Her Ex-Boyfriends Before Don Jr. – Hollywood Life

Vanessa Trump has had a high-profile courting historical past, and it goes again lengthy earlier than she met her ex-husband, Donald Trump Jr. Now, she has a brand-new love. The socialite just lately confirmed her relationship with PGA champion Tiger Woods, who shared an Instagram put up in March 2025 acknowledging the romance rumors.

“Love is within the air and life is best with you by my aspect!” Tiger captioned his carousel, which featured pictures of him and Vanessa collectively. “We look ahead to our journey via life collectively. Presently, we’d recognize privateness for all these near our hearts.”

Earlier than Tiger, Vanessa was married to Don Jr. for simply over a decade. Nevertheless, her relationships beforehand have additionally made headlines, particularly her rumored reference to A-list actor Leonardo DiCaprio. Look again at Vanessa’s courting historical past under.

Valentin Rivera

Vanessa’s first publicly identified romance was with alleged Latin Kings gangster Valentin Rivera when she was an adolescent. In accordance with Web page Six, Vanessa, whose final identify was Haydon on the time, dated Valentin for 5 years and despatched him love letters whereas he served a 16-month jail sentence.

Leonardo DiCaprio

In accordance with New York journal, Vanessa was noticed with Leo at a premiere celebration in 1998, but it surely solely appeared to be a short connection. The duo by no means publicly addressed their rumored romance, however based on Betches, the Titanic film star broke issues off with Vanessa when she was 20 after he came upon that she allegedly cheated on Valentin with Leo.

Prince Khalid bin Bandar bin Sultan Al Saud

Web page Six reported that Vanessa was as soon as linked with a Saudi prince, they usually deliberate on getting married however ended their relationship following the September 11, 2001, assaults. Neither of them publicly commented on the report.

Donald Trump Jr.

In 2003, Vanessa and Don Jr. had been launched to one another at a style present by his father, Donald Trump Sr. By 2004, they had been engaged, with Don Jr. popping the query with a $100,000 engagement ring. After marrying in 2005, Vanessa and Don Jr. welcomed 5 kids collectively.

Twelve years later, Vanessa filed for divorce from Don Jr., they usually cut up however vowed to be devoted co-parents to their youngsters.

“After 12 years of marriage, now we have determined to go our separate methods,” Vanessa and Don Jr. mentioned in a press release on the time, per PEOPLE. “We’ll at all times have great respect for one another and our households. We have now 5 lovely kids collectively they usually stay our prime precedence. We ask to your privateness throughout this time.”

Tiger Woods

In early 2025, a number of shops reported that Vanessa and Tiger had been courting, however they didn’t affirm the rumors till that March.