Tiger Woods and Vanessa Trump, the ex-wife of Donald Trump Jr, the son of President Donald Trump, have been “secretly” dating for the past few months.
According to a report from the Daily Mail, the romance began around Thanksgiving 2024, but was kept under wraps until just a few days ago. “She comes to his place on Jupiter Island. They’re not living together,” an insider told the Daily Mail. “She comes over and spends the night and leaves in the morning. Maybe a few nights a week.”
The source added, “They just love hanging out, having dinner and schmoozing together. They’re sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway.”
While it’s unclear how the couple met, they live just 20 minutes apart and their children, Charlie and Sam Woods and Kai Trump, attend the same school. Trump Jr. is apparently “cool” with the relationship, having separated from his ex-wife seven years ago.
The president, meanwhile, is of the same frame of mind. A source told Page Six that the president is a fan of ex-daughter-in-law Vanessa Trump’s new relationship the golfer.
“[President] Trump knows about him dating Vanessa and is said to approve,” the insider said. “…Trump and Tiger are tight, and Tiger got the medal of freedom from him in 2019. Tiger speaks privately about liking Trump, and what he’s done to promote golf. Tiger was just at the White House during a Black History Month event. He wore his medal to the event.”
Charlie Woods and Kai Trump will both be playing in the Junior Invitational beginning on March 19 at Sage Valley Golf Club in Graniteville, SC.
Why Tiger Woods and Vanessa Trump have kept their relationship a secret
Tiger Woods and Vanessa Trump have kept their relationship a secret because Donald Trump Jr.’s ex-wife doesn’t like the limelight.
The pair are on the verge of going public with their relationship, but Vanessa is “very private and doesn’t like the spotlight,” insiders exclusively tell Page Six.
“Their friends know they are dating,” a source shared, adding, “The two were careful to keep their dating under wraps as they built up their relationship.”
We’re also told Don Jr. is “aware” of Vanessa’s relationship with the golf icon.
“[He] wants Vanessa to be happy,” the source said of Don Jr.
Vanessa was married to Don Jr., 47, from 2005 to 2018 and they share five children: Kai, 17, Donald III, 16, Tristan, 13, Spencer, 12, and Chloe, 10.
The son of President Trump moved on from their marriage with Bettina Anderson and Page Six exclusively reported in January that they are “essentially living together.”
Page Six confirmed that Woods, 49, and Vanessa, 47, were an item Thursday.
Our insider divulged that their relationship is “not too serious” but it’s “heading in that direction.”
“They have a lot in common. They’ve both gotten used to public scrutiny. They both know how to keep their private life private. They’re both parents,” the insider said.
We hear the lovebirds became romantic after initially striking up a friendship.
“They’re a good match; they’re level-headed, they like to avoid drama, they share a lot of the same values,” the source said, adding that Woods previously had a habit of dating women “who just weren’t right for him.”
While our insider said the new couple is “taking it slow,” they added the duo could become “really serious and permanent” in the future.
“She’s not starstruck my him; she’d date him even if he weren’t famous,” another insider said of the socialite. “Fame doesn’t interest her; that’s what he likes best about her … We’ll see where it goes.”
It’s unclear how they were first introduced, but they live 20 minutes away from each other in Florida and Vanessa’s eldest child, Kai, attends the same school as Woods’ kids — Sam, 17, and Charlie, 16 — whom he shares with ex-wife Elin Nordegren.
Woods and Vanessa have been linked since last Thanksgiving, the Daily Mail reported, and they were spotted together at a Florida golf tournament in February.
“She comes to his place on Jupiter Island. They’re not living together,” an insider told the Daily Mail. “She comes over and spends the night and leaves in the morning. Maybe a few nights a week.”
The source added, “They just love hanging out, having dinner and schmoozing together. They’re sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway.”
Despite keeping their love on the down low, Vanessa hasn’t been hiding her affection for the athlete via social media as she was caught “liking” his posts and following fan accounts for him in recent months.
News
Obama celebrates victory over Trump in the “Redraw the Map” issue.
Obama takes a victory lap after humiliating defeat for Trump Former President Barack Obama is celebrating Donald Trump’s humiliating defeat…
How bitter!!! Kash Patel faces the prospect of losing his job.
Jeffries: Democrats working to ‘make sure’ Hegseth, Patel ‘are on their way out the door’ House Minority Hakeem Jeffries (D-N.Y.)…
Jimmy Kimmel analyzes Kash Patel’s “panic reaction”: “Who calls nine people to tell them I’ve been fired?”
Jimmy Kimmel Mocks Paranoid Kash Patel After He’s Accused of Having a Drinking Problem Jimmy Kimmel roasted panicked Kash Patel…
Avoiding the issues surrounding the backlash over Kid Rock’s MAGA music festival, Jelly Roll focuses solely on the challenges of… “losing weight.”
Jelly Roll admits ‘I have lost my way’ amid backlash for Kid Rock’s MAGA music fest jelly roll© Penske Media via…
Country singer Alexis Wilkins, girlfriend of Kash Patel, was also dragged into the complicated story involving the FBI director and his use of government resources to provide both security and transportation for her.
FBI Investigated NY Times Reporter Who Wrote Unflattering Kash Patel Story Federal Bureau of Investigation (FBI) Director Kash Patel New…
Shania Twain has been chosen to host the 61st Annual Country Music Awards; Watch her share her thoughts.
Shania Twain Set As Host Of Academy Of Country Music Awards 2026 On Prime Video Shania Twain has been tapped to…
End of content
No more pages to load






