Styles performing at NBC's Today show in 2014, wearing a Marc by Marc shirt and accessorized with an Alexander McQueen neckerchief.
Styles performing at NBC's Today show in 2014, wearing a Marc by Marc shirt and accessorized with an Alexander McQueen neckerchief.
Gustavo Caballero/Getty Images
Harry Styles auditioning for the seventh series of British talent competition, X Factor, in 2010.
Harry Styles auditioning for the seventh series of British talent competition, X Factor, in 2010.
From The X Factor UK/YouTube
Styles attending BBC Radio's Teen Awards in 2011, in one of his first events as a member of One Direction.
Styles attending BBC Radio's Teen Awards in 2011, in one of his first events as a member of One Direction.
Dave Hogan/Getty Images
Styles leans into his new-found boy band charm with an open shirt, rolled sleeves and tank top. Here he is performing in New York City in the summer of 2013 after splitting with Swift in January.
Styles leans into his new-found boy band charm with an open shirt, rolled sleeves and tank top. Here he is performing in New York City in the summer of 2013 after splitting with Swift in January.
Gilbert Carrasquillo/FilmMagic
The 2015 American Music Awards is one of the first times we see Styles in head-to-toe Gucci. Styles sports the SS16 herbarium printed cotton crêpe Gucci suit with a black shirt, floral brooch and long hair.
The 2015 American Music Awards is one of the first times we see Styles in head-to-toe Gucci. Styles sports the SS16 herbarium printed cotton crêpe Gucci suit with a black shirt, floral brooch and long hair.
Jordan Strauss/Invision/AP
Styles wears yet another Gucci suit at the iHeartRadio concert and red carpet in 2017. The star shows himself to be a deft hand at turning strong, vintage-inspired looks.
Styles wears yet another Gucci suit at the iHeartRadio concert and red carpet in 2017. The star shows himself to be a deft hand at turning strong, vintage-inspired looks.
David Becker/Getty Images for iHeartMedia
Styles leaving BBC Radio One after performing in the Live Lounge in 2019. He is wearing a t-shirt he designed with Gucci Creative Director Alessandro Michele.
Styles leaving BBC Radio One after performing in the Live Lounge in 2019. He is wearing a t-shirt he designed with Gucci Creative Director Alessandro Michele.
Neil Mockford/GC Images/Getty Images
British Radio DJ Roman Kemp and Harry Styles at the 2020 Brit Awards. Styles wears a canary yellow Marc Jacobs suit with purple tulle tie.
British Radio DJ Roman Kemp and Harry Styles at the 2020 Brit Awards. Styles wears a canary yellow Marc Jacobs suit with purple tulle tie.
Eamonn M. Mccormack/Getty Images for Sony
Styles took his love for playing dress-up one step further at his "Harryween" performance at Madison Square Garden in October 2021, when he dressed up as Dorothy from "The Wizard of Oz."
Styles took his love for playing dress-up one step further at his "Harryween" performance at Madison Square Garden in October 2021, when he dressed up as Dorothy from "The Wizard of Oz."
Theo Wargo/Getty