Celebrate the release of 'The School for Good and Evil' with a look back at Charlize Theron’s most stunning and sexy fashion and beauty moments from early in her career

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Charlize Theron is one of the most stunning women in Hollywood. To mark the Oct. 19, 2022, release of her new Netflix film “The School for Good and Evil,” Wonderwall.com is taking a look at some of the Oscar winner’s most memorable fashion and beauty moments from the beginning of her career. First up? Looking statuesque in gold Ralph Lauren, Charlize Theron appeared every bit the movie star at the 2003 Deauville Film Festival premiere of “The Italian Job.” This stunning sleeveless evening gown including a daringly low neckline and a thigh-high slit that showed off her strappy matching sandals.

Keep reading for more of Charlize’s throwback looks…

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Long before Barbiecore was trending, Charlize Theron looked like the famous doll herself at the Academy of Motion Picture Arts and Sciences Scientific and Technical Awards ceremony in Los Angeles in March 2002 where she donned a one-shouldered hot pink confection with a cutout at the waist and a thigh-high slit.

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Charlize Theron showed off the power of a bold red lip at the “Men of Honor” premiere in New York City in October 2000. The South African stunner kept her other makeup minimal, allowing her lovely lips to be the center of attention.

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Next up? One of Charlize Theron’s most memorable red carpet moments ever — her stunning Vera Wang pick on Oscars night in March 2000. The surprising burnt orange shade, halter-style neckline and diamond clips all combined to show the world she was a true movie star.

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Charlize Theron selected this sleek strapless white dress with cutouts for a Fashion Group International event in New York City in October 2000. The movie star added gold pointy-toe pumps for a flash of her signature metallic flair.

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Heavy eyeliner and chunky necklaces? Must be the early 2000s! Charlize Theron arrived for a photocall to promote her film “The Italian Job” during the 2003 Deauville Film Festival looking glamorous with a dark smokey eye and peach lip stain. The star sported bangs with her short wavy ‘do and added layered black stone necklaces to her off-the-shoulder ensemble.

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Charlize Theron’s look at the premiere of “The Legend of Bagger Vance” in New York City in October 2000 is one of our favorite picks from the star to date. The beauty arrived in this halter-style purple gown with a stunning floral print that flowed all the way down to a diminutive train. She rocked a matching scarf around her neck to add more of the pretty print while sporting dazzling drop earrings and an artfully messy updo.

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It’s no surprise, but naturally blonde Charlize Theron is also a beautiful brunette! The actress showed off jet-black hair — she dyed it to film “Aeon Flux” — at the 2005 Screen Actors Guild Awards, adding a black dress to match her dark tresses.

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Lady in red! A young Charlize Theron turned up at the premiere of “The Devil’s Advocate” in Los Angeles in October 1997 in this vampy red minidress complete with a plunging neckline and paired it with an equally vibrant red lip, a short hairdo and black strappy sandals.

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A gorgeous smokey eye and a pale pink lip were one of Charlize Theron’s favorite beauty pairings in the early ’00s. She’s seen here rocking the combo at the premiere of “The Truth About Charlie” in Los Angeles in October 2002.

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Looking lovely in lilac, Charlize Theron struck a pose at the 2004 Screen Actors Guild Awards in Los Angeles. Her strapless confection included a billowy skirt and paired perfectly with a stark white clutch, giving spring vibes. A glamorous updo and warm-toned makeup were the final touches.

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Charlize Theron went with a champagne halter gown for the London premiere of “The Italian Job” in May 2001. The star added shimmering drop earrings and simple sandals to complement the frock, which included a center slit and a plunging neckline to show off some skin.

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Look at this fresh-faced beauty! In one of the earliest appearances of her career, Charlize Theron wore a sweet black-and-white minidress with strappy sandals for the Los Angeles premiere of “Two Days in the Valley” — her very first film — in September 1996.

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Charlize Theron’s beauty look at the 2004 Academy Awards eclipsed her entire ensemble. The bronzed star added warm shades to her lips and eyelids, cementing her choices with a pink lip and diamond drop earrings for the ultimate movie star showing. The stunning combo was a good luck charm — she won the best actress Oscar that year for her work in “Monster.”

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Charlize Theron arrived at the “Reindeer Games” premiere in Los Angeles in February 2000 in this slinky little silver asymmetrical number while sporting much longer hair than she’s had in decades.

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At the 2004 Met Gala, Charlize Theron sported her wildest beauty moment yet, opting for ultra-dramatic brown shadow, a rosy cheek and a pink lip. A statement necklace and a messy updo added to her unique Met look that year.

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Charlize Theron looked spectacular in seafoam green at the 2004 Cannes Film Festival. She walked the red carpet in this asymmetrical silky design that featured one off-the-shoulder sleeve, ruching and a center slit framed with ruffles, delivering a romantic vibe at the prestigious event.

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Art deco couture! Charlize Theron wowed in this artfully designed sleeveless gown featuring strategically placed patterns in silver, sheer and gold fabrics while on hand for the Covenant House California Awards Dinner in Los Angeles in May 2004. The star sported a then-signature updo for the occasion, keeping the attention focused on her unique frock.

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A red lip looks fabulous on Charlize Theron, so it’s no surprise that she rocked the bold shade at the 2000 SAG Awards. Her pout matched her floral-embellished spaghetti-strap gown paired with a matching shrug. A stunning diamond necklace and gold heels rounded out this memorable red carpet moment.

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Charlize Theron gave us another shiny silver moment at the Vanity Fair Oscar Party in Los Angeles in March 1998, arriving in this slinky halter number with a train detail she held up on her way inside. Charlize accessorized with even more silver via a bucket purse and sleek sandals. A pixie cut and a pink lip completed this glamorous getup.






















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