Entertainment

15 of Prince Harry's Naughtiest Moments

EntertainmentPublished Apr 5, 2018
By Nicole Fabian-Weber
prince harryZak Hussein/Splash News

He's charming. He's posh. He's a prince, for God's sake. But Prince Harry hasn't always been (isn't always) so -- how should we say this? -- royal. For a time, the spare to the heir was downright cheeky. And if we look closely enough, we see that his naughty side still comes out every once in a while. And to be totally honest, we kind of love it. It's true...

Harry makes no bones about the fact that, for a while, he was feeling kind of lost. The death of this mother understandably had him feeling like he was in no man's land in his teens and part of his twenties. With the help of the army (and maybe sexy Meghan Markle?), Harry turned things around in the last few years. But that doesn't mean his bad boy streak doesn't rear its head every now and again. Be it through a sly grin or a semi-inappropriate comment, we still see his devilish side. 

From scuffles with the paparazzi to that photo scandal, here are 15 of Prince Harry's naughtiest moments. It's hard to imagine Harry pulling some of the things he did in the past now, but unfortunately for him, some of his stunts will live on forever, thanks to the Internet. 

If and when Harry and Meghan have children, the prince may be in for a rude awakening. As they say, what goes around comes around. And Harry's past antics may definitely hold a hefty dose of karma.

1/15
The Nude Vegas Photo Scandal-placeholder
The Nude Vegas Photo Scandal
The Sunday People

The Nude Vegas Photo Scandal

Who ever could forget Prince Harry's nude Vegas photos from 2012? The Palace asked most tabloids to take the actual photos down, but if -- hypothetically-speaking -- one were to Google hard enough, they certainly could dig up a few photos of the prince cupping his royal junk. As far as royal family scandals go, this one was pretty high up there!

2/15
The, Um, Hitler Costume-placeholder
The, Um, Hitler Costume
The Sun

The, Um, Hitler Costume

This isn't so much "cheeky" as it is, well, idiotic. Prince Harry -- understandably -- caused serious waves when he wore a swastika-emblazoned outfit to a party. Not cool.

3/15
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The Rehab Stint
Gene Young/Splash News

The Rehab Stint

Way back when he was just 17 years old, Prince Harry went to rehab after he admitted to his father that he occasionally smoked weed. Prince Charles doesn't mess around.

4/15
The Boozing Years-placeholder
The Boozing Years
izgoy/Splash News

The Boozing Years

Around the time surrounding his brief rehab stay, it was often said that Harry was drinking far too much. He was a permanent fixture on British nightclub scene. (And no, that's no Prince Harry lookalike in that photo!)

5/15

His Cheating Scandal

While he was studying at Eton College, Prince Harry was accused of cheating by a former teacher. The teacher, who eventually received a monetary reward, referred to Harry as a "weak student." Ouch!

6/15
The Paparazzi Scuffle-placeholder
The Paparazzi Scuffle
Splash News

The Paparazzi Scuffle

In 2004, when Harry was 20, he was involved in a little scuffle with a paparazzi outside Pangaea nightclub. During the fight, Harry was hit in the face with his camera, while the pap was left with a cut lip. "Prince Harry was hit in the face by a camera as photographers crowded around him as he was getting into a car," a spokesman for Harry said at the time. "In pushing the camera away, it's understood that a photographer's lip was cut." The paparazzi, not surprisingly, had another story.

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Harry Makes the 'Loser' Sign-placeholder
Harry Makes the 'Loser' Sign
Roger Bentley/Splash News

Harry Makes the 'Loser' Sign

During a soccer match, Harry got in the face of royal reporter Duncan Larcombe and made the "L" (loser) sign. Message received, Harry.

8/15

His 'Eye-Wateringly Rude Jokes'

After a 2014 trek to the South Pole, actor Dominic West (who went on the trek with Harry) revealed that the prince told "eye-wateringly rude jokes" and built super-elaborate bathrooms. “He did one with castellated sides and a flag pole, a loo roll holder, and you’re sitting there thinking ‘this is a real royal flush.’ He must have spent about 40 minutes making it,” West said.

9/15
His Secret Facebook Profile-placeholder
His Secret Facebook Profile
Splash News

His Secret Facebook Profile

Even though it was a royal no-no, Prince Harry had a Facebook account at one point, posting photos of himself under the pseudonym Spike Wells. Tsk-tsk.

10/15
The 'Devil' Sign-placeholder
The 'Devil' Sign
Retropix/Splash News

The 'Devil' Sign

Some people think that when Prince Harry posed for a photo with Melania Trump, he intentionally made the "devil" hand gesture.

11/15
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That Time He 'Beat' Usain Bolt
R. Jones/London Entertainment

That Time He 'Beat' Usain Bolt

During a 2012 royal visit to Jamaica, Usain Bolt challenged Prince Harry to a race. Harry accepted -- but he played dirty by distracting the Olympian in order to get a major head start.

12/15

His Social Media Spar With the Obamas

In 2016, Harry teamed up with the Obamas to promote the Invictus Games. To promote the event, the Obamas tweeted a video of themselves with American soldiers, saying "boom" and miming a mic drop. 

In response, Harry tweeted back a video of his own -- with Queen Elizabeth. "'Boom,' really? Please," the Queen said, to which Prince Harry then smiled and did a mic drop of his own.

13/15
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He Likened Baby Prince George to an Old Man
James Whatling/Splash News

He Likened Baby Prince George to an Old Man

Once, when Harry was asked about his baby nephew, he said, "He's growing up, he has big, chubby cheeks. He looks like a young Winston Churchill."

14/15

That Time He Got 'Mad' at a Little Girl

Her crime? Stealing some of Harry's popcorn. The nerve!

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He Said Prince William Is Uncool
Zak Hussein/Splash News

He Said Prince William Is Uncool

While speaking to at-risk youths during a tour of Lesotho and South Africa, Harry said, "If you've got an older brother that's not into gangs, that's a huge positive. Older brothers are supposedly the cool ones. I'm a younger brother but I'm much cooler than my older brother."

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