Chelsy Davy, Caroline Flack and More Women Prince Harry Dated Before Marrying Meghan Markle

Prince Harry romanced a bevy of beauties before exchanging vows with Meghan Markle, who he shares two children.

Chelsy Davy

Harry dated the Zimbabwe-born beauty, 40, on and off from 2004 to 2011. Chelsy, who had “long been uninterested in my title,” Harry wrote in Spare, per Cosmopolitan, ultimately walked away from the relationship, unwilling to embrace a life in the spotlight.

Caroline Flack

In her 2015 memoir, Storm in a C Cup, the Love Island host, who died by suicide at 40 in 2020, said her 2009 fling with the prince ended once the media found out, according to Page Six. Flack also famously dated another Harry — Styles, 32 — in 2011.

Florence Brudenell-Bruce

The model, 40, dated Harry briefly in the summer of 2011, shortly after his split from Chelsy. The descendant of the 7th Earl of Cardigan later hinted she was glad she and the prince broke up because she valued her privacy.

Mollie King

Though the Saturdays singer, 38, initially denied a romance with Harry after they were seen dancing at London club Bunga Bunga in 2012, she came clean later that year. “We did go out for a drink,” she confessed to Closer, per The Standard.

Cressida Bonas

Harry revealed the dancer-actress, 37, whom he dated from 2012 to 2014, helped him cry for the first time over his mother’s death. But it wasn’t meant to be. “There was massive affection … but not love everlasting,” he wrote in his memoir, per Marie Claire.

Ellie Goulding

Just a few weeks before Harry met Meghan, a report claimed he and Ellie, 39, were “all over each other” at a 2016 polo match afterparty, The Sun reported at the time. (The British pop star performed at Prince William and Princess Kate’s 2011 wedding reception.)