Prince Harrys girlfriends before he met Meghan – from glamour model to Love Island star

Before he met his wife, Prince Harry had a reputation as the 'playboy prince' and all eyes were on the young royal's love life.

In the couple's new Netflix docuseries, Meghan Markle has revealed her husband Prince Harry had an "extensive list" of what he was looking for in a woman before they met.

But before their first date in the summer of 2016, Harry was linked to a number of women. Here are all of his former flames…

Natalie Pinkham

F1 Sky Sports presenter Natalie Pinkham, 45, was rumoured to be dating Prince Harry in 2003.

After things fizzled out, Harry and Natalie went on to join a close platonic relationship with friends calling her his "drinking buddy" and even "confidante".

But the prince has reportedly given former close pal Natalie Pinkham the cold shoulder since marrying Meghan, according to the Daily Mail.

Natalie tied the knot to Owain Walbyoff in 2013 and the pair share daughter Willow and son Wilfred.

Cassie Sumner

Glamour model Cassie Sumner,39, caught the Prince Harry's eye when they were both out partying at noughties hotspot Chinawhite nightclub in London.

The interaction happened back in 2004, when Harry was just 21 while Cassie was 19.

She revealed in an interview that he had invited her over to his private table and the pair shared a flirty evening together.

Prince Harry's interest in Cassie seemed to be for one night only however, and the pair weren't linked romantically again.

Chelsy Davy

The couple first met when South African-bornChelsy, 37, was a teenager studying at Cheltenham Ladies' college and then getting together during Prince Harry's gap year in Cape Town in 2004.


Chelsy then returned to the UK to study in Leeds and be closer to Prince Harry.

When the couple split in 2010, she retreated to Zimbabwe – where she grew up – unable to handle the break-up headlines.

"It was nuts," Chelsy, who is also friends with Princess Eugenie, said, referring to the press attention. "That's also why I wanted to go back to Africa. Now it's calm, it's fine."

Chelsy is the founder of AYA – a fine jewellery brand.

Astrid Harbord

Socialite Astrid, a friend of Kate Middleton, and Prince Harry were linked in 2009 after reportedly being spotted out in London.

The company director is also the founder of Lady Garden – a women’s health charity opening up conversations surrounding gynaecological health.

Caroline Flack

Presenter Caroline Flack, who tragically took her own life in 2020 aged just 40, was also romantically linked with the prince in 2009.

In her 2105 autobiography, Storm in a C Cup, she revealed the two began dating after being set up by a mutual friend. As soon as the relationship went public, however, they called it quits.

"Once the story got out, that was it. We had to stop seeing each other. I was no longer Caroline Flack, TV presenter, I was Caroline Flack, Prince Harry's bit of rough,'" Caroline revealed.

Camilla Romestrand

After splitting with long-term girlfriend Chelsy Davy, Harry enjoyed a brief romance with Camilla Romestrand.

Camila, a Norwegian singer, previously told how she stayed over at Clarence House with the Prince, and how he even served her breakfast in bed.

Her account of their time together has never been confirmed nor denied, with Harry remaining tight-lipped about his romantic encounters.

Florence Brudenell

Florence Brudenell was first linked to Prince Harry in 2008, but it wasn't until 2011 that their romance was confirmed.

Harry apparently spent time at the model's home in Notting Hill, London, where they enjoyed secretive dates together.

Some say Harry ended it because he didn’t want to be tied down, while others say Florence dumped Harry after seeing him blatantly flirting with another girl at a music festival. She is now married to multi-millionaire Harry St George.

Florence spoke out about her time with Harry, saying she felt "lucky" it didn't work out and described how her "privacy ended abruptly" once the relationship became public knowledge.

Cressida Bonas

Harry and Cressida dated from two years from 2012 to 2014, with many believing at the time that the Prince would marry the blonde beauty.

But she reportedly ended things with Harry after watching coverage of William and Kate's 2014 Australian tour, saying she didn't want the attention that came with being royal.

The 32-year-old actress is daughter to entrepreneur Jeffrey Bonas and Lady Mary-Gaye Curzon.

She recently gave birth to her first child who she shares with husband, property investor Harry Wentworth Stanley.

Mollie King

Harry and The Saturdays star Mollie King, 35, first met in July 2010 at the Asprey World Class Cup at Surrey's Hurtwood Polo Club, but it wasn't until 2012 they were linked romantically when they were reportedly dancing and enjoying karaoke together in London club Bunga Bunga.

Speaking at the time, the What About Us hitmaker said: “Yes, I have met Harry, and we did go out for a drink.”

But it was reported Harry broke things off with the singer because she was too open about their relationship.

Ellie Goulding

Singer Ellie Goulding, 35, was rumoured to have dated Prince Harry after the pair were spotted together at the Audi Polo Challenge in 2016.


Photography was reportedly banned inside the polo match, but the duo were said to have "only had eyes for each other all night".

The duo first met in 2011, after Ellie famously performed at his brother Prince Williams wedding to Kate Middleton.

Ellie once nervously laughed when asked about Harry in an interview, and attempted to quickly move the conversation on – but that's as far as either has commented.

Camilla Thurlow

Love Island runner-up Camilla Thurlow, 33, was rumoured to have dated Prince Harry after being introduced by his cousin, Princess Beatrice, but she refused to confirm or deny the rumours when asked about it on the ITV2 show.

At the time of their courtship, Camilla worked for The Halo Trust, the mine clearance charity promoted by Harry's mother Princess Diana when she visited a minefield in Angola in 1997.

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