From her privileged upbringing and modeling career to her high-profile divorce and rumored new romance, here’s a closer look at the woman who was once part of the Trump inner circle.
Born into wealth and raised in New York’s elite social circles, Vanessa Trump’s life always seemed destined for the spotlight. She pursued modeling and eventually married into one of the most talked-about families in the country.

But after twelve years and five children, her marriage to Donald Trump Jr. came to an end. While the world watched their split unfold, Vanessa remained private — until new reports surfaced suggesting she may have moved on with another household name. Read on to learn more about the brunette beauty.

Vanessa’s Early Life and First Meeting with Donald Jr.
Vanessa was no stranger to the spotlight long before she became a member of one of America’s most famous families. Raised in a townhouse on the Upper East Side, she grew up in a world of privilege. Despite her deep roots in New York society, Vanessa’s romantic connections spanned diverse backgrounds. In 2018, reports surfaced that before meeting Donald Jr., she had been involved with Prince Khalid bin Bandar bin Sultan Al Saud.

Her mother, Bonnie Haydon, ran the Kay Models agency, setting her daughter on a path in the fashion industry from an early age. Signed to Wilhelmina, Vanessa spent years modeling while also excelling as a student and athlete at the Dwight School on the Upper West Side.