By Megan Riedlinger
3:03pm PDT, Oct 28, 2022
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Happy birthday, Winona Ryder! The actress turns 51 on Oct. 29, 2022, and Wonderwall.com is celebrating by taking a look back at some of her best '90s looks that still hold up today! First up, this ensemble that we're pretty sure we channeled, well, yesterday. Winona rocked a Tom Waits band tee underneath a leather jacket paired with belted high-waisted jeans for the premiere of "The Commitments" in Los Angeles on Aug. 7, 1991. More than 30 years later, it still totally holds up!
Keep reading to see more of Winona's best '90s looks…
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A velvet dress and a choker! While all the "it" girls have rocked this combo in recent years, Winona Ryder did it first. The star donned this on-trend dress at the premiere of "The Age of Innocence" in New York City way back on Sept. 13, 1993.
RELATED: '90s supermodels: Where are they now?
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Winona Ryder looked pretty in pink while attending the AFI Tribute to Martin Scorsese in Los Angeles on Feb. 20, 1997. Her feminine frock, paired with a matching clutch and bold lip, was a classic red carpet look that holds up decades later.
RELATED: Forgotten celeb couples of the '90s
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Winona Ryder was a vision in white in a sparkly confection with a fringed skirt during the 66th Academy Awards in Los Angeles on March 21, 1994. This classic, flapper-inspired getup never goes out of style.
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Winona Ryder stopped by LAX Airport in this head-to-toe black ensemble, including a leather jacket and ballet flats. The effortlessly cool look holds up perfectly today, but this picture is actually from July 29, 1990.
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Neutrals never go out of style! Winona Ryder wore this gorgeous gown while attending Vanity Fair's Academy Awards Party in Los Angeles on March 25, 1996.
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Sheer before it was in! Winona Ryder perfected the art of the delicate sheer and lacy black dress while attending the Vanity Fair Academy Awards Party in Los Angeles in March 1997. The actress rocked a look that very easily could have been plucked off of a recent red carpet, complete with a bold red lip.
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Menswear-inspired fashion was a huge part of '90s style, and Winona Ryder excelled at embracing this trend. The star wore this oversized pantsuit to the "Little Man Tate" premiere in New York City on Oct. 3, 1991, and gave us all '90s fashion goals forever.
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Winona Ryder topped many best-dressed lists in this plum gown with a sheer neckline and sleeves during the 51st Cannes Film Festival gala premiere of "Fear and Loathing in Las Vegas" on May 15, 1998.
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Winona Ryder was a major trendsetter in the '90s, and she rocked the blazer-over-minidress look well. The star wore the combination to the Sixth Annual American Cinematheque Award Salute to Martin Scorsese in Los Angeles on March 22, 1991.
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Metallics are always in, right? Winona Ryder wore this sweet, shimmering, sleeveless dress while attending an event on March 16, 1990. The actress paired it with silver heels for an effortlessly chic look during any decade.
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We see London, we see France… Long before it was a major trend to wear underthings-revealing sheaths, Winona Ryder rocked the look during the 1997 NATO ShoWest Awards in Las Vegas.
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Flanked by her super-chic and equally '90s-hot BFF Gwyneth Paltrow, Winona Ryder attended the 1998 Golden Globe Awards in Los Angeles in style. The star kept things cool and casual in her signature all-black and complemented her dress with a pair of tie-up black heels.
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A perfectly casual yet cool Winona Ryder showed up to the "Free Tibet" premiere in Los Angeles in 1998 in this simple brown sweater, black pants and Converse sneakers.
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We can't believe it's been more than two decades since Winona Ryder was photographed in this super-cute and totally current ensemble during the Motion Picture Club's 58th Annual Awards and Installation Luncheon in New York City on Oct. 9, 1997. Some things are just forever — like pairing a knee-length black skirt and long-sleeved tee with black sandals and a leopard-print carry-all.
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Channeling timeless Audrey Hepburn vibes, Winona Ryder wore this beautiful tea-length black lace dress to an event celebrating the fifth anniversary of the American Classics Film Preservation Society in Los Angeles in 1997. She paired the elegant dress with a pair of peep-toe pumps and a matching black clutch for a timeless Old Hollywood look that still holds up today.
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Winona Ryder looked as cool as her '90s beau Johnny Depp at the "Pacific Heights" premiere in Los Angeles on Sept. 24, 1990. The star wore all-black on their night out, covering up with a crisp blazer that we wish we could go back in time to borrow today!
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Winona Ryder's pretty, shimmering A-line print dress paired with printed white mules made for a delicate, feminine look as she arrived for the American Movie Classics Luncheon in Los Angeles in 1996. With a sweater in tow and a bag matching her dress's accent colors, she looked on-trend and effortlessly lovely.
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Winona Ryder gave us major Kendall Jenner vibes in a black T-shirt, loose-fitting black trousers and an oversized black boyfriend blazer during the Beverly Hills premiere of "Backdraft" on May 22, 1991. (The reality TV star and model, by the way, was born four years after Winona rocked this cool ensemble.)
