The Duke of Sussex has never shied away from living his life on the edge.
While he is now a changed man, his memoir “Spare” discusses everything from clubs, liquor, and drugs to hooking up with a cougar who lost his virginity in a field behind a bar – this was only the beginning of his relationship difficulties, which frequently made tabloid headlines.
The charming prince has also claimed to having “the biggest crush” on “Friends” actress Courtney Cox, with whom he partied in January 2016 at her estate.
Other celebrities mentioned in the book include the Spice Girls and a slew of supermodels.
We look at some of Prince Harry’s famous relationships before to meeting Meghan, Duchess of Sussex.
Natalie Pinkham
The young royal was rumoured to have dated TV personality Natalie Pinkham in 2003. While the two have never openly admitted to being in a love relationship, they have apparently kept a friendship for years after being connected together.
Cassie Sumner
Cassie Sumner, a glamour model who is three-years older, met Prince Harry in a London nightclub in 2004. Sumner also spoke up about the incident, which included Prince Harry apparently inviting them to his private table inside the club.
She said that he nuzzled her earlobes and that she ran her fingers through his hair.
Chelsy Davy
Prince Harry’s longest relationship to date is his on-again, off-again affair with Chelsy Davy, which lasted from 2004 until 2011.
They met during Prince Harry’s gap year in Cape Town, South Africa, and dated on and off for years.
Davy even accompanied Harry to the wedding of the Duke and Duchess of Cambridge in 2011.
Caroline Flack
In June 2009, the late “X Factor UK” presenter was linked to Prince Harry. Flack recounted her story, stating the two began dating after being put up by a mutual acquaintance.
They called it quits as soon as their romance became public. In “Spare,” Flack is also discussed.
Ellie Goulding
The pop artist and Prince Harry were never formally an item, but they generated rumours in the spring of 2016 after getting cosy at the polo in Berkshire.
The two have apparently known one other for years, ever since Goulding performed at Prince William and Kate Middleton’s wedding in 2011 and Prince Harry’s Invictus Games in 2014.
Catherine Ommanney
In 2006, the former “Real Housewives of Washington DC” actress confessed a brief but intense affair with the prince.
They met at an Australian dinner party. Ommanney was quoted as stating that their affair included drinking at Art Bar in Chelsea and Eclipse nightclub in South Kensington before continuing the night at one of Prince Harry’s friends’ residences in Chelsea.
Main Image: Prince Harry
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