By Jessica Wedemeyer
6:10 a.m. PDT, August 30, 2021
Happy birthday, Shania Twain! The country music star turned 56 on August 28, 2021. To mark the occasion, Wonderwall.com looks back on the Canadian singer-songwriter’s wildest retro fashion and beauty moments at the start of his career. Let’s start with this look… For her performance of “Man! I Feel Like A Woman” during the 1999 Grammy Awardsthe Canadian singer wore a corset and miniskirt with black tights, thigh high boots, opera gloves and a choker.
Keep reading to relive more of her most fantastically dated looks…
RELATED: Country Music’s Biggest Scandals
At the 2003 American Music Awards, Shania Twain wore a zany bondage-inspired dress with horizontal bows from the neck down. The confusing dress, which she wore with lace-up above-the-knee boots, also featured an asymmetrical skirt that ended in a tulle train. Now let’s take a closer look at her equally wild hairstyle…
At the 2003 American Music Awards, Shania Twain’s half-up hairstyle had it all: a poof, a combination of curly, straight locks flowing all the way down her back, and a messy bun with tightly curled pieces that stood up all the way. right.
At the 2001 American Music Awards, Shania Twain wore a sleeveless white jumpsuit with a plunging neckline over a sparkly bra top…and an insane amount of gold accessories: earrings dangling from her shoulders, a necklace tiered dress that hung well below her navel, a lace-up belt with metallic fringe and platform heels. Then, check out her hairstyle and makeup…
At the 2001 American Music Awards, Shania Twain wore a poof ‘do, shimmery peach lipstick, matching peach eyeshadow and thick lashes.
Shania Twain chose a seriously over-the-top ensemble for her performance at the 2003 Super Bowl halftime show: a shiny black dress open over a rhinestone-encrusted bra top and a black miniskirt with white jewel-embellished straps. She completed her look with a trendy choker, matching drop earrings, fishnet tights and thigh high boots.
Shania Twain walked on the wild side at the 1999 ACM Awards. She wore a leopard print coat dress which she untied later that evening to reveal a simple strapless black dress underneath.
Shania Twain was a vision in white at the 1999 Grammy Awards. She donned a sequined bodycon dress with a high neck and styled her hair in a chic bun to win two gramophone trophies for her single “You’re Still The One.” – best country song and best female country vocal performance.
Shania Twain wore a teal cropped blazer over PVC pieces — pants and a bare midriff top — at the 1996 American Music Awards. (She won favorite new country artist that night.) Check out then her hair and makeup…
Shania Twain soared to new heights with her volumized ‘do at the 1996 American Music Awards. She completed her look with a few typical ’90s beauty trends: lined lips and lots of black eyeliner.
At the 1995 Billboard Music Awards, Shania Twain paired black lace-up pants with a stripped turtleneck sweater. She wore matching lipstick to complete her look.
Shania Twain wore leopard print again at Z100’s fourth annual Jingle Ball at Madison Square Garden in New York City on December 17, 1998. This time she wore a black leather vest and matching leather pants over a crop top sleeveless turtleneck.
Shania Twain got her sleeveless leopard print turtleneck crop top in two different colors! She wore a lime version of her favorite top to a concert in Houston on October 31, 1998. (If you look closely, you’ll see that her black pants featured a strip of fabric in the same green print!)
This was another turtleneck look for Shania Twain at the 1998 Billboard Music Awards. She wore a velvety cream dress with a tulle cape attached to one of her rings, giving her an ethereal look as she collected the awards for Top Female Artist and Artist of the Top 100 Singles. Keep reading to see her beauty look…
At the 1998 Billboard Music Awards, Shania Twain wore her long brown locks in tight curls and completed her look with a gold headband. She also rocked golden shades of lipstick and eyeshadow.
The following year, at the 1999 Billboard Music Awards, Shania Twain wore another turtleneck dress. This time, she donned a sleeveless cornflower blue column dress with an oversized keyhole cutout. The country music superstar accessorized with a matching headband and an extra-long satin stole that reached to the floor.
Yes, more leopard print! Shania Twain wore a blazer in her favorite print while performing on the November 7, 1997 episode of “The Tonight Show with Jay Leno.”
Shania Twain looked ready to rock in a black one-shoulder dress with an asymmetrical midsection cutout and thigh-high slit at the “VH1 Divas Live” concert in New York City on April 14, 1998. Now you gotta see her Hair!
During the “VH1 Divas Live” concert in New York on April 14, 1998, Shania Twain wore her hair curly. Now is the time to take a closer look at her makeup…
At the “VH1 Divas Live” concert in New York City on April 14, 1998, Shania Twain experimented with one of the hottest beauty trends of the ’90s: blue eyeshadow lined all around her peepers. She also wore pearl and diamond earrings.
At the 2002 CMA Awards, Shania Twain shone in a gold sequined column dress with a very low-cut cowl neck that revealed part of her matching bra top.
Shania Twain gave us “Fran Drescher on ‘The Nanny'” vibes with her ensemble during the 1996 Hit Music Awards. The country music singer wore a black leather jacket and pants over a white shirt and completed her look with a red scarf tied around her neck, matching lipstick, dark eyeshadow and a hairdo with added volume on top.
You guessed it: No more leopard print! At the 2003 CMT Flameworthy Awards, Shania Twain wore a loose leopard print blouse with khaki cargo pants, a pendant necklace and sandals.
If you look closely enough, you’ll see that the skin-tight strapless dress with loose sleeves that Shania Twain wore to the Rock & Roll Hall of Fame induction ceremony in 1998 featured a leopard print. (Yes, again.) She wore her hair in loose curls and completed her look with naturalistic makeup.
Shania Twain delivered one of her wildest looks to date during an appearance on ‘Today’ in November 2002. She wore a long black leather coat over a turtleneck top with text print on the bust she slipped into bootcut jeans. She accessorized with a braided belt (so 2002!) and gloves.
Shania Twain wore a white mesh t-shirt over a black bra top at Capital FM’s Party in the Park in London’s Hyde Park on June 15, 1998.
Shania Twain paired a black leather cropped tank top with bronze pants at the 1997 American Music Awards.
Shania Twain looked adorable in a denim-on-denim look — a cardigan over a white crop top with distressed light-wash jeans — while performing “The Tonight Show with Jay Leno” in July 1995.
An absolutely stunning Shania Twain showed off her sporty side in a cropped football jersey, which she wore with low-rise jeans, in a promotional photo for her CBS “Winter Break” concert special in 1999.
Shania Twain had another fun fashion moment in a promotional photo for “Winter Break” — this time alongside Elton John, who made a guest appearance on her CBS concert special in 1999. The country music star wore a sleeveless striped crop top with matching pants. She completed her look with a coordinating mustard scrunchie.
