Winona Ryder looked so effortless with nothing but a guitar in wool floral-print pajamas. She definitely makes a loungewear set look cooler than most — and she's sitting next to Angelina Jolie ...

Keanu Reeves and Winona Ryder — a pair of icons who may or may not be married — star in “Destination Wedding,” an end-of-summer rom-com stinger. They’re playing Frank and Lindsay, two ...

Jenna Ortega and Winona Ryder wore matching 'Beetlejuice'-themed looks to the red carpet premiere of 'Beetlejuice Beetlejuice' at the 81st annual Venice Film Festival. See their outfits, here.

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 ...

They became fast friends. Now, more than two decades later, Rich is the author of “Winona,” a coffee table book featuring over 100 photos of Ryder, plus a forward by Jacobs.

Ms. Ryder ultimately never materialized, but Jayna Maleri, a fashion editorial director, said she preferred it that way. “I almost never want to see Winona Ryder in person,” she said.