Donald Trump Jr. is ‘cool’ with his ex-wife Vanessa’s bombshell relationship with golf legend Tiger Woods.
The First Son’s take came after DailyMail.com exclusively revealed that Vanessa had secretly been seeing the five-time Masters champion.
So far, most around Trumpworld and Woods have remained quiet about the rumored romance.
But an insider told People Magazine that Don Jr. – who may run to succeed his father in 2028 – is ‘cool’ with his ex’s relationship with Woods.
Don Jr. dated Kimberly Guilfoyle after divorcing Vanessa. Kimberly Guilfoyle, who is currently serving as President Trump’s Ambassador to Greece, was previously a host on Fox News. The relationship between Don Jr. and Guilfoyle lasted for a significant period, including an engagement.
But in September, DailyMail.com exclusively published images of Don Jr. in southern Florida with West Palm Beach socialite Bettina Anderson.
By December, Don and Guilfoyle’s relationship was over and he began publicly dating Anderson after his father’s 2024 election win.
Kai Trump, the eldest daughter of Don Jr. and Vanessa, showcased her golfing skills on YouTube. In a video posted on a Friday, the 17-year-old shared that she shares a first-name basis with the renowned golfer ‘Tiger’. Kai Trump is considered a promising golfer herself and is set to pursue her passion at Miami University through a golf scholarship.
An insider claims that Donald Trump Jr. is ‘cool’ with his ex-wife Vanessa’s bombshell relationship with golf legend Tiger Woods
It comes after DailyMail.com exclusively revealed that Vanessa had secretly been seeing the five-time Masters champion
Attending the Genesis Open with Rory McIlroy, Kai Trump provided an update on her golfing journey. The teenager’s video served as an insight into her experience at the tournament and highlighted her aspirations as a golfer.
She then went to talk about the San Diego tournament and the organizations helping put on the event where her familiarity with Woods was evident.
‘They have two foundations that support it, TGR – that’s Tiger’s foundation, and California Rise,’ Kai explained.
Vanessa, 47, and Woods, 49, both live in Florida, and have been together since Thanksgiving.
They are quickly becoming golf’s new power couple and were seen arriving together at a tournament on February 16.
Four sources confirmed to DailyMail.com that the pair are an item.
They live 20 minutes apart in the wealthy southern Florida enclave of Palm Beach and were spotted together at a golf tournament last month.
Vanessa’s eldest daughter Kai, 17, and Woods’ children Charlie, 16, and Sam, 17, all attend the $38,595-a-year The Benjamin School.
Kai Trump has posted publicly for the first time since details about her mom’s romance with Tiger Woods emerged
Eldest Trump grandchild Kai (center) arrived at The Genesis Invitational at the Torrey Pines Golf Course on February 16, 2025 alongside Tiger Wood (right) and her mother Vanessa (left)
Other members of the Trump family, including all five of Vanessa and Don Jr.’s children, are aware they are an item, one source said.
Kai and Woods’ son Charlie are both aspiring golfers with sights set on turning professional.
Both are slated to compete against each other in a junior tournament next week.
Their families appear to have become increasingly close. Last month, at the PGA Tour’s Genesis Invitational at Torrey Pines in California, they were pictured arriving together.
Kai, who committed to playing golf at the University of Miami next year, wore an outfit from Woods’ clothing line.
In February, Vanessa took Kai to watch a round of the TGL, the golf league created by Woods and Rory McIlroy.
Meanwhile, President Trump met up with Woods for a round of golf last month.
The commander-in-chief – an avid golfer himself – also brought out Woods to surprise the crowd at a White House Black History month celebration a few weeks ago.
President Donald listens as Tiger Woods speaks during reception for Black History Month in the East Room of the White House Thursday, Feb. 20
The standing-room only crowd in the East Room screamed with delight, yelling ‘Trump’ and ‘Tiger’ repeatedly, going on for so long Trump had to wait for the uproar to die down before he could start his speech.
Woods stood proudly close to him, wearing the Presidential Medal of Freedom that Trump awarded him in his first term along with his suit and sneakers.
‘Is there anybody like our Tiger,’ Trump gushed, describing the golfer as ‘incredible.’
Woods was just as effusive.
‘It’s an honor to be here. It’s honor to be here with you, Mr. President,’ he told Trump.
Vanessa 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 and Don Jr. first met at a fashion show in 2006 in the early 2000s, per The New York Times.
The pair later welcomed five children: Kai Madison, Donald III, Tristan, Spencer and Chloe.
In 2018, after 12 years of marriage, Vanessa filed for an uncontested divorce in New York.
