Matt Damon And His Dramatic Dating History With Former Girlfriends

He even dated two actresses at the same time

While celebrity break-ups are rarely without that extra dollop of drama, when it comes to The Martian actor Matt Damon, his dating history, and an elite list of girlfriends there is not one but two of his highly publicized relationships that ended in the most sudden, unexpected ways. And the biggest coincidence is that both happened one after the another– his relationships with actresses Minnie Driver and Winona Ryder, which even overlapped with each other. 

Contrary to all Matt Damon’s breakups with his girlfriends, his split with Minnie Driver became a public spectacle

The duo met for the first time during the shooting of 1997’s Good Will Hunting and were slated to appear as lovers in the film. If you ever thought that the characters of Will Hunting and Skylar had a rather palpable electricity between them, then you are right on money as by the time the film came out, Matt Damon had begun dating Minnie Driver. 

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But after Damon won an Oscar for Best Original Screenplay, along with Ben Affleck, for the film, he became a renowned Hollywood personality that was appearing in big interviews and shows. One such interview of his was with Oprah Winfrey– one of the most infamous episodes of the show to be precise as the actor publicly announced that he has no girlfriend when Driver and well, the media as well as his fans thought that he was dating his Good Will Hunting co-star. 

Wondering what Minnie Driver thought of joining the list of Matt Damon’s former girlfriends in the most unsuitable ways? Well, in a July 1998 interview with the Los Angeles Times, she openly shared that Damon making a spectacle of their relationship was “fantastically inappropriate.”

“It’s horrendous breaking up with someone anyway, but to have it be so public and to be cast in a role that I would never play if they were paying me–this wronged woman! It’s unfortunate that Matt went on ‘Oprah’; it seemed like a good forum for him to announce to the world that we were no longer together, which I found fantastically inappropriate. Of course, he was busy declaring his love for me on [the Late Show with] David Letterman a month previously.”

He was soon in a new relationship, but surprisingly…

…Matt Damon brought a sudden halt to his long list of girlfriends

Soon after his rather public declaration, the Martian had another actress by his side– Winona Ryder. But the bigger fact is that the duo were secretly dating in 1997, while everyone thought that he was in a relationship with Minnie Driver. It won’t be a hard guess that the actor suddenly became single when asked about the same during the Oprah Show. But even his relationship with Ryder didn’t last long as rumour is that the happy couple broke up in 2000 because Matt Damon now wanted to have girlfriends who were “civilians.”

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“I don’t think I could fall in love with a celebrity right now, because it would mean changing my lifestyle, and I like that my lifestyle feels normal to me most of the time,” he shared with the Playboy magazine in 2004.

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