Zendaya’s Most Iconic Shoe Moments: Valentino Couture, Louboutin So Kates & Ashish Sequins

Few stars command a red carpet quite like Zendaya. Whether promoting Spider-Man: No Way Home or experimenting with high-fashion trends early in her career, she has consistently delivered standout moments that blend bold couture, meticulous styling, and instantly iconic footwear.

Below, we’re revisiting three looks that capture her evolution—from web-inspired Valentino couture to sharp Balmain tailoring and her playful, sequin-drenched pajama moment at the 2017 Teen Choice Awards.

1. A Web-Inspired Couture Moment: Zendaya’s Daring Valentino Gown at the No Way Home Premiere (2021)

Looking back, Zendaya made a striking style statement at the Spider-Man: No Way Home premiere, turning heads in a daring custom Valentino gown when she stepped onto the red carpet at the Regency Village Theatre in Los Angeles.

Tom rocked a chocolate-colored Prada double-breasted suit and Christian Louboutin square-toe boots.

Zendaya with her shorter co-stars Tom Holland and Jacob Batalon at the Los Angeles premiere of ‘Spider-Man: No Way Home’ held at the Regency Village Theatre in Los Angeles on December 13, 2021 (Credit: Avalon / WENN)

Joined by her shorter boyfriend, Tom Holland, she bared some sideboob in a custom Valentino Haute Couture spiderweb dress featuring a plunging neckline and a thigh-high slit.

Zendaya stunned in her custom Valentino spiderweb gown alongside Tom Holland at the Spider-Man: No Way Home premiere (Credit: Avalon / WENN)

Designed by Valentino’s creative director Pierpaolo Piccioli and styled by Law Roach, she completed the striking look with a sculptural black Valentino Haute Couture headpiece, gleaming Bvlgari jewelry, and a pair of black Christian Louboutin So Kate crystal heels.

Zendaya rocks a Valentino mask made to look like a spider’s head (Credit: Nikki Nelson / WENN)

Zendaya displays her feet in crystal-embellished Christian Louboutin So Kate pumps (Credit: Avalon / WENN)

Zendaya with straight-back cornrows admires her custom Valentino Haute Couture spiderweb dress (Credit: Avalon / WENN)

Zendaya flaunts her amazing legs in a Valentino dress, Bvlgari jewelry, and Christian Louboutin heels (Credit: MEGA / WENN)

2. Sharp and Modern: Zendaya’s Sculptural Balmain Suiting for Jimmy Kimmel Live! (2021)

Earlier that same day, Zendaya delivered another standout fashion moment while arriving at Jimmy Kimmel Live!—once again stepping out in her signature Christian Louboutin So Kate pumps.

With the help of longtime stylist Law Roach, she wore a sharp white fringed suit from Balmain’s Spring/Summer 2022 collection, designed by Olivier Rousteing for his 10th anniversary at the Parisian house. The tailored look opened to reveal a glimmering gold chain-linked top, giving the monochromatic palette a dose of high-glam texture.

Paired with glossy white Louboutin So Kates, the ensemble reinforced what fans and fashion insiders already know: Zendaya and the So Kate stiletto are among the most enduring red-carpet style pairings.

Zendaya arriving in a Balmain Spring 2022 look and white Christian Louboutin So Kate pumps for an appearance on Jimmy Kimmel Live! in Los Angeles on December 13, 2021 (Credit: MEGA / WENN)

Her devotion to the shoe runs deep. The So Kate—Louboutin’s iconic 120mm stiletto named after Kate Moss—is defined by its razor-sharp point, steep arch, and low-cut vamp. It has become a fixture in Zendaya’s wardrobe throughout press tours and premieres, thanks to its elongating silhouette and unmatched versatility.

Law Roach has often joked that he “trained” a teenage Zendaya to master the heel, having her practice walking in the notoriously sky-high pump until she could wear it comfortably all day. While neither star nor stylist has a paid partnership with the brand, Louboutin frequently sends her pairs, and her consistent love for the style has sparked playful calls within the industry to rename the shoe the “So Zendaya.”

Tom refused to answer when Jimmy asked about rumors that Andrew Garfield and Tobey Maguire would be reprising their roles as Spider-Man.

“Who are they?” Tom joked, before admitting that he had “recently been bumping into” both actors at different events.

“I went to one party in Hollywood and I bumped into Andrew and had a lovely time,” he revealed. “I went to another party down the street and I bumped into Tobey. It was crazy. We should’ve filmed it and then stuck it in [to the movie.]”

Before her So Kate era reached icon status, Zendaya was already experimenting with playful, fashion-forward silhouettes. One of the best examples came at the 2017 Teen Choice Awards, where she traded her go-to Louboutins for something far more unexpected—and just as unforgettable.

3. Playful Pajama Glam: Zendaya’s Sequin-Drenched Ashish Look at the Teen Choice Awards (2017)

If we could wake up looking like Zendaya did at the 2017 Teen Choice Awards, we’d be wearing pajamas everywhere.

In August 2017, the multitalented star looked effortlessly cool as she joined fellow wunderkinds Millie Bobby Brown, Maddie Ziegler, and Isabela Moner on the blue carpet.

Zendaya with curly hair and bangs in a classic pajama set (Credit: WENN / FayesVision / Adriana M. Barraza)

Zendaya accepted her Choice Summer Movie Actress award in a slouchy menswear-inspired suit generously adorned with multicolored sequin embellishments.

Zendaya in striped sequined pajamas by Ashi Studio with a matching top (Credit: WENN / FayesVision / Adriana M. Barraza)

Her low-key glam spin on the pajama trend deserved its own surfboard at the star-studded awards ceremony.

Zendaya wearing an Ashish Fall 2017 sequin-embellished look (Credit: WENN / FayesVision / Adriana M. Barraza)

All eyes were on Zendaya, who wore a glittery Ashish Fall 2017 look styled with gold Le Silla heels.

Zendaya nailed the pajama trend at the 2017 Teen Choice Awards held at USC’s Galen Center in Los Angeles, California, on August 13, 2017 (Credit: WENN / FayesVision / Adriana M. Barraza)

Her sequin-embellished ensemble consisted of a striped button-down top with a flared collar and matching striped pants.

Zendaya displays her pretty feet in crystal-embellished sandals (Credit: WENN)

Flawless makeup and retro-glam curls provided the finishing touches to Zendaya’s stunning look.

Zendaya added sparkle to her look with Le Silla evening shoes (Credit: WENN)

The then 20-year-old multi-hyphenate added more sparkle to her look with the “Crystals” sandals from Le Silla.

These Spring/Summer 2017 shoes feature a sultry, strappy silhouette with curvy strips enveloping the instep. In addition, these sandals also have crystal embellishments, rear zip closures, and stiletto heels.

Zendaya’s gold Le Silla sandals offered a glamorous contrast to her red pedicure, peeking out from beneath her sequin-striped Ashish trousers (Credit: WENN)

4. Zendaya’s Style Legacy in Heels: A Curated Look at Her Most Iconic Shoe Moments

Across premieres, press appearances, and early red-carpet risks, Zendaya has proven time and again that few stars understand the power of footwear quite like she does. To close out this retrospective, here’s a curated look at some of her most defining shoe and fashion moments—spanning her height-boosting Louboutins, bold London looks, entrepreneurial designs, and everything in between.