When it comes to 90s fashion, nobody did it better than Winona Ryder. The actress, who was living out her twenties at the time, became the unrivalled queen of the gothic-meets-grunge look, with her pixie cut hair and a leather jacket almost always in tow.
From grungy, velvet dresses on the red carpet to oversized brown pantsuits, the actress was always pushing the envelope with her looks, leaning into a unique aesthetic that was truly her own.
With the likes of Hailey Bieber and Bella Hadid championing the 90s grunge look today, it’s proof that sometimes we need to look back in time to create some of the best looks. And, there’s much to be learned from our fashion forefathers when it comes to timeless aesthetics that can withstand multiple trend cycles and seasons.
As Ryder has proven, it’s all about nailing the basics, whether it be investing in a trustworthy pair of blue denim jeans or adding an oversized black blazer to your wardrobe. Oh, and never underestimate the power of a good vintage tee, more often than not found through a solid thrifting session.
Below, 12 of Winona Ryder’s best 90s looks and a few shopping must-haves to emulate her style for yourself.
Bringing oversized suiting to the New York premiere of Little Man Tate in 1991
Taking t-shirts and jeans to a chic new level at The Commitments premiere in 1991.
Dazzling in a champagne-coloured, fringe dress at the Oscars in 1994.
Ruling the street style game in a black mini dress, leather jacket and sheer tights.
Offsetting suiting with thick, white socks in 1991
Black on black at the Backdraft premiere in 1991
Wearing a corset top and silk skirt to the Dracula premiere in 1992.
Donning a dreamy, velvet dress to the premiere of Age of Innocence in 1993.
A sheer t-shirt and a pixie cut is a big mood.
Sporting sunglasses and flip flops to the 1998 MTV Movie Awards.
Channeling her Marilyn Monroe in a pink satin gown at the American Film Institute Gala in 1996.
Jaw-dropping in a black, strapless Armani gown at the Artist’s Rights Foundation Honors Martin Scorsese event in 1996.
Must-have pieces to nail Winona’s 90s style
Abel Classic Wool Blazer, $429.95 from Friend Of Audrey
Elka Collective Carrie Jacket, $599 from THE ICONIC
Pulp Jeans in Aged Blue, $129.99 from Thrills
Lucy Thong, $129 from Country Road
Chloe Corset Dress, $239 from With Jéan