By Megan Riedlinger
7:00am PDT, Nov 4, 2023
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Ready to get a front-row look at Sylvester Stallone's life? A new documentary, "Sly," drops on Netflix on Nov. 3, 2023. Wonderwall.com is marking the release by rounding up our favorite throwback photos of the movie star. Let's get started…
Sylvester Stallone can really pull off a cap! The movie star rocked this tweed item with a black leather jacket and gloves while promoting "Rocky" in 1977.
Keep reading for more fun old photos…
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Sylvester Stallone and future wife Jennifer Flavin first linked up in the '80s. They're seen here at an event in 1989 — just a year after they started dating.
Their relationship would go on to be, well… rocky. They split in 1994 when Sylvester believed he was the father of model Janice Dickinson's baby (they'd had an affair). After learning he wasn't the dad, Sly and Jennifer started dating again in 1995, married in 1997 and went on to have three daughters together. They briefly split again in 2022 after 25 years of marriage but quickly reconciled.
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Check out this fur coat! Sylvester Stallone was photographed leaving the Navarro Hotel in Los Angeles in January 1980 in this impressive outerwear.
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Ever wonder what Sylvester Stallone would look like in glasses? The actor sported a pair of spectacles when he arrived at the premiere of "Die Hard 2" in Los Angeles back in July 1990.
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Sylvester Stallone looked quite dapper at Andy Warhol's art opening in November 1979 — just take a look at that bow tie!
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It may comes as a surprise, but back in 1979, one of the hottest projects a star could pop up on was actually "The Muppet Show." Here's Sylvester Stallone hanging out with a muppet while making an appearance.
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Sylvester Stallone loves a leather jacket. He's seen here rocking one back in 1985.
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That's an interesting shirt choice! Sylvester Stallone rocked a lace-up dress shirt in this photograph taken in Germany in the 1970s.
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Sylvester Stallone looked handsome in this black-and-white snap that was taken as he arrived at the premiere of his film "Escape to Victory" back in 1981.
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A presidential photo! Sylvester Stallone and then-wife Brigitte Nielsen posed with President Ronald Reagan and first lady Nancy Reagan during a White House state dinner for Prime Minister Lee Kuan Yew of Singapore back in October 1985.
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Here's an odd couple! Dolly Parton and Sylvester Stallone teamed up for the 1984 comedy "Rhinestone."
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Sylvester Stallone and "Rocky IV" co-star Brigitte Nielsen got all dressed up for an event in 1986 — a year after they tied the knot. They split the following year.
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Take a look at this undated headshot of a young Sylvester Stallone. The future movie star donned an unbuttoned white collared shirt and smoldered as he stared into the camera.
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Real men rock pink! Sylvester Stallone donned a pale pink T-shirt underneath his signature leather jacket in this snap from the 1980s.
