Tiger Woods, America’s beloved golfing legend with 15 major wins under his belt, has reportedly embarked on a new romantic chapter with Vanessa Trump, the ex-wife of Donald Trump Jr. Sources confirmed this budding relationship originated from friendship and has since blossomed. The two have been dating quietly since late 2024, each accustomed to the challenges of public life and the need for privacy.
A source revealed, “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.” Friends close to the couple indicate they are taking their time, with the relationship described as “not too serious” at this early stage. Still, some speculate it could develop significantly as they enjoy spending time together. “They’re taking it slow but I could see this becoming something really serious and permanent,” the source suggested.
The relationship between Woods and Trump came to light shortly after Woods announced he had to undergo surgery for a ruptured Achilles tendon. He reported, “I felt a sharp pain in my left Achilles... this morning, Dr. Charlton Stucken of Hospital for Special Surgery performed a minimally-invasive Achilles tendon repair.” This announcement followed the news of Vanessa and her daughter, Kai Trump, attending the TGL golf competition to watch Woods play.
Vanessa Trump, 47, who was married to Donald Trump Jr. for 13 years before their divorce was finalized in 2018, shares parenting responsibilities for their five children: daughters Kai and Chloe, and sons Donald III, Tristan, and Spencer. Interestingly, Vanessa and Tiger Woods reside only twenty minutes apart in Palm Beach, Florida, creating opportunities for their children to socialize. Their kids all attend the same school, the Benjamin School.
Since the split from Donald Trump Jr., Vanessa is reportedly ready to embrace life anew. According to reports, she has barely stepped back under the public spotlight, managing to live her life out of the tabloid glare. Vanessa's previous relationships included notable names before marrying Trump Jr. and included rumored links to Saudi royalty and Hollywood stars.
Sources noting Woods’ relationship with Trump indicated they are likely to keep things close to home as they adjust to being together. It’s said she visits Woods at his residence on Jupiter Island several nights each week, enjoying simple domestic pleasures like dining and relaxing. “They just love hanging out…they’ve decided not to make it a thing and go out in public. Not just yet anyway,” said one source.
The new connection appears harmonious, as reports indicated Donald Trump Jr. is “cool” with Vanessa’s relationship with Woods. This contrasts with the public scrutiny both Woods and Trump have faced as prominent figures who have experienced messy separations.
While the blossoming romance seems to have come as no surprise to friends and family, observers pointed to their shared experiences of media attention and personal trauma as integral to their connection. The couple has reportedly seen each other at public events, including the aforementioned golf tournament, where they were photographed together.
Woods’ recent troubles have added to the significance of his personal life, especially following the loss of his mother earlier this year. His recollection of the painful injury at the commencement of training for the upcoming Masters serves as another example of his resilience. His recovery now coincides with this new personal chapter, fueling speculation about how they will navigate life together.
Photos of Vanessa and her daughter at the tournament alongside Woods affirm the couple's desire to support each other publicly, albeit cautiously. Many have said the way they deftly handle their profiles speaks volumes about their intentions.
Mrs. Trump made her mark earlier in life as she was signed to Wilhelmina Models. She briefly pursued acting and launched various business endeavors, making her distinctively independent. Maintaining her identity amid high society was key during her marriage and remains relevant now.
Although she has tread carefully through the waters of public life, it is expected Vanessa will not shy away from her independence or ambition. Previously, she co-founded the nightclub Sessa, aimed at blending entertainment with her family lifestyle.
Friendships forged through family connections have solidified Vanessa’s and Woods’ interactions. Their children bond not only through activities at school but also through being part of the same elite social circles, creating common ground for both parents to engage.
While their relationship is still developing, it is clear both individuals possess the strength and grace to handle the newfound interest. With their children’s futures intertwined at school and leisure activities, both Woods and Trump have incited curiosity about the bonds they are building, especially during challenging times.
For now, they are taking measured steps forward, enjoying companionship and the familiarity of their shared experiences, and giving each other space to navigate life’s ups and downs together. Without doubt, this quiet romance raises questions about how their future will unravel, keeping interest alive as they proceed with caution.