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Fashion Times
Fashion Times
Lifestyle
Naomi Parris

10 of Amy Winehouse's Most Iconic Fashion Moments

Amy Winehouse performing on stage during Rock in Rio 2008 in Arganda del Rey, Spain. (Credit: Carlos Alvarez/Getty Images)

Although it's been 13 years since Amy Winehouse's tragic death, the singer's legacy is still palpable. In 2022, it was announced that Fifty Shades of Grey director Sam Taylor-Johnson would be at the helm of a new biopic on Winehouse, and that day will finally come on May 17. The highly anticipated delve into the late English starlet's life will give the world an even more intimate look at her rise and fall, reminding us of her remarkable contribution to music. From her deep, rugged contralto voice to those signature winged eyes, Winehouse was truly unforgettable, especially her style.

The You Know I'm No Good songstress often gravitated to retro-inspired pieces for her stage style, that were originally made by her costume designer and close friend, Naomi Parry. Having worked with the singer for only three years, Parry wanted to elevate the sartorial personality that Winehouse initially embraced. "Her look had started to develop during her early years in Camden, largely influenced by the characters living there—the rockabillies, punks, ska and indie kids," Parry has said. As for off-duty, Winehouse's regularly donned simple tanks, skinny jeans, and peep-toe pumps.

Ahead of the film's release date, we've gathered some of Winehouse's best fashion moments from her affinity for sweetheart necklines to Armani Privé minidresses.

Amy Winehouse at the 2005 BRIT Awards

Amy Winehouse at the 25th Anniversary BRIT Awards in 2005. (Credit: MJ Kim/Getty Images)

A then 24-year old Winehouse debuted her infamous winged black eyeliner look in at the 2005 BRIT Awards, wearing a multi-colored oriental print dress featuring black corset detailing. She accessorized with black-and-white, peep-toe heels, a navy-and-black Louis Vuitton bag, and red nails.

Amy Winehouse at the 2007 BRIT Awards

Amy Winehouse at the BRIT Awards 2007 in London. (Credit: Gareth Cattermole/Getty Images)

Two years later, Winehouse proudly rocked one of her most memorable looks to date—a yellow minidress with gold jewelry, unconventional red french nails, and her infamous red Moschino heart-shaped bag.

Amy Winehouse at the 2007 BRIT Awards

Amy Winehouse rehearsing prior to the BRIT Awards 2007. (Credit: Getty Images)

Even rehearsals were a fashion show for the singer as she prepared for the BRIT Awards in a red-and-black dress with a tiered skirt.

Amy Winehouse at the 2007 Nationwide Mercury Prize Awards

Amy Winehouse performing at the annual Nationwide Mercury Prize music awards ceremony in London. (Credit: Gareth Cattermole/Getty Images)

During the Nationwide Mercury Prize Awards, Winehouse wore a green, pink, blue, and pastel yellow minidress with chiffon fabric intertwined throughout.

Amy Winehouse at the 2007 MTV Europe Music Awards

Amy Winehouse at the MTV Europe Music Awards in 2007. (Credit: Getty Images for MTV)

The Valerie singer also understood denim's staying power and donned a minidress with a wide-buckle belt.

Amy Winehouse at the Shepherd's Bush Empire Concert

Amy Winehouse performing at Shepherd's Bush Empire in London. (Credit: Jo Hale/Getty Images)

Winehouse cemented minidresses as her signature performance-wear, and this grey dress and black chunky belt for the Shepherd's Bush Empire concert was no different.

Amy Winehouse at the 2008 V Festival

Amy Winehouse performing during the V Festival 2008 in Chelmsford, England. (Credit: Simone Joyner/Getty Images)

Winehouse took the V Festival stage in an abstract-printed dress complete with her signature, a sweetheart neckline.

Amy Winehouse at the 2008 Glastonbury Festival

Amy Winehouse performing at the 2008 Glastonbury Festival. (Credit: Jim Dyson/Getty Images)

Winehouse performed at the Glastonbury Festival in a sparkly, sequined navy number with her go-to beehive hairdo adorned with cocktail umbrellas.

Amy Winehouse at Lollapalooza

Amy Winehouse performing onstage at Lollapalooza in Chicago, Illinois. (Credit: Roger Kisby/Getty Images)

Winehouse rocked classic black and white gingham with red straps at Lolllapalooza.

Amy Winehouse at Koko

Amy Winehouse performing at Koko in Camden Town. (Credit: Simone Joyner/Getty Images)

While her style was primarily goth, Winehouse even gravitated to florals ever so often, most notably with this red-and-black dress that featured a corset waist.

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