Born Vanessa Haydon, Tiger Woods‘ present girlfriend is slowly bringing back the smile on his face. The golfer has faced a mixed but mostly downhill start to the season with his mother’s passing and missed events. When the form was good, he was under scrutiny for his past love life. After a rocky few years, Woods finally shared a lighter update – the romantic announcement.

Tiger Woods and Vanessa Trump, both Palm Beach locals, likely first crossed paths through their kids at The Benjamin School. Once his post-reading, “Love is in the air….” was out, everyone wanted a gist of the pair’s past romances. Woods’s past has been in the headlines for years now. So, let’s take a look at Vanessa Trump’s rich dating history.

Valentin Rivera

Youngblood is always chasing adrenaline. Something similar happened with Trump as she dated Valentin Rivera, a member of the Latin Kings gang. Rivera and Trump first met at the age of 5, but then reunited as 15-year-olds. According to the Pagesix report, they both ran into each other on 86th Street during a house party. She asked Rivera for help with some kids who were causing trouble. “That’s how we started talking again,” the Latin King gang member shared.

According to Rivera, “She was fascinated. We were kids. She liked the street life at the time.” Not only this but further, he shared how Trump used to drive him to gang meetings and drop off weed in her stepfather’s convertible. Charles Haydon was her stepfather, a reputed lawyer.

Though Rivera was in prison for 16 months in the case of assault, Trump used to visit her with her mother. Their relationship continued until 1998 when he found out about her next relationship.

Leonardo DiCaprio

After the 5-year relationship with Valentin Rivera, at the age of 20, she met with Leonardo DiCaprio in a club. According to Rivera’s statement in PageSix’s report, she was a fashion model at that time. Even Rivera shared about a private party in a trendy SoHo loft. He said, “The couple could be seen holding hands, kissing and cuddling into the wee hours in a dimly lit corner.”

Then, there was another article in New York Magazine that reported the model “was seen nuzzling” the Titanic star during James Toback’s “Two Girls and a Guy” in May 1998. Well, to all the claims and reports, the Publicist for Leonardo DiCaprio has denied it. Similar to the claims, the pair was not seen together for long as in the same year, she dated Prince Khalid.

Saudi’s Prince Khalid

After the speculative or rumored relationship with the Hollywood star, the model then started dating Prince Khalid bin Bandar bin Sultan Al Saud of Saudi Arabia. Even though there isn’t much information about their dating history, they were in a relationship for 3 years, from 1998 to 2001.

Later in 2001, Khalid bin Bandar left the U.S. after his father and Saudi ambassador Bandar bin Sultan Al Saud was suspected of having indirect ties with the Al Qaeda hijackers. His leaving the country led to the end of their relationship, but starting off a marriage that lasted the longest.

Donald Trump Jr.

Vanessa Haydon in 2003 was a model when Donald Trump introduced her to Donald Trump Jr. She recalled the incident at the New York Times in 2006. Though the duo met in 2003, but didn’t click at that time. Later when they met at a friend’s birthday party, it was then seemed like a perfect match. She shared to the newspaper, “We talked for an hour.”

After two years of knowing each other, the duo got engaged, and even tied the knot at Trump’s Mar-a-Lago resort in Florida. During the marriage, the couple had five children- Kai, Donald III, Tristan, Spencer, and Chloe. Kai Trump is the oldest and has built a prominent name in the golf world, with her appearance at the junior level. But the 15-year-long marriage came to an end in 2018 as Vanessa Trump filed for divorce.

Tiger Woods

After the divorce with Donny Jr. Vanessa has now made it to the headlines with the recent update. Tiger Woods shared about their relationship on social media sharing photos of the couple while writing, “Love is in the air….” Though Vanessa Trump has appeared in support of the golfer. Take the example of TGL, where Vanessa Trump, Kai Trump, and Charlie Woods were seen together in the stands. Even during the Genesis Invitational, she was seen wearing the Sun Day Red apparel. But all this was ignored, as the golfer had a tough family situation to deal with. However, now with the update, he has been under the radar of the golf world.

Recently, Jessica Hadwin has also mocked his caption for updating about the pair. Well, everyone has their opinion. What is your opinion about Vanessa Trump’s rich love life? Did you know about it? Let us know your thoughts in the comments below.