Vanessa Trump, the ex-wife of Donald Trump Jr., has recently been making headlines for her relationship with golf legend Tiger Woods. Reports indicate the two have been dating quietly since Thanksgiving 2024, causing quite the stir, especially considering their high-profile backgrounds and intertwining family connections.
Woods, aged 49, has been in the news primarily due to his recent injury. He announced on March 11, 2025, via Instagram, his recovery from surgery on his ruptured left Achilles tendon, which has affected his ability to participate fully on the PGA Tour this season. "I felt a sharp pain in my left Achilles, which was deemed to be ruptured," Woods explained, adding he is focusing on his rehabilitation. His injury and commitment to recovery add complexity to the budding romance with Vanessa, who is 47.
Vanessa Trump was married to Donald Trump Jr. from 2005 until 2018, when they divorced after 12 years of marriage. The couple shares five children: Kai, Donald III, Tristan, Spencer, and Chloe. Their eldest daughter, Kai, 17, is making her name as a golfer and has committed to play at the University of Miami. Interestingly, she and Woods’ children, Sam and Charlie, attend the same school, the Benjamin School, where they often engage within the same athletic circles.
While the relationship between Woods and Vanessa has not been heavily publicized, sources shared insights on their dynamic. “They just love hanging out, having dinner, and schmoozing together,” one insider reported. Vanessa initially met Woods at the Genesis Invitational Golf Tournament held at Torrey Pines Golf Course in February 2025, which her daughter attended as well. It appears this event might mark the beginning of their interactions.
Despite their connections, the relationship hasn't avoided complexity. Vanessa’s past, dating back to high-profile romances, including those with pop culture figures and her time as a model, paints her as someone with varied relationships. Interestingly, she has been linked to Tiger Woods, who has had his share of public relationships and controversies since his divorce from Elin Nordegren in 2010. Woods has dated several notable figures, including skier Lindsey Vonn and Erica Herman, who was involved in legal disputes with him early last year. The dynamics of engaging with someone from the sports and media spotlight makes for intriguing interplay.
Adding to the narrative complexity, Donald Trump Jr. is reportedly unfazed by Vanessa’s new romance, described as “cool” with the arrangement. An insider told the media he has remained level-headed, maintaining cordial relations with Vanessa. The amicable nature between the two exes could provide stability for their children amid the new developments.
Recent family interactions hint at the integration of the two families at various events. Tiger Woods himself was recently pictured with both Vanessa and Kai at the Genesis Invitational, showcasing a family-friendly environment where they could connect. Don Jr., who has recently been linked to Bettina Anderson, seemingly participates within these families' dynamics as well, maintaining closely-knit ties, particularly during public events.
The juxtaposition of their relationships provides layers to the public narrative surrounding the Trump family. Vanessa’s connections to the Trump legacy, alongside her recent commitment to parenting her children first, highlights the challenges she faces as she steps back onto the relationship stage. Her own developments, such as previous moments managing the balance between public life and private ambitions, have positioned her uniquely as she forges this new chapter.
Woods’ connection to former President Donald Trump adds yet another fascinating layer. Having played golf with Trump recently, the ties between the two families extend beyond merely being acquaintances; it emphasizes the intertwining of personal and professional realms. During the same period, Woods attended the White House for Black History Month celebrations honoring him, reflecting on his lasting influence and partnerships.
For Woods, this new relationship with Vanessa may also serve as personal healing as he copes with the recent death of his mother, Kultida, and decisions arising from his health challenges. This could be significantly impactful, not only on his professional game but also on personal growth as he explores familial connections.
Given the mixture of public intrigue and private challenges, the relationship between Woods and Vanessa Trump will likely continue to draw interest as they navigate fame, family dynamics, and their respective pasts. Observers are left pondering: how will this relationship evolve against the backdrop of public scrutiny and personal obligations?
Both Vanessa and Woods have dedicated themselves to their children and professional endeavors. The combination of supportive family dynamics and their shared interest—golf—might lead to insights characterizing their compatibility as they move forward.
Their story reflects the unique intersection of personal history and public lives, engaged continually under public lights. It offers not just entertainment but nuanced reflections on relationships amid fame, providing observers and tabloids alike with rich fodder for speculation and exploration. Whether this relationship succeeds or fizzles will keep many questions alive about how public figures create families and navigate the ups and downs of unconventional romances.
Though the romance may still be budding and prescient, as Woods recovers and Vanessa steps back onto the dating scene, it is evident their journeys will remain intertwined, forging new chapters together.