Throwback Glam: Lily Aldridge’s Elegant amfAR Gala Look with Tabitha Simmons’ Iconic Bailey Sandals

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Back in February 2014, the amfAR New York Gala transformed Cipriani Wall Street into a glittering runway of Hollywood stars, “it” girls, and statuesque supermodels.

The night was brimming with high fashion and red-carpet drama, but when it came to unforgettable footwear, one style moment rose above the rest.

Supermodel Lily Aldridge cemented her best-dressed status in a sleek Rosie Assoulin gown, elevated by a pair of Tabitha Simmons sandals so dazzling they still stand out as one of the gala’s most talked-about looks.

Lily Aldridge wears her hair in a sleek center-parted low bun and stuns in a white off-shoulder Rosie Assoulin gown paired with Tabitha Simmons’ nude crystallized “Bailey” sandals at the 2014 amfAR New York GalaLily Aldridge wears her hair in a sleek center-parted low bun and stuns in a white off-shoulder Rosie Assoulin gown paired with Tabitha Simmons’ nude crystallized “Bailey” sandals at the 2014 amfAR New York Gala

Lily Aldridge Stuns in Ethereal Rosie Assoulin Gown and Striking Accessories

Arriving in a striking white off-shoulder gown by Rosie Assoulin, Lily commanded attention with dramatic capelike sleeves and a fluted, flowing skirt. The sweetheart neckline framed a delicate gold serpent necklace that draped elegantly across her collarbone, perfectly complementing the ethereal look.

Her makeup offered a striking contrast—dark and polished against the softness of her gown, adding a modern edge to her regal aesthetic. Looking back, it’s easy to see why Lily was widely considered one of the best-dressed on the red carpet that evening.

Other stars who impressed on the red carpet included Karolina Kurkova, who wore a slinky black Giorgio Armani dress paired with Jimmy Choo ‘Escape’ sandals.

Lily Aldridge completes her elegant look with a sculptural gold collar necklace and crystal-embellished Tabitha Simmons “Bailey” sandals, adding sparkle to her white off-shoulder Rosie Assoulin gown at the 2014 amfAR New York GalaLily Aldridge completes her elegant look with a sculptural gold collar necklace and crystal-embellished Tabitha Simmons “Bailey” sandals, adding sparkle to her white off-shoulder Rosie Assoulin gown at the 2014 amfAR New York Gala at Cipriani Wall Street in New York City on February 5, 2014 (Credit: Alberto Reyes / WENN)

Lily Aldridge Elevates Her Look With Tabitha Simmons’ Sparkling “Bailey” Sandals

Now, let’s take a closer look at Lily’s footwear choice. To finish her red carpet ensemble, the 5-foot-8 model slipped into nude crystallized satin “Bailey” sandals by Tabitha Simmons.

A British fashion designer, stylist, and former magazine editor, Simmons launched her namesake luxury footwear brand in 2009, quickly earning a reputation for combining timeless elegance with modern glamour.

A close-up of Lily Aldridge’s dazzling Tabitha Simmons “Bailey” sandals, featuring nude satin, sparkling crystal embellishments, lace-up backs, and double ankle strapsA close-up of Lily Aldridge’s dazzling Tabitha Simmons “Bailey” sandals, featuring nude satin, sparkling crystal embellishments, lace-up backs, and double ankle straps

These dazzling heels weren’t just an accessory—they were a statement. Featuring elegant cutouts along the vamp, slim 4.25-inch stiletto heels, and lace-up backs finished with double buckle ankle straps, Tabitha Simmons’ “Bailey” sandals framed Lily’s statuesque 5-foot-8 frame to perfection.

The shimmering crystal embellishments added just the right dose of glamour, striking a balance between sparkle and sophistication against her minimalist Rosie Assoulin gown.

Available in multiple renditions—from classic suede to playful leopard print—the “Bailey” design has proven its versatility. Lily’s nude satin pair, styled effortlessly in her size 9, was both neutral and feminine, the kind of timeless choice that could anchor nearly any look with refined ease.

A close-up of Lily Aldridge’s Tabitha Simmons “Bailey” sandals, crafted in nude satin and drenched in shimmering crystalsA close-up of Lily Aldridge’s Tabitha Simmons “Bailey” sandals, crafted in nude satin and drenched in shimmering crystals

Stepping Out in Style: Celebrities Who Love Tabitha Simmons

Tabitha Simmons’ elegant and timeless footwear has become a favorite among celebrities, with many showcasing the brand’s distinctive designs on various occasions. Here are some of the most stylish moments featuring Tabitha Simmons:

👠 Explore Tabitha Simmons’ Celebrity Shoe Moments on Your Next Shoes: