Is a very recently engaged Miley Cyrus feeling a little reflective? Whoa, whoa, oh…Yeah.
Anyone who was sentient—and had access to cable—in the early 2010s will have those Hannah Montana style codes lodged into their cerebral cortex: denim waistcoats and embellished jeans, capri pants and skants, bubblegum-colored tracksuit tops paired with boho skirts. While some elements of the vibrant, delightfully mish-mashed, pop-star-with-a-secret wardrobe have rightfully been relegated to the past, some sartorial details live on. Case in point? Miley Cyrus’s latest look.
Cyrus—who played the Disney character for five years on the TV series and subsequent movie—stepped out for an appearance on Jimmy Kimmel Live yesterday (Friday 4), wearing an outfit that felt Hannah Montana-esque. Albeit, a more mature, refined Hannah.
Styled by Bradley Kenneth, Cyrus wore look 19 from Chloé’s fall 2025 show: a cropped chocolate brown faux fur jacket with a rounded collar, sculptural lapel, and quilted panelling, paired with inky blue leather kick-flare pants, and pointed stilettos. She styled it similarly to the runway, with a gold coin chain slung low on her hips and a thick gold necklace. And of course, she wore her new engagement ring: a cushion-cut stone on a thick, 14k yellow gold band, made bespoke by designer Jacquie Aiche. Similarly vintage-inspired, non-traditional, yet refined.
Chloé’s fall 2025 collection saw Chemena Kamali thread the needle back through the label’s posh-hippy-grunge heritage, filled with faux fur, diaphanous nude blouses, and dolman-sleeved leathers. Other celebrity fans of the collection include sisters Elle and Dakota Fanning (who wore coordinating Chloé nightgowns), Dua Lipa, and Addison Rae—everyone wants a bit of that nostalgic, rockstar femme look.
Over a decade since she said goodbye to Hannah Montana, Miley Cyrus has firmly established her own rockstar style, leaning into Stevie Knicks-like ruffle details, sharp and sexy suiting, sumptuous faux furs, sculptural all-black gowns, more than a few flared pants. She’s had a major vintage Mugler phase, become the face of Maison Margiela, and went full moto in Saint Laurent while sitting front row at Vogue World: Hollywood in October.
Later on Jimmy Kimmel last night, Cyrus wore a structured, glossy burgundy skirt suit which was look 1 from Haider Ackermann’s Tom Ford spring 2026 show. Doing press for the Avatar movie this week (Cyrus provided a song for the soundtrack), she wore full runway looks from Nina Ricci, Gucci, and Margiela. In a suave, sharp-shouldered Nina Ricci suit and yellow gold waistcoat—reminiscent of Mick Jagger—Cyrus also toted the recently debuted python-print Le Bal Bag. While debuting her engagement ring on the red carpet with now-fiancé Maxx Marando, she wore a dramatic black fishtail Gucci gown.
There’s no one doing the full spectrum of rock (and ’00s pop) star style like Miley Cyrus.
