Who Has Winona Ryder Dated? See Her Star-Studded Roster of Exes

Winona Ryder has been quirking up Hollywood since her debut in 1986's Lucas, and in 2016, the 47-year-old actress headed to the small screen with her role as Joyce Byers on the Netflix series Stranger Things. When it comes to her personal life, Winona has been linked to fellow actors and rock stars over the years — but her current beau is in a completely different industry. Keep reading for the 14 men who have won Winona's heart.

01
Rob Lowe
Getty | Ron Galella

Rob Lowe

Winona and Rob were rumored to have dated in the mid-'80s. They starred together in the 1987 film Square Dance and attended the Golden Globes together the following year.

02
Christian Slater
Getty | Barry King

Christian Slater

Winona and her Heathers costar reportedly struck up a romance between 1988 and 1989, while working on the cult classic.

03
Johnny Depp
Getty | KMazur

Johnny Depp

Winona hooked up with her Edward Scissorhands costar Johnny Depp in the late '80s. Things got serious fast, and the two got engaged in 1990. Johnny got inked with his infamous "Winona Forever" tattoo, which he tweaked to read "Wino Forever" after they broke up in 1993. Winona has since called the split her "first heartbreak."

04
David Pirner
Getty | S. Granitz

David Pirner

After her split from Johnny, Winona hooked up with Soul Asylum frontman David Pirner. They separated in 1996.

05
David Duchovny
Getty | Astrid Stawiarz

David Duchovny

For a brief time in 1996, Winona was linked to The X-Files star.

06
Matt Damon
Getty | Kevin.Mazur/INACTIVE

Matt Damon

Matt and Winona were introduced in late 1997 by none other than Gwyneth Paltrow, who at the time was good friends with Winona and also dating Matt's BFF, Ben Affleck. Winona and Matt hit it off and started a relationship, and she accompanied him to the Golden Globes in 2000, where he was nominated for his work in The Talented Mr. Ripley alongside Gwyneth Paltrow. They broke up later that year, but Winona had only good things to say about her ex in 2009. "Matt couldn't be a greater, nicer guy," she told Blackbook magazine. "I'm really lucky that I'm on good terms with him."

07
Beck
Getty | Alberto E. Rodriguez

Beck

Though the rocker never officially confirmed his romance with Winona, the two were rumored to be an item for a short time in 2000.

08
Pete Yorn
Getty | L. Busacca

Pete Yorn

In 2001, Winona had a brief relationship with singer-songwriter Pete Yorn.

09
Page Hamilton
Getty

Page Hamilton

Winona dated the Helmet frontman for about a year in 2003. Many of the songs and lyrics on the band's 2004 album Size Matters were inspired by her.

10
Henry Alex-Rubin
Getty | D Dipasupil

Henry Alex-Rubin

Winona dated filmmaker Henry Alex-Rubin in 2006. The two met while working on Girl, Interrupted in the '90s, Henry even made a mockumentary about Winona's infamous 2001 shoplifting scandal — which she starred in!

11
Blake Sennett
Getty | Michel Dufour

Blake Sennett

Winona dated the Rilo Kiley guitarist from 2007 to 2008. While there were rumors that they got engaged, the two never confirmed or denied it.

12
Tom Green
Getty | George Pimentel

Tom Green

Rumors of a romance between Winona and the MTV funnyman were ignited after the two were spotted going on a date in 2008.

13
James Gooding
Getty | Chris Jackson

James Gooding

Winona was also rumored to have hooked up with British model James Gooding in 2008.

14
Scott Mackinlay Hahn
Getty | Jason LaVeris

Scott Mackinlay Hahn

Winona has been dating fashion designer Scott Mackinlay Hahn since 2011, and the two have walked the red carpet together at many high-profile events. In a 2016 interview with The Edit, Winona opened up about why she's never been married. "I'm a serial monogamist," she said. "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."