
Miley Cyrus Channels Madonna’s Iconic Cone Bra in a Masterclass of Vintage Revival
In the ever-evolving theater of New York City street style, few performers command attention quite like Miley Cyrus. This week, the multi-hyphenate artist delivered a sartorial tour de force that had fashion insiders buzzing from the Upper East Side to downtown’s most coveted ateliers. As she navigated the city’s concrete catwalks while promoting her highly anticipated album Something Beautiful, Cyrus orchestrated a vintage fashion moment that was nothing short of extraordinary.
The pièce de résistance? A chocolate brown bustier dress from Jean Paul Gaultier’s legendary Fall 1990 collection—a piece that immediately transported fashion cognoscenti back to one of the most revolutionary moments in style history. The cone bra-inspired bodice, with its architectural precision and unapologetic sensuality, served as a direct homage to Madonna’s boundary-pushing Blond Ambition tour aesthetic. While the Material Girl’s original ensemble blazed in audacious gold with exaggerated proportions, Cyrus’s interpretation whispered rather than shouted, proving that sometimes restraint amplifies impact.

The dress itself was a study in contrasts—the rich brown satin creating an unexpectedly earthy sophistication, while the black criss-cross lace detailing along the bodice and hips added Gothic romance. The long fringe hem transformed each step into performance art, creating hypnotic movement that captured the essence of both decades past and present. Cyrus’s styling choices elevated the ensemble to new heights: bronze-toned makeup that complemented the dress’s warm undertones, and deliberately tousled hair that balanced the look’s structured elements with effortless California cool.
Her choice in footwear—matching pointy-toe ankle-strap heels—demonstrated the kind of attention to detail that separates true style mavens from mere trend followers. The shoes created an unbroken line from dress to floor, elongating her silhouette while maintaining the look’s cohesive color story.

Accompanying Cyrus was musician Maxx Morando, whose all-black ensemble provided the perfect foil to her statement-making outfit. His classic suiting—jacket, matching shirt, and tailored trousers—was given contemporary edge through strategic styling, with loosened buttons revealing a white crew neck underneath. The couple’s synchronized hair styling created an unexpectedly romantic detail: both sporting carefree curls that suggested effortless coordination rather than calculated matching.
Her recent appearances have consistently showcased this fearless approach to fashion. A sheer black Ludovic de Saint Sernin dress, worn with nothing but strategic undergarments and accessorized with Tom Ford sandals and Saint Laurent sunglasses, proved that Cyrus understands fashion’s most fundamental truth: confidence is the ultimate accessory.

What makes Cyrus’s current style evolution so compelling is her masterful balance of reference and reinvention. She doesn’t simply wear vintage pieces; she engages in conversation with fashion history, creating dialogue between past and present that feels both scholarly and spontaneous. Her ability to channel Madonna’s revolutionary spirit while maintaining her own distinctive voice speaks to a sophisticated understanding of fashion’s cyclical nature and her own place within its continuum.
As Something Beautiful promises to showcase her artistic evolution, Cyrus’s fashion choices suggest a parallel journey—one where respect for fashion history meets fearless personal expression, creating moments that are both nostalgic and utterly contemporary.

