We’re all holding our breath for Stranger Things season 4, thanks in no small part to Winona Ryder’s electrifying performance as dedicated mother Joyce Byers. But before Winona Ryder was chasing teens around Hawkins, Indiana, she was starring in cult classics like Heathers (1989) and Reality Bites (1994) and establishing herself as a bona fide fashion idol.
One of the legends of grunge style, Winona spent the ’90s swaddled in biker jackets, slinky dresses, comfy denim, and roomy power suits. She typically wore her hair shoulder length and unstyled or cropped into an adorable (and iconic) pixie.
The best part? Many of her looks would be right at home in 2021. Keep reading to see the Winona Ryder outfits we can’t wait to wear today — plus the pieces we’re using to recreate them.
With the Band
Count on Winona to make a standard jeans-and-tee ensemble look absurdly cool. The formula? Toss a leather blazer or moto jacket over a band tee (Winona’s features Tom Waits, but any of your fav rockers will do). Add sturdy denim and combat boots, and you’re ready for anything from shopping with the girls to a Saturday night concert. Meet you in the mosh pit!
Velvet Goldmine
Is there anything more classically ‘90s than a slip dress? Yep — a velvet slip dress. Channel Winona with a touchable velour frock in a holiday party-ready hue. Bring the look into the 21st century by trading the retro cord choker for a dainty chain or bead version.
Paint It Black
Take your go-to all-black outfit up a notch with a quirky oversized suit. Instead of the more expected button-down shirt, Winona pops a tee under her big blazer to keep the ensemble from feeling too stuffy.
Uptown Girl
More of Winona’s favorite textiles: leather and velvet. Look closely, though, and you’ll notice that this outfit isn’t all edge — Winona pairs her black mini and long calfskin jacket with kitten heels and pearls. Play with the same contrast during your next date night.
Which of Winona Ryder’s iconic ’90s outfits is your favorite? Let us know in the comments!
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