Daily Newsletters

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

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

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.
Chloe Bailey, thigh-high boots, Halloween, Bette Midler, "Catwoman."
Chloe Bailey at the "Mufasa: The Lion King" premiere at Dolby Theatre on December 09, 2024 in Los Angeles, California.
Chloe Bailey at The Fashion Awards 2024 held at the Royal Albert Hall on December 02, 2024 in London, United Kingdom.
Chloe Bailey at the 2023 MTV Video Music Awards held at Prudential Center on September 12, 2023 in Newark, New Jersey.
NEW YORK, NEW YORK - OCTOBER 27: Chloe Bailey attends Bette Midler's Annual Hulaween Bash at Cipriani South Street on October 27, 2023 in New York City. (Photo by Arturo Holmes/Getty Images)
18 Images

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.Getty Images

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.Getty Images

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.

Watch on FN

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.Getty Images

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.

Related:

Best Combat Boots for Women

Best Boots for Women

Gabrielle Union, fwrd, dwayne wade, la, black mini dress, black peep toe heels, sandals, la
Celebrities Attend FWRD x Dwyane Wade Hall of Fame Party
Shopping with FN
Daily Headlines

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Asap Rocky, Puma, Footwear News, FN, cover, cover story, interview, FNAA, collaboration of the year, award, collaboration
Get the Latest Issue
Only $24.99 for one year!
PMC Logo
Footwear News is a part of Penske Media Corporation. © 2025 Fairchild Publishing, LLC. All Rights Reserved. FN and Footwear News are registered trademarks of Fairchild Publishing, LLC.