Harry Styles and Olivia Wilde’s age difference is nothing new – 5 famous women who dated much younger men, from Bollywood’s Priyanka Chopra and Nick Jonas to Britney Spears and Sam Asghari

Jan 6 , 2021

Celebrity couple Harry Styles and Olivia Wilde have made waves due to their 10 year age difference – but Wilde isn’t the only famous woman who’s dating a younger man. Photos: @harrystyles; @oliviawilde/Instagram

Harry Styles and Olivia Wilde weren’t the first to raise eyebrows over a 10-year age difference – Britney Spears met personal trainer Sam Asghari on the set of her Slumber Party music video, while Shakira met Spanish footballer Gerard Piqué during her Fifa 2010 World Cup anthem Waka Waka

We’re all used to hearing about rich and successful men who date much younger women, but who said it had to be a man’s game? These days, there are more and more women who are famous, fabulous and pushing 40 – and willing to break the taboo of dating a younger man. Check out these long-standing love affairs that have thrived despite the age difference.

Olivia Wilde, 36, and Harry Styles, 26

Actress Olivia Wilde, 36, and singer-songwriter (and Hong Kong mural star) Harry Styles, 26, nearly broke the internet when they were spotted holding hands in LA this week. While the 10-year age difference between the new lovebirds may have come as a surprise to some, it’s hardly a shock given Styles’ track record. The former One Direction star has been linked romantically to a slew of older women, including “Folklore” singer Taylor Swift (five years older), Nicole Scherzinger (16 years older) and – most memorably – Caroline Flack, who dated Styles when she was in her thirties and he was just 17.

Britney Spears, 39, and Sam Asghari, 27

Britney Spears and Sam Asghari. Photo: @britneyspears/Instagram

The pop princess might be embroiled in a continued struggle for control over her finances, but at least her love life looks rosy. She’s seriously smitten with her Iranian-born beau, who at 27 is 12 years her junior. The two live together in Las Vegas, having been together for four years after meeting on the set of Spears’ Slumber Party music video. Asghari isn’t shy about how he feels about the pop icon; he frequently posts about Spears on his social media, calling her his “lioness”.

Shakira, 43, and Gerard Piqué, 33