'Looks Like His Ex': Tiger Woods Is Reportedly Dating Donald Trump's Blonde Ex-daughter-in-Law

A sports celebrity and a high-profile ex-wife have reportedly sparked a quiet romance, and her ex isn't bothered — one source says he's "cool" with it.

Golf legend Tiger Woods is making headlines for his new romance with Vanessa Trump, the ex-wife of Donald Trump Jr. According to the Daily Mail on March 13, the 49-year-old golfer and Vanessa, 47, have been quietly dating since late last year.

Both live in Florida, just 20 minutes apart in Palm Beach. Last month, witnesses spotted them together at a golf tournament, fueling speculation. Their children also attend the same private school — The Benjamin School — where Tiger's children, Charlie and Sam Woods, and Vanessa's eldest daughter, Kai Trump, are enrolled.

A source told Daily Mail, "Tiger and Vanessa have been seeing each other since just before Thanksgiving. She comes to his place on Jupiter Island. They're not living together. She comes over maybe a few nights a week."

The source added that they enjoy each other's company, often sharing dinners and conversation. For now, they are keeping things private and have chosen to stay out of the public eye.

Despite the attention surrounding their romance, Vanessa's ex-husband isn't bothered. A source close to the Trump family told People that Donald Jr. is "cool" with the pair dating. He and Vanessa were married for 12 years before divorcing in 2018.

Meanwhile, other Trump family members and the former couple's five children reportedly know about Vanessa and Tiger's relationship.

Meanwhile, The New York Post reported that Tiger and Vanessa's relationship began as a friendship. "But it's not too serious, it's heading in that direction, though," a source mentioned. While they are taking things slowly, a source believes it could become "something really serious and permanent."

"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 source added.

What Tiger admires most about Vanessa is that she isn't drawn to his popularity. "Fame doesn't interest her; that's what he likes best about her," the source explained, adding that she would date him even if he weren't famous.

Before reports of their romance resurfaced, Vanessa was seen in the background of a photo taken on February 16, at Torrey Pines Golf Course in La Jolla, California. The image showed Tiger alongside Kai, during the final round of The Genesis Invitational, further fueling speculation about their growing connection.

Vanessa's appearance at the event fueled dating rumors and sparked online discussions about her resemblance to Tiger’s past partners. One commented, "Looks like his ex," while another added, "You can tell he has a type. All of his girlfriends look alike."

One observer noted Tiger's preference for blondes. Someone joked that she seems older and not as blonde compared to his usual type. A social media user pointed out that he clearly has a type.

While some focused on her appearance, others reacted to the relationship itself. Another person found the situation unexpected and mentioned it wasn't on their bingo card. A skeptic predicted it wouldn't last, comparing Tiger's dating history to going through water.

Not everyone was critical, though. A supporter expressed happiness for the couple, wishing them well. Another echoed the same sentiment, "Good for them. Wish them much happiness."

Tiger's reported romance with Vanessa surfaced after he revealed a recent health setback, adding to public interest in his personal life.

On March 11, 2025, Tiger announced on X that he ruptured his left Achilles tendon while training, requiring surgery in Florida. Dr. Charlton Stucken performed a minimally invasive procedure at the Hospital for Special Surgery in West Palm Beach, assuring that the operation was successful and that Tiger is expected to make a full recovery.

Tiger reassured fans that he is "back home now" and focused on "recovery and rehab," thanking them for their support. His injury drew strong reactions from analysts and former players on X.

Former professional golfer and current analyst Arron Oberholser reacted, "Unreal. How much more can an athlete endure. Just brutal." Golf journalist Dan Rapaport added, "Ruptured achilles is a nightmare. I'm sad."

Another ex-golfer, Nick Leach, shared his thoughts, "As much as I love Tiger and how he's impacted the way I view golf. It’s time to call it a career."

ESPN's football analyst Booger McFarland commented, "It's not our place to tell him what to do however I hope enough is enough Body has been thru a lot. Enjoy your kids. We will cherish all 82 of the wins and in a lot of eyes He is the greatest to ever touch a club [sic]."

Tiger's latest injury follows his microdecompression surgery in September 2024 to relieve nerve impingement in his lower back. The procedure was performed by Dr. Sheeraz Qureshi at the Hospital for Special Surgery.

At the time, Tiger shared on X, "The surgery went smoothly, and I'm hopeful this will help alleviate the back spasms and pain I was experiencing throughout most of the 2024 season." He was eager to start rehab and return to his normal activities, especially golf.

Despite his perseverance, Tiger's physical struggles were evident even before his two surgeries. In July 2024, he reflected on his performance in an interview with The Guardian.

"I loved it, I've always loved playing major championships. I just wish I was sharper physically," he admitted. "Obviously it tests you mentally, physically and emotionally, and I just wasn't as sharp as I needed to be. I was hoping to find it somehow, but I just never did."

His struggles weren't just physical — he was also coping with personal loss. Just a month before his left Achilles tendon injury, he withdrew from a tournament at Torrey Pines following the passing of his mother, Kultida Woods.

"I planned to tee it up this week, but I'm just not ready. I did my best to prepare, knowing it's what my Mom would have wanted, but I'm still processing her loss," Tiger said in a statement on February 10.

He thanked everyone for their support and the kindness shown since his mother’s passing. Earlier, Tiger announced on X that Kultida had passed away on February 4.

"My Mom was a force of nature all her own, her spirit was simply undeniable," Tiger wrote. "She was my biggest fan, greatest supporter, without her none of my personal achievements would have been possible."

Kultida, who is of Thai origin, was a constant presence throughout her son's legendary career. Before she died, she was able to attend and support Tiger's TMRW Golf League (TGL) debut.

Tiger's mom's strength and warmth left a lasting impact on those who knew her, including fellow golfers. Golfing legend Fred Couples paid tribute to Kultida on X, remembering her as a vibrant presence.

Kutilda's influence extended beyond the sidelines, shaping even the smallest details of Tiger's game — including a bold tradition that would come to define him: his red shirt on Sundays.

"My mom thought, that being born a Capricorn, that red was my power color," Tiger once said. "And so, in some of the junior golf events in So Cal, I would wear red. And I won." Wanting to test her belief, he deliberately switched to blue for other tournaments — only to be proven wrong.

"I didn't win," Tiger admitted. "And so I then switched to red, and I had a lot more success wearing red." Realizing the pattern, he eventually made a deal with his mother — he would reserve red for the final round of big events instead of wearing it every day.

Kultida accepted the compromise. "She said, 'Fine. Just wear it the last day,'" Tiger shared. From then on, his mom's belief became a lasting tradition, one he carried into the biggest moments of his career.

As Tiger mourns this profound loss, he carries forward the lessons and strength his mother instilled in him — values that helped shape him into the champion the world knows today.

As Tiger honored his mother's memory, he also reflected the deep love she shared with her grandchildren, Sam and Charlie, and expressed gratitude for the support he received during this difficult time.