9 of the most daring looks Pharrell Williams has worn over the years

Williams, 49, has never been afraid to experiment with pieces that have traditionally been categorized as womenswear.

The singer paired his unique Birkin, a brand from which a single bag can retail from $40,000 to $500,000, with blue-washed jeans, sneakers, a white puffer jacket, and a Billionaire Boys Club baseball cap.

Williams founded Billionaire Boys Club, a luxury streetwear brand, alongside Kenzo's artistic director Nigo in 2003.

The rest of the singer's outfit consisted of baggy jeans, a T-shirt layered beneath a blue flannel, a red vest, and a red-rimmed baseball cap.

But Williams' eye-catching footwear is what really stole the show. The chunky snowboarding boots were designed in a 2009 collaboration between the artist Arbito, Nike, and US snowboarder Danny Kass.

The shoes currently retail on the Sotheby's website for $1,000 and feature vivid multi-colored graphics inspired by "the music and psychedelic dreamscape art of the 1970s."

Williams, who owns a home in Miami, has become an Art Basel regular over the years.

In 2011, he attended the show in a pair of asymmetric Chanel sneakers, jean shorts, a flannel, a green shirt, and a leather jacket.

The look was tied together with a suede moss-green sailor's hat that featured Minnie and Mickey Mouse pins.

Forget the black-and-white suit: Williams rocked up to the red-carpet event for Terry Richardson's book launch wearing a funky military-printed suit jacket with matching shorts.

When Williams stepped out wearing his unique camel-colored Vivienne Westwood hat at the 2014 Grammy Awards, he quickly became the talk of the town.

It garnered so much attention that it even inspired a Twitter account that amassed over 12,000 followers. Williams ended up selling it to Arby's for $44,100 on eBay just a few months later, according to CNN.

Nevertheless, Williams went on to wear multiple variations of the hat throughout the year. However, nothing was quite as iconic as his first foray into the style at the Grammys.

According to the Los Angeles Times, Williams' ensemble was designed by Adidas using 3M light-reflective materials. When photographed with a flash, his suit went from looking gray to ivory white.

According to The Hollywood Reporter, Williams described suit shorts as his "thing" before he hit the stage.

But this time, the singer paired his signature look with a buttoned-up jacket, an oval brimless hat, white gloves, and sparkly yellow shoes.

The ensemble certainly left an impression on the audience. Some viewers went so far as to speculate whether the singer's outfit was inspired by the bellboy from Wes Anderson's "The Grand Budapest Hotel," which was released that year, according to E! News.

The couple, who tied the knot in 2013 according to People, wore Western-inspired ensembles, which included black leather tops with white stitching, matching pants, and cowboy boots with gold toes.

According to Esquire, Williams confirmed to red-carpet host Keke Palmer that his outfit was designed by Karl Lagerfeld, who died in 2019, with whom he had developed a close friendship.

Williams accessorized the look with black platform boots, diamond-rimmed sunglasses, and a black baseball cap from Human Made, according to The Guardian.

His Grammys attendance took place just a week before Williams was formally announced as Louis Vuitton's new creative director for its menswear line.

"I am glad to welcome Pharrell back home, after our collaborations in 2004 and 2008 for Louis Vuitton, as our new Men's Creative Director. His creative vision beyond fashion will undoubtedly lead Louis Vuitton towards a new and very exciting chapter" Pietro Beccari, Louis Vuitton Chairman and CEO, said in the announcement on the LVMH website.

Williams is the second Black American to assume the role. When Louis Vuitton named Virgil Abloh its artistic director for menswear in 2018, he became the first Black American to lead a European luxury fashion house. Abloh died in 2021 after battling a rare form of heart cancer.