Prince Harry: A Brief History of His Bachelor Days (PHOTOS)

Now that the current fifth-in-line to the British throne has decided to settle down with American actress Meghan Markle, we look back on his headline-making days as a bachelor and wild child.
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Now that the current fifth-in-line to the British throne has decided to settle down with American actress Meghan Markle, we look back on his headline-making days as a bachelor and wild child.

Earlier today the world was in quite a flutter with the news that Prince Harry asked for girlfriend Meghan Markle's hand in marriage. Known for going off the beaten path (for better and for worse) in his very public life, it's no surprise that his spouse of choice is in and of itself trailblazing. Set for a spring wedding in 2018, Markle will become the first biracial Catholic divorcee to become a royal.

But before the wedding bells go off, let's travel down memory lane and explore Harry's notable past loves, his partying ways (will that really change?) and his scandals that stripped him down to his birthday suit.   

Chelsy Davy: Longtime On and Off-Again Girlfriend

The Prince first met Zimbabwe-born Chelsy Davy in 2004 and it's reported the couple had a turbulent relationship, being on and off again until 2011. Despite the ups and downs, the two were tabloid fodder, with much gossip and speculation about whether and when they would tie the knot. Davy admitted she found the media frenzy disturbing and stated in 2011 that a marriage to Prince Harry would never transpire. "It's not a life for me," she asserted.

Chelsy Davy Prince Harry Photo

Prince Harry and girlfriend Chelsy Davy attend a service of remembrance and thanksgiving at the Holy Trinity Church on May 5, 2008 in Windsor, England.

Prince of the Party People: Harry and His Star-Studded Pals

Seen as the more rambunctious, less conservative sibling to that of his older brother Prince William, Prince Harry liked to party and have a jolly good time. Here, he's seen chillin' with Kanye and P. Diddy at a 2007 tribute to his late mother Princess Diana

Prince Harry Kanye P. Diddy Photo

Kanye West (left) poses with Prince Harry (center) and  P. Diddy (right) at Wembley Arena in north London,in 2007, as 60,000 revelers join Princes William and Harry for the six-hour long extravaganza in memory of their late mother Diana. 

Ellie Goulding On His Mind... At Least For a Little While

One of Prince Harry's most recent rumored flings was with pop singer Ellie Goulding, who befriended the royal beginning in 2014 and was asked to perform at his 30th birthday celebration. As late as May 2016, the two had reportedly been seen flirting and exchanging multiple lip locks at the Audi Polo Challenge in Berkshire, England.

Prince Harry Ellie Goulding Photo

Prince Harry with Ellie Goulding backstage at the Invictus Games Closing Ceremony during the Invictus Games at Queen Elizabeth park on September 14, 2014 in London, England.

What Happens in Vegas, Displays Way Beyond Vegas

Prince Harry has had his fair share of light scandals (e.g. various intoxicated post-club tussles with the paparazzi, and who can forget when he arrived at his pal's costume party dressed as a Nazi in 2005?). But the crown jewel that topped them all was in 2012 when he was photographed gallivanting naked in Las Vegas after a rollicking game of strip billiards with friends and err, naked strangers of the opposite sex. Needless to say, the Royal Family was highly unamused, and the Prince apologized for his actions.

Prince Harry Vegas Naked Photo

An arrangement of British daily newspapers photographed in London on August 23, 2012 shows the front-page headlines and stories regarding nude pictures of Britain's Prince Harry. The British royal family on August 23 warned the country's newspapers not to publish nude photographs of Prince Harry cavorting with friends on holiday in Las Vegas.

Girl on Film: Model Cressida Bonas Passes on the Royal Spotlight

Introduced by Princess Eugenie (Prince Harry's cousin), Burberry British model Cressida Bonas and Harry became smitten with each other and began dating in 2012. Bonas, who is a descendant of King Charles II, became the anticipated bride-to-be of the royal wild child and despite keeping their relationship relatively private, the lovebirds fizzled out in 2014. Rumor has it that Bonas, just like Chelsy Davy, was turned off by the overwhelming media attention surrounding their coupledom. 

Prince Harry Cressida Bonas Photo

Cressida Bonas and Prince Harry attend We Day UK, a charity event to bring young people together at Wembley Arena on March 7, 2014 in London, England.

Lots of Sparkle on That Markle

On November 27, 2017 Prince Harry and Suits actress Meghan Markle officially announced their engagement outside of Kensington Palace. So when did Harry know she was the one? “The very first time we met,” he replied. The beaming couple met in Toronto last spring while Harry was promoting a Paralympic sporting event and began dating that summer. The royal nuptials are set for the spring of 2018. 

Prince Harry Meghan Markle Photo

Prince Harry and Meghan Markle during an official photocall to announce their engagement at The Sunken Gardens at Kensington Palace on November 27, 2017 in London, England.