But the One Direction star got more than he bargained for at the British Fashion Awards at the London Coliseum on Monday, when he encountered two of them.
Harry was about to make his way down a flight of stairs when he bumped into Kendall Jenner and Cara Delevingne, who just so happen to be close friends.
The singer has been linked to both models. It was rumoured in September 2013 that he had been dating Cara for a few months, and he then went on to date Kendall from December 2013 until the following February.
Thankfully, it seems things are amicable between all of them.
Harry, Kendall and Cara were all seen smiling as they had a quick catch-up, and there didn’t appear to be much awkwardness - but they did keep the chat brief.
Watch out, Cara Delevingne - Kendall Jenner is hot on your heels when it comes to starring in every fashion campaign around right now!
Chanel, Balmain, Estée Lauder... they all want a bit of Kendall and it isn't difficult to see why. The 19-year-old looked impossibly leggy at the British Fashion Awards, where she rubbed shoulders with the likes of Kate Moss and Victoria Beckham. Wearing a white strapless jumpsuit featuring leg-lengthening black stripes down the side, she looked every inch the supermodel.
Her all-in-one is by Emilio Pucci, and unlike most of the red carpet looks from this event, you can actually buy it. Keeping it real, Kendall! Click (right) to Stylebop to start shopping, then make like Miss Jenner and banish the belt, add black court heels and voilà !
But if Pucci isn't quite in your price range, check out the edit below to get the look. This Keepsake version is our favourite, or Asos has got it right too. Just be sure to steer clear of the red wine and black coffee.
