Scroll Down To Continue

Prince Harry's Girlfriends Through the Years

Chelsy Davy

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 reconcilliation in 2011, but Prince Harry denied them.

Even though their relationship was admittedly tumultuous, Chelsy claims she and Harry will always be "good friends" and was even invited to William and Kate's wedding.

(image via Instagram)

Chelsy Davy

Davy now divides her time between Zimbabwe, where her family is from, Zambia, where her jewelry mine is, and London. In 2016, she founded Aya, a luxury jewelry brand. Wonder if the Queen wears any of her jewels?

(image via Instagram)

Florence Brudenell-Bruce

A few months after Chelsy and Harry called it quits for good, he took up a brief relationship with Florence Brudenell-Bruce.

(image via Pinterest)

Florence Brudenell-Bruce

Florence is a beautiful, blonde lingerie model who fits Harry’s “type” perfectly. However, she soon decided that the royal life wasn’t for her and the relationship was cut short. A tale as old as time.

(image via Pinterest)

Cassie Sumner

The Prince allegedly spent one fun night with actress Cassie Sumner back in 2004.

(Image via Pinterest)

Cassie Sumner

The two met at a nightclub in London while he was 19 and she was 21. Needless to say, the Queen did not approve. (Although this wasn't as scandalous as his naked Vegas romp.)

(Image via Pinterest)

Astrid Harbord

Astrid Harbord is a wealthy, blonde, English socialite—who just so happens to be good friends with Kate Middleton. She and Harry had a brief fling in 2009.

(image via Instagram)

Astrid Harbord

Even though the relationship was nothing serious, the two are reportedly still close friends. A fling AND a friendship with the cute prince? Sign me up!

(image via Instagram)

Caroline Flack

While Harry was in an “off” period with Chelsy Davy, he was rumored to have dated X Factor host Caroline Flack. She was also linked to another Harry—Harry Styles—in 2009.

(image via Instagram)

Caroline Flack

She has denied the rumors and insists that the two were simply close friends. Which means the rumors must not be true, because who wouldn't want to confirm a tryst with a prince??

(image via Instagram)

Camilla Romestrand

Camilla Romestrand is a Norwegian rock star. Even though her relationship with Harry is only based on rumors and circumstantial evidence, we’d like to believe it was true.

(image via Pinterest)

Camila Romestrand

The two were spotted returning to the palace late one night in 2010, but there’s no proof anything serious happened. "Friends" of hers claim Prince Harry served her breakfast in bed; I wonder if the Queen made an appearance?

(image via Pinterest)

Mollie King

Mollie King is an English singer-songwriter who is best known for being a member of the girl group The Saturdays. 

(image via Instagram)

Mollie King

She told the press that she and Harry went out "for a drink," but their relationship did not seem to progress past that—reportedly because Prince Harry doesn't like women who kiss and tell.

(image via Instagram)

Cressida Bonas

Cressida Bonas, a free-spirited actress and dancer, began a quiet relationship with Prince Harry in 2012 after being introduced by his cousin, Princess Eugenie. The two stayed out of the public eye for most of their two-year relationship.

(image via Instagram)

Cressida Bonas

All of the media attention finally got to Cressida, and she ended the relationship in 2014. She told BBC Radio 4 that she felt "pigeonholed" by dating a royal while pursuing her acting dreams. I guess one girl's pigeonhole is another girl's fairytale...

(image via Instagram)

Natalie Pinkham

While Prince Harry and Natalie Pinkham never confirmed their relationship, the Prince and TV presenter were rumored to be dating back in 2003. 

(Image via Pinterest)

Natalie Pinkham

Fast-forward to today—Pinkham is a reporter for Sky Sports, is married, and has two children. She is also on the board of trustees for Access Sport and is an ambassador for KidsAid and Motor Neurone Disease Association. It's no fairytale, but I guess she's doing okay for herself.

(Image via Pinterest)

Ellie Goulding

Yet another uncomfirmed pairing—The Prince was linked to the famous singer in June 2016 after getting cozy at the Audi Polo Challenge.

(Image via Pinterest)

Ellie Goulding

Although their romance was never confirmed, Ellie did say answer "no" when asked if she was having his baby in an interview with The Project later in 2016. Regardless, the two have definitely always been at least friendly. Ellie performed at Prince William and Kate Middleton's wedding in 2011 and at Prince Harry's Invictus Games in 2014. So she still got a pretty sweet gig out of whatever went down.

(Image via Pinterest)

Meghan Markle

Meghan Markle is an American actress best known for her role as Rachel Zane on the TV show Suits. She and Harry began dating in mid-2016.

(image via Instagram)

Meghan Markle

This is where the list of Prince Harry's girlfriends ends—because he and Meghan got engaged on November 27, 2017. She deleted her social media accounts, quit her job on long-running TV show Suits, and moved to be with her prince and live happily ever after.

Here's to the happy (royal) couple! Hope it lasts, unlike her commitment to Suits!