STYLE EVOLUTION

25 Reasons Why We’re So Obsessed With Mariah Carey’s Style

by Emilia Petrarca
Updated: 
Originally Published: 

Mariah Carey at 'VH-1 Divas 2000: A Tribute To Diana Ross' at Madison Square Garden. New York City 4...
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As any good diva knows, when you’ve been in the spotlight for over decades, you develop a thick rulebook of do’s and don’ts. Mariah Carey has many, the first of which being that she doesn’t celebrate birthdays—rather, “anniversaries.” She also doesn’t do bad lighting, and wears sunglasses most of the time (a pro-tip from model Christie Brinkley), and the left side of her face is her “good side.” As evidenced by her many years on the stage and red carpets, Carey is uber-cautious about cultivating her public image.

When it comes to her style, however, she’s much more do than don’t. In the ’90s, she perfected the art of the glamorous yet comfortable going out look, and in the aughts she oscillated between mini skirts and Levi’s. Being a New York native, Carey was the original Carrie Bradshaw, taking the streets in daring crop tops and heels, even while walking her dog. Here, a look back at the iconic singer’s most fabulous fashion moments, from the red carpet to the city sidewalk.

1991

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Carey attended the 33rd Annual Grammy Awards in 1991 wearing a little black dress with rhinestone trim and long diamond earrings.

1992

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Carey shimmered in a sequined dress and reflective tights at the American Music Awards in 1992.

1993

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Carey’s black slit skirt paired with a black bandeau crop top was simple, but high-impact.

1993

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Carey loves a good pair of jeans. Here, she styled a worn-in pair of Levi’s with a button-up sweater by Chanel.

1994

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A Clueless moment at the Calvin Klein show in 1994.

1996

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Carey’s American Music Awards look in 1996 made leather and knitwear work.

1997

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In 1997, Carey turned to Dolce & Gabbana—now, a signature brand of her style—for a premiere look.

1998

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Carey let her curly hair down for a night out at the Beacon Theatre in New York City in 1998.

2000

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Carey styled her houndstooth Chanel set with an adorable pooch in 2000.

2000

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Karl Lagerfeld and Carey were close friends.

2000

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While many pop divas have re-created this Versace butterfly top, Carey was the first to do it in 2000.

2000

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Carey’s 2000s pink slip dress and metallic heels still look modern to this day.

2001

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She looked “Delicious” in 2001.

2003

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Carey wore a crochet bustier crop top and a maxi denim skirt to the 17th Annual Soul Train Music Awards in Los Angeles.

2001

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Self promotion done right: Carey stepped out to a party to promote her new single “Loverboy” and album Glitter in London wearing a bandana top, denim separates, and a “Glitter” belt.

2001

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Carey’s denim mini skirt, “Glitter” tank top, and sunglasses were peak aughts—but we love her addition of a pink boom box.

2002

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A pink Juicy Couture velour jumpsuit top, which she paired with jeans, sunglasses, and a rhinestone belt was the look for Carey to sign autographs in.

2003

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Carey arrived in London wearing a “Honey B. Fly” pink top, denim separates, a diamond chain necklace, and an “Automatic princess” diamond chain belt.

2005

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She attended her album launch and birthday party at Tantra in London, Great Britain wearing a fur-trimmed white shawl, a white maxi dress, and lots of jewels.

2006

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Carey stepped out to walk her dog in New York City wearing high heels, a yellow bandage dress, and sunglasses. Is this her version of casual?

2008

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Carey wore heels and Daisy Dukes to throw the first pitch at a 2008 baseball game—because, what else would she wear?

2008

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Carey was seen outside of the MTV Studios in 2008 in a rainbow mini skirt and diamond belt and a blue button-up shirt.

2013

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Carey didn’t even let a broken arm get in the way of her glamour. Here she is at The Butler New York premiere in a studded sling.

2018

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Glittering sequins and piles of diamonds are a Carey signature.

2024

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Im Schiaparelli, Carey brought an ethereal touch to nude dressing.

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