Miley Cyrus Turns Heads in Bold Flower Dress and Green Inflatable Mules

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Back in October 2015, Miley Cyrus brought her signature mix of shock factor and playful fashion to Hilarity for Charity’s annual variety show: James Franco’s Bar Mitzvah at the Hollywood Palladium in Los Angeles.

The event, which raised awareness for Alzheimer’s disease among millennials, saw Miley hit the black carpet in one of her most eccentric looks of the year before taking the stage for a high-energy performance.

Miley Cyrus highlights her playful Gasoline Glamour Swan River daisy hoop earrings, a quirky accessory that perfectly complements her eccentric lookMiley Cyrus highlights her playful Gasoline Glamour Swan River daisy hoop earrings, a quirky accessory that perfectly complements her eccentric look

The purpose of the event is to raise awareness of Alzheimer’s disease among the millennial generation.

Miley Cyrus wore earrings featuring 30mm white and yellow acrylic daisies and crystal Swarovski stonesMiley Cyrus wore earrings featuring 30mm white and yellow acrylic daisies and crystal Swarovski stones

Before changing into a shimmering blue thong leotard to perform hits like “Super Freak” and “Shout,” the 22-year-old singer posed for the cameras in a flower mini dress from the Agatha Ruiz de la Prada Spring–Summer 2013 collection.

Presented at Mercedes-Benz Fashion Week Madrid, the collection celebrated the Spanish designer’s signature whimsical aesthetic with vibrant colors, exaggerated silhouettes, and playful references to her iconic motifs—hoops, ladders, Michelins, pianos, and even roosters.

Among the standout looks was the reimagined “Umbrella Dress,” a nod to her early summers in San Sebastián. Miley’s floral frock perfectly captured the collection’s surreal, pop-art spirit and its emphasis on bold, joyful statement dressing.

Miley Cyrus attends Hilarity for Charity’s annual variety show: James Franco’s Bar Mitzvah held at the Hollywood Palladium in Los Angeles on October 17, 2015Miley Cyrus attends Hilarity for Charity’s annual variety show: James Franco’s Bar Mitzvah held at the Hollywood Palladium in Los Angeles on October 17, 2015 (Credit: WENN / FayesVision)

She styled the absurd gown with a pair of inflatable peep-toe Melissa x Jeremy Scott mules that did not make the outfit any less ridiculous.

Her green shoes from Jeremy Scott’s collaboration with Brazilian footwear brand Melissa Shoes feature a quirky inflatable air nozzle on the back of the heel.

Miley Cyrus posed for the cameras in a flower mini dress from the Agatha Ruiz de la Prada Spring 2013 collectionMiley Cyrus posed for the cameras in a flower mini dress from the Agatha Ruiz de la Prada Spring 2013 collection

Standing at 5 feet 4 ½ inches (163.8 cm) with a US shoe size 6, Miley Cyrus used her stature to prove that bold style isn’t about height—it’s about attitude.

Her green inflatable peep-toe mules from the Melissa x Jeremy Scott collaboration highlighted her fearless approach to footwear. At the same time, her dreadlocked hair and playful mini dress amplified the eccentric, pop-art energy she’s known for.

Miley Cyrus completes her eccentric look with a pair of green inflatable Melissa x Jeremy Scott mules, proving her fearlessness with footwearMiley Cyrus completes her eccentric look with a pair of green inflatable Melissa x Jeremy Scott mules, proving her fearlessness with footwear

This quirky, head-turning ensemble remains one of her most memorable red-carpet statements from 2015, perfectly capturing her reputation for blending fashion with performance art.

While Miley’s fearless fashion choices from 2015 still make a statement, her style evolution didn’t stop there. In the years that followed, she continued pushing boundaries with bold designer collaborations, daring red carpet looks, and unforgettable shoe moments that prove her status as a true trendsetter.

More Recent Miley Cyrus Shoe Highlights

👠 Explore Miley Cyrus’s Most Daring Shoe Moments:

  • 📅 Miley Cyrus at the 2024 Grammys: She stunned in aged-yellow velour and gold faux-lizard Tabi interlaced ankle-strap pumps—Christian Louboutin × Maison Margiela—paired with a daring John Galliano Maison Margiela mini dress.
  • Miley Cyrus x Converse Collaboration: The singer’s 43-piece glittery Converse clothing and shoe collection dropped on Nordstrom, including eight pairs of fashion sneakers.
  • 🎉 New Year’s Eve Party Fashion Extravaganza: Miley’s bold looks—from platform sandals and Chelsea boots to Roger Vivier platforms, knee-high Mugler boots, and gold Rene Caovilla sandals—during her Miami NYE special.
  • 👡 Teen Choice Awards Shoe Moment: Edgy leather bikini top and ruffled blouse layered with a Saint Laurent soft leather mini skirt and white Saint Laurent “Janis” pumps.
  • 🎗 Vanity Fair Oscars Party Shoe Roundup: Includes a mention of Miley Cyrus wearing Louboutin × Maison Margiela pumps with an edgy LBD at the Oscars after-party.