If you’ve been interested in refreshing your denim offering as we head into the fall season, you’ve landed in the right spot. Yep, we’re chatting all about denim trends below. Specifically, we wanted intel on which cuts an industry insider is gravitating toward, so we tapped Stephanie Roberson, the chief merchandising officer at Shopbop, for recommendations. She’s the head buyer and leads a fashion team at one of the largest retailers out there, so she certainly knows what’s up in the style and trend department. In addition, Shopbop just launched its 2021 Denim Edit as well.
Below you’ll uncover the five denim silhouettes Roberson personally cares about and will wear this fall. To showcase said styles, we rounded up visual inspiration from some of our favorite fashion follows. You’ll see everything from classic silhouettes (ahem, straight-leg picks) to updated takes on skinny jeans. Keep scrolling for more along with a range of inspired shopping recommendations.
1. Straight-Leg Jeans
"I love the casualness and simplicity of a straight-leg jean. I always reach for this cut when I'm running errands or heading out on the weekends. They are a must-have for a balanced wardrobe." — Roberson
2. Flares and Boot-Cut Jeans
"I love when a trend comes back around. Flare jeans are so flattering and give your legs some added length. Pair with a dressed-up heel or casual wedge for a fun yet sophisticated look."
3. Modern Skinny Jeans
"A classic in every wardrobe, skinny jeans are so versatile. They look great styled casually, paired with a white sneaker or slouchy boot, and they work double duty for a night out, paired with a sleek bootie."
4. High-Waisted Jeans
"High-rise denim is always flattering, holding you in comfortably and keeping everything in place. For fall, I’ll be pairing this staple with novelty knits or a tucked-in blouse with a belt."
5. Cropped Jeans
"As we transition from summer to fall, cropped jeans are a must! I pair mine with a relaxed blouse and easy slides for a chic and pulled-together look."
Next, check out outfits to wear with jeans.
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If You See Cool Girls in "Perfect" Jeans This Fall, They're Probably From This BrandYou're guaranteed to see them on Kendall Jenner and Hailey Bieber.
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See You Next Summer, Light-Wash Jeans—for Fall, This Is the Only Denim Trend That MattersAs seen on Hailey Bieber in L.A.
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You're 100% a Fashion Person If You're Styling Your Jeans in This Chic Way for Fall 2025A game-changing styling trick.
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This Simple Fashion-Person Approved Layering Technique Changed the Way I Wear My BasicsEffortlessly cool.
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Spotted on Kendall and Hailey: The Pant Color Trend People Are Swapping Blue Jeans ForIt girls with good taste know best.
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Cool It On the Skinny Jeans—Chic People Are Wearing These 6 Fall Denim Trends InsteadAre you taking notes?
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Jeans, Flats, Jackets, and Sweaters—The Best of the Best In Each Category For FallMeet your new hero pieces.
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Hold the Light-Blue Jeans—People in Paris Know This Denim Trend Is Far Superior for FallIt's so elegant.
