Sabrina Carpenter’s Best Outfits Through the Years

From Old Hollywood glam to sleek modern styles, this Grammy Award winner has worn it all and then some.

Allie Hayes | 18 Hours Ago

Sabrina Carpenter / Jamie McCarthy/WireImage/Getty Images

Over the past few years, one superstar has dominated not only our playlists but also style trends: we’re, of course, talking about Sabrina Carpenter.

The 26-year-old has been on the scene for a while, breaking out with a role on the Disney Channel series Girl Meets World before delving into music. After four albums, Carpenter gained traction with Emails I Can’t Send in 2022, which featured hits like “Nonsense” and “Feather.” From there, she rocketed to stardom after the release of her mega-hit single “Espresso” in the summer of 2024, which appeared on her subsequent album Short n’ Sweet, later earning her two Grammy Awards. Her most recent album, Man’s Best Friend, has further cemented her star power, earning her six more Grammy Award nominations.

Aside from her many accolades in music, Carpenter has also become a go-to inspiration for fashion lovers thanks to her singular, signature style, which often mixes vintage vibes with modern aesthetics. With this in mind, let’s take a look back at some of our favorite looks the artist has sported through the years.

Signature onstage style

Carpenter’s onstage aesthetic is best described as ultra-feminine, with the artist often opting for beautiful bodysuits and sweet sleepwear sets. Bringing 1950s and 1960s-era silhouettes to the forefront, her wardrobe is a celebration of girlhood and all the glitter and glamour that comes with it—think slumber-party chic with a daring, designer flair.

Looking beautiful in butter-yellow

Bringing pastels to the party

Adding some edge in all-pink

Channeling country cutie vibes

Rocking a classic custom bodysuit

Serenading in sleepwear on Saturday Night Live

Playful designs and performance-ready pieces are common for Carpenter’s onstage ensembles, and —with her Short n’ Sweet Tour officially over—it’ll be fun for fans to see what vibe the singer-songwriter’s next era will channel.

Off-stage, everyday looks

When it comes to Carpenter’s more casual outfits, she doesn’t stray too far from the nostalgic aesthetic she sports onstage. Still, she leaves room for more decades to have a shot at the spotlight, often incorporating pieces that would fit right into the 1970s and 1990s, as well.

Reviving mod silhouettes in a sweater dress

Emulating Barbra Streisand with a Funny Girl moment

Going a little grunge for a day out in London

Styling the perfect Y2K winter look

Giving corpcore chic a Carpenter twist

Cozying up in the ultimate cottagecore mini

Overall, the singer’s everyday fashion leans vintage, classic and cool, bringing a more modern feel to styles fashion fans have long obsessed over.

Cover girl glam

If fans spotted Carpenter on the cover of a magazine after the release of her Short n’ Sweet album, it was safe for them to assume she’d be styled in a breathtaking Old Hollywood look with a too-die-for glam. But in the time since, several outlets have taken the star in a wholly separate direction with their features, further showing there are no limits to what this rising fashion icon can pull off.

Perfecting pin-up couture for Vogue

Killing it in khaki for American Songwriter

Layering leopard-print for W Magazine

Taking bodysuits to the next level for TIME

Channeling 1960s glam for Vogue Italy

Switching it up for Variety

Carpenter’s all-lace look for her recent Variety cover stands out as an exceptional switch-up without sacrificing her signature style. The ensemble combined her classic sensibilities with a modern sensuality, courtesy of the delicate fabric, matching headscarf and natural-looking glam.

Red carpet royalty

And speaking of “glam,” there’s really no other word to describe Carpenter’s go-to vibe when rocking a red carpet. The artist tends to stay on-brand for these events, often paying homage to classic film stars and music icons with her outfits.

Slaying in silver with a scarf

Looking pretty in pink

Making for a memorable Met Gala moment

Dazzling in a radiant red lace number

Ditching color completely for sleek black snakeskin

Turning to a classic film for one unforgettable ensemble

Carpenter’s look for the 2025 Grammy Awards pulled inspiration from Old Hollywood. According to Vogue, the unique gown was a custom JW Anderson dress by Jonathan Anderson and appeared to take inspiration from a dress Shirley MacLaine wore in the film What a Way to Go! That night, the singer took home two awards: one for Best Pop Solo Performance and one for Best Pop Vocal Album.

What’s next for Carpenter: the end of an era and a return to acting

In late November, Carpenter officially said so long to her Short n’ Sweet Tour after over a year on the road. The show was a hit with fans, often resulting in viral moments online—namely, from her nightly celebrity “arrests” and flirty “Juno” poses—all thanks to her authentic energy.

So, what’s next for the artist? Well, as mentioned above, Carpenter is nominated for six Grammy Awards at the 2026 show, including Album of the Year and Best Pop Vocal Album for her latest work, Man’s Best Friend. Meanwhile, her lead single from the album, “Manchild,” is nominated for Record of the Year, Song of the Year, Best Pop Solo Performance and Best Music Video.

She’ll also be returning to acting in 2026. According to Deadline, Carpenter is currently working on a movie musical loosely based on Alice in Wonderland, with Lorene Scafaria slated to write and direct, while Marc Platt—who was a producer on the popular Wicked film adaptations—is on hand to produce.

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Published 18 Hours Ago

ALLIE HAYES

Allie Hayes is an experienced pop culture staff writer and editor specializing in movies, TV and celebrity news. Before joining the Sports Illustrated Swimsuit team as a Breaking/Trending News Editor, she worked at several outlets including BuzzFeed, The Daily Dot, and Newsweek. When she’s not writing for work (or writing for fun), you’ll find her curled up on the couch reading yet another romance novel, obsessively watching pro wrestling with her friends, or taking blurry photos of her two adorable cats.