Navigating seasonal transitions can often feel like a frustrating sartorial puzzle. For residents of New York City and fashion enthusiasts alike, the recent weather patterns have offered a masterclass in confusion. One day brings a crisp, undeniable chill that signals the full arrival of autumn, while the next unexpectedly delivers a sun-drenched afternoon with temperatures soaring into the low seventies. This meteorological whiplash forces a daily game of wardrobe roulette, with individuals packing away their summer staples one evening only to unearth their favorite baby tees and slip skirts by the following morning.
Honing a cohesive fall style under such unpredictable conditions is no easy feat. As always, style observers look to the world’s leading celebrities to chart a course, balancing essential wardrobe basics with maximal, statement-making pieces that inspire both the imagination and the shopping cart. Over the past several weeks, the global style spotlight has offered a comprehensive refresher course on transitional dressing. From proving that leather skirts remain an indispensable fall and winter foundation with endless styling potential, to establishing that white can—and should—be worn long after Labor Day, A-listers have provided a blueprint for the months ahead. Other notable lessons include mastering the cozy yet chic combination of a baseball cap, long coat, and scarf, and perhaps most importantly, normalizing the very relatable practice of outfit repeating among the world’s most photographed individuals.
Week of October 5th
Entering the first full week of October, global style icons leaned heavily into rich textures, archival pieces, and versatile layering that bridged the gap between lingering warmth and incoming frost.
Celine Dion officially inaugurated fur coat season during a public sighting, wrapping herself in a rich brown belted jacket defined by a high, cozy neckline that offered both drama and practical warmth. Across the Atlantic in London, British singer Ellie Goulding reinforced the status of the leather skirt as an absolute autumn staple, styling a midi-length silhouette with a light pink pinstriped button-up top that struck a balance between edgy and polished.
Meanwhile, in New York City, Tate McRae made a strong case for the mini slip dress during a night out. Arriving at the upscale restaurant Chez Margaux, McRae paired her shimmering little silver dress with delicate strappy heeled sandals and a structured Saint Laurent clutch. On the West Coast, actress Daisy Edgar-Jones delivered a masterclass in archival fashion for the Los Angeles premiere of Sense and Sensibility, stepping out in a vintage Chloé by Stella McCartney Spring/Summer 1999 corset and maxi skirt set.
Back in New York, Jennifer Lawrence kept a low, comfortable profile while battling the elements, bundling up in a long black coat, a cozy scarf, a classic baseball cap, and dark sunglasses. In Paris, as the fashion crowd gathered for seasonal events, Soo Joo Park embraced a clean, neutral palette for the AJE show, opting for a cream high-neck top paired with crisp white pants.
Perhaps one of the most refreshing moments of the week came from Zendaya, who made a definitive case for sustainable style and outfit repeating. Attending the Louis Vuitton show in Paris, the actress chose to rewear the statement white ruffled jacket she had previously debuted at the Paris premiere of The Odyssey. Rather than recreating the original premiere look, Zendaya grounded the high-fashion piece for daytime by pairing it with casual denim jeans and a simple white tank top.
Week of September 28th
As September drew to a close, Paris Fashion Week served as the epicenter for major celebrity style moments, bringing out an array of dramatic textures and high-profile couples.
Nara Smith turned heads at Clarins’ star-studded dinner in the French capital, arriving in a sleek black velvet gown featuring a daring side slit. Meanwhile, Kendall Jenner and Jacob Elordi continued to cement their status as one of fashion’s most closely watched couples during a stylish date night in the city.
At a Tiffany & Co. event during the Parisian fashion calendar, Greta Lee showcased a sharp, minimalist shirt-and-skirt pairing designed by Simone Bellotti for Jil Sander. Celine Dion continued her sartorial streak abroad, stepping out in an olive green croc-embossed leather jacket and matching skirt set sourced directly from Ferragamo’s Spring/Summer 2027 collection.
Tate McRae was spotted once again making waves in Paris, opting for a nighttime look that combined rugged black leather pants with a sheer black lace tank top. Rosalía offered fans a close-up look at her wardrobe via a hotel mirror selfie, modeling look four from Jonathan Anderson’s Spring/Summer 2027 collection.
Cynthia Erivo brought a heavy dose of maximalism to Chloé’s Spring/Summer 2027 show, wearing a vibrant blue jacket with exaggerated puffy shoulders, layered knitwear, a collection of stacked necklaces, and a long, tiered black maxi skirt. Iris Law kept things effortlessly relaxed for a Parisian stroll, mixing baggy camouflage pants with a basic white long-sleeve T-shirt, brown satin ballet flats, and Chanel’s coveted 22 Hobo Bag. Rounding out the week’s premieres, Florence Pugh attended the New York City screening of East of Eden in a custom Vivienne Westwood creation that featured an embellished chartreuse skirt, a gunmetal silk mermaid silhouette, and a voluminous, puffy-shouldered shrug.
Week of September 21st
The third week of September brought a mix of milestone personal events, high-profile nuptials, and continued international fashion gatherings.
Karlie Kloss was spotted navigating New York City in FFORME’s cream-colored Juane dress, a sophisticated garment defined by its asymmetric silhouette and delicate frayed hem detailing throughout. In Italy, Dove Cameron and Damiano David celebrated their wedding in Tuscany, with Cameron making headlines in a custom Giorgio Armani wedding suit that redefined traditional bridal wear.
In Milan, Camila Morrone left her hotel wearing a lingerie-inspired little black dress trimmed in delicate lace, styled with sheer dark tights, classic black pumps, and a luxurious fur coat. Daisy Edgar-Jones continued her promotional tour for Sense and Sensibility, pulling a liquid-like silky gown with embellished shoulder details from Armani Privé’s Spring 2005 collection for the Berlin premiere, and later stepping out of BBC Studios in a Chloé lace-trimmed bodysuit and matching draped skirt from the Spring/Summer 2026 collection.
Cardi B brought high-impact glamour to the Gucci show in Milan, wrapped in an oversized, dramatic white fur coat worn over monogrammed Gucci tights. Florence Pugh embraced tailored menswear elements while leaving BBC Studios, pairing high-waisted pinstriped Vivienne Westwood trousers with a contrasting striped button-down shirt.
Celine Dion made another striking appearance in Paris, donning an asymmetric draped black dress by Balenciaga. Rihanna was similarly spotted leaving a dinner in the French capital wearing Dior’s impeccably tailored black wool and silk bar jacket, finished with intricate ruched satin trim. Sienna Miller championed structured outerwear, stepping out in Balmain’s leather fitted peplum jacket, which she anchored with tailored black pants and strappy sandal heels.
Week of September 14th
Mid-September highlighted a blend of post-Labor Day style rebellion and major red-carpet moments, anchored by the Emmy Awards and ongoing fashion events.
Selena Gomez offered a clear reminder to cast aside antiquated style rules, stepping out in New York City in an entirely monochromatic white ensemble. Days later, at the 2027 Emmy Awards where she earned a nomination, Gomez graced the red carpet in a custom gold chainmail dress designed by Louis Vuitton.
Kaia Gerber embraced the very latest collections, wearing a look from Proenza Schouler’s Spring/Summer 2026 collection—which had debuted on the runway just six days prior—to the Specs Launch Keynote in Beverly Hills. Her outfit featured a strapless black top with an embellished tiger print panel paired with a black and white midi skirt.
Bella Hadid proved that summer sentiments were far from over, stepping out in New York City on multiple occasions in vibrant seasonal pieces. Her rotation included an orange baby-doll dress paired with brown boots and a red gingham headscarf, a champagne satin and sheer midi dress accessorized with red slingback heels and a Prada Tessuto Bowling Bag, and a vintage chainmail dress from Ralph Lauren’s Spring 2008 collection for a Chopard event.
Lili Reinhart celebrated the promotion of The Love Hypothesis in New York with a series of standout archival looks, including a vintage pink and green Dolce & Gabbana dress with lace-up corset sides and an embellished pink and green gown from Elie Saab’s Spring 2004 Haute Couture collection. Anna Van Patten celebrated at the Magda Butrym after-party in the brand’s V-neck corset mini dress in cream, styled with black tights and a matching headband, while Daisy Edgar-Jones kept things classic in London with a white military jacket, blue jeans, and white pumps.
Week of September 7th
As New York Fashion Week officially commenced, the city’s streets filled with a high concentration of star-studded presentations and off-duty inspiration.
Kaia Gerber attended the RE/DONE fashion week party wearing a classic baby tee and straight-leg jeans from the brand, accessorized with red heels and a zebra-print bag. Dakota Johnson commanded attention at the 2026 Kering Foundation Caring for Women dinner in a sweeping black Maison Valentino gown featuring a dramatic deep plunge, fluid sleeves, and an extensive train.
Gigi Hadid proved her loyalty to Tommy Hilfiger both on and off the runway, departing the brand’s Spring/Summer 2027 show in boot-cut jeans and a graphic T-shirt bearing the message "Better Together." Emily Ratajkowski opted for vintage romance at the Kiko Milano flagship opening, wearing a pink satin John Galliano dress with floral embellishments and a coordinated fringed scarf.
The Bvlgari Serpenti Infinito event in New York City drew a massive crowd of notables. Dua Lipa arrived in a gold-embellished corset top paired with black trousers, while Anne Hathaway continued her streak of inventive maternity dressing in a fluid lilac chiffon Alexander McQueen gown. Lisa rounded out the group in a black lace corseted dress complete with flared sleeves and a dramatic thigh-high slit.
Week of August 31st
Late August transitions saw actors and musicians balancing end-of-summer ease with early autumn textures, highlighted by festival appearances and film premieres.
Joey King turned heads in a custom blue and burgundy satin Rodarte dress accessorized with velvet heels and Mulberry’s Stevie Top Handle bag, before shifting gears for the Practical Magic 2 premiere in a witchy creation by Ilya Migmoon that featured a black lace overlay, a green base, a bustier bodice, and exaggerated hips. Zoë Kravitz demonstrated her signature effortless cool while out in New York City, keeping it simple in a black midi slip skirt, black camisole, and black ballet flats.
Kendall Jenner made waves at the Venice Film Festival by reaching into the archives for a sleeveless gown with gold floral detailing from Giorgio Armani’s Fall/Winter 1995 collection, after having arrived earlier in the week in a minimalist all-white pantsuit paired with an unreleased quilted Chanel weekender from the Cruise 2027 collection. Adria Arjona stepped out in New York wearing an asymmetrical black skirt paired with a cropped, form-fitting leather moto jacket, while Nicole Kidman made her first major red-carpet appearance in Pieter Mulier’s debut design as Versace’s creative director—a sheer black lace dress with an asymmetrical silhouette and a matching choker.
Week of August 18th
Moving deeper into August, off-duty celebrity style leaned heavily into elevated streetwear and transitional tailoring.
Rihanna offered a fresh take on casual wear by elevating the traditional tracksuit, pairing an orange velour Chloé set with strappy snakeskin heeled sandals and oversized aviator sunglasses. A$AP Rocky continued to champion the modern man bag as a staple of personal style, stepping out in head-to-toe Chanel that featured blue jeans, a white button-down, a gray plaid jacket from the Fall 2026 collection, and a burgundy Maxi Flap bag.
Hailey Bieber revived interest in lingerie-as-outerwear during a sushi outing, styling a vintage bright yellow Dolce & Gabbana lace-trimmed camisole with black trousers, strappy sandals, and a zig-zag headband. Charlotte Lawrence embraced the sheer trend in a black crocheted two-piece skirt and top set for a MAC event, while Margaret Qualley attended the premiere of The Dog Stars wearing Chanel’s much-discussed viral naked sandals alongside a black fringed dress from the brand’s Resort 2027 collection.
Week of August 11th
The height of August brought a mix of festival headliners, milestone birthdays, and breezy warm-weather ensembles.
Zara Larsson headlined the Way Out West music festival in Gothenburg, Sweden, performing in a striped pink and blue sequined crop top and micro denim shorts. In Hollywood, Gabbriette attended a MAC event putting a gothic twist on the babydoll dress trend, wearing a little black dress with delicate lace trim, a rosette detail, and vintage feather-adorned John Galliano heels.
Anne Hathaway continued to showcase innovative maternity wear on the streets of Los Angeles, wearing a custom ruffled LEIN Alexandra top paired with classic black trousers. Dua Lipa embraced breezy summer dressing in Helsa’s black lace midi dress paired with brown Nike sneakers and a red bandana, while Kylie Jenner celebrated her 29th birthday with a whimsical, childhood-inspired Princess Kitty theme, dressing for the occasion in a bright latex dress accompanied by a pink feather boa and matching feathered heels.
