Every Over 50s Style Icon Has Been Wearing These Sophisticated Autumn 2025 Trends on Repeat—5 I Plan On Replicating
I was having a conversation with a girlfriend the other day when I let a tight-lipped sartorial secret slip. Between cocktails, the conversation turned to discussing our respective journeys in discovering our personal style, I revealed that the fashion icons who wield the most influence over me are actually a set of chic older women over 50. Think: Victoria Beckham, Chloë Sevigny, Kate Moss.
For the autumn 2025 season, this sentiment has never been truer. ‘Tis the season of sumptuous cashmere jumpers, calf-grazing skirts, chunky blazers and warm coats, after all, and I find that the discerning dressers who do these categories best are the ones who have a few more decades of experience over me. This is, in part, because of the very nature of these clothing items. Knitwear and tailoring favour those who have spent years becoming familiar with the shapes, cuts and fabrics that suit them best. A store-fresh sweater is not going to look the same on me as someone who has spent so much time cherishing and caring for a similar garment.
So, what are the autumn 2025 fashion trends for over-50s that I’ve also taken notes from? From Miuccia Prada’s white-cotton-mini-dress-and-triangle-scarf closing look from Milan Fashion Week to Jennifer Aniston’s peplum LBD, this season is all about embracing the classics. There’s a soft glamour and quiet power that comes with wearing something so timeless. So while these trends aren’t necessarily hyperspecific design elements, like wearing a trim of lace underneath a roll-neck, they’re rather reflective of specific silhouettes or individual garments that are resonating now.
Without further ado, keep scrolling through for the 5 key autumn 2025 trends worn and adored by women over 50s.
5 Key Autumn 2025 Fashion Trends For Over 50s
1. Timeless Tailoring
(Image credit: Getty Images)
Style Notes: When Julia Roberts arrived at the 82nd Venice Film Festival back in September wearing Dario Vitale’s first look for Versace, the moment cemented a total vibe shift. Ostentation was out; enduring design is in. Instead of chintzy sequins or glittering metallics, the most significant motif is delicate stitching, refined fabrics and perfectly shaped features. Don’t worry about finding the perfect going-out dress this autumn. Instead, it’s far wiser to pick sophisticated pieces that you can wear day in and day out.
Shop the Trend:
Tommy Hilfiger
Timeless Regular Fit Wool Blend Blazer
Tommy Hilfiger has been synonymous with refined dressing since the ’80s, and this gloriously chic navy blazer is easily something you could’ve seen the brand designing back then, too.
VICTORIA BECKHAM
Striped Woven Shirt
With hidden buttons and a deliciously soft sorbet-hued stripe, this is a shirt you could wear through winter under a coat and in summer over swimwear.
COS
Reprise Straight-Leg Jeans
The braided effect reminds me of intrecciato leather that’s so synonymous with Italian luxury.
2. Canadian Tuxedo
(Image credit: Getty Images)
Style Notes: If autumn is encouraging you to lean into a more languid way of dressing, then this trend is sure to pluck at your heartstrings. Taking the timeless tailoring movement and rendering it in a more casual format, the Canadian Tuxedo is a perpetually enduring style that you can always fall back on. As one of those fuss-free silhouettes, the act of pairing denim jeans with a matching jacket, albeit in the right shades and with suitable accessories, is a motion that will always seem more considered than it really is. Simply pair with some playful accessories that showcase your individuality to offset the utilitarian origins of the ensemble.
Shop the Trend:
With Nothing Underneath
The Classic in Denim Blue
This shirt has Londoners lining up to buy it.
CITIZENS OF HUMANITY
Miro Long Mid-Rise Barrel-Leg Jeans
The secret to perfecting a double-denim outfit is to choose tones from the same colour family. Look for jeans with a similar undertone to the shirt to ensure your look is cohesive.
Bottega Veneta
Lauren 1980
Modelled after iconic 81-year-old actress Lauren Hutton and the Bottega Veneta pouch she wore in American Gigilo, this clutch is evidence that enduring craftsmanship and lasting design are the most superlative qualities when it comes to luxury.
Bottega Veneta
Drop Aviator Sunglasses
Aviators certainly bring a nostalgic touch, but these shades are given a contemporary edge with the gilded teardrop arms.
3. Bermuda Shorts
(Image credit: Getty Images)
Style Notes: While Gen Z might be making a case for the 2010s to come back with all this talk about the return of the Celine Phantom and Chloé Paddington bags. However, if you were to ask the glamorous over-50s style set about what decade they’re taking cues from for the autumn 2025 season, you’ll notice it’s actually the 1980s. If the previous two trends were obvious enough of this fact, allow me to direct your attention to Tracee Ellis Ross’s chic Bermuda shorts from Jonathan Anderson’s debut collection for Dior. Cuts that grazed the knee were all the rage in this decade, whether spotted on mums hosting backyard parties or on Julia Roberts’ in Pretty Woman. Now, with a polished pleat and slightly boxier fit, they’ve come back around. Wear them with a structured shirt and kitten heel shoe for a more present-day take.
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& Other Stories
Single-Breasted Wool Blazer
Sorry, burgundy, but khaki has come to dethrone the shade as the most in-demand colour this season.
With a gorgeous dart that elongates the legs, this mid-thigh length feels so relevant.
MANGO
Kitten-Heeled Shoes With Ankle Strap
I love how something so simple like a pair of satin kitten heels can also be so stunning.
L’ATELIER NAWBAR
18-Karat Gold Diamond Single Earring
Don’t choose between gold and silver with these mixed metal earrings.
4. Little Black Dresses
(Image credit: Getty Images)
Style Notes: From Gabrielle Chanel’s early interpretations of the little black dress in the 1920s to Audrey Hepburn’s iconic Givenchy iteration in 1960’s Breakfast at Tiffany’s, this specific cut and colour has been regarded as the acme of elegance. This season, the LBD has come back in spades, with some of the most notable style insiders wearing the look in quick succession. (Margot Robbie in Stella McCartney, Margaret Qualley in Chanel, Shailene Woodley in Kallmeyer, for instance.) However, it’s this strapless black gown seen on Pamela Anderson that makes apparent how truly eternally elegant this style actually is. With party season soon upon us, I simply can’t think of a better look to don.
Shop the Trend:
KHAITE
Comair Cropped Satin-Trimmed Crepe Blazer
The satin trim on this cropped crepe blazer brings a “borrowed from the boys” glamour to a simple tuxedo-esque jacket.
MATTEAU
Strapless Wool-Blend Crepe Midi Dress
This wool-blend fabric gives this piece such a sculptural finish.
Beloved by Hailey Bieber and the cast of Risky Business alike.
LE MONDE BERYL
Victoria Leather Pumps
The most perfect French pumps.
5. Leather Jackets
(Image credit: Getty Images)
Style Notes: Autumn trends are less viscous than other seasons, given how demanding the weather is during this time of year. There’s less room to experiment when dressing simply must be practical to withstand the elements. That being said, there’s still new shapes and styles that crop up. Jackets and outerwear is probably the biggest area where we’ve seen the most volatility, with collective popularity rapidly shifting from one side of the spectrum to the other. This year, barn jackets are taking a backseat. Instead, those in the know are reaching once again for leather jackets. Fitting for Top Gun: Maverick star Jennifer Connelly to deliver a masterclass in wearing a bomber style, but we’ve also seen funnel necks and cape coats have an uptick, too.
Shop the Trend:
PROENZA SCHOULER
Laney Leather Jacket
Mini skirts might seem a tad too youthful, but if you take a closer look, you’ll notice how many chic over 50s dressers actually wear this Mary Quant-inspired piece on the regular.
Reformation
Nancy Knee Boot
A boot style that can take you from the heart of London city to the British countryside.
Monica Vinader
Gold Vermeil Fine Chain Necklace 17′
A delicate layering piece to enhance so many outfits.
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