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7 shirt and jeans outfits that are far from boring

Every generation seems to go through a rite of passage where they “discover” trends—like the classic shirt and jeans combo—and ideas already recognized by those who came before them. Among these, fashion is a particularly vulnerable area. The entire fashion trend cycle can often feel like a long exercise in collective forgetfulness. So, let’s take a moment to acknowledge that the outfit formula that fashion experts claim will be the trend for spring 2025 is neither original nor new. It is not particularly interesting or, as Miranda Priestly would put it, “groundbreaking.” However, perhaps that lack of originality is precisely what makes it appealing.

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Yes, a shirt and jeans broke the internet when Kate Moss traversed the runway for Bottega Veneta’s Spring/Summer 2023 show. And yes, Charli XCX may have donned a striped shirt and skinny jeans for her big Billboard shoot in 2024. But they did so because this simple pairing has a long-standing pedigree in the It-girl’s wardrobe.

In the ’70s, it was the Jane Birkins and Farrah Fawcetts who put the nonchalant pairing through its paces, opting for free-loving flares and slim-fitting shirts. Fast forward to the ’90s, and it was Naomi Campbell, Princess Diana, and Cindy Crawford who repped double denim and waist-cinching silhouettes with their dashing-through-the-airport style. Then, in the Noughties, we flipped back to flares—except this time they came with pubic bone-grazing waistbands, boho button-ups, and ballet pumps. Kate Moss, we salute you.

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For 2025? Oversized is king. This fashion week, off-duty models and fashion editors alike sported oversized, corporate-coded shirting that looked like it had been swiped from a junior associate at JP Morgan. The colours? Crisp whites, pale pinks, classic stripes, and city-boy blues reigned supreme.

Denim-wise, despite fashion’s ongoing attempts to (re)discover skinny jeans, it’s clear the mantra remains: the baggier, the better. But whatever you do, skip the heels—take your cues from the ’90s jet-setting supers and stick to low-key flats like sneakers, loafers, or ballet pumps. Less Posh and Becks, more Sofia Coppola.

Silhouettes may shift and colourways come and go, but in its purest form, a shirt and jeans is the so-basic-it’s-brilliant outfit pairing that has become a gold standard for a reason. And as they say—if it ain’t broke…

Plaid shirt + chain-detail jeans

Grained Leather Bucket Bag

Ruffled Checked Woven Mini Shirt Dress

Blue Balloon-Fit Jeans With Cuffs And Detachable Chain

Tasman Embroidered Suede Slippers

Studded jeans + white shirt

Brown Distressed Leather Bomber Jacket

Lui Organic Cotton-Poplin Shirt

Uma Patent-Leather Mary Jane Ballet Flats

Harvey Nichols – Winona studded wide-leg jeans

Pink shirt + patchwork jeans

Clean Cut Regular T-Shirt

Cropped Denim Jeans With Tartan Patchwork

Layered check shirt + grey baggy jeans

Buckle Leather Bucket Bag With Studded Belt

Cinched-in shirt + dark-wash jeans

Bootcut jeans + fitted shirt

Le Teckel Small Shoulder Bag

Tokyo Suede Low-Top Trainers

Sneeki Low-Rise Straight-Leg Jean

Blue poplin shirt + turn-up jeans

Ginnie Leather Penny Loafers

Facade Turn-Up Straight-Leg Jeans

This story first appeared on British Vogue.

Also read:

8 denim trends we predict will be big in 2025

The coolest jeans of 2025 are a hybrid of two classics

Are sneaker heels the new power shoe for Gen Z?


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