Winona Ryder looked back on her bold and unconventional iconic looks that she had created accidentally. The Stranger Things ...

In the 1980s and ’90s, Winona Ryder was a dark-haired waif against a sea of preppy blondes. Pale, brooding and enigmatic, Ryder cut her teeth starring in alternative, macabre films like ...

In late September 1990, Patrick Dempsey, Winona Ryder and Johnny Depp attended the premiere of Pacific Heights in Los Angeles, while in New York City Sinéad O'Connor made an appearance on ...

Ryder has credited Beetlejuice director Tim Burton with kickstarting her career and said "if I hadn't done that role, I don't think I would have ended up an actress." Two years later, in 1990 ...

To me, Winona Ryder was always a style icon — something perfectly exemplified by Winona Ryder's best '90s outfits. After first seeing her in Tim Burton's Beetlejuice, I became obsessed with ...

“You’re in a generational classic,” Reeves said of the 1988 Michael Keaton-led cult hit. “You’re like a classic, a legend.” Winona Ryder circa 1990 ...

Winona Ryder and Johnny Depp called it quits in June 1993.(Barry King/WireImage) "I was in San Francisco," she told the outlet. "But I also wasn’t getting offers. I think it was a very mutual break.

Winona Ryder compared the period after breaking up with Johnny Depp to her film "Girl, Interrupted." Ryder and Depp dated for four years from 1989 to 1993, splitting after getting engaged.

Winona Ryder had some box-office poison in the form of a starring role in Welcome Home, Roxy Carmichael (which didn’t even gross $4 million) in 1990, but she still saved face by later that year ...

Amid her rise to fame in the 1980s, Winona Ryder took on one of her most memorable roles when she joined the cast of Heathers. It came with a price, however, as it meant missing out on a chance to ...