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(His Pussy Posse would be proud.) Whatever it is – his beautiful face, his beautiful dadbod, his stellar career (you might have heard – he recently won an Oscar?

She fitted the blonde, beautiful bill they shared an interest in environmental activism which — as we now know — is a love that's outlasted any lady friend (apart from his mother, of course).

It is reported that the relationship ended because she was interested in settling down, but Leo wasn’t ready to give up his playboy lifestyle.

Di Caprio allegedly saw a picture of then-model and current Revenge actress Valletta in a magazine and had his "people" track her down for a date. Eva Herzigova (1998) Phillips, the daughter of Mamas and Papas singer John Phillips, briefly dated Leo in 1998 when she was 17.

If you know anything about Leonardo Di Caprio's dating history, it's probably that he tends to date blond models. They were most recently seen having lunch together yesterday in NYC.

The loves, exes and relationships of Leonardo Di Caprio, listed by most recent.Hollywood heavyweight Leonardo Di Caprio has had a long and complex dating history since the early ’90s. It took some time but we narrowed down Leonardo Di Caprio’s dating history to his last 15 girlfriends.And lately, he’s been making headlines by emptying out clubs and bring 20 women home with him, but we know Leo really enjoys girlfriends even though we have noticed a pattern with each of his choices in female company; it’s mostly just models. As Leo’s career chart has gone upwards, his taste in women has pretty much plateaued. Not that we can fault him or ‘type’, but he’s gone from nineties supers to noughties actresses, Sports Illustrated and Victoria's Secret models and twenty-tens TV personalities, they’re all so… And hot, of course, but the thing is they’re not getting any older and he is. After a run of actual girlfriends (Gisele, Bar Refaeli, Kelly Rohrbach), he’s been going through a little casj patch with presenter Laura Whitmore and Made In Chelsea-er Lauren Hutton who both reportedly (disclaimer – nothing’s been confirmed) hung out with the actor.

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