Winona Ryder is one of the most beautiful and attractive actresses in Hollywood and of course has been dating many men in the past. Wanna know who dated Winona? Let us examine Winona Ryder's dating history below... 1986
Charlie Sheen was involved with Winona Ryder for a short time in 1986, probably after appearing in teen-oriented comedy flick Lucas together.
Winona Ryder and Rob Lowe reportedly dated in the mid-1980s. The two co-starred in the 1987 film "Square Dance."
The chemistry between "Heathers" co-stars Christian Slater and Winona Ryder existed off-screen, too, as the couple dated for a while in 1988.
Winona Ryder dated Johnny Depp: The pair met at the premiere of "Great Balls of Fire!" in June 1989 and began dating shortly after. They engaged after dating for several months. Johnny and Winona were engaged for several years, before calling it quits. Johnny got a tattoo for his fiance that read: "Winona Forever." He had it altered to "Wino Forever" after they broke up. Winona has revealed about her relationship with Johnny: "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. Forever. Kind of funny that word."
Winona Ryder and lead singer of Soul Asylum David Pirner had an affair in the very beginning of Winona's career. The two managed to make it work for four years, in spite of Winona's busy filming schedule.
Winona Ryder and Matt Damon were a high-profile couple while together. According to"People" magazine, they were declared: "Hollywood's It Couple" - despite both their efforts to keep it from the public eye. "There's no advantage to putting it into public consciousness," Damon told GQ in 1999. "It's not something I want to share."
Winona Ryder and Page Hamilton, singer and guitarist in the band Helmet, went out for less than a year. But the two remained pals even after the relationship was over, staying in touch over the phone.
Jamiroquai singer Jay Kay stated to have had a fling with Winona Ryder. He revealed some pretty nasty things about Winona's sexual appetite.
2006
Henry-Alex Rubin and Winona Ryder met in a somewhat unusual way. Winona starred in his mockumentary about her own shoplifting scandal. They were spotted at a few red carpet events before spliting up.
Blake Sennett and Winona Ryder were a rock and roll couple that looked like it might last. They were rumored at one point to be engaged, but they didn't confirm. Then, a few months later, they announced their split.
After Tom Green and Winona Ryder were spotted getting dinner together, rumors swirled that they were a couple. Several anonymous sources revealed that they were hot and heavy, but no proof ever surfaced.
September 2008
Winona Ryder and James Gooding were briefly suspected to be dating, based on a rumored sighting. However, the talk died down when no proof ever emerged.
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