8. Winona Ryder
Dubbed “the poster girl for the 1990s”, Winona Ryder enjoyed relationships with Hollywood hotties including Johnny Depp and Matt Damon. She was engaged to Depp for three years, but the pair split in 1993.
Ryder has cited her parents 45 year old marriage as ‘setting a very high standard to meet.’ In an interview with OK magazine, she said she believes in marriage but only plans on marrying once. I think it may be why I never got married.” The fresh-faced actress is currently starring in the Netflix series Stranger Things.
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