Prince Harry: who has he dated over the years and where are they now?

Prince Harry is married to the mother of his children, Meghan Markle. The pair have been subject to controversial media and public opinions but, so far, their love is surpassing the test of time. Harry's previous relationships haven't been so fruitful...

Prince Harry and Meghan Markle were introduced in July 2016 by a mutual friend and their love blossomed. But who caught Harry’s eye before Meghan? Who were his previous girlfriends and where are they now?

According to Harpers Bazaar, Harry dated TV presenter Natalie Pinkman when he was just 19 years old. Their romantic relationship was never confirmed but they had a strong friendship even after things romantically fizzled out. The Daily Mail described Natalie as Harry’s ‘most trusted drinking partner’.

The TV presenter continues to have a successful career and is now an F1 pit lane reporter for Sky Sports F1. She also now has a family with her Instagram description stating she is ‘Mum to Wilf & Willow, wife to Wiggy’.

2004 saw a one-night fling for the Prince. Harry was a 19-year-old Prince and Cassie was a 21-year-old glamour model from Kent. According to the Daily Mail, Cassie had said "he made eye contact… It wasn’t long before he began cuddling up to me." However, the romance never went further than one night.

As well as being part of the hugely popular TV show, WAGS Boutique, she has always had a talent in front of the camera. Yet, behind the scenes, she had troubles with the drugs and the rock and roll lifestyle as she reveals in her autobiography ‘Loving It’. She had a relationship with Russel Brand and even James Hewitt (who was romantically linked with Princess Diana) then met footballer Jose Fonte and now have two children together.

The pair were seen together and photographed going out together until the TV presenter had to stop flirting with Harry when the news of their romance was finally out in the open. The presenter recalled: "I was no longer Caroline Flack Tv Presenter, I was Caroline Flack, Prince Harry’s bit of rough," as reported by the Daily Mail.

The much-loved presenter of the popular TV series 'Love Island UK' had a successful TV career until she was accused of domestic violence against her boyfriend. She said she was glad to get away from the limelight as she was experiencing 'personal issues.' However, a few months after the scandal broke, the 40-year-old was found dead in her flat in London. She had taken her own life.

The Zimbabwe-born jewelry designer is perhaps the most famous of all of Prince Harry’s ex-girlfriends. They were on and off from 2004-2011, initially meeting in Cape Town. Davy was invited to palace events and was even Harry’s date at William and Catherine’s wedding. The couple split mainly due to Harry’s military career pressures, according to an article in the Daily Telegraph at the time.

She is now married to hotelier Sam Cutmore-Scott and had her first child in early 2022. Her jewelry company, Aya, has now branched out into the luxury travel sector to organize African holidays.

Before Chelsy and Harry were an item, Harry was linked with interior designer Catherine Ommanney. She was 34, he was 21 and they had a fling in 2006 as Ommanney herself told 'Piers Morgan Uncensored.' The fling lasted for a few days of texting after, nothing more.

Now a divorced mother of three, Ommanney was a recognized name for those who watch 'The Real Housewives of DC.' She has been in the news talking about her old pal, Harry. The Daily Mail reports the reality TV star saying she ‘doesn’t recognize him, personality wise’ now that he is with Meghan Markle.

Photo: Piers Morgan Uncensored

The Saturdays' pop singer Mollie was spotted with Prince Harry in one of his favorite London hideouts, Bunga Bunga in Battersea. Mollie confirmed to ‘Closer’ magazine that "we did go out for a drink." But it was called off after their night out was made public.

The singer released a solo album and also made her name as a songwriter, writing a song for Steps. King is now engaged to England cricketer Stuart Broad and they welcomed a daughter in November 2022 and are welcoming their second child.

CBS initially reported that Harry was dating the Scandinavian rockstar. According to the publication, the singer had stayed over at Clarence House and Harry had made her breakfast in bed. She is quoted as saying he was a ‘total gentleman,’ but she didn’t want the relationship to overshadow her music, so she called it off.

The singer, famous for fronting the UK-based band Eddie The Gun, now has a family. Her Instagram account now shows her with her partner and two boys as they travel together, go skiing, and dress up in Christmas jumpers.

The model and relative of the Earl of Cardigan could have been a great fit for Harry, being aristocracy herself. After spending time at her London house in Notting Hill, the pair became official in the summer of 2011. He wasn’t the one for her, though. She dumped him for his ‘wandering eye,’ a close friend said according to The Mirror.

The young beauty modeled for Adidas, Liz Hurley Beach, and, not long after her split with Harry, announced her engagement to multi-millionaire Henry St George. They have been married for over 9 years.

It has been reported by The Daily Mail that Prince Harry had a fling with a friend of his sister-in-law Kate Middleton: Astrid (left in the photo). They were seen out in London together and the 24-year-old prince took her back to Clarence House after. However, The Sun reports that perhaps they were just good pals, nothing more.

Astrid (far right) is now the founder and company director of Lady Garden, a charity that focuses on women’s health and gynecological well-being.

The pair were said to have been introduced in 2012 and their relationship lasted a few years. They even made an official appearance together. But, according to the Daily Mail, they split over their differences, one of them being Cressie’s ‘public scrutiny’ of being with Harry.

The young lady has had a career in acting; many may remember her from ITV’s 'Doctor Thorne.' She has also modeled for big names such as Burberry and Mulberry. She and Harry clearly still get on as Bonas was a guest at Harry and Meghan’s wedding. Bonas herself married a property investor and has recently had her first child.

The former Miss Edinburgh hooked up in 2014 after a night out in London. Harry had invited Camilla to go on a yacht around St Tropez with him. She went there, but afterward, she was nowhere to be seen. According to 'Celebs Now,' Camilla’s friend said "Harry thought she was amazing… but she refused to open up to him."

Camilla met her husband, Jamie Jewitt, on 'Love Island' in 2017. They finished in second place on the show but have since married and have two little girls together. She is an activist who supports various charities including Choose Love. She has also done a lot of work for The Halo Trust, an organization famous for Princess Diana’s visit to a minefield in 1997.

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