Winona Ryder Best Hair And Makeup Looks

Spiky bangs, punky makeup, and an attitude to matchWinona Ryder became the queen of cool following her role in 1988's Beetlejuice. Feathered bangs and a bouncy blowout at the beginning of the cult-favorite film Heathers.

1

Beetlejuice

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Spiky bangs, punky makeup, and an attitude to match—Winona Ryder became the queen of cool following her role in 1988's Beetlejuice.

2

Heathers

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Feathered bangs and a bouncy blowout at the beginning of the cult-favorite film Heathers.

3

Fresh-Faced

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Ryder wearing the blunt bob that every supermodel is copying in 2017.

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4

'90s Grunge

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Boyish brows and a swipe of metallic lipstick in 1989.

5

#CoupleGoals

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Ryder's red lipstick and her new boyfriend Johnny Depp set hearts (and Tumblr pages) on fire in 1990.

6

Slicked-Back

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The couple that slicks their hair back together, stays together. Well, maybe not—but they look damn good.

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7

Edward Scissorhands

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Depp and a blonde Ryder in the 1990 film Edward Scissorhands.

8

Black-and-Red

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Jet-black and flippy hair was en vogue in 1991. We love how she paired it with skinny brows and a deep red lipstick.

9

Classic Beauty

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Ryder's natural curls were on full display in 1992.

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10

The Short Cut

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Ryder takes a cue from Mia Farrow and owns the short, layered pixie cut.

11

'90s Beauty

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Ryder and Claire Danes are the epitome of '90s beauty (matte skin, frosty lipstick, skinny brows, side-parted pin) in 1996.

12

So Frosty

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The only thing frostier than Ryder's lipstick is her newly-styled pixie cut.

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13

Back to Red

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Red lipstick is one of Ryder's signature looks, in 1998 and now.

14

Spiked Up

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A short and spiky haircut calls for a little more makeup than Ryder usually wears—black eyeliner, gray eyeshadow, frosty berry lipstick, and ultra-plucked '90s brows.

15

The Headband

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Only Ryder could make a courtroom appearance look this chic—thanks to a black headband.

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16

Easy Updo

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Ryder's signature smudgy eyes look fresh paired with bronzed skin and an easy updo.

17

New Grunge

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The Stranger Things star went back to her roots with a curly, rock and roll hairstyle flipped to one side. Paired with tons of black eyeliner, Ryder proves that punky beauty never goes out of style.

18

Soft Curls

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Ryder accepts the Screen Actors Guild Award wearing face-framing ringlet-tendrils.

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19

Winona Forever

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It's 2017—and Ryder is still at the top of her game with the new hit season of Stranger Things. Just like her preference for deep crimson lipstick, some things never change.

Headshot of Jenna Rosenstein

Jenna Rosenstein is the Beauty Director at Harper's BAZAAR across both print and digital. While attending NYU, she held internships at Women’s Wear Daily, Bloomingdale’s, Harper’s BAZAAR, and Allure, the latter of which she parlayed into her first job as the Beauty Assistant. She left Allure three years later as the Senior Beauty Editor. She spent a few months at Refinery29 overseeing branded content in the same title, before finally landing back at BAZAAR to manage all beauty content. When she's not testing every lipstick known to mankind, getting zapped by new lasers, or interviewing experts and celebrities, you can find Rosenstein at home in New Jersey with her son, husband, and black cat named Maddie.

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