Fans are losing their minds after Tiger Woods started dating DonJr.’s ex-wife, but the strange move of Don Jr.’s father is what makes people wonder the most

According to DailyMail.com, Tiger Woods has shockingly begun dating Donald Trump Jr.’s ex-wife.

 

Living in Florida, Woods, 49, and Vanessa Trump, 47, have been together since Thanksgiving and are rapidly emerging as golf’s newest power couple.

DailyMail.com has confirmation from four sources that the couple is dating.

They were seen together at a golf tournament last month and reside in the affluent Palm Beach neighborhood in southern Florida, 20 minutes away.

The Benjamin School, which costs $38,595 a year, is attended by Woods’ children Charlie, 16, and Sam, 17, as well as Vanessa’s oldest daughter Kai, 17.

According to one insider, other Trump family members, including all five of Vanessa and Don Jr.’s children, are aware that they are dating.

Tiger and Vanessa have been dating since shortly before Thanksgiving, according to a source.

She visits him at his Jupiter Island home. They do not share a residence.She may visit a couple of times a week.

They simply like spending time together, dining together, and chatting. They have made the decision to stay close to home and avoid going out in public. Not quite yet, anyhow.

On March 15, 2018, Vanessa filed for an uncontested divorce from Don Jr. in New York.

She hasn’t been involved in any high-profile relationships since their formal breakup.

 

Golf star Tiger Woods, 49, has been dating Donald Trump Jr.'s ex-wife Vanessa Trump, 47, since Thanksgiving. They are pictured arriving at a golf tournament on February 16

 

Don Jr. assisted in taking over a large portion of the company and has continued to be a close advisor to his father.

Charlie Woods and Kai Trump are both budding golfers who hope to play professionally.

Since Thanksgiving, 49-year-old golfer Tiger Woods has been seeing Vanessa Trump, 47, the ex-wife of Donald Trump Jr.On February 16, they are seen coming at a golf tournament.

It seems that the two families are getting closer and closer.

They were seen arriving together at the PGA Tour’s Genesis Invitational at Torrey Pines in California last month.

Kai wore a piece from Woods’ clothing business and pledged to play golf at the University of Miami the following year.

 

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)

Vanessa accompanied Kai to see a round of the TGL, the golf league that Woods and Rory McIlroy founded, in February.

 

Tiger's kids Sam (center) and Charlie (left) attend school with Kai Trump at The Benjamin School. Sam Alexis Woods, 17, plays soccer and Charlie Axel Woods, 16, also golfs

In the meantime, Woods and President Trump played golf together last month.

Don Jr. ended his engagement with Kimberly Guilfoyle publicly after it was revealed in September he was dating Palm Beach socialite Bettina Anderson. Pictured: Bettina and Don attend President Donald Trump's joint address to Congress on March 4, 2025 at the Capitol

 

Tiger’s children, Sam (middle) and Charlie (left), go to The Benjamin School with Kai Trump. Charlie Axel Woods, 16, plays golf, and Sam Alexis Woods, 17, plays soccer.

After it became public knowledge in September that Don Jr. was seeing Palm Beach socialite Bettina Anderson, he publicly called off his engagement to Kimberly Guilfoyle. Shown: On March 4, 2025, Bettina and Don go to the Capitol to witness President Donald Trump’s joint address to Congress.

Donald Trump Jr. flaunts his new girlfriend and MAGA ensemble.

But when it was announced on Monday that Woods had ruptured his Achilles tendon, his golf career took a serious hit.

 

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 15-time major champion experienced a “sharp pain” in his left heel while getting ready for his most recent comeback at home in Florida.

Although he is anticipated to fully recover from his operation on Tuesday, he will not be able to attend the Masters next month.

Tiger Woods talks during a Black History Month reception in the White House’s East Room on Thursday, February 20, while President Donald watches.Don Jr. had a long-term romance and engagement with Kimberly Guilfoyle, a former Fox News personality and current Ambassador to Greece for President Trump, following his divorce from Vanessa.

However, pictures showing Don Jr. in southern Florida with Bettina Anderson, a socialite from West Palm Beach, were exclusively released by DailyMail.com in September.

Don and Guilfoyle ended their romance by December, and following his father’s victory in the 2024 election, he started dating Anderson in public.

 

Don Jr. and Vanessa Kay Pergolizzi married in 1998 and had five children together before they divorced at the end of 2018. Pictured: Vanessa and Don arrive at the Angel Ball at the Marriott Marquis in New York City on October 29, 2007

According to sources, Anderson and Don Jr. are aware that Woods is now seeing his ex-wife.

 

Don Jr., Bettina and Vanessa all attended the 2025 inauguration of President Donald Trump in Washington, D.C. along with the couple's five children (all pictured except eldest Kai)

Before divorcing at the end of 2018, Don Jr. and Vanessa Kay Pergolizzi were married in 1998 and had five children together. Shown: On October 29, 2007, Vanessa and Don arrive at the Marriott Marquis in New York City for the Angel Ball.

Vanessa chats with Hulk Hogan at the Republican National Convention in Milwaukee in July

Together with their five children (all but the oldest Kai), Don Jr., Bettina, and Vanessa attended President Donald Trump’s inauguration in Washington, D.C., in 2025.

Woods appeared alongside President Trump at the White House on February 20 during a reception honoring Black History Month

 

Vanessa and Hulk Hogan converse during the July Republican National Convention in Milwaukee.

On February 20, Woods joined President Trump at the White House for a Black History Month reception.

Even though they are no longer together, Vanessa and Don Jr. frequently spend time together because of their five children together or because of President Trump-related events.

Tensions are believed to have arisen between the socialite and her boyfriend’s ex-wife after it was revealed that Don Jr. was having a sexual relationship with Anderson.

Before Vanessa started dating her ex-husband, she was friends with Anderson.

According to many in southern Florida circles, Anderson believes that since Vanessa is dating Tiger, there is less animosity.

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