Harry Styles Kendall Jenner
Kendall Jenner and Cara Delevinge confront Harry Styles at the British Fashion Awards show Getty

Harry Styles is known for being a ladies man, so it's not surprising that he could run in to two of his former girlfriends at the same time.

At the British Fashion Awards, held at the London Coliseum on Monday night, The One Direction heartthrob bumped in to ex-girlfriends Kendall Jenner and Cara Delevinge.

The 20-year-old was about to make his way down the stairs when he encountered the two models at the top, who happen to be close friends.

The brief exchange appeared slightly strained at first, but any ice was broken and all three started smiling and laughing.

Harry Styles bumps into his ex-girlfriends Getty

The One Direction singer reportedly had a passionate tryst with Delevinge for several months back in 2013 before her agency told her to cool it off as they considered him "too low-rent" for her image.

Styles then went out with Jenner, 19, who was said to be smitten with the British star but things allegedly turned sour when he stopped returning her calls and was then pictured with another women.

The Burberry model, 22, who is known for being friends with most of the famous ladies in the fashion world including, Kate Moss and Rihanna has become close with Jenner over recent months.

The supermodels were pictured close together for most of the evening with Jenner laughing hysterically the whole time.

Delevinge, who was awarded Best Model during the evening wore a white dress with black louboutin sandals.

Harry Styles allegedly has his sights set on British style Award's winner Emma Watson Getty

The younger sister of Kim Kardashian opted for a white and black cat suit with her hair loose and a slick of red lip stick.

Harry, wore a striking two-piece navy Lanvin suit with red pinstripes and black shoes but despite turning many heads he reportedly only had eyes for Emma Watson at the show.

Another of the star's famous ex-girlfriends, Taylor Swift, is also in London at the moment. She allegedly hopes to rekindle her relationship with the star.

The 24-year-old, will be performing at the Victoria's Secret Fashion Show which is taking place in the capital on Tuesday.

Winners of the British Fashion Awards 2014

Model of the Year

Cara Delevingne

Brand of the Year

Victoria Beckham

British Style Award

Emma Watson

International Designer

Nicolas Ghesquière

Womenswear Designer of the Year


Menswear Designer of the Year

J.W. Anderson

Emerging Womenswear Designer


Emerging Menswear Designer

Craig Green

Emerging Accessory Designer


Red Carpet Designer

Alexander McQueen

New Establishment

Simone Rocha



Accessory Designer of the Year

Anya Hindmarch

Special Recognition

Chris Moore

Special Recognition Award

Anna Wintour OBE

Isabella Blow Award for Fashion Creator

Edward Enninful