Who Did Prince Harry Date?

Credit: Apple TV/YouTube Screenshot

Credit: Apple TV/YouTube Screenshot

Before Prince Harry tied the knot with Meghan Markle, he was once one of the most eligible royal bachelors in the world. His most publicized relationship was with Chelsy Davy and Cressida Bonas, but the duke had several romances, some of which were one-night flings.

So, look at Prince Harry’s past romances before settling with Meghan.

Natalie Pinkham

On the list made L’Officiel, TV presenter Natalie Pinkham was rumored to be dating the then-19-year-old prince in 2003. She was 26 at the time. Though no one confirmed the claim, the seven-year age gap between the two was a huge controversy.

Cassie Summer

Prince Harry had a one-time thing with Cassie Summer in 2003 when they met at London’s Chinawhite nightclub. Summer even gave intimate details about their short-lived romance in an interview.

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Chelsy Davy

The former senior royal had an on-again-off-again romance with Chelsy Davy that lasted from 2004 to 2011. The two met in Cape Town, South Africa, and the woman tried to be closer to him. However, the huge public attention took its toll on their relationship, ending their romance.

Astrid Harbord

According to reports, Astrid Harbord, Kate Middleton’s friend, spent a night with Prince Harry in 2009.

Caroline Flack

Caroline Flack was introduced to Prince Harry by Pinkham in 2009. But after their relationship became known to the press, Flack felt like she was only an accessory to the royal, making her decision to call it quits.

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Mollie King

Mollie King, The Saturdays member, met Prince Harry at a London bar for a drink in 2010. They also met during the Asprey World Class Cup polo match. But her being open about their relationship brought their romance to an end.

Camila Romestran

Norwegian singer Camila Romestran alleged Prince Harry served her breakfast n bed after spending a night together at Clarence House, but the father-of-two neither confirmed nor denied the claim.

Florence Brudenell-Bruce

Florence Brudenell-Bruce was Prince Harry’s next serious girlfriend after Davy. But despite being the perfect fit for the royal family, considering she’s an Earl’s daughter, their relationship also ended.

READ MORE: Are Meghan Markle and Michelle Obama Friends?

Cressida Bonas

Cressida Bonas was Prince Harry’s third serious girlfriend after being introduced to each other by his cousins, Princesses Eugenie and Beatrice, in 2012. However, they, too, broke up after the model/actress found the public scrutiny too heavy to bear.

Ellie Goulding

Ellie Goulding and Prince Harry were reportedly spotted canoodling under a shared blanket during a polo event in Coworth Park, Berkshire, after being seen together.

Meghan Markle

Meghan ended Prince Harry’s bachelor life when they decided to tie the knot in 2018. Since then, a lot has happened, from leaving their senior royal roles to moving to the U.S. and more. But despite the controversies and scandals, the two are happily living together with their kids, Archie and Lilibet.

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