INDIO, CALIFORNIA – APRIL 22: Harry Styles performs on the Coachella stage during the 2022 Coachella Valley Music And Arts Festival on April 22, 2022 in Indio, California. (Photo by Kevin Mazur/Getty Images for Harry Styles)

Gracing Gucci on countless stages, red carpets, campaigns, and editorials, musician and actor Harry Styles has displayed a particular penchant for Italian luxury house since the early days of his solo career. Now, the One Direction alum has joined forces with Gucci creative director Alessandro Michele to create a new collection, dubbed Gucci HA HA HA

The collection, which was created around the idea of building the “dream wardrobe,” will drop in October, and represents a “synthesis of friendship” between the “Watermelon Sugar” singer and the designer, while also symbolizing the “landing place of an inventive two-person journey,” according to the brand. 

Over the years, Styles has pulled sartorial influence from the greats that came before him, evoking the androgynous flair of David Bowie, Mick Jagger, and Elton John, in bedazzled and fantastical fashions.

According to Michele, the pieces will have “a mix of aesthetics from 1970s pop and bohemian to the revision of the image of the gentleman in an overturned memory of men’s tailoring.”

Styles’ history with Gucci has brought so many memorable pussy-bow blouses, printed and velvet embroidered suiting, feather boas, and sequins (so many sequins), that we wanted to take a dive into their best moments in honor of the new collection. Below, see the greatest Gucci x Styles looks through the years.

Harry Styles in Gucci at Coachella 2022

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Harry Styles performs onstage at the Coachella Stage during the 2022 Coachella Valley Music And Arts Festival on April 15, 2022 in Indio, California. (Photo by Kevin Mazur/Getty Images for ABA)

Styles headlined the first day of the Coachella music festival in a custom Gucci sequined jumpsuit for the first live performance of his song, “As It Was!” and to perform alongside Shania Twain.

Harry Styles in Gucci at Coachella 2022

Harry Styles performs on the Coachella stage during the 2022 Coachella Valley Music And Arts Festival on April 22, 2022 in Indio, California. (Photo by Kevin Mazur/Getty Images for Harry Styles)

For weekend two of Coachella, Styles rocked another custom Gucci look with hot pink metallic trousers, and a matching, open vest featuring crystal cherries and strawberries under a pink plumage coat to perform alongside Lizzo.

Harry Styles in Gucci at ‘Harryween’ 2021

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Harry Styles performs onstage at Harry Styles “Harryween” Fancy Dress Party at Madison Square Garden on October 30, 2021 in New York City. (Photo by Theo Wargo/Getty Images for HS)

Styles dubbed his Halloween weekend shows at Madison Square Garden, “Harryween” and dressed up as Judy Garland’s gingham-clad character Dorothy from The Wizard of Oz in a custom costume by Gucci, including a blue collared dress and ruby red slippers.

Harry Styles in Gucci for ‘Harryween’ 2021

NEW YORK, NEW YORK – OCTOBER 31: Harry Styles performs onstage during “Harryween” Fancy Dress Party at Madison Square Garden on October 31, 2021 in New York City. (Photo by Kevin Mazur/Getty Images for HS)

On the second spooky night of “Harryween,” Styles wore a custom clown costume designed by Michele, donning a lacey, ruffled top, featuring an embellished moon and star and pleated tiered pants.

Harry Styles in Gucci at the 2021 Grammy Awards

Harry Styles attends the 63rd Annual GRAMMY Awards at Los Angeles Convention Center on March 14, 2021 in Los Angeles, California. (Photo by Kevin Mazur/Getty Images for The Recording Academy )

The singer won his first Grammy Award for “Watermelon Sugar” at the 63rd annual ceremony, while wearing a Clueless-esque yellow plaid Gucci blazer with a lavender feather boa.

Harry Styles in Gucci at the 2021 Grammy Awards

Harry Styles poses for The 2021 GRAMMY Awards on March 14, 2021 in Los Angeles, California. (Photo by Anthony Pham via Getty Images)

Styles switched up his look to perform at the 2021 Grammy Awards wearing a custom Gucci cropped leather jacket, flared slacks, a green feather boa and leather boots.

Harry Styles in Gucci for ‘Treat People with Kindness’ Music Video, 2021

Harry Styles and Phoebe Waller-Bridge on set in Treat People With Kindness music video. Credit: Instagram @harry_lambert

Rocking some jazzy custom Gucci ensembles alongside Fleabag‘s Phoebe Waller-Bridge, Styles dropped his fashion-forward music video for the song “Treat People with Kindness in 2021.

Harry Styles in Gucci at the 2021 BRIT Awards

Harry Styles wins the Mastercard British Single award for Watermelon Sugar during The BRIT Awards 2021 at The O2 Arena on May 11, 2021 in London, England. (Photo by JMEnternational/JMEnternational for BRIT Awards/Getty Images)

Styles opted for a brown printed Gucci suit that gave off a retro feel, which he accessorized with a top-handle Gucci handbag at the 2021 BRIT Awards.

Harry Styles in Gucci Beauty’s 2019 campaign

Credit: Instagram @Gucci, photographed by Hélène Marie Pambrun for Gucci Beauty’s Gucci Mémoire d’une Odeur campaign

The face of Gucci Beauty’s Gucci Mémoire d’une Odeur campaign, Styles struck a pose for photographer Hélène Marie Pambrun for a series of snapshots from in the same setting as his “Adore You” music video in a selection of Gucci looks.

Harry Styles in Gucci at SNL in 2019

Guest Harry Styles performs “Lights Up” on Saturday Night Live, November 16, 2019 (Photo by: Will Heath/NBCU via Getty Images)

Styles served as both Saturday Night Live host and musical guest in 2019, and showcased a myriad of Gucci looks during the night, from a custom sequined jumpsuit (above) to a handful of ready-to-wear ensembles from the house’s Spring/Summer 2020 collection.

Harry Styles in Gucci at the 2019 Met Gala

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Harry Styles attends The Metropolitan Museum Of Art’s 2019 Costume Institute Benefit “Camp: Notes On Fashion” at Metropolitan Museum of Art on May 6, 2019 in New York City. (Photo by Getty Images)

Attending alongside Alessandro Michele, Styles serves as a co-host of the night wearing a sheer black lace pussy-bow blouse and trousers on the Met Gala pink carpet, topping his look off with a single pearl drop earring.

Harry Styles in Gucci at the 2019 Rock & Roll Hall of Fame Induction Ceremony

Harry Styles performs at the 2019 Rock & Roll Hall Of Fame Induction Ceremony – Show at Barclays Center on March 29, 2019 in New York City. (Photo by Kevin Mazur/Getty Images For The Rock and Roll Hall of Fame)

Styles opted for a royal blue velvet peak lapel double breasted suit, leather boots, and an eclectic assortment of rings from Gucci’s Pre-Fall 2019 collection to perform at the 2019 Rock & Roll Hall of Fame Induction Ceremony before presenting Stevie Nicks, who was inducted into the Hall of Fame that year. 

Harry Styles in Gucci’s Cruise 2019 campaign

Credit: Instagram @Gucci, Photographed by Glen Luchford for Gucci Cruise 2019

Posing with piglets, Styles worked a plaid Gucci suit with paisley-printed robe and gold headband in the brand’s Cruise 2019 campaign, shot by photographer Glen Luchford.

Harry Styles in Gucci for Harry Styles: Live on Tour, 2018

Harry Styles performs onstage during Harry Styles: Live On Tour – New York at Madison Square Garden on June 21, 2018 in New York City. (Photo by Kevin Mazur/Getty Images for HS)

Performing on tour in N.Y.C., Styles sported a floral-printed suit with black peak lapels over a silky blouse, and matching flared slacks from Gucci’s Cruise 2019 collection.

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