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Vanessa Trump’s Dating History: Her Ex-Boyfriends Before Don Jr.

Now that Vanessa’s relationship with Tiger Woods has been confirmed, we’re taking a look through her past relationships.

The socialite recently confirmed her relationship with PGA champion Tiger Woods, who shared an Instagram post in March 2025 acknowledging the romance rumors. According to Page Six, Vanessa, whose last name was Haydon at the time, dated Valentin for five years and sent him love letters while he served a 16-month prison sentence. The duo never publicly addressed their rumored romance, but according to Betches, the Titanic movie star broke things off with Vanessa when she was 20 after he found out that she allegedly cheated on Valentin with Leo.

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