How Women Are Actually Wearing This Cool Hat Trend

Have you ever seen a trend start to trickle into your Instagram feed, gain momentum, and then suddenly appear everywhere? Even more likely, have you ever seen such a fashion phenomenon occurring right before your eyes and think to yourself I don't think I'll ever pull that off? Us, too. We see so many trends that we love in theory but can't imagine outside of that theoretical space, actually manifesting IRL in our closets.

I think this is due in part to a desire to have everything you wear be defined by whatever personal style you've set out to achieve. Consider yourself a minimalist? It's likely you're not wearing mixed prints. Maybe you self-describe as a classic person sartorially. Well, we're guessing you shy away from anything Balenciaga is putting down its runways. Moral of the story is, you never know you'll like something until you try it out.

For us, one of these trends is baker boy hats. The retro-inspired topper had a major comeback this year, with designers showing the coolest leather, checkered and corduroy versions. On models and It girls, the look was covetable, but we still found ourselves wary of how it would look on us. Thankfully, we have the most stylish community of WWW readers who also love testing out the styles of the season. So we're taking notes from all of you on how to accessorize with an of-the-moment baker boy hat.

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(Image credit: @susi_dorigoni)

Pairs well with freshly cut flowers and shots of espresso.

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(Image credit: @marahcar)

Give your coziest knits a stylish refresh with the addition of this cool topper.

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(Image credit: @simplytandya)

Don't be afraid to be extra. This Who What Wear reader's look is bold in the best way possible.

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(Image credit: @marketabartova)

Look extra cool with vinyl pants and fresh white sneakers.

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(Image credit: @somethinglikejamie)

Even for coffee runs, the cute cap makes your hoodie and sneakers look anything but sloppy.

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(Image credit: @obsessions_now)

Try out a bright color like this reader did. 

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(Image credit: @imcatherinea)

This look is the epitome of casual cool—a delicate balance we're constantly trying to achieve.

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(Image credit: @heidicolourvibes)

Embrace French motifs with a neck scarf, vintage-inspired sweater, and this retro cap.

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(Image credit: @sarahloven)

...or head straight to Paris and don the hat with a flirty dress the way this chic reader did.

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(Image credit: @discoverbella)

While, yes, you can dress up the cool hat, we're equally in love with how it transforms your wardrobe essentials. Case in point: ankle boots, skinny jeans, and a cozy sweater have never looked cooler.

Shop the baker boy hats of the moment:

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Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.