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All of Prince William’s Rumored Ex-Girlfriends

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Davina Duckworth-Chad

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Davina dated Prince William in the late 90s, and according to Tatler, “reportedly once accompanied William on a cruise of the Aegean Sea in 1999 with the Prince of Wales and the Duchess of Cornwall.” Davina’s father, Anthony Duckworth-Chad, is friends with King Charles.

Now, Davina is married to Tom Barber, and they have twin daughters, India and Sienna (b. 2013).

Natalie Hicks-Löbbecke

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Before going to St. Andrews, Prince William was rumored to be dating Natalie, the daughter of Major Martin Hicks-Löbbecke.

They two made headlines in 2000 when she was pictured (as shown here) with William at a charity polo match at the Beaufort Club, in Gloucestershire. As the Telegraph reported, “Her wholesome image is said to have captivated the Prince, although they both denied a romance.”

She’s now married to Edward Milbank, and they have three children: Harry (b. 2009), Alexnader (b. 2011), and Arabella (b. 2013).

Rose Farquhar

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Rose was also linked to Prince William in summer 2000, after he finished his A-levels at Eton. According to the Daily Mail, “Rose is generally considered the Prince’s first serious girlfriend.”

She’s was a singer-songwriter who appeared on the Voice UK, and now works for Belvoir Castle, and just last year, Prince William attended her wedding to George Gemmell.

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Jecca Craig

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On Prince William’s gap year, he met Jecca Craig while visiting her family’s Lewa Wildlife Conservancy. They broke up when he went to university, remained friends, and years later, William proposed to Kate at her family’s Lewa Private Estate.

She’s now married to Jonathan Baillie, and they have two children. She works as British environmental conservationist, and founded Panthera, a wildcast conservation organization, and Stop Ivory, dedicated to stoping the ivory trade.

Olivia Hunt

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Olivia Hunt reportedly dated William when she was at Edinburgh University, and he was a first year at St. Andrews. A university friend said in 2007, “When Kate came on the scene, Olivia moved off pretty quickly.”

Olivia is now married to Nicholas Wilkinson, and works for Dorisa, according to her LinkedIn.

Carley Massey-Birch

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Another one of Prince William’s romances at St. Andrews was Carley Massey-Birch, who he dated during his first semester. “I’m a real country bumpkin,” Carley told Vanity Fair. “I think that was why we had a connection. William was in the year below, and we just happened to meet through the general St. Andrews mêlée. It’s such a small place that it was impossible not to bump into William, and after a while there was nothing weird about seeing him around. We got on well, but I think we would have got on well even if nothing had been going on romantically. It was very much a university thing, just a regular university romance.”

According to Vanity Fair, “William was very taken with her, which was completely understandable. Unlike the hordes of made-up, pashmina-clad undergraduates who devoted their time to stalking William, Carley was happy to stay in and cook for him, and their romance was so beneath the radar it was reported only years after they had both graduated. Their affair was to be short-lived, however, and ended somewhat stickily when Carley told William he had to make a decision between her and Arabella Musgrave, a young woman hundreds of miles away who seemed to be proving something of a distraction.”

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Arabella Musgrave

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Who was Arabella? Prince William met Arabella during summer 2001, before he left for St. Andrews. Arabella, the daughter of Major Nicholas Musgrave. Yet, when William left for university that fall, they decided to take a break. According to Vanity Fair, however, William “missed Arabella. Despite his decision to cool things with her, he took comfort from the fact that she was back at home, and when he returned to Highgrove for weekends they would meet up.”

Arabella is now married to George Galliers-Pratt, and they have a daughter. She’s worked for Gucci for the last 14 years.

Isabella Anstruther-Gough-Calthorpe

isabella anstruther gough calthorpe

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Prince William was also rumored to have dated socialite Isabella, who he reportedly met through his cousin, Princess Eugenie, while he was on a break with Kate.

“William said he needed a break and that summer he went on a boys-only holiday to the Greek Islands,” a source told The Mail on Sunday. “Isabella was very much on the scene that summer. I would go so far as to say that William dumped Kate because he thought he had a chance with Isabella and Kate knew that.” Isabella, the duaghter of John Austen Anstruther-Gough-Calthorpe and Lady Mary Gaye Curzon, is also a half-sister of Cressida Bonas, who dated Prince Harry.

In 2013, she married Sam Branson (son of Richard Branson), and they have two children, Eva-Deia (b. 2015), and Bluey Rafe Richard (b. 2017). She’s worked as an actress.

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Emily Burack

Emily Burack (she/her) is the news writer for Town & Country, where she covers entertainment, culture, the royals, and a range of other subjects. Before joining T&C, she was the deputy managing editor at Hey Alma, a Jewish culture site. Follow her @emburack on Twitter and Instagram

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