5 Ways to Wear a Shirtdress That Won't Make You Yawn

We're suckers for timeless pieces that work hard for your money, and the shirtdress is one of the all-time greats. But we'll admit it can be easy to fall into a tried-and-tested outfit rut when such a handy, throw-on piece is involved. How many ways are there to wear a shirtdress without yawning? Well, plenty, as it turns out. Thanks to a select set of street style gurus, we've discovered that there are many directional ways to do it—but if you want to keep it simple, that's cool too.

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(Image credit: Style du Monde)

This fail-safe has been reinvented umpteen times this year (thanks to the current obsession with deconstructing the humble shirt), but you can also rethink how you incorporate one into a look. We've tracked down five outfits for anyone who's looking to take their shirtdress to the next level. Keep scrolling to click through five ways to wear your shirtdress and to shop our favourite pieces.

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#1: Off-the-Shoulder + Boots
(Image credit: Style du Monde)

Style Notes: Keep an extra button undone, and make sure one shoulder is poking out. Toughen up the outfit with a pair of ankle boots. Bare legs necessary.

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#2: Long and Ladylike + Heels
(Image credit: Style du Monde)

Style Notes: Shirtdresses don't have to be short. Go ladylike, and try a midi or maxi version. Add heels to avoid that very un-chic pavement dragging situation.

Key Buy:

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#3: Short and sassy + velvet platforms
(Image credit: Vanessa Jackman)

Style Notes: Trust Leandra Medine to make the sassy shirtdress look this good. Gold accessories and velvet platforms are optional, but they really do make the outfit so much more fun.

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#4: Classic shirtdress + biker boots + black accessories
(Image credit: Vanessa Jackman)

Style Notes: Own a pretty shirtdress but need to make it a little edgier? Add black boots (these Balenciagas are always a good choice) and a black bag.

Key Buy:

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#5: Striped Dress + Jeans + Courts
(Image credit: Getty Images)

Style Notes: Kate Foley shows us how it's done by wearing a bold shirtdress over her jeans. One to pin for later. 

Key Buy:

Elinor Block