Chelsy Davy, the daughter of a wealthy Zimbabwean landowner, was Prince Harry’s first love. They met in 2004 while Chelsy was studying at the Stowe school. Although the two were very passionate about each other and had a long, on-again-off-again relationship, Chelsy got sick of the royal spotlight and the two parted ways officially in 2010.
Although it's been years since the two split, Chelsy opened up about their relationship to the Times in 2016. She called being chased by paparazzi "crazy and scary and uncomfortable...I couldn't cope." Chelsy retreated to Zimbabwe, stating that "it was nuts...that's also why I wanted to go back to Africa. Now it's calm, it's fine." There were rumors of reconciliation in 2011, but Prince Harry denied them.
Chelsy asserts that she and Harry will continue to be "good friends" despite the fact that their relationship was clearly turbulent, and she was even invited to attend the wedding of William and Kate in April of 2011. Since the breakup, she has focused all of her energy and attention on her work.
Davy currently splits her time between the country of Zimbabwe, where her family originates, the country of Zambia, where her jewelry mine is located, and London. Aya, a brand of high-end jewelry, was established by her in 2016. Some have often wondered whether or not the Queen actually wore any of her diamonds or kept them near by.
After breaking up with Chelsy for good, he briefly dated Florence Brudenell-Bruce for a period of time after a few months had passed. Florence St George (née Brudenell-Bruce), Prince Harry's ex-girlfriend, said she considers it "lucky" that their relationship didn't work out. Seven years had passed since their 2011 breakup when he began seeing Meghan Markle, his now-wife.
According to the newspaper, Harry enjoyed his time spent that summers with Brudenell-Bruce, but didn't want to commit to a romance while he was in the process of becoming "battle ready" in his helicopter training. A royal family insider claimed he looked bent on returning to the conflict zone and was overly devoted to the army.
(Image via Nick Harvey/WireImage/Getty Image; Petty Officer 3rd Class Annie Berlin, Public domain, via Wikimedia Commons)
Florence is a stunning blonde lingerie model who seems to fit the "type" that Harry was looking for. However, she quickly came to the conclusion that the royal lifestyle was not for her, and as a result, their romance did not last very long. It is a tale as old as time.
The 11th Duke of Grafton's maternal grandson and the Marchese di San Giorgio's great-grandson, Henry Edward Hugh St George, is now married to Florence, the daughter of a wine dynasty. The couple's first child's impending arrival was made public in March 2014. On July 22, 2014, their daughter Iris Lara St George was born.
The beautiful actress Cassie Sumner and the Prince apparently enjoyed a lovely night together in 2004. He was 19 and she was 21 when they first met in a club in London, England. The Queen obviously didn't like it. Although this wasn't as shocking as his naked frolic in Vegas.
Sumner, who had previously dated actor Russell Brand, first met the prince in 2003 at London's Chinawhite nightclub. Sumner then gave a risqué version of the night to a publication, which stated, "He made eye contact as I stood at the bar with friends and invited me to join his private table. It wasn’t long before he began cuddling up to me." She went on to add, "I can’t see myself getting invited home for tea with Prince Charles and Camilla."
(Image via Rowen Lawrence/WireImage/Getty Images; Staff Sgt. Andrew Lee, Public domain, via Wikimedia Commons)
Cassie Sumner, a brunette slam dunk, was born on January 13, 1983, in Chichester, which is located in the English county of West Sussex. Sumner has also been a part of photo shoots and features for several websites and publications, such as Playboy. In 2004, when Cassie Sumner had her first meeting with the prince, her name began to become notorious.
Cassie later revealed the circumstances of their one-night stand in an interview, alleging that the prince had kissed Lauren Pope, a Towie reality star, earlier that same evening. It wasn't a serious or permanent relationship, though, and Cassie later wed footballer Jose Fonte. The couple are now parents to two children.
Astrid Harbord is an affluent, blonde, English socialite who also happens to be good friends with Kate Middleton. This is a completely coincidental pairing. In 2009, she and Harry were involved in a casual relationship for a short while. According to reports, the two continue to have a strong friendship.
This is despite the fact that their romance never developed into anything more serious. Kate Middleton's buddy Harbord was briefly linked to Harry in 2009 when he was dating Davy. The pair spent the night at a club before travelling back to Clarence House that night. A one-night stand in addition to a platonic relationship with the dashing prince? Sign me up!
Despite the fact that the two were frequently photographed together, dating rumors never materialized between Harbord and Prince Harry, but it's possible that they dated covertly. Harbord has achieved great success since her days of having parties with Prince Harry. Harbord then later worked at The Birley Clubs, a notable collection of upscale clubs in London.
In addition to other responsibilities, she serves in these establishments in the capacity of director of membership and partnerships. Additionally, Harbord is also one of the co-founders of the well-known Lady Garden Foundation. The Lady Garden Foundation is a well-known charitable organization for women's health, and its aim is to "raise awareness and financing for gynecological health."
During the time when Harry and Chelsy Davy were "taking a break" from their relationship, there were rumors that Harry was dating Caroline Flack, who was a host on The X Factor. In 2009, she was also said to be dating another Harry, who goes by the name Harry Styles.
She has responded by denying the claims and insisting that the two were nothing more than good friends. That being the case, the reports can't possibly be genuine; after all, who wouldn't want to confirm a tryst with a prince?
(Image via TOLGA AKMEN/AFP/Getty Images; Joshua Sheppard, Public domain, via Wikimedia Commons)
Following the end of the union, Flack began dating Harry Styles of One Direction, another well-known Harry. She received criticism from the media once more since Styles was 17 and she was 31. Years after that relationship ended, Flack came under fire once more from the media for reportedly hitting her partner.
Sadly, Flack passed suddenly in February 2020 while awaiting trial; the Love Island star's cause of death was later made public. Many people attributed Flack's suicide to the media, claiming that their harsh treatment of her caused it. On her radio show, Flack's friend Laura Whitmore remarked, "She lived every mistake publicly under the scrutiny of the media."
One of the most famous musicians to come out of Norway is Camilla Romestrand. Even if the only evidence supporting their connection is hearsay and inferences drawn from other events, we'd like to think that she and Harry were an item. In 2010, the two were seen returning to the palace late at night on more than one occasion.
However, there is no evidence that anything significant occurred during that time. "Friends" of hers have stated that Prince Harry brought her breakfast in bed. We wonder if the Queen made an appearance at any point during this supposed event.
(Image via Instagram; Tyler Main, Public domain, via Wikimedia Commons)
Eddie The Gun is the stage name of Norwegian lead vocalist Camilla Romestrand. She moved to London, England to launch a music project where she could freely express her thoughts on life, love, and stalking via music. She would mix those with a violent live performance whenever she came together with the London-based musician Charlie Aksun and the other members of the band Doll's House.
Then, after a song was featured on the soundtrack for the Hollywood slasher film Chain Letter, the two musicians decided to change the direction of their joint project and give it a new name after spending a considerable amount of time cultivating a fan base in and around the United Kingdom.
Mollie King is an English singer and songwriter who rose to fame as a member of the girl group The Saturdays. The group is largely responsible for King's rise to fame. She reportedly told the press that she and Prince Harry went out "for a drink" once or maybe twice.
Unfortunately, it did not appear as though their relationship would progress any farther than that. It is said that the reason for this is because Prince Harry does not get along with women who kiss and then tell the press about it.
(Image via Instagram; Eva Rinaldi from Sydney Australia, CC BY-SA 2.0, via Wikimedia Commons)
While some of Prince Harry's ex-girlfriends appear to prefer leading private lives, Mollie King is more than willing to open up about hers to the public. King is no longer as private about her personal life as she once was. She provides readers with information on her "loves," which include "fashion, beauty, fitness, and travel," on her personal website.
King is pretty busy with her employment in addition to blogging; the former pop sensation works as a television presenter for BBC Radio 1 and also contributes to Marie Claire. Stuart Broad, a cricket player, and she have had on-and-off relationships since 2012. Though, we're sure they're very much in love.
After being introduced to his cousin, Princess Eugenie, actress and dancer Cressida Bonas began a low-key romance with Prince Harry in 2012. Cressida was introduced to Prince Harry by his cousin, Princess Eugenie. During the majority of their relationship, which lasted for two years, the couple chose to remain private.
The constant scrutiny from the media took its toll on Cressida, and she decided to call it quits with her boyfriend in 2014. She stated on BBC Radio 4 that she felt "pigeonholed" by the fact that she was dating a royal while simultaneously following her goals of being an actress. I suppose that what is a pigeonhole for one girl is a fairytale for another..
The split may have been influenced by Bonas' admission in 2020 that she has long struggled with a "fear of rejection" and "of not being perfect." However, Bonas claimed she has learned "not to worry the tiny stuff too much" since she and Harry parted. The two have stayed friendly.
To add, Bonas even attended Prince Harry and Meghan Markle's nuptials in 2018. Bonas has had a variety of roles and is now a well-known actress. Even though he is not a royal, Bonas is married to a Harry as well. In a private ceremony, they exchanged vows in July 2020 with estate agent Harry Wentworth-Stanley.
Even though Prince Harry and Natalie Pinkham have never publicly acknowledged their relationship, there were rumors circulating in 2003 that the Prince and TV presenter were dating. It is said that the first time Pinkham met Prince Harry was at the 1999 Rugby World Cup. Pinkham was a TV sports presenter who broadcast on Formula One racing.
In addition to that, she served as an ambassador for KidsAid and the Motor Neurone Disease Association for a number of years and continues to do so today. Furthermore, she is a member of the board of trustees for Access Sport. Even though it's not precisely a happy ending, we believe that she was doing well for herself.
Since then, she has fallen in love and is now married to Owain Walbyoff. Willow and Wilf, the couple's two children, were born to them quickly after their marriage. As a prominent television broadcaster for Sky Sports F1, Pinkham balances parenthood with her successful job as a mother to her young children.
Despite the fact that Formula One racing is predominately a very male-dominated industry, Pinkham has stated that she is "enthusiastic about bringing more women into the sport, both inside it and watching." Pinkham also later stated that "it's vital to show that it's a viable environment for women."
Another rumored couple, The Prince and the famous singer were seen getting tight at the Audi Polo Challenge in June of 2016, leading to speculation that they were dating. In an interview with The Project later in 2016, Ellie responded "no" when asked if she was going to have his baby. Indeed neither party had publicly acknowledged their relationship.
There is no denying that pop diva Goulding and the prince have a history together. It is possible that they are merely friends, but there is no doubting that they have a history together. She flashed a sneaky grin and briefly looked away from the camera whenever she was questioned on camera regarding the Prince.
Goulding has been concentrating on her career after her suspected relationship with Prince Harry in 2016. After becoming engaged to art dealer Caspar Jopling in 2019, she also got married. Goulding is in control of her image despite the fact that she can't totally avoid media attention due to her pop star status.
She still today refuses to allow previous relationships, including her supposed affair with Prince Harry, define her. She stated to the Independent in July 2020 that she would rather be "known as a successful person in my own right" even though the media is still captivated by her torrid love life.
The part of Rachel Zane on the television program Suits brought Meghan Markle the most fame and success in her career as an actress in the United States. It was in the middle of 2016 when she and Harry started dating. Prince Harry and Meghan Markle announced their engagement in November of 2017.
Thus, this marks the end of the list of the women who have been Prince Harry's girlfriends. Soon after the announcement she deleted her social media accounts, gave up her job on the long-running television program Suits, and moved to be with her prince and live happily ever after—or so it seemed...
The pair tied the knot in 2018, welcomed their first child, Archie, into the world in 2019, and then swiftly announced that they would be stepping down from their position in the royal family in 2020. One year later, the couple expected their second child, and in March of that year, they sat down with Oprah to give a tell-all interview about their experience with the British media.
There is no room for dispute that there was a spill of tea. Who is to say what the future holds for Meghan and Harry now that they are entirely independent from the royal family and are settling into their new life together in the United States. With Netflix shows, TV interviews, and constant media coverage -only time will tell.
