All the Cool Ways Fashion People Are Wearing a Button-Down RN

If there's one item I've been reaching for on repeat this season, it's an oversize button-down shirt. Cool, effortless, and polished, the reliable wardrobe staple is a classic, yet it manages to remain fashion-forward. I've spotted this low-key basic in fresh and modern iterations all over the fashion crowd on Instagram—most popularly seen in breezy silhouettes and a whole host of trending colors.
Another reason I'm enamored with this versatile basic is because it's super easy to wear. Aside from the gym, I can't think of a single circumstance where wearing one would be inappropriate. Easy to dress up or down, it exudes an effortless elegance whether you style it with linen shorts or a silk slip dress. Moreover, it's super accessible. It's easy to find practically everywhere and at every price point.
If you're looking for a little inspiration on how to style one this season, I'm sharing a whole host of cool and fresh button-down outfit ideas below that are anything but boring.
With Shorts and Slides
An oversize blue button-down paired with relaxed white shorts and slides is a simple yet striking combination. Tie it all together with a white raffia bag.
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With Loose Jeans and Sneakers
One of the easiest and coolest ways to style your button-down is with loose, relaxed jeans and of-the-moment soccer sneakers. Try a pink button-down and matching accessories to add a pretty pop to your look.
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With a Miniskirt and Oversize Blazer
I love the contrast of a miniskirt styled with a casual, striped button-down and an oversize blazer. The proportions feel modern and cool. Just add sleek heeled mules to complete your look.
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With Wide-Leg Trousers and Sleek Accessories
A crisp, white button-down shirt looks all the more expensive when paired with effortlessly elegant white wide-leg trousers. Break up the look with sleek black accessories.
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With a Maxi Skirt and Sneakers
Maxi skirts are trending, and it's the perfect piece to style with an oversize stripe button-down right now. Style with Adidas sneakers to give the polished look a casual touch.
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With Wide-Leg Jeans and a Belt
A black button-down is a great option for a day-to-night look. It also works perfectly for the office. Lean into the relaxed silhouettes we're seeing right now and pair it with loose, wide-leg jeans and a chic black belt.
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With a Cream-Colored Maxi Skirt
For the perfect summer-to-fall look, pair a blue striped shirt with a lightweight knit cream skirt and a blue button-down—easy, effortless, and indisputably chic.
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With Matching Shorts and a Straw Bag
A matching shirt-and-shorts set is the perfect effortless vacation look. It's easy to style over a swimsuit, too. Finish the ensemble with a straw bag and white slides for laid-back vacation vibes.
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With a White Tank and a Slip Skirt
A light-blue button-down is the perfect casual piece to add over a basic white tank top and black slip skirt. Finish with a straw bag and chic black slides for a look that's casual yet polished.
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With Straight-Leg Jeans and Black Accessories
Lean into your inner French girl and style high-waisted, vintage-inspired straight-leg jeans with a crisp white shirt. Add sleek, understated black accessories for a minimalist-chic look that never fails.
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With Pleated Wide-Leg Pants and a Tank Top
Give your pleated wide-leg pants a casual-cool touch by pairing them with a black tank top and oversize blue shirt. It's a winning, fashion-forward combination.
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Judith Jones is the associate shopping director at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
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