8 Anti-Trend Outfits I'd Happily Wear All Day, Every Day

If you're anything like me, you probably have an Instagram Saved folder or Pinterest board dedicated to street style snaps and runway looks you're committed to copying. But as a creature of habit, I tend to ignore the more out-there outfits I've filed away, and it's usually the uncomplicated combinations that make it onto my body.

On a day-to-day basis, most people gravitate towards casual and versatile pieces, especially if they frequently have rushed, stressful mornings to contend with. Think anti-trend heroes like blue jeans, neutral T-shirts and comfortable footwear. But your everyday uniform definitely doesn't have to be boring just because it's on the simple side. My trick is to team these basics with elevated items and switch up your accessories on a regular basis. This keeps things feeling fresh with minimal effort but still polished and classic.

The proof is in the understated looks I've rounded up below. Scroll on to see eight easy-to-copy anti-trend outfits you can start wearing tomorrow and rely on way beyond this season.

1. Leather Jacket + White T-Shirt + Denim Skirt

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(Image credit: @astyleedit)

Style Notes: An outfit that starts with a denim skirt and a leather jacket is already a successful one as far as I'm concerned.

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2. Striped Shirt + Wide-Leg Trousers

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(Image credit: @michellelin.lin)

Style Notes: If you wake up tired and lack the imagination to pull together an outfit that works cohesively, a relaxed shirt-and-trouser combo is your best friend.

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3. Strapless Dress + Sliders + Woven Bag

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(Image credit: @lindseyholland_)

Style Notes: Keeping things classic and fuss-free is the key to a great everyday outfit. Case in point: this pairing of a strapless dress and slider sandals. 

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4. Dungarees + Clogs

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(Image credit: @smythsisters)

Style Notes: Don't disregard dungarees, for they can look incredibly chic, especially when worn with neutral accessories. 

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5. Knitted Vest + Tailored Trousers

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(Image credit: @daniellejinadu)

Style Notes: Contrast your smart tailored trousers with casual fabrics like a fine knit to make them feel everyday-appropriate.

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6. Cardigan + Midi Skirt + Ballet Flats

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(Image credit: @thatgirlyusra)

Style Notes: In lieu of a jacket, consider a cardigan, which will work with even the lightest of fabrications. 

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7. Waistcoat + Jeans + Loafers

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(Image credit: @marina_torres)

Style Notes: Professional on the top, low-key on the bottom. The best way to wear a waistcoat on a regular day is to keep the rest of the look understated.

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8. White Dress + Shoulder Bag + Mules

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(Image credit: @sylviemus_)

Style Notes: If you can't see yourself wearing heels all day, simply switch in a pair of flat mules and wear them with everything from linen dresses to trousers. 

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Up Next, 6 Expensive-Looking Outfits That Will Cover Every Event This Spring

Freelance Fashion Editor

Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer. After receiving an Audrey Hepburn box set for her 10th birthday and subsequently swooning over the actor’s wardrobe, Bébhinn felt pretty confident she wanted a career that involved clothes. She started her first blog at age 14—the title was a pun, but we’ll leave it at that—and went on to intern at print and digital publications in Berlin and London, including Dazed & Confused and Indie magazine


A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor for Who What Wear, Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and updated takes on classic designs. 


While she still loves Audrey Hepburn films, these days, Bébhinn’s sartorial taste sits closer to Annie Hall’s and Alexa Chung’s. In her spare time, she’s likely cooing over cute dogs on rescue websites, playing folk songs on her guitar and browsing bookshops for new additions to her already-overpacked shelves.