Team Wino Forever! Before his rocky marriage to Amber Heard made headlines, Johnny Depp went through a slew of high-profie relationships and broken engagements to such famous women as Winona Ryder and Jennifer Grey. During his 30-plus years in the spotlight, he romanced several costars and much-younger ladies.
The Pirates of the Caribbean actor, 52, is currently going through a messy split with the Danish Girl actress, 30, who filed for divorce on Monday, May 23, after 15 months of marriage. Depp reportedly asked the judge to deny her claim for spousal support. And a few days later, Heard allegedly filed a domestic violence restraining order against Depp and brought a photo of her bruised face to court as evidence, according to TMZ. A source tells Us Weekly the restraining order was granted immediately because the amount of evidence was overwhelming.
Here’s a look back at the A-lister actor’s most famous — and infamous relationships.
Lori Anne Allison
Before Heard was even born, Depp tied the knot for the first time with makeup artist Lori Anne Allison in 1983. The future superstar was just 20 years old at the time, and Allison was the sister of one of his bandmates. The couple divorced two years later in 1985, but the marriage did give Depp his first big break in Hollywood. Allison’s friendship with Nicolas Cage helped him land his first major acting gig in 1984’s horror classic, A Nightmare on Elm Street.
Depp met future Twin Peaks actress Sherilyn Fenn on the set of the 1985 student film Dummies. She even made an appearance on a 1987 episode of Depp’s TV show, 21 Jump Street. They were reportedly engaged, but went their separate ways after three and a half years.
Another broken engagement. The Golden Globe nominee popped the question to the Dirty Dancing star in the late ‘80s, but the couple called off the wedding shortly after.
The actor-producer met Winona Ryder for the first time at the premiere for 1989’s Great Balls of Fire! when the actress was only 17. In 1990, they costarred in Edward Scissorhands, and Depp later proposed to Ryder. He was so in love that he opted for a “Winona Forever” tattooed on his arm. When they called it quits in 1993, he famously altered it to say "Wino Forever,” as it still reads today. Ryder recalled the end of their relationship in an interview with Elle UK in 2009 and called it “my first real breakup, the first heartbreak."
Fashionable couple! Depp first hooked up with the then 20-year-old supermodel in 1994. During their romance, the Black Mass star was arrested for allegedly trashing a hotel room at the Mark Hotel in NYC. When police entered, they reportedly found the couple sitting amid debris.
“There’s nobody that’s ever really been able to take care of me. Johnny did for a bit,” Moss told Vanity Fair in 2012 of their relationship and subsequent breakup in 1998. “Like if I said, ‘What do I do?,’ he’d tell me. And that’s what I missed when I left. I really lost the gauge of somebody I could trust. Nightmare. Years and years of crying. Oh, the tears!”
Always an age difference. Depp briefly dated Ellen Barkin, who is 9 years older than the actor, in 1994, and the short-lived couple made several red carpet appearances together.
His longest love! Depp and French model, actress and singer Vanessa Paradis were together for 14 years. Although the pair never married, they share daughter Lily-Rose, 17, and son Jack, 14. In 2010, Depp explained to Extra why they never walked down the aisle. “I never found myself needing that piece of paper,” he said. “Marriage is really from soul to soul, heart to heart. You don’t need somebody to say, okay you’re married. … If Vanessa wanted to get hitched, why not. But the thing is, I’d be so scared of ruining her last name. She’s got such a good last name.”
He opened up to Rolling Stone about the split in 2013. “It wasn’t easy on [Paradis]. It wasn’t easy on me. It wasn’t easy on the kids,” he said. “It doesn’t stop the fact that you care for that person, and they’re the mother of your kids, and you’ll always know each other, and you’re always gonna be in each other’s lives because of those kids. You might as well make the best of it.”
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