Chloe Bailey Pays Homage to Halle Berry’s ‘Catwoman’ in Vinyl Thigh-High Boots at Bette Midler’s Annual Hulaween Bash

Chloe Bailey attended Bette Midler’s Annual Hulaween Bash held on Friday in New York. The hitmaker was dressed as Halle Berry’s character in “Catwoman.”

For the party, Bailey donned a pair of striking black thigh-high boots. The “Do It” songstress’ thigh-high footwear featured extremely pleasing glossy vinyl uppers featuring contrasting white stitching that transitioned into pointed toes.

Chloe Bailey, thigh-high boots, Halloween, Bette Midler, "Catwoman."
Chloe Bailey attends Bette Midler’s annual Hulaween Bash at Cipriani South Street on Oct. 27, 2023 in New York.

The striking set also included thin stiletto heels that stood at an estimated 2 to 3 inches in height, offering the “Have Mercy” songstress a subtle lift. Often considered the sexiest boot silhouette, thigh-high boots most often stop mid-thigh for an elongated leg-climbing look. The style is a perfect piece for any wardrobe, especially as we move into the fall and winter seasons. Thigh-high boots, no matter the style, are a favorite of many top celebrities, Bailey included.

Chloe Bailey, thigh-high boots, Halloween, Bette Midler, "Catwoman."
A closer look at Chloe Bailey’s shoes.

Bailey’s “Catwoman” costume was constructed out of an equally glossy vinyl fabric. The performer’s look was comprised of a corseted strappy bodysuit featuring a plunging bodice accompanied by a high-neck collared neckline and long sleeves. Bailey also sported visor-like sunglasses in black which she wore with silver hoops. The “Swarm” star wore her lengthy brown locks gathered up into a high ponytail, styled up and out of her face.

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The “Grown-ish” actress has been spotted in styles like strappy thong sandals and chunky sneakers from Tamara Mellon, Balenciaga and other brands. She also wears Allbirds sneakers when off-duty. Additionally, the multihyphenate phenom has an extensive resume in the fashion industry, having appeared in campaigns and on runways for Fendi, Dolce & Gabbana and Louis Vuitton.

Chloe Bailey, thigh-high boots, Halloween, Bette Midler, "Catwoman."
Chloe Bailey attends Bette Midler’s annual Hulaween Bash at Cipriani South Street on Oct. 27, 2023 in New York.

Bette Midler’s Annual Hulaween Bash was held on Friday in New York at Cipriani South Street. Notable attendees included Chloe Bailey, Kelly Ripa, Mark Consuelos, Padma Lakshmi, Jordan Roth, Thorgy Thor and Dylan Mulvaney, Our Lady J and James Moore among others.

About the Author

Amina Ayoud is an Assistant Digital Editor for Footwear News, where she writes stories about everything from celebrity style to breaking fashion and shoe releases. Ayoud cultivated a love of all things fashion early in life thanks to a deep love of fashion history and the luxury industry. In her free time, Ayoud is a self-proclaimed fashion nerd and thriftaholic.

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