Whether it’s lacy collared blouses or suits in a rainbow of patterns, Harry Styles is capable of pulling off pretty much anything. Since One Direction’s devastating hiatus in 2015 (RIP), the flowing-haired pop star has traded in boy band grunge for Gucci and established himself as a fashion trailblazer. Along with the success of his solo career, the Watermelon Sugar singer has been celebrated for his refusal to conform to gender norms. In honor of his 27th birthday, here are some of Mr. Styles’ most iconic fashion moments.

Gucci at the 2019 Met Gala

Styles cemented himself as a pioneer of gender-bending style at the 2019 Met Gala. He opted for a pussy-bow blouse with delicate ruffles, his tattoos peeking out beneath the sheer fabric.  One might say his ensemble is a sign of the times.

The Contemporary Wardrobe at SiriusXM & Pandora Opening Drive Concert

Styles stunned alongside superstar Lizzo for a duet performance of her hit song “Juice” in this darling sweater vest and signature pearls.

Gucci and Burberry for Sign Of The Times Music Video

A stark departure from his trademark bright suits, Styles looks every bit the British heartthrob in a long wool coat and cuddle-ready Burberry cable knit sweater. His coat’s long tail is ideal for soaring around the Scottish Isles.

Givenchy at the Victoria’s Secret Fashion Show 2017

An angel among Angels, Styles was a vision in mint green at the Victoria’s Secret Fashion Show in Shanghai. For his performance of Only Angel, Styles donned a Givenchy Spring 2018 wool and mohair suit.

 

Vivienne Westwood at BBC Radio Station

The oversized plaid on this Vivienne Westwood suit is a natural pick for Styles. A billowy, unbuttoned dress shirt and subtle jewelry adds that signature Styles flair.

Gucci for Fine Line Album Cover

Styles embraced the big pants, little shirt trend for his sophomore album cover. He took a step in to the light in custom Gucci wide-legged trousers and a fuchsia button-down.

Alexander McQueen at the 2017 Aria Awards

This printed suit Styles wore at an Australian awards show drew instant Prince comparisons. Its metallic purple sheen and swirling paisley pattern made Styles stand out in a sea of black tuxes.

Gucci in ‘Falling’ Music Video

Every still from Styles’ music video looks straight out of a high fashion campaign. The billowing fabric of his lilac chiffon Gucci dress pairs perfectly with the romantic, gut-wrenching song.

Gucci at X Factor 2015

What list of Harry Styles outfits would be complete without a floral suit? His final X Factor performance with his One Direction bandmates established his penchant for bold patterns with this red number from — shocker — Gucci.