Tiger Woods and Vanessa Trump have reportedly entered the dating scene together, as confirmed by various sources on March 13, 2025. The unexpected pairing has set the tabloids abuzz, with many intrigued by the connection between the iconic golfer and the former wife of Donald Trump Jr.
Woods, 49, is known not only for his legendary golf career but also for his turbulent past relationships, including his high-profile marriage to Elin Nordegren, which ended acrimoniously in 2010 amid public scandals. His recent romantic history includes a six-year relationship with Erica Herman, which concluded with their split in 2023. Meanwhile, Vanessa Trump, 47, was married to Donald Trump Jr. from 2005 until their divorce was finalized in 2018. They share five children together, including their eldest daughter, Kai, who has already captured attention as she commits to play golf at the University of Miami.
The relationship between Woods and Vanessa reportedly began around Thanksgiving 2024. According to Page Six, multiple insiders have described the couple's bond as “not too serious” but suggest it’s heading toward greater commitment. "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,” one insider shared, highlighting what seems to resonate between the two. They reportedly enjoy spending quiet evenings together, often dining and socializing at Woods' place on Jupiter Island, Florida, with their kids often involved due to shared schooling through The Benjamin School.
Their relationship began as friendship, walking the road from being acquaintances to something much more substantial. One source noted, “They’re level-headed, they like to avoid drama, they share a lot of the same values.” This sense of compatibility extends beyond personal interests to their shared experience of raising children under the public eye. Of note was another comment about Vanessa's attitude toward Woods: “She’s not starstruck by him; she’d date him even if he weren’t famous. Fame doesn’t interest her; that's what he likes best about her.”
The couple wasn’t shy about being seen together at events, including the Genesis Invitational golf tournament, where they were spotted alongside Vanessa’s daughter, Kai Trump, and Woods' own children, Sam, 17, and Charlie, 16. This connection sets the stage for familial interactions, as all four kids are familiar with each other through their school, the prestigious Benjamin School, which boasts tuition fees around $38,595 annually.
The blossoming relationship has raised eyebrows not only due to their family ties but also because of the nuanced history they both hold with the Trump family. President Trump, Vanessa's former father-in-law, has previously lauded Woods, stating, “We are in the presence of a true legend—an extraordinary athlete who has transformed golf.” During their paths crossing again at the White House for a Black History Month reception, it is clear Woods has remained in good graces with the Trump family.
Both Woods and Trump have taken care to maintain their relationship under wraps, opting not to showcase it on social media—indicative perhaps of their shared desire for privacy relative to their celebrity status. While they have not made any public declarations, their relationship appears to be serious enough to engage both sets of children, with Vanessa often accompanied by her daughter, fueling speculation and gossip about their newfound romance.
Prior to their current situation, Vanessa Trump had maintained her distance from the limelight since parting ways with Donald Jr., opting to focus on her children and embracing her role as a mother to their five kids—Kai, Donald III, Tristan, Spencer, and Chloe. Meanwhile, she has been subtly reminding the public of her earlier, vibrant dating life, which included flings with Hollywood personalities like Leonardo DiCaprio and Saudi Prince Khalid bin Bandar bin Sultan Al Saud.
Woods finding common ground with Vanessa resonates with the notion of companionship founded on shared experiences and values. It also suggests the golfer’s maturity, as during past relationships he often found himself linked with women who were seemingly not the best match for him. Both have faced significant public adversity but have shown resilience—beyond just their celebrity personas; they've balanced family life with the demands of fame.
The couple has reportedly decided to take things slow, but with sources hinting at growing intimacy, observers may be curious to see how their relationship evolves. “We’ll see where it goes,” one source hinted, indicating the potential for something more permanent down the line. This vibe appears to blend well with the established dynamic of each other's families, as the two men, Woods and Donald Jr., share not just family ties but also the pressures associated with their respective public lives.
For now, both Tiger Woods and Vanessa Trump are riding the wave of this change, delicately weaving the threads of family and romance amid their high-profile careers. Whether the intrigue surrounding them allows their relationship to grow stronger or if they prefer to keep it shrouded remains to be seen, but one thing is certain: this pairing is one to watch.