Before there was Meghan Markle, Prince Harry was the most eligible bachelor in the world and lived like it.
The pair dated from 2012 to 2014 and it was believed Cressida was being seen as a potential wife, but the British socialite was uncomortable with life in the royal fishbowl and has since become a theatre actress.
Still his longest relationship, Harry dated the South African lawyer on and off for seven years before eventually calling it quits in 2011.
Before Love Island, there was St Tropez with Harry. Their connection was brief, but it was enough to give Camilla the moniker of 'Prince Harry's ex' before her name forever more.
The tv presenter said she was "Prince Harry's bit of rough" during a brief dalliance in 2009. "Once the story got out, that was it. We had to stop seeing each other", saying she hated no longer having her own identity.
He's believed to have dated Florence, a singer and actress, in 2011. She has since married millionaire Henry St George in 2013.
Rumours of a relationship between the superstar singer and prince have followed them for years, most recently just before he met Markle. In early 2016, they were spotted flirting at the polo.
The Dr Who star is also said to have been "getting flirty" with him at the polo, only confirming to us we need to start going to the polo.