5 Autumn 2025 Fashion Trends Over-50s Are Wearing On Repeat

I was having a conversation with a girlfriend the other day when I let a tight-lipped fashion secret slip.

Between cocktails, the conversation turned to discussing our respective journeys in discovering our personal style, and I revealed that the fashion icons who wield the most influence over me are actually a set of chic older women over 50. In particular, Victoria Beckham, Chloë Sevigny and 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 new jumper 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 note of? From 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 whilst these trends aren’t necessarily hyperspecific design elements, like wearing a trim of lace underneath a roll neck, they’re reflective of specific silhouettes or individual garments that are resonating now.

Without further ado, keep scrolling through for the five key autumn 2025 trends worn and adored by women over-50s.

5 Key Autumn 2025 Fashion Trends For Over 50s

1. Timeless Tailoring

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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 was 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.

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2. Canadian Tuxedo

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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, double denim is an enduring look that you can always fall back on. As one of those fuss-free silhouettes, pairing denim jeans with a matching jacket (albeit in the right shades and with suitable accessories) will always seem more considered than it really is. Simply add some playful accessories that showcase your individuality to offset the utilitarian origins of the ensemble.

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3. Bermuda Shorts

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Style Notes: 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 didn’t make this clear enough, 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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4. Little Black Dresses

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Style Notes: From Gabrielle Chanel’s early interpretations of the little black dress in the 1920s to Audrey Hepburn’s iconic Givenchy iteration in 1960s Breakfast at Tiffany’s, this specific cut and colour has been regarded as the epitome of elegance. This season, the LBD is everywhere, with some of the most notable style insiders wearing the look in quick succession. (See Margot Robbie in Stella McCartney, Margaret Qualley in Chanel and Shailene Woodley in Kallmeyer, for instance.) However, it’s this strapless black gown seen on Pamela Anderson that makes it apparent how truly eternally elegant this style is. With party season soon upon us, I simply can’t think of a better option.

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5. Leather Jackets

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Style Notes: Autumn trends are less fickle 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 are still new shapes and styles that crop up.

Jackets and outerwear are probably the 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. It’s fitting for Top Gun: Maverick star Jennifer Connelly to deliver a masterclass in wearing a bomber style, but we’ve also seen an uptick in funnel-neck jackets and cape coats, too.

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