Emma Stone’s Easy A Fashion: Her Best Outfits, Heels & Iconic Style Moments

While she never finished high school in real life, Emma Stone famously played Olive Penderghast in the 2010 teen romantic comedy Easy A.

The film premiered in theaters on September 17, 2010, when Emma was 21, though she had actually filmed it the previous summer, at age 20, in Ojai, California. Its cultural impact has endured—so much so that Ariel Winter even dressed as Olive for Halloween in 2016.

Emma Stone Promotes Easy A at the Madrid Photocall

This enduring popularity carried into the film’s international press tour, including Emma’s chic appearance at the Easy A photocall in Madrid, where she opted for a sleek, minimalist black ensemble before stepping out later for the main premiere.

Director Will Gluck and Emma Stone promote Easy A at the Hesperia Madrid Hotel on October 28, 2010, with Stone wearing a black Stella McCartney Fall 2010 shift dress and Casadei 5019 double-platform ankle-boot sandals (Credit: INFevents)

Jennifer Lawrence later shared that she auditioned for Easy A. Still, the role ultimately went to Stone, who had submitted her audition online while attending a Catholic high school for one semester.

After being cast as Olive Penderghast, Stone exited the upcoming film Sucker Punch, with Jamie Chung stepping in for the role.

Emma Stone’s Iconic “Walk of Confidence” Scene in Easy A

During production, Stone revealed to MTV that she unexpectedly experienced an asthma attack while filming one of the movie’s energetic comedic scenes—an incident she described as surprising but quickly resolved so production could continue.

Emma Stone, who was 20 during filming, steps into Olive Penderghast’s iconic walk-of-confidence scene in Easy A, wearing the character’s now-famous black corset, pearls, and sunglasses (Credit: Sony Pictures Releasing)

Emma Stone Brings Cool, Textured Layers to the Easy A Berlin Photocall

During her European press tour, Emma Stone stepped out in Berlin with a look that blended soft neutrals, modern texture, and her signature early-2010s minimalism—a polished but relaxed contrast to her bolder premiere outfits.

Emma Stone attends the Easy A photocall in Berlin on October 27, 2010, wearing a Joie Johansson lambskin jacket, a Sachin & Babi Spring 2011 draped skirt, and blush Brian Atwood “Maniac” pumps (Credit: INFevents)

Emma briefly attended a Catholic high school in Phoenix before shifting to homeschooling, but she has noted that this didn’t affect her connection to Olive Penderghast in Easy A.

Speaking to CinemaBlend in 2010, she explained that she never viewed the film as a traditional “high school movie,” but rather as a story about reputation, miscommunication, and how quickly narratives spread in the digital age—elements she felt fully equipped to portray.

Emma Stone with shoulder-length hair as a student at Xavier College Preparatory, a Catholic, all-female private high school

Taylor Swift Supports Emma Stone at the Easy A Los Angeles Premiere

Before the film’s release, Emma Stone was joined by longtime friend Taylor Swift at the Los Angeles premiere, where both arrived in standout looks that highlighted their very different red-carpet styles—Stone in a shimmering Pucci mini, Swift in a jewel-toned Miu Miu dress and sky-high Louboutins.

Taylor Swift, wearing a green Miu Miu silk bustier dress and gold Christian Louboutin Madame Butterfly pumps, joins Emma Stone at the Easy A premiere in Los Angeles on September 13, 2010 (Credit: INFphoto)

Two years later, Emma’s style had evolved noticeably, and she showcased that transformation at the ELLE Women in Hollywood Celebration.

Emma Stone’s Stunning Look at the ELLE Women in Hollywood Celebration

In October 2012, Easy A actress Emma Stone was still rocking her blonde phase, and we loved it!

Emma Stone sports blonde hair at the 19th annual ELLE Women in Hollywood Celebration held on October 15, 2012, at the Four Seasons Hotel in Beverly Hills (Credit: Adriana M. Barraza / WENN)

While she has worn many hair colors, she’s a natural blonde. Emma attended the 19th annual ELLE Women in Hollywood Celebration at the Beverly Hills Four Seasons Hotel and stopped the show in a hot pink and houndstooth look.

Emma Stone shows off the crisp white collar of her retro pink Valentino dress (Credit: Adriana M. Barraza / WENN)

Emma arrived at Elle’s 2012 Women In Hollywood Celebration in an ultra-prim and pink Valentino dress. The knee-length dress featured floaty sheer sleeves, a crisp white collar, and a flowing A-line skirt.

The Favourite actress paired the retro dress with some equally fabulous black-and-white houndstooth pumps by Salvatore Ferragamo.

Emma Stone looks retro-chic in a hot-pink Valentino dress with sheer sleeves, a crisp white collar, and houndstooth Salvatore Ferragamo pumps at the 2012 ELLE Women in Hollywood Celebration

The combination was not only catchy but also retro-fabulous.

Emma Stone accessorizes with pastel pink nails, gold rings, and an embellished black clutch (Credit: Adriana M. Barraza / WENN)

Emma accessorized with a pastel pink manicure, an embellished black Valentino clutch, gold Irene Neuwirth rings, and studded Neil Lane earrings. She sported heavy bangs, pink lips, and heavy eye makeup.

A closer look at Emma Stone’s houndstooth-print Salvatore Ferragamo python pumps, which added a bold, graphic finish to her feminine pink Valentino dress

These pointy stilettos are genuine python leather and come with four-inch heels.

Salvatore Ferragamo Houndstooth Genuine Python Pump, $950

Explore More of Emma Stone’s Most Stylish Shoe Moments

From her early 2010s press tours to her more recent Louis Vuitton era, Emma Stone has built a red-carpet legacy defined by elegant silhouettes, thoughtful styling, and a consistently strong shoe game. If you’re looking to dive deeper into her standout looks — from minimalist sandals to statement-making pumps — these handpicked YNS guides are a perfect place to start.