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 Chic Sweater-and-Jeans Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, J.Crew, and NordstromHere's to a stylish fall and winter.
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6 Anti-Trend Shoes Experienced Shoppers Are Wearing With JeansYou can't go wrong with the classics.
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Want to Wear Dark-Wash Jeans the 2025 Way? Style Them Exclusively With This Rich Color TrendThe chicest shade pairing for fall.
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Looking Stylish This Fall Means Wearing Your Pretty Dresses With This Unexpected ItemHere's how to master the look.
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Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
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If You Have Good Taste, These 8 Chic Editor-Approved Fall Trends Will Be No SurpriseSee what made the list.
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If You're as Against Wearing Sneakers With Jeans as I Am, Trust Me—This Outfit Will Change Your MindSpotted on Jennifer Lawrence in NYC.
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Chicer Than Jeans and a T-Shirt—Everyone With Rich Taste Will Wear These Denim Outfits This FallYour new uniform to elevate your style.
