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Prince Harry's famous exes – Kate Middleton's pal, lingerie model and pop star flings

Before Prince Harry met Meghan Markle and settled down with their family of four, he was an eligible bachelor seen to be dating gorgeous women.

From three Camilla’s, actresses, pop stars, models and even a friend of Kate Middleton, the Duke of Sussex was regularly seen with glamorous women throughout his bachelor days.

However, his playboy days are over, as well as his time in the UK, and as he prepares for yet another tell-all interview about his life in the royal family, Daily Star is taking a look at his love life.

READ MORE: Prince Harry ‘hurt Charles’ with ‘wicked’ Camilla comments, claims her stunned pal

But where are they all now and what happened after their love encounters with the Duke of Sussex?

Chelsy Davy

JOKER: WIlliam called Harry pretending to be Chelsy Davy [PA]

The prince’s most serious and long term relationship before meeting Meghan was with former law student and now good friend, Chelsy Davy, 34.

The pair dated for six years, on and off from 2004, Chelsy later struggled with the scrutiny that came her way from dating a royal, later telling The Times “It was so full-on: crazy and scary and uncomfortable”.

From law student to jewellery designer, Chelsy has remained close friends with Harry and even attended his wedding to Meghan in 2018.

She spends the majority of her time between Africa and the UK and it has been reported that she’s now dating someone new.

Natalie Pinkham

TV presenter Natalie Pinkham has been friends with Harry for ages
(Image: AFP/Getty Images)

After enjoying what thought to be a romantic holiday together in Botswana, F1 Sky Sports presenter, Natalie Pinkham, 41 was reported to have dated the prince briefly in 2003, although nothing was ever confirmed.

With sparks flying or not during the holiday getaway, the pair remained good friends until Natalie said things went “flat” after Harry met Meghan.

Natalie told the Sun “When Harry got together with Meghan their relationship rapidly changed – it just went flat and noticeably cooled off.”

Now Natalie has just celebrated her eighth wedding anniversary with TV exec Owain Walbyoff, they also have two children together.

The pair married in Portugal in 2012 with royal guest and Harry’s cousin, Zara Phillip attending.

Cassie Sumner

Cassie Sumner flashes her legs at a fashion show
(Image: Doug Peters/PA Photos)

Reported to be a one night fling, former lingerie model, Cassie Sumner met the prince in 2004 on a night out at Chinawhite nightclub.

It was later revealed that Harry also kissed Towie reality star Lauren Pope earlier on the same evening, but despite this, Cassie claimed they spent a “wild evening” together after they met that first night.

A quick fling with Cassie fizzled and she later met and married Portuguese footballer, Jose Fonte who now have two children together.

Astrid Harbord

Astrid Harbord is managing Annabel’s club in London
(Image: annabelsmayfair)

Friend of Kate Middleton, company director and founder of Lady Garden, a national women’s health charity, Astrid Harbord was connected to Harry in 2009.

The pair were seen spending time together in London as well as being pictured at a number of the same events over the years.

It was reported that Harry ‘cut ties’ with Kate’s close friend once he started to date Meghan.

Camilla Thurlow

Camilla Thurlow and Jamie Jewitt are getting married
(Image: camillathurlow/Instagram)

Rumours began to fly between bomb disposal expert Camilla Thurlow who joined Love Island in 2015. During the show, Camilla remained private regarding her encounter with the Duke of Sussex in 2014 who were reported to have dated.

During her time on Love Island, she found her love in co-star and model, Jamie Jewitt, whom she shares two daughters with.

Camilla isn’t the only Love Island star to be associated with Harry, Caroline Flack, 40 who sadly took her own life last year, had been romantically linked after being introduced by mutual friends in 2009.

Cressida Bonas

(Image: harrywent/Instagram)

Actress, Cressida Bonas dated Harry for three years after being introduced by Princess Eugenie. It was allegedly reported that the actress became “spooked” by the idea of life as a royal and the pair broke off their relationship in April 2014.

Since then Cressida met her husband Harry Wentworth-Stanley and got secretly hitched in a small ceremony in the countryside.

Camilla Romestrand

Camilla Romestrand of Eddie and the Gun was once spotted going back to the palace with Harry
(Image: Getty Images)

Lead singer of the band Eddie the Gun, Camilla Romestrand claims she spent a night with the Prince at Clarence House where he served her breakfast in bed, although it was never confirmed by Harry himself.

The Norwegian rock star lives life out of the spotlight and focuses on her two children and her love for vegan cooking.

Florence Brudenell-Bruce

Florence Brudenell-Bruce attends a wedding – and it’s not Harry’s
(Image: Zed Jameson / FameFlynet.uk.com)

Following the final split from Chelsy, model Florence Brudenell-Bruce was linked to the prince in 2011.

Also known as Flee to friends, Florence has appeared in Channel 4’s The Great Pottery Throwdown, after revealing she found ceramics a way to overcome her post-natal depression.

Florence had another high profile relationship when she dated, Formula, One racing driver, Jenson Button back in 2008.

After her link with the prince Flee went onto marry multi-millionaire, Henry St George. They got married in 2013 in the south of France and now have two children together.

Mollie King

The Saturdays’ Mollie King

Saturdays pop singer, Mollie King, 33, dated Harry in 2012, confessing “Yes, I have met Harry, and we did go out for a drink.”

With both their busy schedules and big public profiles the prince reportedly called things off.

Mollie later starred in Strictly coming dancing and became a BBC Radio One presenter, whilst she dated supermodel, David Gandy for five years.

The pair broke up and in 2018 Mollie found England cricketer, Stuart Broad who she’s now been dating on and off since.

Jenna Coleman

(Image: PA)

Meghan wasn’t the only actress to have caught the Duke of Sussex’s eye, Doctor Who actress, Jenna Coleman was rumoured to have dated the prince back in 2015.

The pair were pictured getting close at a polo party when the prince rested his hand on Jenna’s leg.

The love interest didn’t last long, if at all and they soon went their separate ways until their paths crossed whilst Harry was on a secret trip to Amsterdam with Meghan.

(Image: Getty Images)

It was reported the pair had an “awkward” encounter and had no communication between them during the encounter. A source told Vanity fair “It was pretty awkward and some of the other guests were commenting on it.

“Jenna looked down while Harry looked straight ahead, while Meghan didn’t seem to notice.”

Starring in Victoria, as Queen Victoria, Jenna, met co-star Tom Hughes who she dated for four years before splitting after the relationship “ran its course”.

Ellie Goulding

COSY: They were seen being very friendly but both have remained tight lipped about their romanc
(Image: getty)

In the exchange of flirty messages and shared kisses, Ellie Goulding was linked to the prince after they were seen “canoodling” at a polo match together in 2016.

Singer and songwriter, Ellie became close to Harry when she performed at Prince William’s wedding, they also attended the Invictus games together back in 2014.

Despite not marrying a prince, Ellie Goulding found art dealer, Casper Jopling and held their own ‘royal wedding’ at York Minster Cathedral that estimated to have cost £1 million.

(Image: WireImage)

Royal guests included Princesses Eugenie and Beatrice, along with royal photographer Matt Porteous to capture the day. Crowds congregated outside the Cathedral to catch a glimpse of the blessing bride who wore a long sleeve and high neck gown.

Throughout the years before Harry met Meghan, he had encounters with successful and beautiful women before finally settling down as a new family of four.

And with the babies blooming and the romantic weddings between them, it seems the majority of his past love interests have moved on too, leaving the Duke’s bachelor days behind.

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Source: Celebrities - dailystar.co.uk


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