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Winona Ryder dated in old relationships

Two were catastrophic

Winona Ryder in the year 2000 with her then boyfriend Matt Damon.
Winona Ryder in the year 2000 with her then boyfriend Matt Damon.

Winona Ryder dated in old relationships

In an interview, Winona Ryder looks back on her love life in her Thirties. Two of her past relationships seem to be ones she regrets. She found out about the hardships she faced during that time from her own diary.

Actress Winona Ryder reflects on her successful career and some turbulent relationships with famous actors in an recent interview with fashion magazine "Harper's Bazaar". In the interview, she has expressed doubts about her past romantic decisions. "In my thirties, I had two disastrous relationships," she says. That was a time when no one even thought about "Googling someone".

When she looks back, she often wonders, "What the hell was I thinking?" She was with a man who turned out to be in a relationship with someone else just a few weeks later. At that time, she wrote a lot in her diary and only recently re-read her notes from that period. I write more clearly when I'm depressed or unhappy. I don't lean towards writing when I'm really happy, she says, who is now 52.

Upon reading her diaries, she realized how she had simply tried to make sense of things. "It was very sad. I clearly tried to believe in the best and be kind to myself. But I was only concerned about everything else except myself."

From Johnny Depp to Matt Damon

Which two relationships from her past she is exactly referring to, Ryder left unclear in the interview. At the beginning of her career, she was in a relationship with her acting colleague Johnny Depp, with whom she made her breakthrough in Tim Burton's film "Edward Scissorhands". The relationship, including engagement, lasted from 1990 to 1993. After that, Ryder was with singer Dave Pirner from 1993 to 1996, with Matt Damon from 1997 to 2000, and with guitarist Blake Sennett from 2007 to 2008.

For the past 14 years, the "Stranger Things" actress has been happily with fashion designer Scott Mackinlay Hahn. They met at the premiere of "Black Swan" in 2010. "He's amazing. He really is. I'm so lucky," Ryder says about her partner.

Johnny Depp's name emerged in the conversation as one of Winona Ryder's past partners, given their significant relationship during her notable role in "Edward Scissorhands." Furthermore, Ryder had an on-again, off-again relationship with Matt Damon, which spanned from 1997 to 2000, adding another famous celebrity couple to her past relationships.

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