Winona Ryder, the acclaimed actress known for her roles in iconic films like Beetlejuice and Heathers, has had a fascinating and extensive dating history over the years. From high-profile relationships with actors to passionate romances with musicians, Ryder’s love life has been the subject of much media attention and speculation. As the world eagerly awaits the release of the long-awaited sequel to Beetlejuice, let’s take a deep dive into Winona Ryder’s dating history and explore the intriguing relationships that have shaped her life.
Rob Lowe
In the mid-1980s, Winona Ryder was romantically linked to actor Rob Lowe. They starred together in the 1987 movie Square Dance and even attended the Golden Globes as a couple the following year. However, they never officially confirmed their relationship status.
Christian Slater
Winona and Christian Slater were the ultimate ’80s power couple. Their romance blossomed around 1988 when they starred together in the cult classic Heathers. In a 2014 interview with Entertainment Weekly, Ryder reminisced about their relationship, saying, “We never went out! He was dating Kim Walker. And I had, like, such a big crush on him. Nothing happened until after the movie. Then I do remember, like, making out with him a few times after he broke up with Kim.”
Johnny Depp
Perhaps Winona Ryder’s most well-known relationship was with actor Johnny Depp. The two met at a movie premiere in New York in 1989 and soon after, in 1990, Depp proposed to Ryder when she was only 19 years old. They also starred together in the 1990 movie Edward Scissorhands as lead love interests Edward and Kim. However, they reportedly broke up within three or four years of being engaged in June 1993.
In an interview at the time, Ryder stated, “When I met Johnny, I was pure virgin. He changed that. He was my first everything. My first real kiss. My first real boyfriend. My first fiancé. The first guy I had sex with. So he’ll always be in my heart.” After their breakup, Depp famously tweaked his “Winona Forever” tattoo to read “Wino Forever”.
David Pirner
After her high-profile split from Johnny Depp, Winona Ryder reportedly went on to date Soul Asylum frontman David Pirner. The two met at an MTV Unplugged session in 1994 and dated for around two years before calling it quits in 1996.
David Duchovny
In 1996, Winona Ryder was briefly linked to X-Files star David Duchovny. However, Duchovny never officially confirmed the relationship, and in the following year, he reportedly claimed to be “just good friends” with Ryder.
Matt Damon
In 1997, Winona Ryder found love with actor Matt Damon. The two met through their mutual friends, Gwyneth Paltrow and Ben Affleck, who were a couple at the time. Ryder and Damon attended the Golden Globes together in 2000 but broke up later that year. In a 2009 interview with Blackbook magazine, Ryder spoke fondly of her ex, saying, “Matt couldn’t be a greater, nicer guy. I’m really lucky that I’m on good terms with him.”
Beck
Winona Ryder was also rumored to be romantically involved with musician Beck in 2000. While the couple never revealed any details about their relationship, Beck later spoke about meeting Ryder when he was younger and seemingly denied any romantic involvement with her in a 2002 interview with Rolling Stone.
Pete Yorn
In 2001, Winona Ryder was linked to singer-songwriter Pete Yorn.
Page Hamilton
Ryder was also rumored to have dated musician Page Hamilton for about a year in 2003.
Henry Alex-Rubin
Winona Ryder met Henry Alex-Rubin in 1999 when they worked on the film Girl, Interrupted. While Ryder was the lead actress, Alex-Rubin was a second unit director for the film and also appeared in a small role. However, their rumored romance, which lasted only for a short period, did not begin until 2006, as per reports.
Blake Sennett
Rumors about Ryder and Blake Sennett’s engagement after they dated from 2007 to 2008 circulated widely in the media around that time. However, they never commented on the rumors.
Scott Mackinlay Hahn
Winona Ryder’s current boyfriend is Loomstate founder Scott Mackinlay Hahn. The two have been dating since 2011 and have been together for over a decade now. In a 2016 interview with The Edit, Ryder expressed her happiness with Hahn, saying, “I’m a serial monogamist. I was single for a while and dating and… I just didn’t know how to do it! I’ve always been like that. When I was 15, there was a guy I liked, and we made out, and I thought that meant he was my boyfriend. My mom had to explain it to me.”
Winona Ryder’s Enduring Legacy
Despite her tumultuous love life, Winona Ryder has remained a beloved and respected figure in Hollywood. Her acting talent and versatility have earned her numerous accolades, including a Golden Globe Award and two Academy Award nominations. Ryder’s iconic roles in films like Beetlejuice, Edward Scissorhands, and Heathers have cemented her status as a ’90s icon and a symbol of quirky, unconventional beauty.
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As the world eagerly awaits the release of the Beetlejuice sequel, fans are excited to see Winona Ryder reprise her role as Lydia Deetz. The original film, released in 1988, was a critical and commercial success, and its enduring popularity has led to the development of a sequel nearly 35 years later. Ryder’s involvement in the project is a testament to her enduring appeal and the lasting impact of her early work.
In conclusion, Winona Ryder’s dating history is a fascinating tapestry of high-profile relationships, passionate romances, and enduring friendships. From her early days as a rising star in the ’80s to her current status as a respected veteran of the industry, Ryder has navigated the ups and downs of love with grace and resilience. As she continues to captivate audiences with her talent and charm, fans eagerly await the release of Beetlejuice and the opportunity to see Winona Ryder shine once again on the big screen.