In a surprising twist, an insider close to Donald Trump Jr. has revealed that he’s reportedly “cool” with his ex-wife, Vanessa, being in a relationship with golf legend Tiger Woods.
This follows exclusive reports that Vanessa and Woods have been secretly dating, sparking intrigue in both Trump and sports circles.
While most people connected to Trumpworld and Woods have kept quiet about the rumored romance, the insider told People that Don Jr., who is considering a political future in 2028, is unfazed by his ex’s new relationship.
Don Jr.’s Own Romantic History and Changing Relationships
Following his split from Vanessa, Don Jr. had a notable relationship with former Fox News host Kimberly Guilfoyle, who now serves as President Trump’s Ambassador to Greece.
Their relationship ended in December, shortly after Don Jr. was seen in Florida with socialite Bettina Anderson.
Since then, Don Jr. has been publicly dating Anderson following his father’s victory in the 2024 election.
Kai Trump Opens Up About Her Relationship with Tiger Woods
Vanessa and Don Jr.’s eldest daughter, 17-year-old Kai, has recently shared more insight into her relationship with Tiger Woods.
In a YouTube video, Kai, who’s an accomplished young golfer, revealed that she’s on a first-name basis with the golfing icon.
As she updates followers on her golf journey, including her experience at the Genesis Open, she mentioned Woods and his foundation, TGR, highlighting her familiarity with the golf legend.
Kai, who will soon attend the University of Miami on a golf scholarship, also discussed her involvement with various organizations, including those associated with Woods.
She’s gearing up to compete against Woods’ son, Charlie, in a junior golf tournament next week.
Vanessa and Tiger Woods: The New Power Couple of Golf
Vanessa, 47, and Tiger Woods, 49, who both live in Florida, have been romantically linked since Thanksgiving.
The pair has quickly become one of golf’s most talked-about couples, and their relationship seems to be growing stronger.
Sources confirmed to DailyMail.com that the couple is indeed an item.
Both Vanessa and Woods reside in the wealthy Palm Beach area of southern Florida, just 20 minutes apart.
The two were recently spotted together at a golf tournament in February, further fueling rumors about their blossoming relationship.
Their Families Becoming Close: The Kids’ Involvement
It appears the bond between Vanessa and Tiger is not only between them but also involves their children.
Kai Trump and Woods’ children, Charlie and Sam, all attend the prestigious Benjamin School, which costs $38,595 a year.
Both Kai and Charlie are rising stars in the world of golf, and they’re set to face each other in an upcoming junior tournament.
The families seem to be spending more time together, with Kai wearing clothing from Woods’ own line and attending events like the TGL, a golf league co-founded by Woods.
High-Profile Golf Moments: The Trumps and Woods Together
In February, Vanessa took Kai to watch the TGL, and at the PGA Tour’s Genesis Invitational, the families were seen arriving together.
Kai, who’s committed to playing golf at Miami University, also wore Woods’ apparel, further solidifying their connection.
Meanwhile, President Trump met with Woods for a round of golf last month, with Woods being a surprise guest at a White House Black History Month celebration.
At the event, the crowd cheered loudly for both Trump and Woods, showing their shared admiration.
Trump, ever the enthusiastic supporter, praised Woods as “incredible,” and Woods reciprocated with gratitude, acknowledging the honor of being in the President’s presence.
Vanessa Trump’s Colorful Dating History
Vanessa, who has been linked to a range of interesting characters over the years, including a Latin gang member and a Saudi prince, first met Don Jr. at a fashion show in 2006.
Their marriage in 2005 produced five children: Kai Madison, Donald III, Tristan, Spencer, and Chloe.
After 12 years of marriage, Vanessa filed for divorce in 2018, a decision that was later finalized uncontested in New York.
Now, as she embarks on a relationship with Tiger Woods, it seems that both Vanessa and Don Jr. are moving on with their lives in their own unique ways.