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Winona Ryder has been in the limelight from a very young age and got her start in blockbusters like beetle juice and heather and who currently graces our screens in the hit Netflix series, Weird stuff† Growing up in show business also brings kinship with other artists and creatives, so it’s no surprise that Winona dates a good number of them!
Below we list all of Winona’s loves, from her tabloid-feed relationship with Johnny Depp to her several musicians beaus to her current permanent partner, Scott Mackinlay Hahn†
Rob Lowe
Winona and actor Rob Lowe were connected in the mid-1980s. They starred in the 1987 movie Square Dance and later attended the Golden Globes together.
Christian Slater
Babies of the 80s! Winona and Christian Slater were sort of the ultimate “it” couple in their day. The two sparked a romance around 1988 and continued until 1989 when they starred together in the cult classic heather†
“He broke my heart, or I thought he did,” Winona . said Fashion in 1993.
Johnny Depp
Winona and Christian goods an “it” couple, but Winona and Johnny Depp† Simply unparalleled. Winona contacted her Edward Scissorhands costar in the late ’80s and both fell hard and fast. The couple got engaged in 1990 and Johnny got his infamous “Winona Forever” tattoo at the time.
“When I met Johnny, I was a pure virgin. He changed that,” Winona said in an interview at the time. “He was my first everything. My first real kiss. My first real boyfriend. My first fiancé. The first man I had sex with. So he will always be in my heart.”
After their breakup in 1993, Johnny adjusted the ink to read “Wino Forever,” and Winona called their split her “first heartbreak.”
David Pirner
After her breakup with Johnny, Black Swan actress dated Soul Asylum frontman David Pirner after meeting him in 1994 during an MTV Unplugged session. They finally called it quits in 1996.
David Duchovny
Winona was briefly linked to X files star David Duchovny in 1996, after the Pirner split. The two were only together for a short time and we can’t find any pictures of them together, but it was definitely the ultimate 90s combination!
Matt Damon
Matt Damon became Winona’s serious love interest since Depp in late 1997, when they were introduced by Gwyneth Paltrow who was dating ben Affleck at the time. Winona and Matt eventually got it right and she accompanied him to the 2000 Golden Globes he was nominated for The talented Mr Ripleynext to Gwyneth.
The couple split later that year, but Winona always has good things to say about her ex. “Matt couldn’t have been a bigger, nicer man,” she said black book magazine in 2009. “I’m really lucky to be on good terms with him.”
Hint
Although rocker Hint their romance never officially confirmed, Winona was linked to the musician for a short time in 2000.
Asked about Winona during a rolling stone interview a few years later, Beck said, ‘If you’re seen next to someone, you’re with them. I kept it mostly to myself. I met her when I was younger, right before my first record came out.”
He added: “I hung out with her for a month or two. But talking about it is weird unless you’re a complete exhibitionist.”
Pete Yorn
Winona loves a rock star! In 2001, the Girl, interrupted actress was paired with singer-songwriter Pete Yorn†
Hamilton page
Winona was paired with another musician, Hamilton pageHelmet frontman, in 2003. In fact, countless songs and lyrics on the band’s 2004 album Size Matters were inspired by the actress.
Henry Alex Rubin
Winona took a short break from her romances with musicians until now filmmaker Henry Alex Rubin in 2006. The two first met while working on Girl, interrupted and Henry even made a movie — in which she starred — about Winona’s infamous 2001 shoplifting scandal.
Blake Sennett
Back to musicians! Winona dated Rilo Kiley guitarist Blake Sennett from 2007 to 2008. There was talk of an engagement between the two, although neither side confirmed or denied the rumours.
Tom Green
Become of Winona and MTV comedian Tom Green getting paired up happened around 2008 when the two were seen going on a date. After that, really nothing more was heard of, so maybe it was a brief dating moment.
Scott Mackinlay Hahn
After years of dating some interesting (and handsome!) men, Winona seems a bit settling for some sort of leading man – and he’s not a musician or an actor! The Reality Bites actress is dating fashion designer Scott Mackinlay Hahn since 2011 and the pair have been seen together at numerous high profile events.
Speak with the edit in a 2016 interview, Winona opened up about why she’s never been married. “I’m a serial monogamist,” she said. “I would rather have never been married than have been divorced a few times. Not that there’s anything wrong with getting divorced, but I don’t think I could if that was a possibility. When your parents have been madly in love for 45 years, your standards are really high. But I’ve been happy with someone for a while.”
Keanu Reeves
Even though Winona has explained why she’s never been married, maybe she’s… technically already married? In 2018, the actress revealed to: Weekly entertainment that her marriage on screen with keanu Reeves in 1992’s Bram Stoker’s Dracula was presided over by a ‘true Romanian priest’.
“We actually got married in Dracula† No, I swear to god, I think we got married in real life,” she said in a joint interview with Keanu at the time. “We shot the master and he did the whole thing. So I think we’re married.”
When Winona reminded Keanu that they filmed the wedding scene on Valentine’s Day, Keanu joked, “Oh my gosh, we got married.”
Keanu then clarified their status in a video featuring Esquire on November 22, 2021. While explaining some things about his life and career, he was again asked if he and Winona are “technically” married.
“We did a whole wedding ceremony with real priests,” he joked. “Winona says yes. Coppola says yes. So I think we got married in the eyes of God.”