38 of Carrie Underwood's most daring looks
Ever since she auditioned for "American Idol" two decades ago, Carrie Underwood has worn bold, memorable looks. Here are some of her most daring.
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- Carrie Underwood returned to "American Idol" as a judge on Sunday.
- Since first appearing on the show in 2005, she's been pushing fashion boundaries on red carpets.
- Here are the singer's most daring looks of the last 20 years.
It's been two decades since Carrie Underwood took the stage and was crowned the fourth winner of "American Idol."
Since then, Underwood, 41, has become one of the most successful contestants on any reality show, not just "American Idol." She has dozens of awards to her name, including eight Grammys, 10 People's Choice Awards, and 25 CMT Music Awards — and now she's back on "American Idol," but this time as a judge.
She's also become a fashion risk-taker. Underwood has worn many bold styles across her career and rarely plays it safe.
We've chosen 38 of the most daring looks she's worn since winning "American Idol" 20 years ago — take a look.
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Underwood beat the other finalist, Bo Bice, to become the champion of season four of "American Idol." She's since become one of the most successful contestants of all time.
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Underwood opted for a satin champagne-colored dress with another low-cut neckline for her first ACM Awards. She accessorized with a silver necklace featuring a large black pendant.
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This look proves that Underwood wasn't — and still isn't — afraid to mix patterns, materials, and aesthetics on the red carpet.
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While her piecey updo is very 2006, this dress has stood the test of time — Sabrina Carpenter wore a similar look to the 2025 Grammys.
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Underwood wore a bold, black ball-gown skirt over gray shorts with a matching gray and black top to perform a medley of her biggest hits at the time: "Jesus, Take the Wheel," "Don't Forget to Remember Me," and "Before He Cheats."
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This gown was designed by Roberto Cavalli.
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Underwood ditched her usual country vibes for this event by channeling '70s disco glam.
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Her look was designed by Jenny Packham.
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The strapless dress featured a satin lavender belt around her waist.
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The gun-metal gray was a new look for the singer, as was the tulle, but the rose detail at the waist is pure Underwood. The look was designed by Talbot Runhof.
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The beaded cummerbund and sheer overlay on the shoulders of this Georges Chakra gown really add to the glam.
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As we've seen, Underwood is never one to shy from a daring neckline.
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Underwood landed on many best dressed lists in this gray/blue ball gown that's fit for a princess and designed by Oscar de la Renta.
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The sheer panel on this dress goes all the way down to just above her belly button.
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The elegant rose-gold look was designed by Ralph & Russo.
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The intricately detailed gown was designed by Oriett Domenech.
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Underwood won the Milestone Award that year, and she showed it off while in this stunning dress with a bold golden belt.
Her heels feature miniature golden crocodiles, too.
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The dress, which features a keyhole cutout, was designed by Roberto Cavalli.
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Underwood, who took home the favorite country female artist award, was adorned in Yas Couture.
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The look was designed by Yanina Couture.
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You might not be able to see them, but the Gauri & Nainika gown actually features white shorts underneath.
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Underwood's dress features a cutout just below her shoulder, too.
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The dramatic long-sleeved dress was designed by Elie Madi.
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This sparkly, shimmery look was designed by LaBourjoisie.
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Underwood looked like a woodland fairy in this Berta gown — this evening was also her first performance after an accident that led to her getting 40 stitches in her face, per Us Weekly.
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This glam dress — one of nine looks she wore that evening — was designed by Elie Madi.
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The asymmetrical gown was from Stello by Stephanie Costello.
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The sparkling, belted dress was designed by Marina Hoermanseder.
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This butterfly-inspired look was designed by Iris van Herpen.
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The bold look was designed by Jean-Louis Sabaji.
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And celebrate she did in this Rami Kadi dress — she won single of the year for her duet with Jason Aldean, "If I Didn't Love You."
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The bold look was designed by Dolce & Gabbana. That evening, she performed her song "Ghost Story" and won the Grammy for best roots gospel album for "My Savior."
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She paired the mini with a pair of sky-high black pumps.
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In a nod to her album "Denim & Rhinestones," she picked a denim vest, purple acid-washed denim shorts, and rhinestone-encrusted denim boots for her performance.
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This look came from La Metamorphose, a French couture brand.
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The Tony Ward dress was a pastel pink with silver trim and blue, pink, yellow, and green fringe.
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The all-silver tailcoat and shorts were designed by Dolce & Gabbana and were entirely encrusted in Swarovski crystals.
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This unique Rafik Zaki strapless dress featured a chrome breastplate and a crinkled high-low skirt.