Charli XCX has never played it safe with fashion—and looking back at her style across different eras proves just how boldly she evolves.
💫 Jump to a Look:
From lace-laden red-carpet drama to asymmetrical sparkle and her early love of platform creepers, these three standout moments show how her fashion instincts have always matched her fearless pop persona.
1. 2021 MTV VMAs: Sheer Lace Drama & Christian Louboutin Pumps
While not nominated for any awards, Charli XCX was asked to present an award at the 2021 MTV Video Music Awards in New York.

The British superstar did not leave much to the imagination in a sheer black lace look and black pointy Christian Louboutin pumps.

Made from handmade wilt textile with hand-sewn upcycled lace, her custom dress is from Taiwanese knitwear designer Shawna Wu.

2. 2021 Fashion Media Awards: Sparkling Stella McCartney Cut-Out Dress & Sleek Black Pumps
A few days before the 2021 MTV Video Music Awards, Charli’s Stella McCartney look leaned into asymmetry and sparkle, offering a reminder that few artists embrace directional silhouettes with as much confidence as she does.

Jumping back a few years, Charli embraced a quirkier, more relaxed silhouette during her 2017 SESAC appearance.
3. 2017 SESAC Pop Awards: Pinstriped Pajama Set & Stella McCartney “Elyse” Star Creepers

In April 2017, Charli XCX marked a major career milestone, taking home “Songwriter of the Year” at the SESAC Pop Awards along with “Song of the Year” for “Same Old Love,” the Selena Gomez–recorded hit she co-wrote.

We know Charli XCX has a penchant for outrageous red carpet fashion, so her pinstriped pajama set, comprised of a portrait-collared wrap top and cuffed wide-leg bottoms, was a good fit for her colorful persona.

The “Boom Clap” singer picked a pair of silver-and-white “Elyse” platform oxford creepers from British designer Stella McCartney.
Her shoes are decorated with star cut-outs. She completed her look with a pair of burnt orange sunglasses, mismatched dangling earrings, and bright red lips.

The only noticeable detail was that the lightweight fabric had developed a few natural wrinkles by the time she posed with her awards.

It was in 2014 when we first spotted the Stella McCartney platform creepers on Jessie J, and nearly three years later, they were still going strong.
After numerous reiterations, these shoes have been spotted on celebrities such as Kendall Jenner, Gigi Hadid, Kourtney Kardashian, Lily Collins, and Oscar-winning Viola Davis.

You can shop the exact Stella McCartney “Elyse” platform oxford creepers with star cutouts at Farfetch.

Charli XCX’s Most Iconic Footwear Moments: A Curated Style Capsule
Before we wrap, it’s worth remembering that Charli’s bold shoe game didn’t start—or end—with these three looks. Her style archive is packed with even more fearless footwear moments that showcase just how adventurous she’s always been.
💥 Charli XCX: Pop’s Fearless Fashion Icon & Her Bold Footwear Choices:
- ✨ The singer styled a black Alessandra Rich dress with dazzling Jimmy Choo ‘Dudette’ crystal-embellished sandals for the 2019 GQ Men of the Year Awards.
- 👢 A tough-luxe moment at the Royal Academy of Arts Summer Party, where she paired a black Givenchy dress with iconic Givenchy Shark Lock boots.
- 🔴 Charli’s stunning red carpet look for the 2017 Grammy Awards featuring a Vivienne Westwood gown and matching Gianvito Rossi velvet pointy-toe pumps.
- 🐯 Her breakthrough 2014 MTV VMA look in a Moschino tiger-print jumpsuit and sleek black Nicholas Kirkwood heels.
- 💚 An electrifying promotion for her Crash album, showcasing a Chet Lo knit set and eye-catching Paris Texas Holly neon crystal-embellished boots.
- 🔗 A throwback to her monochrome style, highlighting her hot legs in a striped ensemble and Opening Ceremony patent zip-front boots.
