Both easy on the eye and regarded as two of the biggest talents of their generation, Matt Damon and Winona Ryder seemed like ... 1997 (if you were born!): Gwyneth Paltrow, not yet an Oscar winner ...

Stefania D'Alessandro/WireImage Winona Ryder's parents were cautious ... Brother and How It Helped Him on Traitors (Exclusive) Gwyneth Paltrow Says Her Relationship with Mom Blythe Danner 'Shifted ...

Beetlejuice Beetlejuice' star Winona Ryder and her three siblings grew up on a California commune Emily Weaver is a contributing writer at PEOPLE. She has been working at PEOPLE since 2022.

Gwyneth Paltrow and Brad Pitt frequently wore matching ... But Lopez and Affleck split again, finalizing their divorce in January 2025. Winona Ryder and Matt Damon were introduced by Paltrow ...