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Tiger Woods plans to take it a step further with girlfriend Vanessa Trump and relationship gets serious

News RoomBy News RoomJune 27, 2025No Comments3 Mins Read
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Golf icon Tiger Woods is taking a bold new swing in his personal life, moving in with Vanessa Trump and eyeing the possibility of marriage, but not without pushback from friends concerned about his massive fortune.

Woods and Vanessa have been quietly dating since November, and according to RadarOnline.com, their relationship has rapidly advanced to what some are calling a “trial marriage.”

The former model and ex-wife of Donald Trump Jr. has reportedly become a fixture at Woods‘ $40 million estate in Jupiter Island, Florida. The two also share a parenting connection, as their children attend the same elite school in Palm Beach.

Friends worry Tiger is moving too fast without legal safeguards

While the romance appears to be heating up, some of Woods‘ inner circle are raising red flags, not about love, but about legal protection for the golf legend’s estimated $1.3 billion net worth.

“Tiger is all in and saying this is a go,” an insider told RadarOnline. “He seems certain this has marriage potential. He’s madly in love with Vanessa. Anyone can see it in his eyes.

“He wanted her to move into his Florida mansion, and she’s essentially living with him now. She was there all the time anyway. She had drawers and cubbyholes for all her personal items. She cooked meals there. So it was a no-brainer as far as Tiger‘s concerned.”

According to the report, Vanessa now has complete access to Woods‘ property, including the estate’s security system.

“Word is, Tiger‘s instructed his staff to accommodate Vanessa with whatever she needs – no questions. Whatever Vanessa wants, Vanessa gets,” the insider shared.

Despite the growing affection between the couple, friends are reportedly concerned about how quickly things are developing, particularly with Woods allegedly downplaying the importance of a prenuptial agreement.

“Tiger is looking at Vanessa as his next bride. He’s talking about what type of wedding he wants and telling friends he doesn’t see the need for a prenup, which they think is bonkers,” the insider warned. “They want him to be happy, but to not go into it quite so naively.”

Woods, who famously went through a scandalous and costly divorce from Elin Nordegren in 2010 following his public infidelity, seems to believe things will be different this time around.

“Tiger is a changed man – and ready to prove it with Vanessa,” the source claimed.

Vanessa Trump, who shares five children with Donald Trump Jr., divorced amicably in 2018 and has largely stayed out of the spotlight in recent years.

Her reemergence alongside Woods is raising eyebrows not just for the potential wedding bells, but for what it might mean for Woods’ long-term stability off the golf course.

Read the full article here

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