The Heartbreak of Johnny Depp (62) and Winona Ryder (54) – One of Hollywood’s Most Famous Love Stories

It felt like something out of a film when Johnny Depp first laid eyes on Winona Ryder at a movie premiere in 1989. He was 26, she was 18, and he immediately felt a connection. They quickly became Hollywood’s “it” couple, a status boosted by their work together in the popular movie, Edward Scissorhands.

Their first date was at a friend’s house, and Ryder immediately noticed how reserved he was. Depp quickly fell in love with her, famously declaring to the media that she was the most important thing in his life. He even got a tattoo reading “Winona Forever” on his arm, which became iconic and reflected the public’s fascination with their relationship.

Their engagement ended sadly in 1993 after several years together. Johnny Depp later explained that intense media attention destroyed their relationship, describing it as a relentless, invasive force. He regretted sharing so much about their personal life. Following the breakup, he famously altered a tattoo originally dedicated to Winona Ryder to read “Wino Forever.”

The breakup was incredibly difficult for Ryder, who was only 19 and experiencing her first serious relationship with Depp. She was deeply affected, once falling asleep while smoking and waking up to a fire due to her sadness. Friends say she was even diagnosed with a condition called anticipatory nostalgia, meaning she was overwhelmed with grief over the loss of their relationship.

When Johnny Depp and Winona Ryder saw each other for the first time after breaking up

— Modern History 𝕏 (@modernhistory) February 19, 2026

Despite remaining friends for many years, Johnny Depp’s relationship with Amber Heard caused some tension. A source told the Daily Mail that Winona Ryder was upset he ended his long-term relationship with Vanessa Paradis to be with someone much younger. However, years later, Ryder publicly defended Depp’s character in court, stating he was ‘never, never’ abusive towards her.

Both Winona Ryder and Johnny Depp are currently working on major projects. Ryder recently finished filming the last season of Stranger Things and appeared in the new Beetlejuice sequel released in 2024. Depp has been based in Europe, where he’s directing a film called Modi and collaborating on a documentary about Tim Burton, which also includes Ryder.

Most people recognize Johnny Depp from the Pirates of the Caribbean films, and Winona Ryder gained fame through movies like Heathers and Little Women. Director Tim Burton has said that their breakup deeply affected both of them. He even described it as if Winona had taken a part of Johnny’s spirit, noting how heartbroken Depp was while filming his next project.

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2026-02-20 18:14