At the Sofi Center during a TGL event, Kai Trump was seen enthusiastically cheering for Tiger Woods’s team while wearing a dark green SDR sweatshirt. Standing alongside her mother, Vanessa Trump, Kai appeared genuinely excited to be present. While this might have seemed like a simple moment of fan support, recent developments suggest there could be more to the story.
This wasn’t the first time Kai had attended a Woods-related event. In the past few weeks, both she and her mother had been spotted at multiple tournaments featuring Woods, including The Genesis Invitational and various TGL matches. While Kai is an aspiring golfer herself, the repeated presence of both her and Vanessa at these events has sparked curiosity and speculation.
🚨👀🐅 JUST IN: Tiger Woods & Vanessa Trump have been ‘secretly dating’ the Daily Mail is reporting with a source also telling PEOPLE Magazine that Don Jr. is ‘cool’ with the new relationship. Vanessa and daughter Kai were spotted at The Genesis and TGL matches in recent weeks. pic.twitter.com/QhEtVjURcG
— NUCLR GOLF (@NUCLRGOLF) March 13, 2025
The increased attention on their appearances is now being fueled by rumors of a potential relationship between Tiger Woods and Vanessa Trump. Reports from sources close to the situation claim that Woods and Vanessa have been quietly dating since just before Thanksgiving 2024. Allegedly, Vanessa has been visiting Woods at his home on Jupiter Island a few times each week. Though they are not living together, they reportedly enjoy spending time together, sharing meals, and keeping things low-key. For now, they have chosen not to make their relationship public.
Interestingly, it appears that Donald Trump Jr. is aware of the situation and has no objections.
Kai Trump’s connection to Woods’s family extends beyond just attending golf events. She and Woods’s children, Charlie and Sam, attended the same school, which could explain why Kai and Charlie have been seen together at tournaments. With the dating rumors now in circulation, their joint appearances at these events take on a new layer of meaning, suggesting family ties may also be a factor.
Vanessa Trump has maintained a relatively private life since her 2018 divorce from Donald Trump Jr. However, she has had a notable past, including a modeling career with Wilhelmina Models, a brief role in the 2003 film Something’s Gotta Give, and business ventures such as co-founding the nightclub Sessa and launching a handbag line called La Poshett.
Before her marriage to Trump Jr., Vanessa was linked to high-profile figures, including Leonardo DiCaprio in 1998 and Saudi prince Khalid bin Bandar bin Sultan Al Saud from 1998 to 2001. She and Trump Jr. were married at Mar-a-Lago in 2005 and were together for 13 years before their split. Since then, Trump Jr. has moved on with former Fox News host Kimberly Guilfoyle, while Vanessa has largely avoided the dating spotlight—until now.
Woods, on the other hand, has had a well-documented romantic history, including his highly publicized divorce from Elin Nordegren in 2010 following a cheating scandal. He later dated Erica Herman, a relationship that also garnered significant media attention.
At present, neither Woods nor Vanessa Trump has publicly addressed the dating rumors, but their alleged relationship has generated considerable discussion online. Whether they choose to make their romance official or keep it private, their connection has added an intriguing new dimension to the frequent appearances of Kai Trump and Charlie Woods at golf tournaments.