9 Anti-Trend Pieces That Will Continue to Dominate in 2025

Woman wearing tote bag.

(Image credit: @frannfyne)

There's something so refreshing about an anti-trend piece. In a world where fashion seems to move faster than ever, I love finding items that feel timeless and immune to the constant churn. These are the pieces that work across seasons, fit seamlessly into your existing wardrobe, and never make you feel like you're trying too hard. They're the MVPs of my closet and, I suspect, of yours too.

As we look ahead to 2025, I can already tell which styles will stand the test of time. From minimalistic tailoring to refined staples like leather jackets and perfectly slouchy trousers, these are the items that keep popping up on my radar. Whether you're building a capsule wardrobe or simply looking for something that won't feel dated in a year, these picks are the ultimate investment.

1. Bootcut Jeans

Woman wearing bootcut jeans.

(Image credit: @camillecharriere)

Not too skinny, not too baggy—bootcut jeans have a perfectly timeless flared cut. They're back, but this time around, they're less about boho vibes and more about polished ease. Style them with tailored blazers, structured knits, and a hint of quiet luxury.

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2. Hourglass Blazers

Woman wearing suit.

(Image credit: @hoskelsa)

This blazer trend brings structure with a side of drama, cinching the waist just enough to turn even the simplest outfit into a power move.

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3. Vintage-Inspired Jewelry

Woman wearing cool bag and vintage inspired jewelry.

(Image credit: @annarvitiello)

The smallest details make the biggest impact. Heirloom-worthy rings, vintage earrings, delicate lockets, and gilded touches that feel steeped in nostalgia—they're all things that will easily elevate your outfit.

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4. Classic Loafers

Chanel loafers in a box.

(Image credit: tk)

Classic loafers are the definition of timeless cool, and they effortlessly bridge the gap between polished and laid-back, no matter what they're paired with. I'm thinking we should add cool socks to the ensemble.

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5. Oversize Sunglasses

Woman wearing long coat.

(Image credit: @annelauremais)

Oversize sunglasses are the easiest way to channel instant glamour. Whether shielding you from the sun or just the world, they add an air of mystery that never goes out of style. A cool, mysterious pair will instantly elevate any outfit.

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6. Floor-Length Coats

Woman wearing long coat.

(Image credit: @bettinalooney)

A floor-sweeping coat is the ultimate main-character move—dramatic in length but effortless in attitude. Whether thrown over jeans or draped over eveningwear, it adds instant polish with a side of mystery.

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7. Gold-Detail Bags

Woman wearing anti-trend items.

(Image credit: @frannfyne)

Think understated silhouettes in luxe textures free of flashy logos but adorned with classic embellishments. This gilded touch elevates any bag with ease.

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8. Pretty Flats

Woman wearing pretty flats.

(Image credit: @rubylyn_)

Pretty flats are the quiet luxury shoes that keep proving their staying power. Flats are redefining everyday elegance, swapping out practicality for a touch of romance with delicate details and modern shapes. Whether paired with relaxed denim or a sharp knee-length skirt, they add an effortless charm that feels both nostalgic and new.

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9. Pencil Skirts

Woman wearing pencil skirt.

(Image credit: @sylviemus_)

Pencil skirts are stepping back into the spotlight with a fresh, unfussy attitude—less corporate, more cool. Since everyone loves maxi skirts, I'm calling this an unexpected staple in the anti-trend category.

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Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.