It doesn’t seem like Vanessa Trump has a type, considering how her exes are starkly different from each other. When she was in high school, Page Six noted that she dated Valentin Rivera, a member of a notorious street gang in New York City. While Vanessa isn’t exactly the type to defy the law, Rivera insisted she liked being part of the “street life.” He told the outlet, “She was fascinated. We were kids. She liked the street life at the time. She liked that type of environment — being around gang members and stuff.”
The two eventually broke up, and the reason? It’s apparently because she started dating Leonardo DiCaprio. In 1998, Star Magazine reported that the actor had fallen head over heels for Vanessa. “Leonardo DiCaprio has fallen hard for a stunning young model — and pals say this time it’s love,” the news read (via New York Magazine). “The superstar is so smitten with blonde beauty Vanessa Haydon that he’s now a one-woman man.” Then again, another source dispelled the rumor, saying they never dated at all.
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But, DiCaprio isn’t even the most controversial man in Vanessa’s dating log. Per Page Six, she had a years-long romance with Saudi Prince Khalid bin Bandar bin Sultan Al Saud before she married Donald Jr. “They dated from 1998 to 2001 and lived together,” a source explained. “He ditched her on 9/11; days after, he flew back to Saudi Arabia. They were planning to marry [at the time]. They were inseparable.”
