By Megan Riedlinger
2:04 am PDT, September 21, 2022
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Happy birthday, Faith Hill! The country music superstar turns 55 on September 21, 2022, and in honor of her milestone birthday, Wonderwall.com is rounding up some of her wildest looks from the start of her career. We’re kicking it off with this ’90s outfit — complete with velvet and rhinestones! That’s what Faith Hill found in fashion when she attended the 29th Annual Academy of Country Music Awards in Los Angeles in May 1994. The vintage dress was eclipsed by her even wilder hairstyle, which we will see them better next time…
Then read on to see more of her quirky retro fashion…
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Lemons, flowers and lanterns! Yes, all of those things were in Faith Hill’s whimsical printed dress at a pre-Grammy party in Los Angeles in February 1999. The sleeveless midi-length design was certainly a bold choice, so it’s good that she toned it down with a super – Simple Black Strappy Sandals.
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Is that a black button up over a pleated skirt? Yep, we’re pretty sure that’s exactly what Faith Hill wore while posing backstage with her Grammy award at the 2003 ceremony. Business casual on music’s biggest night!
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That high-low lip! That black bow around her waist! There were a lot of weird elements to Faith Hill’s look at the 38th Annual CMA Awards in 2004. Unfortunately, oddly placed bows were somewhat of a theme in Faith Hill’s ’90s and ’00s looks…
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The love for bows continues! Faith Hill wore a sleeveless knee-length black lace dress with a lime green bow tied across the bust at the 2004 Vanity Fair Oscar Party. Simple black sandals and an abundance of layered necklaces completed the ensemble. wonderful Oscar night.
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Faith Hill showed off some pretty impressive sleeves for a performance in 1994, rocking this white crop top with dramatic lace-trimmed sleeves and a cropped vest top.
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That’s quite a combination! Faith Hill attended the 30th Anniversary of the Academy of Country Music Awards in Universal City, California, in May 1995, rocking an unorthodox array of accessories with her black collar—an Alan Jackson baseball cap, earrings with pearls and a diamond necklace.
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Check out the sleeves of this mini dress! Faith Hill really went over the top for a performance during the 2003 Grammys, opting for this shimmering gold dress with absolutely massive cream sleeves. The decision to rock silver shoes and mix metals made us raise even more eyebrows.
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Soft dresses aren’t Faith Hill’s thing, so when the singer attended the Oscars in 2000 in this sequin-embellished halter-style dress, it was no surprise.
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Faith Hill’s get-up at the 2002 Billboard Music Awards in Las Vegas was part swashbuckling pirate, part ballerina. The singer stepped out in this beautifully striped button-up blazer with a red collar paired with an asymmetric white skirt with a flared hem. Completing the suit-like ensemble? Massive silver hoops and layered necklace, a small black bag and black pointed heels.
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Faith Hill once again embraced pirate fashion while performing on “The Tonight Show with Jay Leno” in February 1994, rocking a cropped red blazer over an embellished T-shirt and black pants.
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Where do we start with this next look? Faith Hill arrived at the 42nd Academy of Country Music Awards in Las Vegas in May 2007 in this gray one-shoulder dress that featured some odd ruching on the lower body, an asymmetrical empire waist cut, and a casual seam with ivory dress at hem. Are you making things worse? She added an extremely chunky cuff bracelet, a massive necklace, and brown—yes, brown—boot heels.
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Faith Hill was alongside husband Tim McGraw at the 1999 CMA Awards, where she wore a surprisingly low-cut sweater and purple pleated skirt on the red carpet.
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Only Faith Hill could wear these red and purple leopard print tights. She added a black three-quarter sleeve top to the bold look while performing at Madison Square Garden in New York City in 2000.
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Remember when these short sleeved scarves were all the rage? Faith Hill rocked one at a pretty big night… the 2000 Grammy Awards! Yes, she added it to her coral-hued knee-length dress and black sandal outfit.
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Faith Hill rocked the rainbow at the 2002 Academy Awards. Her pastel spaghetti-strap Versace gown started out in a pale pink shade before transitioning to pale yellow, mint green and blue. The beautiful dress was a surprising choice for Hollywood’s biggest night.
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Yes, that is indeed the Hill of Faith on the right. The star stopped by friend Reba McEntire’s 2000 Broadway performance of Annie Get Your Gun in this quirky look – a black beanie, turtleneck and striped trousers topped with an embroidered red scarf.
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Faith Hill rocked an entire garden with her Grammys dress in 2006. The star arrived in this busty sleeveless design covered in green, blue and white flowers and added even more color with a turquoise necklace.
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Winner, winner! Faith Hill was a big winner at the 2001 American Music Awards. The singer took home Favorite Country Artist, Favorite Pop/Rock Artist and Favorite Country Album for “Breathe” at the January bash while wearing some Unforgettable bells accessorized with a white wrap top and black sandals.
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Faith Hill arrived at the premiere of The Stepford Wives in Los Angeles in June 2004 in this strapless dress that seemed to have a colorful vibe. Unfortunately, this very old pick didn’t get remotely better…
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Yes, Faith Hill’s strapless dress started off well — a champagne shade with a sweetheart neckline — but the embellished black belt and the odd bronze and black tie-dye stripes lost us.
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It was a sparkly, ruched white dress for Faith Hill at the Flicka premiere in October 2006. Yes, the star arrived at the event in this strappy, striped, pleated brown lace mini dress, which she teamed with silver sandals for an understated outfit.
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Faith Hill was pregnant with her first child with husband Tim McGraw, daughter Gracie, when she wore this sparkly white doll-style mini dress and sparkly silver heels to the 1997 American Music Awards that January.
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Faith Hill loves a sparkly dress. Just look at this halter-style dress that started with silver fabric tied at the neck and ended with a white silk column-style skirt that she wore to the 2003 CMA Awards that November.