The time of year known as awards season is ripe with opportunities for celebrities to make indelible memories. Sometimes it is with upset wins, other times it is with moving speeches. It can also be with unforgettable clothes.
Of the many stars who have paraded down carpets at the Golden Globes, Grammys, Oscars and other events over the past few months, the eight on this list reliably did so in attire both surprising and delightful. The ease with which each wore their clothes only made them more memorable.
Teyana Taylor
A star of “One Battle After Another,” Ms. Taylor took home a best supporting actress award at the Golden Globes, where she wore a black Schiaparelli gown with a jeweled bow at the dress’s rear — or a “party in the back,” as she called it. The look was one of several body-forward ensembles worn by Ms. Taylor, 35, who has worked with the stylists Wayman Bannerman and Micah McDonald (or Wayman and Micah, as they are also known).
Amy Madigan
The “Weapons” star, who won the best supporting actress Oscar, leaned into something of a uniform for the awards circuit: roomy blazers, trousers and funky high-heeled boots. Feather-like embellishments, bold patterns and accessories like sunglasses and ties brought flair to the men’s-wear-inspired looks worn by Ms. Madigan, 75, who has worked with the stylist Andrew Gelwicks.
Ryan Coogler
The “Sinners” filmmaker, who walked several carpets with his wife, the producer Zinzi Coogler, received several statuettes, including an Oscar (for best original screenplay), a Golden Globe (for box office achievement) and a Grammy (for best compilation soundtrack for visual media). Mr. Coogler, 39, who has worked with the stylist Jason Bolden, attended ceremonies in suits ranging from relaxed to formal, which he wore with a selection of distinctive eyeglasses and with intricate braids in his hair.
Odessa A’Zion
Few stars seemed to have more fun with fashion this awards season than the “Marty Supreme” actress, who has said that she does not regularly work with a stylist. (And that she sometimes wears wigs.) Whether in fringed gowns, glittery caftans or slouchy suiting, Ms. A’zion, 25, brought a breath of fresh air to occasions that can often veer stuffy.
Jessie Buckley
The “Hamnet” star, who was named best actress at the Oscars, Golden Globes, Actor Awards and BAFTAs, sartorially embodied the role of leading lady in elegant gowns — and the occasional suit — with striking colors and silhouettes. Bright, clean makeup and delicate jewelry were refined finishing touches to the attire worn by Ms. Buckley, 36, who has worked with the stylist Danielle Goldberg.
Ethan Hawke
Bolo ties and Western embroidery were ways that the “Blue Moon” actor, a native Texan, seemed to nod to his roots with his red-carpet finery. Flourishes like those, along with men’s wear enlivened by sparkles and avian motifs, helped Mr. Hawke, 55, who has worked with the stylist Michael Fisher, stand out in a sea of standard penguin suits.
Audrey Nuna
A singer of “Golden,” the Oscar-winning song from “KPop Demon Hunters,” Ms. Nuna made a signature of voluminous ensembles with avant-garde elements — face coverings, geometric skirts, deconstructed jackets — that commanded space and attention. An apparent appetite for taking risks often resulted in Ms. Nuna, 26, who has worked with the stylist Danyul Brown, creating satisfying visual feasts.
Miles Caton
The “Sinners” actor had fewer awards seasons under his belt than many others. But he still out-dressed most in a mix of sharply tailored suits and streetwear like leather jackets — a wardrobe that gave Mr. Caton, 21, who has worked with the stylist Eric Figueroa, an air of youthful maturity.
Top Image: Photographs by Amy Sussman/Getty Images; Richard Shotwell/Invision, via Associated Press; Frazer Harrison/Getty Images; Gareth Cattermole/BAFTA, via Getty Images; Frederic J. Brown/Agence France-Presse — Getty Images; Mike Coppola/Getty Images
Yola Mzizi is a reporter for the Styles section and a member of the 2025-2026 Times Fellowship class, a program for journalists early in their careers.
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