"Dirty Harry," "Wild Child," and "The Playboy Prince" are all nicknames that have been bestowed
upon Prince Harry, the Duke of Sussex, prior to his engagement and marriage to Meghan Markle.
Though the rogue prince settled down and wed the American actress, this beloved royal certainly
lived it up during his bachelor years.
For a long period, Prince Harry's love life was consistent tabloid fodder fueled by alleged
cheating scandals and a lengthy list of ladies who've been romanced by everyone's favorite
ginger royal.
From a Real Housewife to his sister-in-law's sister, his royal highness' rumored flings
know no bounds.
Here's what you might not know about Prince Harry's dating past.
The Vegas scandal
In 2012, the world got quite an eye full of the young prince, after he was photographed
in his birthday suit with several young women during a Las Vegas game of strip billiards.
In one photo, Harry is seen using his hands to cup the "crown jewels," so to speak.
In another, he hugs an unclothed young woman from behind, exposing his own bare backside.
The images were an embarrassment for the royal family, and while the palace attempted to
ignore the story at first, one of the girls at the party was more than happy to spill
the beans about her alleged make-out session with the spare heir, claiming that when she
arrived to his penthouse he was already intoxicated and in the buff.
Several months after the photos were leaked, Harry finally addressed his royal shame, telling
Channel 4:
"I really let myself down, I let my family down, I let other people down.
But at the end of the day I was in a private area and there should have been a certain
amount of privacy, that one should expect."
Considering that was the same year Kate Middleton was photographed lounging topless in France,
Harry wasn't the only royal family member to be unexpectedly exposed.
The second sister
On several occasions Prince Harry has been romantically linked to a woman in the tabloids
merely because he was seen with her in public once or twice.
The most shocking example of that was with Pippa Middleton, the sister of his sister-in-law,
Kate.
After they each supported their siblings at Prince William and Kate's wedding, Pippa practically
became known as Her Royal Hiney for her shapely figure, which meant people naturally started
to pair her up with the prince that was still on the market for marriage.
The rumor mill really kicked into overdrive when Harry and Pippa went out for a cup of
tea shortly after the wedding, but Harry was quick to poo-poo the romance and told fans
he was definitely not seeing the other Middleton sister, or anyone, for that matter.
"Oh really, please."
"Boom."
The long-timer
Of all Harry's pre-Markle paramours, Chelsy Davy was the one who may have come the closest
to a royal ring.
Throughout their seven-year, on-again, off-again relationship, Davy accompanied Harry to many
high-profile functions, including the 2007 Concert for Diana and a cousin's royal wedding.
Despite rumors that Harry constantly cheated on her, the real reason for their eventual
split in 2011 - after she accompanied him to William and Kate's wedding - was as simple
as this: Davy hated the public scrutiny.
In a rare and candid 2016 interview with The Sunday Times, she spoke for the first time
about the break-up, even though she confessed that she was "quite scared" to do so.
Of the paparazzi, Davy said:
"It was so full-on: crazy and scary and uncomfortable.
I found it very difficult when it was bad.
I couldn't cope.
I was young, I was trying to be a normal kid and it was horrible."
In the end, she retreated back to her home country of Zimbabwe where it's "calm."
Davy did say that she and Harry will "always be good friends," which the prince seemed
to prove when he invited Davy to his May 2018 wedding to Markle.
The tabloid topper
There has never been confirmation of a romance between Harry and his longtime friend, TV
presenter Natalie Pinkham, and yet that didn't stop her from becoming the center of one of
the more notorious scandals overshadowing Harry and Davy's relationship.
The big kerfuffle was over a photo that was stolen from Pinkham's home and published by
The Sun.
In the scandalous snap, Harry can be seen groping Pinkham's breast and kissing her on
the cheek.
Not only was the picture stolen, but it was also mis-represented as new, when it was actually
several years old at the time.
The tabloid ultimately issued an apology for running the photos under false pretenses,
but that probably didn't do much for the embarrassment likely felt by Davy and Pinkham.
The real housewife
It's not clear if the Queen has ever watched The Real Housewives, but chances are, she
wouldn't want her grandson to be romantically linked to one of its stars precisely because
it's in their job description to kiss and tell.
Indeed, D.C. star Cat Ommanney has never been shy about sharing her story of kissing the
prince back in 2006.
"We got mutual friends, and we had a great evening together, and we had one little kiss
at the end of the night, or maybe two, who knows."
As if that wasn't bad enough, Harry was also in a relationship with Chelsy Davy at the
time of the alleged encounter, and Ommanney has not been shy about touching on the finer
details of her supposed smooch.
"Good kisser?"
"Amazing."
"Really?"
"Yeah."
After all of that, you might think Harry would stay away from anyone in the entertainment
business moving forward, but alas, he'd later grow to fancy another screen siren a decade
down the road.
The other women
In 2009, Harry scored a tawdry two-fer when he allegedly hooked up with Astrid Harbord,
who just so happens to be a dead ringer for his then-girlfriend Chelsy Davy and a close
friend of Kate Middleton.
After clubbing the night away, the ginger prince reportedly brought Harbord back to
Clarence House for a one-night stand while Charles was away for the weekend.
Around the time of that rumored fling with Harbord, Harry was also said to be dating
X Factor host Caroline Flack.
Of course, that rumor was based on the fact that they'd been seen together in public,
which by Prince Harry Tabloid Law, meant that, at the very least, they'd probably secretly
eloped and had twins on the way.
Nothing could be further from the truth, however, and Flack made that clear during promotions
for her autobiography.
"Well, it wasn't really a relationship [...] I've never said I had a relationship with him and
I still don't say that."
Instead, she claimed they were just friends and that the rumors and resulting media attention
made her life incredibly difficult for a while.
The actress
Harry dated actress and British socialite Cressida Bonas for two years before their
split in 2014, making her the last in a long line of girlfriends before he decided to settle
down.
Their relationship didn't make the scandal sheets very often, although it did, of course,
frequently generate engagement rumors.
In typically tight-lipped fashion, their breakup was not formally announced, but a source told
Us Weekly:
"They're off, but I don't think it's for good.
They hit a rocky patch and this decision is the result of that.
Harry is the type to want to take breathers and then try again."
This pair proved to be off for good, and neither commented on the relationship until Bonas'
2017 interview in The Observer.
When asked how she felt about having her life "defined by a much more famous man," Bonas
replied:
"It's incredibly frustrating, especially in the industry that I'm in, but it is the way
it is."
Despite them being driven apart by the media attention, however, Bonas appeared delighted
to see her ex-beau get married and was all smiles upon her arrival to the ceremony.
The bride
Last but certainly not least, there's Meghan Markle, the television actress and philanthropist
who tamed the royal rapscallion and ended up a member of the royal family.
Ever since reports started to surface around November 2016 that Prince Harry and Markle's
relationship had gotten "serious" after a few months, hardly a detail has gone unreported
about their growing romance.
From his very public defense of her against negative commentary about her biracial family
heritage to their first official outing at the Invictus Games to their star-studded wedding
day celebration, the Duke and Duchess of Sussex have weathered a lot of media scrutiny and
seem equally eager to rise to the occasion.
Where all the international attention seems to have steered Harry's potential suitors
away in the past, the Suits star seems primed to shine in the spotlight, which means these
newlyweds are introducing an all-new chapter in both Harry's life and the public profile
of the royal family.
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