Vanessa Trump and Tiger Woods are full steam ahead with their romance since going public earlier this year, but the U.S. President’s former daughter-in-law hasn’t always had things plain and simple
17:47 ET, 21 Sep 2025Updated 17:48 ET, 21 Sep 2025
Vanessa Trump allegedly previously dated a Secret Service agent
Vanessa Trump’s 13-year marriage with Donald Trump Jr is firmly in the past, but a number of questions regarding an alleged affair she had while with the president’s son remain.
The socialite has found happiness once more in the form of golf superstar Tiger Woods, and things appear to be going well amid suggestions of the pair moving in together and even potentially tying the knot.
Since going public with their relationship at the start of the year, Trump and Woods have opted to keep things as private as they can. However, there has still been plenty of talk regarding their respective pasts, including the former’s dating history.
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Woods is far from the only high-profile name to be associated with the 47-year-old. From Leonardo DiCaprio to a Saudi prince, Trump has had her fair share of relationships through the years.
However, Trump has also found herself wound up in speculation regarding potential infidelity during her marriage to the president’s son, which came to light years after they separated, in 2021.
According to journalist Carol Leonnig, writing in her book “Zero Fail: The Rise and Fall of the Secret Service,” published in May 2021, “Secret Service agents reported that Vanessa Trump had begun dating one of the agents who had been assigned to her family.”
Vanessa divorced from Donald Trump Jr in 2018
There are no specifics as to when the supposed dalliance was initiated, although Don Jr. reportedly requested to end his family’s Secret Service protection in September 2017, against the agency’s advice.
According to Leonnig, however, the Secret Service agent in question faced no consequences because the romance only became known once the agency was no longer working for the family.
Last month, it emerged that Trump promised her children that she would not pursue another relationship until they grew up, following her split with their father.
“When her youngest Chloe turned 10, that’s when she opened her heart to find someone new,” a source told the Daily Mail. “None of them objected to her dating, and in fact, they all love Tiger. That’s why it got so serious, so fast – her kids love him, his kids love her.”
Trump is currently dating Tiger Woods(Image: instagram.com/tigerwoods)
Around the same time, another source claimed to RadarOnline.com that Woods and Trump have set their sights on the White House as the perfect venue to tie the knot.
While the PGA Tour star has a notoriously strong relationship with President Trump, with the 79-year-old revealing at the end of March that Woods had contacted him about his relationship with his ex-daughter-in-law, to which he gave his blessing, many have raised their eyebrows.
Not only do some find it unusual for President Trump to welcome his son’s former wife into the White House to exchange vows with another man, but many are struggling to understand why Woods is opting to marry his new love interest in such a location.
