Cast your mind back to December 1997 (if you were born!): Gwyneth Paltrow, not yet an Oscar winner nor the queen of GOOP, was dating Ben Affleck, and was also great friends with Ryder. Paltrow ...

Winona Ryder has been in the spotlight for decades ... Ryder has also been in several other relationships with famous actors, ...

Winona Ryder told Harper’s Bazaar that reprising ... Dave Pirner, David Duchovny and Matt Damon. She was engaged to Depp for a few years before they called it off in 1993, when she was 22 ...

Winona Ryder will be back on the big screen when ... Four years after her split from Johnny, Winona began dating Matt Damon after being introduced by friends and former couple Gwyneth Paltrow ...

Ron Galella/Ron Galella Collection via Getty Images Winona Ryder has been a Hollywood ... from high-profile romances with Johnny Depp and Matt Damon to her infamous shoplifting scandal in 2001.

Winona Ryder has revealed she faced “a couple of ... Ryder, who has had high-profile relationships with Johnny Depp and Matt Damon, reflected on her love life and said she was ready to be ...

Matt Damon’s marriage is a real-life romantic ... the Oscar winner was romantically linked to Minnie Driver and Winona Ryder — but told the Washington Post that he would “never” date ...