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She recalled, “I was very direct.
The pair dated up until 1993 and, according to Ryder, that was her “first real breakup, the first heartbreak.”
“I think it was really ironic because everybody else just thought I had everything in the world,” the actress continued. “There was a time that I was really thinking about it, but I hadn’t met Scott,” she said.
Ryder also admitted that she was “absolutely in love” with Al Pacino when they worked together.
“I still play poker with him sometimes.
Matt Damon
Ryder met Matt Damon through Ben Affleck, who was dating Ryder and Damon’s mutual friend Gwyneth Paltrow at the time. I really am completely in love with you.'”
Even though he turned her down, they’re still friends to this day. I’m 22, or whatever.
“He told me I was great in The Fifth Element.
Rob Lowe
Ryder and Rob Lowe were rumored to be dating after they attended the 1988 Golden Globe Awards together.
Every Celebrity Winona Ryder, 53, Has Dated Throughout Her Decades-Long Hollywood Career
Winona Ryder rarely makes headlines anymore, but back in the 1990s and early 2000s, the Stranger Things actress was on every magazine cover—not for her acting, but for her dating antics.
She later searched for his phone number and contacted him. I really am completely in love with you.’ And he was like ‘Aw, honey, noooo.”
Page Hamilton
Another singer that Ryder dated was Page Hamilton. He told me I was great in The Fifth Element.”
In May 2011, they went red carpet official at Tim Burton’s Opening Party at LACMA.
In July 2024, Ryder spoke with Harper’s Bazaaragain and shared how she was feeling about Hahn now.
“He’s so great.
“Then I do remember, like, making out with him a few times,”
“I felt a real closeness to him. Ryder has had many public romances over the years, but it wasn’t until she met Scott Mackinlay Hahn that she found the love of her life.
The couple met at the Black Swan premiere in 2010. The two met on the set of the 1989 movie Great Balls of Fire!
I’m really lucky,” she stated. “He thought I was Milla Jovovich. I’m really lucky,” Ryder shared.
In 2024, Winona Ryder walked the red carpet for her movie at the Venice Film festival, the sequel to Beetlejuice titled Beetlejuice Beetlejuice.
He was obsessed with coffee, and he would take me all over New York–like, to the weirdest places–to try different coffees. He really is. The actress told the outlet that she already thinks of Hahn as her husband, and they’ll “marry before long.” She admitted that she was “never the girl who dreamt of a wedding” until now.
The Heathers star was asked whether she had ever considered having children.