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Every Over 50s Style Icon Has Been Wearing These Sophisticated Autumn 2025 Trends on Repeat—5 I Plan On Replicating

By Swedan Margen

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

Julia Roberts wears a Versace blazer, shirt and denim jeans while at the 82nd Venice Film Festival.

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:

An image of Tommy Hilfiger's navy blazer.

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.

Striped Woven Shirt

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.

Reprise Straight-Leg Jeans

COS

Reprise Straight-Leg Jeans

Braided Court Shoes

The braided effect reminds me of intrecciato leather that's so synonymous with Italian luxury.

2. Canadian Tuxedo

Julianne Moore wears a denim jacket and denim jeans , one of the biggest autumn trends for Bottega Veneta's spring/summer 2026 show.

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:

The Classic: Denim, Blue

With Nothing Underneath

The Classic in Denim Blue

This shirt has Londoners lining up to buy it.

Miro Long Mid-Rise Barrel-Leg Jeans

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.

Women's Lauren 1980 in Barolo

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.

Drop Aviator Sunglasses in Black/yellow

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

Tracee Ellis Ross wears long cargo bermuda shorts, one of the biggest autumn 2025 fashion trends for over '50s, while at Dior's Paris Fashion Week show.

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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Every Over 50s Style Icon Has Been Wearing These Sophisticated Autumn 2025 Trends on Repeat—5 I Plan On Replicating - Vanity Fair Fashion