Beauty

9 Of Winona Ryder’s Best Hair Moments From The ‘90s

Plus some of her best makeup looks, too.

by Lauren Rearick
Updated: 
Originally Published: 

After successfully taking down the Heathers in 1989, Winona Ryder emerged in the '90s a star. The year of grunge rock and Bugle Boy denim was her's to conquer, and when she wasn't starring in hits like Edward Scissorshands and Reality Bites, she was making her mark on the red carpet. Ahead, relive some of the star's best red carpet beauty looks from the '90s, featuring her every pixie cut and major lipstick moment.

BEI/Shutterstock
1990, Edward Scissorhands Premiere

Everything about this premiere beauty routine screamed '90s beauty, including the berry-red lipstick and the shoulder-length lob.

Photo by Barry King/WireImage
1990, Mermaids Premiere

Ryder paired her milky skin with a bright shade of red lipstick. By pulling her hair into a half ponytail, she kept the focus on her lips.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images
1992, Night On Earth Premiere

Ryder's favorite shade of lipstick returned, but for this look, her hair was longer, and curled.

Photo by Joe McNally/Getty Images
1994, Photoshoot

Keeping her makeup minimal for this photoshoot, Ryder's short hair was styled in a purposefully messy fashion.

Photo by Jim Smeal/Ron Galella Collection via Getty Images
1996, Academy Awards

Her hair now a light shade of blonde, Ryder kept her cut close to head. She wore a light shade of pink lipstick, and wore her hair in vintage-inspired waves.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images
1997, American Movie Classics' Fifth Annual Film Preservation Festival

Ryder paired dark pink lipstick with a dirty-blonde pixie cut.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images
1997, Alien: Resurrection Premiere

Wearing her short hair in a spiky fashion. Ryder outlined her lids in a dark shade of liner. She also switched out her signature red lipstick for some pink sheen.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images
1998, Film Society of Lincoln Center Honors Martin Scorsese

The red lipstick returned for this look, which also featured another short, closely cropped haircut.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Image
1999, Girl, Interrupted Premiere

Carefully lining her eyes with a shade of blue-black liner, Ryder added a touch of dewy gloss to her look with dusty pink lipstick.

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