Navigating the transition between seasons is rarely a seamless endeavor, particularly when urban microclimates deliver sudden weather whiplash. In New York City, residents have recently experienced a confusing meteorological tug-of-war, oscillating wildly from crisp autumn chills that demand immediate acceptance of the changing season to 73-degree sunny afternoons. This constant fluctuation forces fashion enthusiasts to repeatedly pack away their summer wardrobes only to unearth baby tees and slip skirts within a 24-hour window. Honing in on a cohesive fall style has proven challenging, prompting many to look toward high-profile celebrities for guidance on how to successfully balance fundamental basics with maximalist, statement-making pieces.
Recent weeks have provided a masterclass in seasonal dressing, offering timely reminders that the leather skirt remains an indispensable fall and winter essential with limitless styling potential. Furthermore, style icons have proven that the antiquated rule regarding white garments after Labor Day is made to be broken, while a baseball cap, long coat, and scarf combination offers a cozy yet undeniably chic uniform for erratic autumn days. Most notably, some of the world’s most photographed stars have reminded the public that high-profile figures embrace the sustainable practice of outfit repeating and garment rewearing just like everyone else.
Week of October 5th
The first full week of October brought a flurry of notable style moments across global fashion capitals, anchored by a prominent statement on sustainability from Zendaya. Attending the Louis Vuitton show in Paris, Zendaya made a compelling case for outfit repeating by deliberately wearing the same white ruffled jacket she previously donned for the Paris premiere of The Odyssey. Rather than recreating the original premiere look, she revitalized the statement piece by pairing it casually with classic denim jeans and a simple white tank top, bridging the gap between red-carpet luxury and everyday wear.
Elsewhere in Paris, Soo Joo Park embraced understated neutrals for the AJE show, stepping out in a cream-colored high-neck top paired with clean white pants. Meanwhile, across the Atlantic in New York City, Jennifer Lawrence opted for a low-profile, cozy ensemble while navigating the urban landscape. Lawrence utilized the classic triad of a long black coat, a protective scarf, and a baseball cap paired with sunglasses to maintain her comfort and privacy.
London streets saw Ellie Goulding leaning into foundational seasonal textures, styling a midi-length leather skirt with a light pink pinstriped button-up shirt to underscore the versatility of leather during cooler months. In downtown Manhattan, Tate McRae brought high-octane glamour to a night out at Chez Margaux, arriving in a striking little silver mini dress complemented by strappy heeled sandals and a signature Saint Laurent clutch.
Red-carpet appearances during the same week offered a masterclass in vintage curation. For the Los Angeles premiere of Sense and Sensibility, Daisy Edgar-Jones turned heads by wearing a vintage Chloé by Stella McCartney corset and maxi skirt set originating from the Spring/Summer 1999 collection. Meanwhile, Celine Dion reaffirmed the arrival of fur coat season, stepping out in a rich brown belted jacket featuring a high, cozy neckline that offered both visual depth and practical warmth.
Week of September 28th
As September drew to a close, Paris Fashion Week and surrounding events served as a primary incubator for major celebrity style statements. Nara Smith brought classic elegance to Clarins’ star-studded dinner in the French capital, choosing a sleek black velvet gown featuring a dramatic side slit. Kendall Jenner and Jacob Elordi were spotted enjoying a Parisian date night, collectively reinforcing their status as a formidable fashionable celebrity pairing.
At a Tiffany & Co. event during the Parisian fashion calendar, Greta Lee showcased minimalist sophistication through a streamlined shirt-and-skirt pairing designed by Simone Bellotti for Jil Sander. Celine Dion continued her sartorial dominance across the city, appearing in an olive green croc-embossed leather jacket and matching skirt set pulled straight from Ferragamo’s Spring/Summer 2027 collection. Tate McRae also made waves in Paris, transitioning her nightlife aesthetic by pairing black leather pants with a sheer black lace tank top.
The French capital also played host to boundary-pushing presentations. Rosalía offered a quiet showcase from her hotel room, sharing a mirror selfie wearing look four from Jonathan Anderson’s Spring/Summer 2027 collection. Cynthia Erivo embraced unbridled maximalism at the Chloé Spring/Summer 2027 show, wearing a bold blue jacket with exaggerated puffy shoulders, layered knitwear, stacked necklaces, and a long tiered black maxi skirt. Iris Law kept her Parisian stroll grounded in casual utility, pairing baggy camouflage pants with a relaxed white long-sleeve T-shirt, brown satin ballet flats, and Chanel’s ubiquitous 22 Hobo Bag.
Concluding the week’s cinematic events, Florence Pugh attended the New York City premiere of East of Eden in a custom Vivienne Westwood creation. The gown featured a striking embellished chartreuse skirt, a gunmetal silk mermaid silhouette, and a structured, puffy-shouldered shrug.
Week of September 21st
Earlier in September, the fashion calendar maintained its relentless pace with high-profile debuts and union celebrations. Karlie Kloss was spotted navigating New York City in FFORME’s cream-colored Juane Dress, a sculptural piece defined by an asymmetric silhouette and raw, frayed hem detailing.
In Europe, Dove Cameron and Damiano David celebrated their wedding in Tuscany, where Cameron made headlines by subverting traditional bridal wear in a custom Giorgio Armani wedding suit. In Milan, Camila Morrone departed her hotel in a lingerie-inspired little black dress accented with delicate lace trim, sheer tights, classic black pumps, and a luxurious fur coat.
Daisy Edgar-Jones continued her promotional tour for Sense and Sensibility, pulling a historic archival piece for the Berlin premiere—a silky gown with embellished shoulder details originating from Armani Privé’s Spring 2005 collection. Later in London, she stepped out of BBC Studios wearing a lace-trimmed bodysuit and matching draped skirt from Chloé’s Spring/Summer 2026 collection, following an earlier appearance in a white military jacket, blue jeans, and white pumps.
Milan Fashion Week also brought out Cardi B for the Gucci presentation, where the rapper wore a dramatic, oversized white fur coat paired with monogrammed Gucci tights. Florence Pugh was similarly spotted leaving BBC Studios in high-waisted pinstriped Vivienne Westwood trousers paired with a contrasting striped button-down shirt.
Other notable European sightings included Celine Dion departing her Paris hotel in an asymmetric draped black dress by Balenciaga. In the same city, Rihanna attended a dinner wearing Dior’s tailored black wool and silk bar jacket, finished with sophisticated ruched satin trim. Sienna Miller championed structured outerwear during the autumn chill, stepping out in Balmain’s fitted lambskin peplum jacket paired with tailored black pants and strappy sandal heels.
Week of September 14th
The middle of September brought a blend of major television awards and high-profile fashion events. Selena Gomez offered a dual sartorial statement, first reminding onlookers that white garments are entirely appropriate after Labor Day with a monochromatic white street-style look in New York City. Shortly thereafter, the Emmy nominee attended the awards ceremony wearing a custom gold chainmail dress designed by Louis Vuitton.
Kaia Gerber attended the Specs Launch Keynote in Beverly Hills wearing a look from Proenza Schouler’s Spring/Summer 2026 collection that had debuted on the runway just six days prior, consisting of a strapless black top with an embellished tiger print panel and a midi skirt. Bella Hadid demonstrated her seasonal versatility in New York City by pairing a vibrant orange babydoll dress with brown boots and a red gingham headscarf, before later transitioning to a champagne satin and sheer midi dress accessorized with red slingback heels and a Prada Tessuto Bowling Bag. Hadid also attended a Chopard event in Manhattan wearing a metallic chainmail dress pulled from Ralph Lauren’s Spring 2008 archive.
Lili Reinhart promoted The Love Hypothesis in New York City through a series of vintage selections. Her promotional stops featured a pink and green Dolce & Gabbana dress with lace-up corset sides, followed by an embellished Elie Saab Haute Couture gown from the Spring 2004 collection for the official premiere. Anna Van Patten joined the nightlife circuit at a Magda Butrym after-party, wearing the brand’s V-neck cream corset mini dress styled with black tights and a matching headband.
Week of September 7th
New York Fashion Week dominated the early days of September, drawing top-tier talent to the city’s shows and after-parties. Kaia Gerber celebrated the RE/DONE fashion week party in a casual baby tee and straight-leg jeans, accessorized with red heels and a zebra-print bag. Dakota Johnson attended the Kering Foundation Caring for Women dinner in a black Maison Valentino gown defined by a deep plunging neckline, flowy sleeves, and a sweeping train.
Gigi Hadid demonstrated her ongoing allegiance 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 phrase "Better Together." Emily Ratajkowski stepped out for the Kiko Milano flagship opening in a vintage pink satin John Galliano dress featuring floral motifs and a coordinated fringed scarf.
The Bvlgari Serpenti Infinito event in New York City attracted a powerhouse guest list. Dua Lipa arrived in a gold-embellished corset top paired with black trousers. Anne Hathaway reinforced her status as a prominent figure in maternity style by wearing a flowing lilac chiffon Alexander McQueen gown, while Lisa of Blackpink chose a black lace corseted dress featuring flared sleeves and a high thigh slit.
Late August Highlights
As August concluded, cinematic premieres and international film festivals set the tone for transitional autumn wardrobes. Joey King made several striking appearances, including a custom blue and burgundy satin Rodarte dress paired with Mulberry’s Stevie Top Handle bag, and later a dark, witchy creation by Ilya Migmoon for a Practical Magic 2 premiere featuring a black lace overlay, a green base, exaggerated hips, and a fluted skirt.
Zoë Kravitz cemented her reputation for effortless style on the streets of New York City by stepping out in a black midi slip skirt, a matching black camisole, and minimalist ballet flats. Meanwhile, Kendall Jenner made her Venice Film Festival debut by wearing an archival sleeveless dress with gold floral detailing from Giorgio Armani’s Fall/Winter 1995 collection, having arrived in Venice earlier in a minimalist all-white travel ensemble paired with an unreleased quilted Chanel weekender from the Cruise 2027 collection.
Adria Arjona was spotted in New York City wearing an asymmetrical black skirt paired with a cropped, form-fitting leather moto jacket. Nicole Kidman attended the Los Angeles premiere of Practical Magic 2 in a sheer black lace Versace dress featuring an asymmetric silhouette, marking one of the first major red-carpet designs under newly appointed creative director Pieter Mulier.
Earlier August street style and promotional events further highlighted the versatility of foundational pieces. Zoë Kravitz paired a Barney’s baby tee with black biker shorts and kitten-heeled slides during a coffee run, and elsewhere styled a cropped white baby tee with kick flare jeans and black suede block-heeled ballet flats. Nicole Kidman turned to custom archival and couture houses in London, wearing a sequined, corseted Chanel dress featuring a high slit and pearl chains. Joey King brought the naked dress trend to London via Miu Miu, wearing both a black floral lace two-piece set and a custom sheer yellow garden-fairy gown adorned with floral details.
Celine Dion marked her return to Paris in a double-breasted trench coat with high-low ruffled side details, while Rihanna debuted an innovative jean skirt hybrid consisting of denim paired with a floor-length fabric panel secured to one side. Additional standout looks from the late-summer period included Kaia Gerber’s 1990s-inspired form-fitting black midi dress at the US Open, Rihanna’s dressed-up orange velour Chloé tracksuit paired with snakeskin heels, and A$AP Rocky’s head-to-toe Chanel ensemble featuring a gray plaid jacket and a burgundy Maxi Flap bag.
Hailey Bieber revived interest in lingerie-as-outerwear by pairing a vintage bright yellow Dolce & Gabbana lace-trimmed camisole with black trousers for a sushi outing in Los Angeles. Margaret Qualley supported Chanel’s controversial viral naked sandals at a film premiere, styling the footwear with a fringed dress from the Resort 2027 collection. As the summer season transitioned toward cooler autumn weather, stars continued to mix breezy silhouettes with substantial layering pieces, setting a versatile blueprint for transitional dressing.
