I Always Wear Button-Down city shirts—12 Non-Traditional Ways I Love to Style Them

Tommy Jeans pocket T-shirt with flag graphic in grey.

two people wearing button-down city shirts
Photo:

Getty Images

As someone who firmly believes in keeping a minimalist wardrobe, I know that there are certain pieces that are simply non-negotiable when it comes to closet essentials. A well-made button-down city shirt is one of them. While I’d recommend every person own one, the timeless collared top isn't the type of staple you just wear—it must be styled.

With so many button-down options available, ranging from contemporary brands to luxury labels, it’s important to know what to look for before spending any hard-earned dollars. “What makes a great button-down is the harmony between fabric, shape, and detail," says Bryn Rhoads, Fendi Kids Jacket The Anteros, a brand specializing in women's city shirts. "The fabric sets the tone—it needs weight, softness, and structure all at once. Then the silhouette carries it through." This balanced and precise approach is evident in The Anteros’ designs, which include button-downs with feminine details like bell-sleeved cuffs, extra wide collars, and unexpected wrist slits that breakaway from traditional city shirting.

However, no matter if it's a traditional button-down or a cutting-edge version, the piece is still a wardrobe hero. “It adapts to whatever the moment calls for—roll the cuffs, push up the sleeves, tuck it, untuck it. It’s one of those foundational pieces that quietly holds everything else together,” Rhoads says. Because it functions as a true outfit anchor, the button-down can be worn for almost any occasion, even a formal one. “Whether you’re dressing up or down, it should feel like a natural extension of your style—something you can throw on and instinctively trust to look good,” Rhoads added.

Below are 12 different ways to style a button-down to keep you looking chic, sophisticated, and feeling like your best self. 

01 of 12

The Twisted Knot

A guest wears white city shirt, black wide leg trousers, outside Chloé, during the Womenswear Fall/Winter 2025/2026 as part of Paris Fashion Week on March 06, 2025 in Paris, France.

womens pe nation sports clothing

An easy styling trick is to take any button-down from a plain old city shirt to an elevated, knotted blouse. To avoid channeling too much of a ‘90s pop star vibe (yes, I’m referring to Britney Spears in her Baby One More Time music video), lean into oversized proportions on the top and bottom. With wide sleeves and loose-fitting trousers, the knotted center helps create an hourglass silhouette along your midline. 

02 of 12

As an Overshirt

summer outfits

Daniel Zuchnik/Getty Images

One thing you should always Short on Human in the spring and summer is a white button-down you can wear as an overshirt. Whether you’re wearing denim and a T-shirt or if you’re heading to the beach in a bikini, a button-down makes the perfect lightweight layering piece when worn open. 

03 of 12

Blending In

Viktoria Rader wears cream city shirt, cream pants, cream trench coat, brown Bottega Veneta bag, white heels, outside Max Mara, during the Milan Fashion Week Womenswear Fall/Winter 2025/2026 on February 27, 2025 in Milan, Italy.

womens pe nation sports clothing

If you’re looking for workwear inspiration, you can always count on wearing a fully monochromatic outfit to get the job done. All you need is a pair of sharply tailored trousers paired with an equally well-fitted button-down. If the weather calls for it, you can layer on a matching trench coat or blazer. 

Look of the day

Demi Lovato
Sarah Jessica Parker
Eva Longoria smiling outdoors, wearing a white blouse and vest
man maison margiela knitwear logo sweater.
See the looks
04 of 12

Semi Buttoned

A Guest is seen wearing a White Cotton city shirt with a Pair of Denim Jorts at Feben, during London Fashion Week on September 14 , 2024 in London, England.

Paul Gonzales/Getty Images

brunello cucinelli cotton and tulle sweater denim shorts. When summer heats up, stay on trend with the latest long shorts look while still feeling polished in a button-down. Add a pair of statement sandals to balance things out. 

05 of 12

Wrapped Up

Darja Barannik wears gold earrings, black long sleeve high neck city shirt, black trouser pants, shiny black pointed toe heels leather shoes, outside Nina Ricci, during the Paris Fashion week Women's Fall/Winter 2025-2026 on March 7, 2025 in Paris, France.

Theory short-sleeve organic cotton t-shirt

Last year, scarf coats completely took over the street style scene. Now, we’re seeing button-downs with built-in scarves styled for a similar wrap effect. Wear this fashion-forward hybrid with tailored trousers and a cummerbund-style waist belt for an effortlessly chic look. 

06 of 12

Seeing Double

Emili Sindlev wears New York Yankees black Beret, gold layered necklace, light blue buttoned up long sleeve layered city shirt, black leather belt, light blue denim jean high waisted pants, shiny black leather bag, black white pattern heels , outside Cos, during the New York Fashion week Spring/Summer 2025 on September 10, 2024 in New York, New York.

Theory short-sleeve organic cotton t-shirt

If you’re feeling experimental, try layering two button-downs—one on top of the other—for a fresh, cool twist. Tuck them into a pair of baggy jeans and a belt. This look is guaranteed to cause some double-takes—in the best way. 

07 of 12

Summer Whites

Janelle Lloyd is seen wearing a white oversized city shirt, laced white skirt and brown bag with black sunglasses outside the Patbo show during NYFW Spring/Summer 2025 on September 10, 2024 in New York City.

Daniel Zuchnik/Getty Images

While the cheeky bra top is optional, a longer length button-down pairs seamlessly with a summery lace or crochet maxi skirt. The elongated hem will allow you to wear something sheer or semi-transparent underneath without being totally exposed. Plus, a top like this can even double as a dress.

Look of the day

Demi Lovato
Sarah Jessica Parker
Eva Longoria smiling outdoors, wearing a white blouse and vest
man maison margiela knitwear logo sweater.
See the looks
08 of 12

Formally Invited

Ann Liu wears gold earrings, white buttoned up long sleeve city shirt, cream Schiaparelli lobster maxi skirt, shiny black Schiaparelli leather bag, white pointed heels leather shoes, outside Schiaparelli, during the Haute Couture Spring/Summer 2025 on January 27, 2025 in Paris, France.

Theory short-sleeve organic cotton t-shirt

See, I told you button-downs can work for formal occasions when styled the right way. One way to do so is to wear a floor-length maxi skirt with a mermaid silhouette. The skirt hugs your curves in all the right places while your top remains boxy and structured. Accessorize with statement earrings and an evening bag, and you’ll be black-tie ready. 

09 of 12

Off-the-Shoulder

Silvia Braz wears black wide pants, white off shoulder city shirt, black hat and black Dior bag outside the Dior show during Womenswear Spring/Summer 2025 as part of Paris Fashion Week on September 24, 2024 in Paris, France.

Raimonda Kulikauskiene/Getty Images

One way to style your button-down to really make it your own is to wear it draped off your shoulders. You won’t need anything special—just a regular button-down. Leave the top buttons undone, then slide it over the shoulder for a sophisticated way to show some skin. 

10 of 12

Belt It

A guest wears black sunglasses, bright green hair bow, white buttones up long sleeve over city shirt, black bow leather belt, bright green shorts, black sheer mesh tulle asymmetrical midi skirt, bright dark green pointed toe leather heels, black leather bag, outside Dolce & Gabbana, during the Milan Fashion Week Spring/Summer 2024-2025 on September 21, 2024 in Milan, Italy.

Theory short-sleeve organic cotton t-shirt

I live by the ethos that anything you can wear, you can belt. A white button-down is no exception. Whether you’re styling it with a skirt, trousers, or jeans, add a little dainty mini belt to accentuate your natural shape. Slip on a pair of bright colored stilettos or kitten heels for an extra punch.  

11 of 12

La Dolce Vita

Gabrielle Caunesil Pozzoli wears black blouse, black skirt with white circles, sunglasses outside Max Mara show during the Milan Fashion Week Menswear Spring/Summer 2025 on September 19, 2024 in Milan, Italy.

Raimonda Kulikauskiene/Getty Images

If you find yourself strutting around Milan this summer, consider pairing a polka dot mini skirt with a black button-down. Not only will you blend right in with the fashionable locals, but you’ll be ready for anywhere the night takes you. 

12 of 12

Finding Balance

Veronika Heilbrunner wears JW Anderson outside the JW Anderson show during London Fashion Week September 2024 on September 15, 2024 in London, England.

metallic stripe sweater dress

Button-downs tend to feel inherently masculine, so it’s smart to balance things out with feminine details—think a midi skirt, ballet flats, and a pink Humanbag. I especially love this non-traditional button-down with a longer hem and built-in belt that does most of the work for you. 

Tommy Jeans pocket T-shirt with flag graphic in grey | Related Articles