Martha Stewart is renowned for her individualistic approach to glamour — in fact, down to her shoes.
The homemaking icon’s shoe wardrobe has run a wide gamut over the decades, from sharp pumps to chunky Skechers sneakers. However, her boldest pairs have often been her sleekest, featuring an array of dynamic features: sharp pointed toes, soaring stiletto heels and shimmering metallic palettes.
From the 1990s to the 2020s, all have elevated Stewart’s elegant and luxe attire with a burst of sleek glamour.
In 1990, Stewart mingled with Ivana Trump at the 7th On Sale event to benefit AIDS research. For the occasion, both matched in black minidresses; Stewart’s layered with a chic blazer, pearl post earrings and a white scarf, Trump’s featuring intricate white and yellow geometric trim with duster earrings. Both finished their outfits with classic black pumps, featuring stiletto heels and sharp pointed toes.
While in attendance at the 1997 MTV Video Music Awards in New York, Stewart suited up for the event in a chocolate brown suit with a satin finish. The home maker finished off her look with strappy black sandal heels.
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In 2005, Stewart was monochromatically dressed in a deep brown knee-length dress, silky jacket and pearls at a book signing for her title “The Martha Rules: 10 Essentials for Achieving Success as You Start, Grow, or Manage a Business” at Barnes & Noble in New York City. The set earned a slick finish, however, from her choice of footwear: a pair of deep brown leather peep-toe pumps with slingback straps and 4-inch heels.
Stewart added a pop of color into her wardrobe while in attendance at Preston Bailey’s “Inspirations” book launch party. The creative wore a bright tangerine jacket with a high neckline accompanied by a black cocktail dress. Paired with black tights, Stewart finished off her look with a pair of pointed-toe black pumps.
Stewart bloomed at The Comedy Central Roast of Justin Bieber held in Los Angeles in 2015 wearing a pink, orange and black jacket and matching black trousers. She accompanied the floral situation with strappy black sandal heels featuring short and walkable stilettos.
In attendance at a pre-Grammy Gala held in New York in 2018, Stewart made a rather luxe appearance in a silk top with sparkling trousers all layered underneath a large brown fur coat. On her feet, Stewart donne champaign-colored sandal heels featuring a satin finish.
2020 found Stewart making waves with her outfit at the “Vanity Fair” Oscars party: a black Giambattista Valli minidress with a matte bodice, sheer sleeves and a layered sheer tulle skirt. The frothy piece was paired with layered gold pearl necklaces, as well as a sparkly set of gold glitter-coated heeled sandals.
In 2022, Stewart glowed with a cool-girl factor at the CFDA Awards, where she sat at Chrome Hearts‘ table. For the occasion, the author wore a dark brown long-sleeved midi dress, smoothly layered with a gold chain necklace, tiered cream drop earrings and a brown leather Chrome Hearts clutch. Her ensemble was finished with a pair of mirrored metallic gold platform sandals, complete with crossed-toe straps and thick block heels.
PHOTOS: Discover Martha Stewart’s sharp style over the years in the gallery.
About the Author:
Aaron Royce is the Assistant Digital Editor for Footwear News, where he writes stories on celebrity style, brand collaborations and in-depth profile interviews. As a day-to-night dresser, he favors boots, loafers and vintage-inspired denim that can be worn from the office to any number of after-hours soirées — particularly with a ‘90s grunge or punk rock-inspired twist. In his spare time, Royce enjoys reading, discovering New York’s secret gardens and hunting for the perfect pair of combat boots.
