Winona Ryder’s Most Iconic Beauty Moments

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winona ryder beauty moments

From the return of skinny brows to the reunion of Bennifer, we’re truly living through major ’90s déjà vu. So when Marc Jacobs, a brand synonymous with nostalgic style, announced Winona Ryder as the face of their new campaign, we were stoked to say the least.

Since bursting into the Hollywood scene in 1986, Winona has served some major beauty moments. And her role in the Netflix series Stranger Things (which delivers a whole new dose of ’80s and ’90s style) has simply solidified her status as one of the most prolific beauty icons of our time.

So we took a stroll down memory lane to source some of Winona’s hottest looks from the ’80s to now. Keep scrolling for a complete timeline of Winona Ryder’s most iconic beauty moments.

1989

Winona Ryder 1988
Winona Ryder In ‘Heathers’

Nothing says ’80s quite like this voluminous blowout as seen in Heathers. Anyone else getting the urge to cut their bangs?

1990

Winona Ryder 90s

The blunt bob may have made a comeback in recent years, but nothing compares to Winona’s effortless pushed back ‘do. We simply adore this fresh-faced aesthetic!

1991

Winona Ryder Johnny Depp

No ’90s red carpet appearance was complete without flipped ends and the Edward Scissorhands star certainly nailed the brief, paired with a bold red lip at the Golden Globes.

1995

Winona channelled a vintage wave and pared-back glam for the 68th Annual Academy Awards.

1997

We’re getting major punk princess vibes from Winona’s caramel highlights, black liner and frosted lips.

1998

Winona’s signature smudged eye look paired perfectly with her pixie cut and timeless crimson lip.

2001

Winona Ryder friends

Taking a cue from Rachel Green, Winona absolutely stunned with a layered cut and dewy complexion in her guest appearance on Friends.

2005

Winona Ryder red carpet

The 2000s were all about smokey eyes and this look proves that the grunge aesthetic has a place on every red carpet.

2007

Winona certainly nailed the ‘tousled updo’ brief with face-framing tendrils, perfectly paired with peachy pick makeup tones.

2011

We love a bronzed smokey eye, especially when paired with a party-ready pony.

2015

Winona Ryder Marc Jacobs

Winona stunned in her first Marc Jacobs campaign and this monochromatic winged liner is giving us major Twiggy vibes. And how about those sparkling emerald nails?!

2016

The Stranger Things star tapped into her ’90s grunge roots with bold black liner and a flipped wave at the premiere of the hit Netflix series.

2020

Opting for a more accented metallic smokey eye, Winona pared it back with a tucked hairstyle and dewy complexion.

2022

Winona Ryder Stranger Things

ICYMI the hottest ’80s trends are back in and Winona is certainly making a case for the return of the shaggy cut in the latest season of Stranger Things.

2022

Winona Ryder Marc Jacobs

Returning to her grungy roots, Winona’s latest appearance as the face of Marc Jacobs is nothing short of iconic.

Main images: Getty

Which is your favourite Winona Ryder beauty moment?

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