Vanessa Trump’s WILD dating history before Tiger Woods: A street gangster, Leonardo DiCaprio – and a Saudi prince whose dad had links to Al Qaeda
Tiger Woods has become the latest addition to Vanessa Trump’s rollercoaster love life after the celebrity couple went public on their relationship with a bombshell statement on Sunday.
Confirming the news exclusively broken by the Daily Mail 10 days ago, Woods, 49, and Trump, 47, uploaded two pictures expressing their love on social media.
‘Love is in the air and life is better with you by my side! We look forward to our journey through life together. At this time we would appreciate privacy for all those close to our hearts,’ the caption, written by Woods, read.
The golf icon’s new partner has had a wild dating life — having previously been linked to a slew of interesting characters from a Latin gang member to a Saudi prince.
She later married Don Trump Jr in 2005, with whom she shares five kids, before filing for an uncontested divorce on March 15, 2018.
Mail Sport takes a look back at Trump’s relationship history, with Woods now confirmed as her latest love interest.
Tiger Woods and Vanessa Trump have gone public on their relationship with two pictures
The golf legend’s new partner has had a wild dating life — having previously been linked to a slew of interesting characters from a Latin gang member to a Saudi prince
The Daily Mail exclusively revealed that the golf icon was dating Trump earlier this month
Latin Kings gangster Valentin Rivera
Trump’s first serious relationship was said to be with Latin King’s gangster Valentin Rivera. The pair met at school, back when Trump was carrying her maiden name Haydon, and went on to date for five years.
During their teenage years, Rivera joined the Latin Kings — a street and prison gang originally founded in Chicago — and Trump would even drive him to his meetings and drug runs in New York City.
However, the pair grew apart after Rivera served a 16-month prison sentence on Rikers Island and after she reportedly began to get close with Hollywood actor Leonardo DiCaprio.
When she was 16 the two exchanged love letters as Rivera served time in prison. In one of the letters she says: ‘I miss you a lot, especially since it’s my birthday coming up.
‘And I wish you were here to celebrate with me’, according to Page Six who obtained the letter.
‘But you’ll be out [of prison] for my 18th birthday. I can’t wait till that year because a lot is going to happen. My 18th birthday, you’ll be back in my arms, my prom, and I want to get pregnant and have a baby with you after January,’ she wrote in the letter, dated December 1993.
They ended up staying together until Trump was 20. Rivera claims she allegedly had an affair with DiCaprio after meeting him at a club at that time.
Rivera would go on to serve time for negligent homicide after accidentally shooting a friend. He became an ‘inactive’ in the Latin Kings in 2013, as reported by Page Six.
Trump (right) dated Latin King’s gangster Valentin Rivera for five years during her teens
Rivera claims Trump allegedly had an affair with Hollywood actor Leonardo DiCaprio at the time
DiCaprio pictured with Kate Winslet at the Golden Globes in 1998, when New York Magazine published an article about the actor causing a ‘mini-sensation’ with Trump at a premiere party
Leonardo DiCaprio
While never being in a public relationship with Hollywood superstar DiCaprio, Trump was heavily linked with the actor romantically following her break-up with Rivera.
In an article written by New York Magazine in 1998, the then 20-year-old model and DiCaprio were said to have caused a ‘mini-sensation’ after she was seen ‘nuzzling’ him at a premiere party for James Toback’s Two Girls and a Guy at New York City restaurant Moomba.
Despite claims that DiCaprio had ‘fallen hard’ for Trump and was ‘in love’, his publicist at the time Cindy Guagenti flagrantly denied the relationship by saying he ‘never dated her.’
Saudi prince Khalid bin Bandar bin Sultan Al Saud
Following her relationship with Rivera and romantic links to DiCaprio, the model went royal — falling in love with a Saudi prince.
According to a report, Trump dated Prince Khalid bin Bandar bin Sultan Al Saud for three years and the two even lived together before they broke up shortly after 9/11.
The prince left the country after the terrorist attack as reports later cited that his Saudi ambassador father, Bandar bin sultan Al Saud, had potential indirect ties to Al Qaeda, according to CNN.
After Prince Khalid, a member of the powerful Al Saud dynasty, left the country, their relationship fizzled.
‘They dated from 1998 to 2001 and lived together… They were planning to marry [at the time]. They were inseparable,’ a source told Page Six.
Trump dated Prince Khalid bin Bandar bin Sultan Al Saud for three years and the two even lived together and ‘made plans to marry’ before breaking up shortly after 9/11, as per reports
He later married Lucy Caroline Cuthbert, the niece of the Duke of Northumberland, in 2011
‘Bandar treated her as if she was his queen. It was the complete opposite from Don Jr. They were together 24/7. They were a real couple,’ the source added.
However, a separate source close to Trump has dismissed the seriousness of their relationship.
‘They dated in her early 20s. They never lived together and were not planning to get married,’ the source said.
In 2011, Prince Khalid married British aristocrat Lucy Caroline Cuthbert, the niece of the Duke of Northumberland. He went on to become Saudi ambassador to Germany in 2017.
Donald Trump Jr
In 2005, four years after her relationship with Prince Saud ended, she went on to marry Donald Trump Jr., 47, at Mar-a-Lago in Palm Beach, Florida.
They first met at a fashion show in 2006 during the early 2000s, as reported by The New York Times.
The pair later welcomed five children: Kai Madison, 11, Donald III, nine, Tristan, six, Spencer, five, and Chloe, three.
In 2018, after 12 years of marriage, Vanessa filed for an uncontested divorce in New York.
In 2005, four years after Trump’s relationship with Prince Saud, she went on to marry Donald Trump Jr. (right) at Mar-a-Lago in Palm Beach, Florida. The couple later divorced in 2018
They have five children: Kai Madison, Donald III (both pictured), Tristan, Spencer and Chloe
New flame Woods was recently spotted alongside eldest daughter Kai at the PGA Tour’s Genesis Invitational event last month.
Kai, 17, and Woods’ children Charlie, 16, and Sam, 17, all attend the $38,595-a-year (approx. £30,000) The Benjamin School together.
Woods and his new partner were absent from the junior golf tournament in South Carolina that both Kai and Charlie played in this week.
Don Jr. was also absent from the contest, despite sources saying he is ‘cool’ with his ex-wife’s new relationship. Woods’s ex-wife Elin Nordegren was also a no-show at the event.
Tiger Woods
The latest chapter in Trump’s dating history saw the 47-year-old go public with golf legend Tiger Woods on Sunday evening.
The announcement came 10 days after DailyMail.com exclusively broke the news that the golf icon was dating Donald Trump Jr.’s ex-wife.
Woods, 49, and Vanessa, 47, who both live in Florida, have been together since Thanksgiving, the Daily Mail confirmed with four sources.
They live 20 minutes apart in the wealthy southern Florida enclave of Palm Beach and were spotted together at a golf tournament last month, while Woods has supported Trump’s daughter Kai, a budding golfer, during her sporting journey.
