Simone Biles' Most Daring Outfits Are Head Turning

Simone Biles is famous for the jumps and flips she lands in the gym, but the award-winning gymnast has also taken some notable leaps when it comes to fashion. The Ohio native is one of the Olympic athletes that has stunning off-field style, with Biles turning heads at red carpet events and dominating street style with her Instagram lookbooks over the years. Though she typically looks amazing in these ensembles, she's described her overall style as mostly easygoing. "I typically gravitate towards classic, laid back styles and comfortable shoes are a must," she told Teen Vogue in 2016.

While they may mark a departure from her go-to looks, some of her outfits stand out as especially daring, with the record-breaking athlete occasionally opting for unexpected silhouettes, bold colors, or show-stopping designs. "I think what makes me original is I always do what I want to do and I try to stay on my own path and just be unique," Biles told InStyle in 2021. So, while we know Biles can make headlines in dazzling leotards and high-profile athletic-wear collabs, her more daring and unexpected looks have proved to be just as head-turning.

Simone Biles wore a bold pantsuit to a Women In Entertainment breakfast back in 2016, with the athlete's early morning ensemble standing out in color and style. She wore the burnt orange two piece, made up of a single-button blazer and skinny-fit pants, with a pristine button-up and nude-toned, peek-a-boo heels. Not only was the shade of orange an eye-catching choice, but her decision to wear a suit also served as a departure from the Olympian's typical red-carpet attire. While not our all-time favorite look from Biles, we appreciate the athlete's willingness to take a fashion risk.

Simone Biles shared another daring look on Instagram in 2019, highlighting her rodeo 'fit in a casual outdoor snapshot. The black-and-white look consisted of a long-sleeved shirt with a criss-cross neckline, matching boots, and a pair of daring leather pants with zipper pockets. She wore her dark hair down around her shoulders, rounding out the beauty look with a glossy lip and sparkly eyeshadow applied to the inner eye. Though styling leather can be tricky, Biles definitely nailed it with this bold but classically colored combo.

Simone Biles took daring to the next level with her Met Gala debut in 2021. The Olympian wore a three-piece ensemble consisting of an 88-pound, Swarovski crystal-decorated skirt layered over a matching mini-dress and a black bodysuit with star-inspired embellishments. The outfit was designed by Beckett Fogg and Piotrek Panszczyk, of Area, in collaboration with the Biles-backed athletic wear brand Athleta. As the Met Gala requires guests to bring their very best, Biles gets a gold medal for this swirly and extravagant look.

Simone Biles proved that double denim has come a long way since the early aughts, with the Ohio native risking allegations of being outdated when she paired skinny jeans with a bomber-style denim jacket worn over a white top. The game day look showed her support for her football player husband Jonathan Owens, with Biles repping his last name on her jacket and his jersey number on her mini handbag. She rounded out the 'fit with a braided hairstyle and sleek white boots, firmly bringing the denim-on-denim look into the modern day with her street-savvy styling.

In January 2025, Simone Biles stepped out in a tight-fitting illusion dress to accept the 2024 Sportsperson of the Year award from Sports Illustrated. The Oh Polly piece featured sparkly embellishments over a sheer, brown-toned fabric for a daring and risque effect, with the well-dressed star accessorizing with a silver necklace, stud earrings, and a shiny lip color. Not only does the moment mark a notable and well-deserved honor for Biles, but it also shows off a spicy side of the star's style.

Fans who follow Simone Biles on social media know that the record-breaking athlete is no stranger to a bathing suit snapshot, but she took her poolside fashion up a notch when vacationing in the Bahamas in March 2025. She posed in a black bikini with a criss-crossing neckline, pairing the swimsuit with a lacy, floor-sweeping cover-up that added a sexy vibe to the overall outfit. Rectangular sunglasses and a variety of silver rings and bracelets accessorized the vacation 'fit, with Biles providing all the daring inspiration needed for your next summer excursion.

Simone Biles showed off another bold look in March 2025, taking to Instagram to share a rodeo-ready ensemble that would look right at home among the Western-inspired concert-wear of Beyonce's Cowboy Carter tour. Photo dump snapshots showed the sports icon wearing a brown, sleeveless button-up with a teeny-tiny pair of ruffly, white shorts, completing the look with classic boots and a matching cowboy hat. Though the Western aesthetic is a bit of an unexpected style choice for Biles, she managed to make things even more daring with her take on the micro mini trend.

Rounding out our list of Simone Biles' most daring outfits is her 2025 Met Gala look, which the star wore while stepping out for the glamorous event with her husband Jonathan Owens. She wore a satin mini dress in a striking cobalt blue, with the Harbison Studio piece featuring glittering embellishments, stylistic buttons, and a large collar tied with a glittering bow. 

The leggy dress was paired with an extravagant custom train and sky-high heels. The athlete further accessorized with a matching clutch and an assortment of silver bracelets. While this look didn't manage to make it onto our list of the best and worst outfits of the 2025 Met Gala, it definitely marks an ambitious and head-turning ensemble from Biles.