Martha Stewart’s Most Viral Outfits of All Time, From Everywoman Blouses to Sequined Dresses

Martha Stewart isn’t just known for her mastery of all things home, food or weddings — in fact, she knows a thing or two about going viral.

Even before online fame became present, Stewart had established herself as a name within the entertainment and global pop culture industries for her sharp wit, humor and distinctly sensible approach to getting dressed. As her star has risen over the decades, the mogul has only increased her upward trajectory with outfits that have taken on a life of their own on the Internet.

Whether core to her daily wardrobe or making a splash on the red carpet — often with a generous dose of glamour — Stewart’s always sure to make headlines, as seen in the famed outfits below.

In the ’90s, Stewart became known for her uniform of tonal collared blouses — a staple she’s maintained to this day, as seen in her FN cover shoot — and complementary trousers while on and off-duty. For an appearance during a segment on the “Jay Leno Show” in 1997, Stewart stuck to her trademarks in a dark brown collared shirt.

Martha Stewart, style, looks, life, looks over the years, red carpet, celebrity red carpet, opening, awards, awards shows, heels, high heels, wedges, sandals, stilettos, stiletto heels, peep toe heels, fashion
(L-R): Jay Leno and Martha Stewart cook during a cooking segment on “The Tonight Show with Jay Leno” on Nov. 24, 1997.
CREDIT: Margaret Norton/NBCU Photo Bank/NBCUniversal via Getty Images via Getty Images

In the 2000s, Stewart became a fixture on the charity scene — particularly in New York City. While attending the New York City Ballet’s opening gala in 2012, the author walked the red carpet in a silky brown blouse with slit side sleeves and glittering chain accents. For added flair, Stewart gleamed when pairing the piece with a dynamic set of gold sequined bodycon shorts — and an equally dynamic set of embellished brown satin slingback heels.

Martha Stewart, style, looks, life, looks over the years, red carpet, celebrity red carpet, opening, awards, awards shows, heels, high heels, wedges, sandals, stilettos, stiletto heels, peep toe heels, fashion
Martha Stewart attends the 2012 New York City Ballet Fall Gala at the David H. Koch Theater in New York City on Sept. 20, 2012.
CREDIT: Jamie McCarthy/Getty Images

At Vanity Fair’s 2020 Oscars party, Stewart made headlines in one of her most dramatic looks to date: a sheer black Giambattista Valli minidress, complete with a matte bodice and elegantly flared sleeves. For a touch of her signature glamour, she finished her outfit with layered gold pearl necklaces and matching drop earrings — plus a pair of sparkling glitter-coated heeled sandals.

Martha Stewart, style, looks, life, looks over the years, red carpet, celebrity red carpet, opening, awards, awards shows, heels, high heels, wedges, sandals, stilettos, stiletto heels, peep toe heels, fashion
Martha Stewart attends the 2020 Vanity Fair Oscar Party at Wallis Annenberg Center for the Performing Arts in Beverly Hills, Calif. on Feb. 9, 2020.
CREDIT: Allen Berezovsky/Getty Images

At the 2022 CFDA Fashion Awards, Stewart made an elegant arrival in a dark brown dress with a long skirt and draped sleeves. For a cool-girl factor, she was dressed by honoree Chrome Hearts in the brand’s signature gold chain jewelry and a cross logo-buckled clutch. However, Stewart also elevated the look with her own flair, thanks to a set of pearl drop earrings and a mirrored metallic gold set of block-heeled platform sandals.

Businesswoman Martha Stewart arrives for the 2022 Council of Fashion Designers of America, Inc. (CFDA) Fashion Awards at Cipriani South Street in the Manhattan borough of New York, on November 7, 2022. (Photo by Andrea RENAULT / AFP) (Photo by ANDREA RENAULT/AFP via Getty Images)
Martha Stewart arrives for the 2022 Council of Fashion Designers of America, Inc. (CFDA) Fashion Awards at Cipriani South Street in the Manhattan borough of New York, on Nov. 7, 2022.
CREDIT: AFP via Getty Images

For the launch of her Sports Illustrated cover, Stewart arrived in a sparkling gold Jenny Packham dress with rays of shimmering sequins. While making headlines for her glitzy outfit — which followed her viral magazine cover in a white Monday Swimwear one-piece — Stewart finished her outfit with the same pair of metallic mirrored gold platform sandals from the CFDA Awards. For a sleek twist, she also struck a pose with co-cover star Megan Fox for the occasion.

Megan Fox and Martha Stewart at the Sports Illustrated Swim Issue Launch Party held at the Hard Rock Hotel on May 18, 2023 in New York, New York.
Megan Fox and Martha Stewart at the Sports Illustrated Swim Issue Launch Party held at the Hard Rock Hotel on May 18, 2023 in New York.
CREDIT: Lexie Moreland for WWD

PHOTOS: Discover Martha Stewart’s sharp style over the years in the gallery.

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