After Matt Damon and Winona Ryder Split, He Decided to Only Date ‘Civilians’

by Jeremy Spirogis
Winona Ryder and Matt Damon

Matt Damon and Winona Ryder have been linked to a number of well-known folks through the years. But do you know they as soon as dated one another?

That’s proper! The pair dated again within the late ’90s/early aughts, however like many celeb relationships, theirs didn’t final very lengthy. Though the 2 continued being buddies after their breakup, it seems that Ryder was the final celeb Damon was ever concerned with as he went on to solely date “civilians” following their cut up.

Winona Ryder and Matt Damon
Winona Ryder and Matt Damon| LUCY NICHOLSON/AFP by way of Getty Images

Inside Matt Damon and Winona Ryder’s relationship

Damon and Ryder had been first launched in 1997 by Gwyneth Paltrow, who, on the time, was good buddies with Winona and was additionally relationship Matt’s BFF, Ben Affleck.

The two immediately hit it off and commenced relationship shortly after assembly. At first, the pair’s relationship went underneath everybody’s radar as many had been satisfied Damon was in a relationship together with his Good Will Hunting co-star Minnie Driver.

But shortly after the actor revealed to Oprah Winfrey that he was single in the beginning of 1998, he and Ryder made their crimson carpet debut at Harvey Weinstein’s pre-Oscar occasion in March 1998.

Matt Damon and Winona RyderMatt Damon and Winona Ryder
Matt Damon and Winona Ryder | Jim Smeal/Ron Galella Collection by way of Getty Images

RELATED: Why Johnny Depp Was ‘Never the Same’ After His Break Up With Winona Ryder

Two years later, they attended the 2000 Golden Globes, the place Damon was nominated for his work in The Talented Mr. Ripley alongside Gwyneth Paltrow. 

Unfortunately, the couple’s relationship didn’t final very lengthy after that as a result of, in Spring 2000, they went their separate methods.

The guiding power of their breakup was maybe extra Matt Damon’s curiosity in relationship “civilians”

In 2004, Damon opened up about his breakup from Ryder whereas having a candid dialogue with Playboy journal.

Though the Saving Private Ryan actor mentioned he and the Beetlejuice star had a “great relationship,” he defined that their romance “ended for reasons far more pedestrian than, say, a mad orgy at the Four Seasons during which my feelings were hurt because Richard Gere was too interested in her.”

Damon additionally hinted that his curiosity in relationship “civilians” may need additionally performed an element in him calling it quits from Ryder.

“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 advised the outlet.

But regardless of issues not understanding between them, each Damon and Ryder have had nothing however good issues to say about one another within the years following their breakup.

While addressing Ryder’s 2001 shoplifting incident with Playboy, Damon expressed his damage over the press’s remedy of her, noting that his ex is “a great woman.”

As for Ryder, she advised Black Book journal in 2009, “Matt couldn’t be a greater, nicer guy. I’m really lucky that I’m on good terms with him.”

Who are Matt Damon and Winona Ryder relationship now?

After their romance, Damon went on up to now Argentine “civilian,” Luciana Bozán Barroso, whom he met whereas taking pictures the movie Stuck on You in Miami in 2003.

After relationship for 2 years, the couple received engaged in September 2005 and married in a personal civil ceremony on the Manhattan Marriage Bureau three months later. 

Today, Damon and Barroso are nonetheless fortunately married and have three daughters collectively: Isabella, Gia Zavala, and Stella. Barroso additionally has a daughter from a earlier marriage, whom Damon considers his personal.

Meanwhile, Ryder is presently in a relationship with entrepreneur Scott Mackinlay, who she has been relationship since 2011.

Though issues look like going effectively for the 2, it appears unlikely that they are going to be tying the knot anytime quickly.

In 2016, the actor advised Net-a-Porter’s The Edit that she’s fairly hesitant to advertise Mackinlay from boyfriend to husband, explaining that marriage doesn’t maintain any curiosity to her.

“I’m a serial monogamist,” Ryder shared. “But marriage? I don’t know. I’d rather never have been married than been divorced a few times. Not that there’s anything wrong with divorce, but I don’t think I could do it if that was a possibility. When your parents are madly in love for 45 years, your standards are really high. But I’ve been happily with someone for quite a while now.”

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