." We're dubious that any couplings will come from these innocuous run-ins, but why not get your feelings out on Twitter in case they do.Admit it – you’re intrigued by Leonardo Di Caprio’s dating history. We have said they were probably a thing UNTIL it was reported he'd been seeing 19-year-old Dutch Victoria's Secret Pink model, Chelsey Weimar. See Leo’s dating history - from 1994 (when he was 20) to now…He hooked her up with her first big Hollywood connection, director James Toback, who cast Bijou in his film Black and White.Things ended with Leo, and she moved on to costar Elijah Wood.

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After all, Di Caprio's exes are basically a roll call of the Victoria's Secret Fashion Show with a few Milan Fashion Week regulars tossed in the mix.Di Caprio having a new model on his arm is nothing new, but many fans just can't take it.After all, the model did say that she's focusing on work after her breakup with the Weeknd. Because for some people, the only person that Di Caprio belongs with is Kate Winslet.Over the years, the Oscar winner has romanced Hollywood actresses, Sports Illustrated swimsuit cover girls, and Victoria's Secret catwalk queens, all while trying to prove that he's just a regular guy who loves riding bikes around the city, texting his famous friends with club recommendations, and hitting the vape every once in a while.While plenty of people pine for the love that Leo had with BFF Kate Winslet in Titanic (and sort of wish that they would get together IRL), the 42-year-old isn't really doing anything wrong with sowing his oats — just look at his fellow former Hollywood bachelor George Clooney, who definitely landed a catch when he married wife Amal in 2014.

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