He has long been known as the Royal wild child.
From drinking in London's trendiest nightclubs to smoking marijuana, dressing up as a Nazi and playing 'strip billiards' in Las Vegas — Prince Henry of Wales has had his fair share of headline-grabbing misdemeanours.
At just 12 years old he lost his mother, Diana, Princess of Wales.
He has since opened up about being on the brink of a "complete mental breakdown" on numerous occasions while dealing with the grief that followed.
He went through a period of questionable behaviour but now at 32, says he is in a "good place" mentally.
And he has found true love in the process.
We take a look at how Harry went from private school party-boy to upstanding Royal.
Prince Harry has admitted during his school days, he wanted to be a bad boy.
And on one occasion of note, he delivered. In 2002 it was reported that he admitted to smoking cannabis and under-age drinking at a bar near his father's Highgrove estate.
For that he was sent to a drug rehabilitation centre to speak to people in recovery, albeit for only a day.
The 'Wild Child' image sticks
In 2004 Prince Harry was involved in a scuffle with a photographer outside a London nightclub.
A Royal spokesman said the then 20-year-old only pushed a camera away after it struck him in the face.
The photographer however had a different story, he insists the young prince "lunged" towards him, pushing the camera into his face and cutting his lip.
In 2005, Prince Harry figured it would be a good idea to turn up to a friend's costume party dressed as a Nazi.
The Royal family issued a statement of apology from the Prince, in response to the photograph published on the front page of British tabloid The Sun.
Attributed to Harry, it said: "I am very sorry if I caused any offence or embarrassment to anyone".
"It was a poor choice of costume and I apologise".
A new path
But it was a career in the military that seemed to set Prince Harry on a new path.
During his 10 years of service, he conducted two tours of duty to Afghanistan with the British Army.
But there were still a couple of misdemeanours along the way.
In 2009 he was forced to apologise over a video in which he is heard making racist remarks about fellow soldiers.
And then there was this ...
The Royal Family was in damage control again in 2012.
Photos were leaked of Prince Harry frolicking naked in a Las Vegas hotel room.
The two grainy pictures were published on United States gossip website TMZ.
They showed the naked prince in compromising positions with a nude woman.
TMZ said the pictures were taken during a game of strip billiards, as the then 27-year-old prince was on a break from his military duties.
The Royal family confirmed the photos were genuine but declined to comment any further.
Prince Harry later commented on the incident in an interview while he was serving in Afghanistan.
He said "it's a classic example of me being too much Army, not enough Prince".
A passion to help wounded service personnel
But being in the Army ignited a new passion in Harry — to help wounded service personnel.
And with that, he launched the Invictus Games, an international adaptive sporting event for wounded, injured and sick servicemen and women, both serving and veteran.
"I knew that it was my responsibility to use the great platform that I have, to help the world understand and be inspired by the spirit of those who wear the uniform", he said, speaking at the launch of the Games in Toronto last year.
It's been a great success around the world and in October this year, it's coming to Sydney.
Prince Harry's private world came crashing down when his mother Diana, Princess of Wales, was killed in a car crash in Paris.
He was 12 years old at the time.
In a podcast interview last year for the UK Telegraph's Mad World, Prince Harry said he spent his teenage years and twenties determined not to think about her.
"Losing my mum at the age of 12 and therefore shutting down all of my emotions for the last 20 years, has had a quite serious effect on not only my personal life but also my work as well.
"I sort of buried my head in the sand for many, many years".
But in his late 20's, the Prince started talking about it and sought professional help.
He said the Duke of Cambridge was also a huge support and encouraged him to speak to someone.
"My brother, you know, bless him, he was a huge support to me and kept saying, this is not right, this is not normal, you need to talk about stuff."
Following his own struggles, the Prince has joined forces with his brother and sister-in-law to set up Heads Together, an initiative to promote good mental wellbeing.
And along with his soon-to-be wife Meghan Markle, the group has been referred to as the Royal "Fab Four".
Ready to make their mark on the world before Princess Charlotte and her brothers George and Louis, and any children Meghan and Harry have, take the reins.