Ali Wong Was This Weekend’s Biggest Fashion Risk-Taker: See Her Over-the-Top Awards Show Looks

Mar. 15, 2025

Ali Wong wears three over-the-top looks to three award shows in the span of one weekend.Photo:Gilbert Flores/Variety via Getty; Elyse Jankowski/WireImage; Monica Schipper/Getty

Gilbert Flores/Variety via Getty; Elyse Jankowski/WireImage; Monica Schipper/Getty

Ali Wongis on a winning streak this awards season, and we’re not talking about the trophies. Recently, theBeefstar, 41, has been made risky and bold red carpet fashion choices that have continuously left us wanting more.

See all of Wong’s over-the-top ensembles, including the one dress so shockingly big, the actress had to book a sprinter van to leave the house.

2024 SAG Awards

Ali Wong in Iris Van Herpen at the 2024 SAG Awards on Feb. 24.Amy Sussman/WireImage

Amy Sussman/WireImage

Wong attended the 2024SAG Awardson Feb. 24 without her boyfriendBill Hader, who had a work conflict. But who can say the actress was really solo when her3D Iris Van Herpen dresswas large enough to be a plus-one.

This laser-cut couture gown took up a decent amount of the carpet and looked alive with its tentacle-like attachments that surrounded Wong with diamond shapes.

She also told Cox that usually she has to get her gowns altered because of her height but this one “fit like a glove.” Yet, she added sky-high Brandon Blackwood platform heels underneath her dress for an additional few inches.

Of course, we had burning questions, like how did Wongnotknock over whoever she was seated next to or how were bathroom breaks even possible in this one-of-kind number? We got the answers when Wong transformed her dress from this…

Monica Schipper/FilmMagic

2024 Producers Guild Awards

Ali Wong attends the Producers Guild Awards in Erdem on Feb. 25.Elyse Jankowski/WireImage

Elyse Jankowski/WireImage

On Feb. 25, Wong made an appearance at theProducers Guild Awardin another innovative look. Rather than choosing between a traditional suit or gown, she and Swennen decided to combine both in one extraordinary creation.

From a video posted to Swennen’s Instagram, it seems as though the duo decided to pair a pleated button-up shirt and ruched skirt with ablazer custom-madewith massive glove sleeves. The two also chose Versace glasses from LensCrafters and Pomellato earrings for accessories and Naked Wolfe combat boots.

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2024 Film Independent Spirit Awards

Ali Wong attends the 2024 Film Independent Spirit Awards wearing Cong Tri on Feb. 25.Monica Schipper/Getty

Monica Schipper/Getty

Within the same day, Wong went from full coverage to very little coverage with this Cong Tri gown, which was the comedian’s sexiest outfit of the weekend.

The design’s frontal view showed the sequins and ruffled halter neckline in all their glory, but the back was as skin-baring as can be courtesy of the major cutout, which Wong happily showed off to the cameras.

source: people.com