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.

Tiffany Haddish Hosts ‘Great Gatsby’ Party in Pointed-Toe Heels and Flapper Style

The actress donned a red and black look to the vintage party.
tiffany haddish, great gatsby, long island, red black dress, striped, flapper
Haddish hosts 'Great Gatsby' party at the Oheka Castle in Long Island.
SteveSands/NewYorkNewswire/MEGA

Tiffany Haddish turned heads in a roaring ’20s style look. The “Girls Trip” actress hosted a “The Great Gatsby”-themed party on Long Island, New York, on Sunday night. For the soiree, Haddish wore a flapper-inspired look.

The actress donned a red and black sequin dress with a chevron-like print. The sleeveless dress reached her knees and featured a V-neckline as well as a matching train that was draped behind her. She accessorized the vintage look with a sparkly headband with a large red feather, plus a bracelet and a ring.

tiffany haddish, great gatsby, long island, red black dress, striped, flapper
Haddish hosts party at the Oheka Castle in Long Island.SteveSands/NewYorkNewswire/MEGA

The actress slipped into a pair of timeless heels to round out her look. She wore pointed-toe pumps to the party. Her shoes featured a thin ankle strap for extra support. The sharp, pointed toes were covered in a red and black print that matched the sequins on her dress perfectly. Pointed-toe pumps remain one of the most versatile shoe styles because the slip-on silhouette matches a variety of looks easily. The construction of the heels proves to be both luxe and durable.

tiffany haddish, great gatsby, long island, red black dress, striped, flapper
Haddish hosts party at the Oheka Castle in Long Island.SteveSands/NewYorkNewswire/MEGA

Haddish’s style aligns with her eccentric and eclectic tastes. For red carpet events, she frequents in gowns from Christian Siriano, Azeeza Official and Prabal Gurung. As for footwear, the “Night School” actress tends to gravitate towards heeled sandals, sharp pumps and sleek boots. Most recently, she wore black strappy beaded sandal heels, featuring rounded opened toes and thin beaded intersecting straps to the ESPYs earlier this month. She paired the sandals with a black dress from Alexandre Vauthier.

Watch on FN

tiffany haddish, great gatsby, long island, red black dress, striped, flapper
Haddish hosts party at the Oheka Castle in Long Island.SteveSands/NewYorkNewswire/MEGA

Related:

Best Platform Sandals

Cute Summer Sandals

About the Author:

Tara Larson is the editorial assistant for Footwear News. She mainly covers topics from celebrity style to new footwear launches and collaborations. She also serves as the assistant to editorial director Michael Atmore. Prior to joining Footwear News, she worked for Esquire and Traditional Home.

Tiffany Haddish, Variety, gold pumps, metallic, lime green.
Tiffany Haddish’s Breakout Style Statements
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.

Ad Specification Generated by SendMyAd ASB
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.