I Tried On Madewell's Fall Line—These 9 Items Are My New Staples

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(Image credit: @bobbyschuessler)

Welcome to The Great Try-On. With fall on the horizon, we seized the opportunity to try on some of the best fall pieces from some of your favorite brands, documenting the process along the way. We believe that the most foolproof way to shop online is to see an item IRL and to read candid reviews, so we hope that this leads you to some successful fall purchases.

There are a few stores I turn to on the regular to complete my wardrobe each season. Yep, Madewell happens to be one of said retailers. The editor-favorite brand actually launched a men's offering a few years ago, and I've been hooked ever since. More specifically, the assortment of top-notch basics continues to pique my interest. I essentially use Madewell items as the foundational elements in many of my most coveted looks. The black skinny jeans, specifically, are one of my tried-and-true staples. That said, the entire fall Madewell men's line that recently came out is quite noteworthy.

So with that in mind, I took the opportunity to order a few of the items I liked to try on and see what would work best for me. I also wrote up my review of the pieces. You know, in case you're in need of a little shopping inspiration for yourself or to recommend to anyone in your inner circle. Fun fact—many of the finds you'll see definitely have the power to become closet go-tos given their highly versatile nature.

Oh, I also wanted to share some of the picks that caught my eye in the women's collection. You'll find those items if you keep scrolling. Okay, enough chatting here. There's some fall shopping to be done.

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(Image credit: @bobbyschuessler)

Madewell Crewneck Sweater and Relaxed Jeans

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(Image credit: @bobbyschuessler)

My review: I rarely wear blue jeans, but this pair spoke to me in the light wash and the of-the-moment loose fit. I like the vintage feel, and there's also just the right amount of stretch that makes them incredibly comfortable. I teamed my new go-to pair of jeans with a classic crew-neck sweater. I selected my normal size (medium), but I'd actually like to try it in a larger size for an even more relaxed look.

Shop the pieces:

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(Image credit: @bobbyschuessler)

Madewell Denim Chore Jacket

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(Image credit: @bobbyschuessler)

My review: Well, well, well, say hello to one of my new staple jackets. This Denim Chore Jacket is the ideal weight for in-between weather. I enjoy pairing it with the loose jeans for a cool denim-on-denim vibe. 

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Madewell Tee and Sweatshirt

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(Image credit: @bobbyschuessler)

My review: This white tee is fantastic with the modern, boxy fit. I'm also very into the soft sweatshirt, and I like tying it around my shoulders for a directional vibe.

Shop the pieces:

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(Image credit: @bobbyschuessler)

Madewell Jean Jacket and Skinny Jeans

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(Image credit: @bobbyschuessler)

My review: I had to throw my favorite pair of black skinny jeans in here. I've worn this pair for seasons now because of the primo stretch amount and the fact that they don't fade in the wash (like a lot of other black jeans). As I stated above, Madewell makes top-notch denim jackets, so the coordinating topper gets an A+ from me because of the oversize fit.

Shop the pieces:

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(Image credit: @bobbyschuessler)

Madewell Work Shirt

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(Image credit: @bobbyschuessler)

My review: Shackets still reign supreme for those early-autumn days. I love that I can toss this burgundy pick over a simple look and have a more "styled" silhouette. It also has a worn-in vibe that I like.

Shop the piece:

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(Image credit: @bobbyschuessler)

Madewell Sweatshirt

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(Image credit: @bobbyschuessler)

My review: I'm always on the hunt for stellar hoodie options to refresh my offering. This one caught my attention because of the quarter zip that makes it feel different from the rest. The boxy fit and stone color are also very appealing.

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Shop more of my favorite Madewell pieces:

Next, check out more pieces from Madewell.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.