By Megan Riedlinger
11:00am PDT, Mar 26, 2022
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Sandra Bullock has been charming audiences ever since she hit the Hollywood scene in the '90s. In honor of the superstar's latest film, "The Lost City," which opened in theaters on March 25, 2022, Wonderwall.com is taking a look back at her most delightful retro fashion moments over the years. Let's kick things off with this, well… look. The halter-style jumpsuit Sandy wore to the 10th Annual Hollywood Awards in Beverly Hills in 2006 featured baggy balloon-style pedal-pushers in a bold red shade that she paired with peep-toe pumps for a quintessentially '00s vibe.
Keep reading for more of our favorite throwback looks from Sandra…
RELATED: Heather Locklear's best retro fashion and beauty moments
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Lovely in lavender! Sandra Bullock arrived at the 1996 National Association of Theatre Owners ShoWest Convention in Las Vegas in this darling monochromatic ensemble that would still turn heads today — a simple slip dress paired with a matching jacket and pointy-toe pumps in the same pretty lilac shade.
RELATED: Diana Ross's fabulous retro fashion moments
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Sandra Bullock's 2006 MTV Move Awards ensemble incorporated many trends of the era — a maxidress topped with a totally unnecessary belt at the hips and some long beaded necklaces to give it a bohemian vibe.
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This '90s staple actually stands the test of time! Sandra Bullock looked sweet and sophisticated in a powder blue double-breasted suit jacket and skirt set at the 1996 Cannes Film Festival.
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Sandra Bullock rocked red velvet in 1993 while arriving at a film screening with then-love Tate Donovan. She added chunky black boots and a gold necklace to compete her luxe look.
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In 2002, Sandra Bullock attended the premiere of "Two Weeks Notice" in Los Angeles in this shimmery look — a beaded tunic over trousers, seriously pointy heels and a glitzy black scarf tied around her neck. Fashion!
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A bubble hem? Must be the '00s! Sandra Bullock turned up at the 12th Annual Screen Actors Guild Awards in Los Angeles in 2006 in a strapless knee-length frock with crystal embellishments and paired it with metallic strappy sandals.
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Sandra Bullock was a cutie in coral at the Second Annual Blockbuster Awards in 1996. The star turned up in coordinates — a long sleeveless top and matching trousers — and added silver heels to the mix. Upon first glance this looks like something that would be popular on the red carpet today, but there were two little details on that tunic that served as a timestamp — an inexplicable little plaid bow at the neckline and a low-slung totally unnecessary belt.
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Now that is a statement necklace! Sandra Bullock must have really loved this chunky choker… she wore it to the 1996 Academy Awards!
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Sandra Bullock was a vision in red at the "Forces of Nature" premiere in Los Angeles in 1999 in this killer '90s combo — an off-the-shoulder cropped blouse and a low-slung satin skirt.
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It was a tiny black lace minidress for Sandra Bullock at the 1996 People's Choice Awards. The star, who won for her work in "While You Were Sleeping," sported this spaghetti-strap frock with a ruffled hemline with double-strapped high heels to boot.
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Sandra Bullock rocked a long-sleeved pale pink minidress at the premiere of "Speed" in 1994. The surprisingly casual pick looked even more laid back with the addition of black loafers.
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The cold-shoulder trend still pops up every now and again, but Sandra Bullock showed it off way back in 2005. She opted to wear this blousy long top with cut-outs at the shoulders atop jeans and snakeskin-print heels to the MTV Movie Awards that year.
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Sandra Bullock sported this slinky set at the 1994 MTV Video Music Awards. The star's two-piece ensemble included a long-sleeved off-the-shoulder cropped top and a miniskirt with a scalloped hemline all in a black semi-sheer lace print. Completing the look? A pair of sheer black pantyhose and black platform sandals.
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Remember what Sandra Bullock wore to the premiere of her beloved 2009 flick "The Proposal"? It was very indicative of the late '00s — a black minidress with one thick strap, one spaghetti strap, an off-the-shoulder detail and an asymmetrical hemline.
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Another asymmetrical neckline! Sandra Bullock donned this taupe one-shouldered design with plenty of ruffling and a tied sash at the waist for the premiere of the 2007 film "Premonition."
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Sandra Bullock's Vanity Fair Oscar Party look in 2004 was one to remember — she wore a spaghetti-strap ivory frock trimmed with tiered ruffled tulle in a cream shade. Marking the era? She carried around a cream shrug to match.
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In 1998, Sandra Bullock arrived at the Golden Globes in this embroidered Dior gown. The frock featured sheer shoulders, chain embellishments and a bold swirling floral print, making for a memorable and very busy look.
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With a bow at the neckline, the black dress Sandra Bullock wore to the premiere of "Infamous" during the 2006 Venice Film Festival was anything but boring. She added some shine to the sheer tulle and lace paneled dress with gold accessories.
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The dress that Sandra Bullock wore to the 12th Annual BAFTA/LA Britannia Awards in 2003 included some pretty edgy cut-outs for the era. Her ivory minidress also included gold embellished borders that carved out a nearly backless silhouette.
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While promoting her hit film "Speed" in 1994, Sandra Bullock took a bus driver test in a perfect outfit for the activity — pinstripe overalls over top a white T-shirt. She added a button-down over top and some sneakers to finish off the casual look.
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Flowers and ruffles and sheer paneling, oh my! Sandra Bullock arrived at the premiere of her movie "Murder by Numbers" during the 2002 Cannes Film Festival in this wild number — a high-necked frock with see-through fabric, asymmetrical tiers and a hot pink cheery floral-print.
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Sandra Bullock mixed business casual and party time for this "Hope Floats" New York City premiere look in 1998! The star rocked a black pantsuit with a cropped black lace top underneath for a splash of fun, adding black boots to finish off the look. And for the Los Angeles premiere, she took the opposite approach…
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Sandra Bullock went with an iridescent vibe at the "Hope Floats" premiere in Los Angeles in 1998. The star hit the red carpet in this blue-green combo — a minidress underneath a matching embroidered jacket.
