Tiger Woods Reportedly Dating Vanessa Trump, Social Media Clowns MAGA Matchmaking - Page 4

Tiger Woods has had quite a series of rollercoaster moments in 2025. First, he received backlash for meeting with President Donald Trump to help reunify golf with the introduction of Liv Golf, his mother’s passing, which caused him to miss a stop on the PGA Tour and now forgoing the Masters after tearing his Achilles earlier this week. Now, after a tumultuous and dramatic split from ex-girlfriend Erica Herman, the golf legend apparently has a new woman in his life and yet another MAGA connection: Vanessa Trump. That’s right; he’s reportedly dating Donald Trump Jr.’s ex-wife, whom the ex-model was married to from 2005 until their divorce was settled in 2018.

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TMZ Sports was the first to report the newfound relationship, adding that they’ve been seeing each other since Thanksgiving. While trying to stay low-key, they’ve opted for hangouts at Woods’ Florida home instead of public dates that would likely have the paparazzi all over them. Woods’ recent stop at the White House—during a Black History Month reception, no less—and teeing off with Trump at the Trump International Golf Club in Palm Beach aren’t his only connections to those in the first family’s orbit. Vanessa has five kids with Don Jr., the oldest of whom is Kai Trump, who’s been getting noticed in the golf world, has already committed to the Miami Hurricanes, and currently attends The Benjamin School just like Woods’ son Charlie. Just last month, Woods arrived at the Genesis Invitational to play host, and Kai was alongside him. Woods’ connection to Trump goes back to the 1990s after his first Masters win. He even has business ties dating back to 2014, as he designed a luxury golf course in Dubai that the Trump organization manages. Then, in 2019, Trump honored him with the Presidential Medal of Freedom. The five-time Masters winner may not make his relationship with Vanessa public anytime soon since he’s resting from an Achilles injury he tore during a home workout. He revealed the health setback only after undergoing surgery, telling fans that the procedure was successful and that he is “back home now and plan[s] to focus on my recovery and rehab…” According to social media, love isn’t in the air for Woods’ new MAGA relationship. See the reactions to the alleged pair below.

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