It might come as a surprise to many people, but Leonardo DiCaprio — who has dated supermodels like Giselle Bündchen and Camila Morrone — was actually linked to Donald Trump Jr.’s ex-wife Vanessa Trump back in the day. According to New York Magazine, DiCaprio and Vanessa were actually spotted getting a little up-close-and-personal during a premiere party in 1998, but the actor’s publicist denied that they were dating at the time. Yet, People even reported that Vanessa used to date a member of a violent street gang before she left him for DiCaprio.
As many fans know, Vanessa went on to marry Don Jr., but pulled the plug on their marriage back in 2018. While no one really knows exactly what happened between the two, some insiders suggest that she threw in the towel after realizing that it wasn’t worth being a part of one of the richest families in the country if her husband was going to be so cheap.
One source claimed to Vanity Fair, “He gives her very little help and has been keeping her on a tight budget. She doesn’t live a lavish life and can very rarely pick up a check at dinner.” That said, who Vanessa has moved on with since her divorce has really turned a lot of heads — both in Hollywood and in the D.C. political scene, too.