Faith Hill turns 55: See the most wonderfully outdated fashion from early in her career
21st September 2022
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Happy birthday, Faith Hill! The country music superstar turns 55 on Sept. 21, 2022, and in honor of her milestone birthday, Wonderwall.com is rounding up some of her wildest looks from early in her career. We’re kicking it off with this ’90s getup — complete with velvet and rhinestones! That’s what Faith Hill found fashionable when she attended the 29th Annual Academy of Country Music Awards in Los Angeles in May 1994. The very dated frock was eclipsed by her even wilder hairstyle, which we’ll get a better look at next…

Then keep reading to see more of her wacky retro fashion…

RELATED: See the most wonderfully outdated fashion from early in Shania Twain’s career

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Faith Hill’s teased-to-the-heavens hairstyle at the 1994 Academy of Country Music Awards was pretty memorable — just check out the poof on that half-up, half-down hairdo!

RELATED: What country stars looked like at the beginning of their careers

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Lemons, flowers and lanterns! Yep, all of those things were on Faith Hill’s bizarre printed frock at a pre-Grammy party she attended in Los Angeles in February 1999. The sleeveless midi-length design was certainly a bold pick, so it was good she tamed it down with super-simple strappy black sandals.

RELATED: The biggest country music scandals

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Is that a black button-down over a pleated skirt? Yep, we’re pretty sure that’s exactly what Faith Hill was wearing 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 hemline! That black bow around her waist! There were plenty of strange 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’s ’90s and ’00s looks…

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The love of bows continues! Faith Hill wore a knee-length sleeveless black lace dress with a lime green bow tied across the bust to the 2004 Vanity Fair Oscar Party. Simple black sandals and a plethora of layered necklaces completed this underwhelming Oscar night ensemble.

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Faith Hill showed off some pretty impressive sleeves for a performance back in 1994, rocking this white blouse with dramatic lace-trimmed sleeves and a cropped vest over top.

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This is quite a combo! Faith Hill attended the 30 Years of Academy of Country Music Awards Celebration in Universal City, California, in May 1995 rocking an unorthodox batch of accessories with her black turtleneck — an Alan Jackson baseball hat, pearl earrings and a diamond necklace.

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Check out the sleeves on this minidress! Faith Hill went truly over the top for a performance during the 2003 Grammys ceremony, selecting this shimmery gold frock with absolutely massive cream sleeves. The decision to rock silver shoes and mix metallics had us raising our eyebrows even further.

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Subdued frocks aren’t Faith Hill’s thing, so when the singer attended the 2000 Academy Awards ceremony in this sequin-emblazoned halter-style gown, it was hardly a surprise.

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Faith Hill’s getup at the 2002 Billboard Music Awards in Las Vegas was part swashbuckling pirate, part ballerina. The singer turned up in this funky pinstriped buttoned-up blazer with a red collar paired with a white asymmetrical skirt with a ruffled hem. Finishing off the costume-like ensemble? Massive silver hoops and layered necklaces, a tiny black purse and pointy-toe black heels.

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Faith Hill once again embraced pirate couture while performing on “The Tonight Show with Jay Leno” in February 1994, rocking a cropped red blazer over a ruffle-emblazoned blouse and black trousers.

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Where do we even begin with this next look? Faith Hill arrived at the 42nd Academy of Country Music Awards in Las Vegas in May 2007 in this one-shouldered gray gown that included some odd ruching down the bodice, an asymmetrical empire waist cut and a random layer of ivory ruffle at the hemline. Making matters worse? She added an extremely chunky cuffed bracelet, a massive necklace and brown — yes, brown — heels to boot.

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Faith Hill was on hand with husband Tim McGraw at the 1999 CMA Awards where she wore a surprisingly low-key off-the-shoulder sweater and a magenta pleated skirt on the red carpet.

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Only Faith Hill could pull off these tight red-and-purple leopard-print pants. She added a three-quarter-length sleeve black tee 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 shawls were all the rage? Faith Hill rocked one on a pretty important night… the Grammy Awards in 2000! Yep, she added it to her coral-hued knee-length dress and black sandal getup.

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Faith Hill rocked the rainbow at the 2002 Academy Awards. Her pastel spaghetti-strap Versace confection started out in a pale pink hue before flowing into light yellow, mint green and baby blue. The kitschy frock was a surprising choice for Hollywood’s biggest night.

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Yes, that really is Faith Hill on the right. The star stopped by pal Reba McEntire’s performance of “Annie Get Your Gun” on Broadway in 2000 in this odd getup — a black beanie, turtleneck and pinstriped trousers topped with a red embroidered shawl.

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Faith Hill rocked an entire garden on her Grammys gown in 2006. The star arrived in this busy 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 the awards for favorite country female artist, favorite pop/rock female artist and favorite country album for “Breathe” at the January shindig while wearing some memorable embellished brown bellbottoms with a tucked-in white blouse 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 frock that appeared to have a tie-dye vibe. Unfortunately, this very dated pick didn’t get any better from afar…

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Yep, Faith Hill’s strapless frock started out alright — a champagne shade with a sweetheart neckline — but the black embellished belt and the odd tie-dye-like bronze-and-black stripes lost us.

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It was a shiny, wrinkly white slip dress for Faith Hill at the premiere of “Flicka” in October 2006. Yep, the star arrived at the event in this thin-strapped minidress with tan lace striping and pleating, which she paired with silver sandals for an underwhelming outfit.

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Faith Hill was pregnant with her oldest child with hubby Tim McGraw, daughter Gracie, when she wore this shiny white babydoll-style minidress and shiny silver heels to the 1997 American Music Awards that January.

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Faith Hill loves a shiny frock. Just check out this halter-style gown that started with silver fabric tied at the neck and ended with a silky white column-style skirt that she wore to the 2003 CMA Awards that November.



























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