A button-up shirt is one of the most versatile pieces in a woman's wardrobe. It can be dressed up for work or dressed down for a Risky Business reenactment in your kitchen.

While there are countless ways to wear a button-up shirt, there are certain combos we Zeitgeist girls always fall back on. With the right ‘fit, a dress shirt plays on classic menswear trends in a way that feels unexpectedly feminine.

To uncover some new ways to style a button-up shirt, we’ve gone deep into our Instagram saved folder and our favorite tabloid websites to find the best celebrity style inspiration. So without further ago, let’s examine a few It Girl-approved ways to wear a button-up shirt.

For new inspo on how to wear a classic, we’ve rounded up celebrities’ favorite ways to wear a button-up shirt.

Buttoned Up with Bike Shorts

Celebrity style during the coronavirus has made one thing certain in 2020: bike shorts are here to stay.

A button-up and bike shorts is the perfect outfit to wear between seasons. The long (and might I add, roll-able) sleeves make it ideal for transitional weather. Pair with ribbed crew socks and fall footwear like grungy combat boots or chunky loafers.

Unbuttoned with a White Tee or Tank

Kendall Jenner and Bella Hadid are no strangers to a button-up shirt. Their 90s minimalist meets 2000s tomboy style makes men's dress shirts a staple in their casual wardrobe.

For this laid-back look, leave yours unbuttoned over a 90s white ribbed tank. Pair with jeans, sneakers or heels, and chic sunnies.

As a Dress

The simple yet effective trick of belting an oversized button-up makes for an easy date night outfit. By sticking to a simple leather belt and matching heels, Rihanna keeps all the attention on her killer bod.

Just a friendly reminder that if you're going to rock this look, you definitely need to rock a slip underneath too. While your undies may not peek out between the buttons while you're taking a perfectly-posed mirror pic, they will when you're two tequila shots in on the dance floor.

That's precisely why we sewed the front seam closed on our Matching Sets.

With Jeans Shorts

Hailey Bieber is known for her laid-back California style, and this casual outfit is no exception. The coordinating color scheme of her shirt, shorts, and backpack helps the outfit feel intentional instead of unplanned.

Leaving your shirt semi-unbuttoned and the sleeves rolled up— or opting for a short sleeve style— keeps the button-up shirt from feeling too formal for the cutoff shorts. Classic white sneakers and chain necklaces are the perfect final touch.

Tucked into a Skirt

Fitted button-up shirts have a reputation of being boring, but tucked into a feminine skirt, they feel surprisingly fresh. The trick is to pair your plain button-up with a stand-alone statement skirt.

Consider the collared shirt to be like the side of rice that comes with your Chinese takeout. It doesn't add much flavor, but it sort of ties the whole thing together. Let these outfits from Zendaya and Victoria Beckham be your guide.

With Boyfriend Jeans

This outfit is the perfect way to wear those jeans that make your legs look great, but are unflattering as hell everywhere else. While their distressed denim looks excellent from the mid-thigh down, the lack of stretch makes them butt-flattening and muffin-top inducing.

Plus, Gigi Hadid’s XXL men's shirt is quite effective at hiding baby bumps (still not over the Gigi-Zayn baby btw) and Chipotle burritos. Just sayin.

Under a Wool Coat

If you're new to the world of long wool coats, layering a chic button-up underneath is the perfect place to start. When the weather warms up, swap your wool outerwear for a casual trench coat instead. Here are two key things to keep in mind when attempting to nail the look:

Keep the rest of your look simple. Stick to black trousers, jeans, white sneakers, and simple styling.
Pick geometric prints that complement, not compete. The pieces you are pattern-mixing should be in the same color family and have prints that are roughly the same scale. There should be no more than 2 to 3 colors in each pattern.

With Wide-Leg Pants

While royal style is typically a bit traditional (read: boring) for our tastes, there's no denying that the royal family has a profound influence on women's style worldwide.

In this outfit Meghan Markle wore to Wimbledon in 2018, she tucked a classic striped button-up into a pair of wide-leg trousers. The crisp vertical stripes and wide-leg pants make her legs look a mile long.

With Black Jeans

Wondering how to wear the cropped button-up from your Zeitgeist Matching Set? Start with Kourtney and Khloe Kardashian's simple pairing. Stick to straight-leg black jeans with a boyfriendy feel or black joggers for a more laid-back feel.

A tip for all my shorties out there: Pairing black shoes with black bottoms instantly makes your legs look longer. ICYMI, Kourt is only 5'1". By pairing black ankle boots with her high-waisted jeans, she creates the illusion of longer legs and a taller frame.

Paired With a Pink Blazer

Undoubtedly, the most traditional way to wear a button-up shirt is with a suit. Elle Woods... I mean, Elle Fanning used this monochrome pink color palette to put a feminine spin on the look.

Monochrome outfits require commitment. Don't stop with just the clothes; keep your accessories fashion-forward too. We're totally here for over-the-top accessories like Bella’s Prada combat boots and Yankees cap.

Need the perfect button-up to recreate these celebrity street style looks?

Insert Zeitgeist. Our Reworked Button-Up Shirts are made sustainably from upcycled men’s shirts.

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10 Celeb-Approved Ways to Wear a Button-Up Shirt