Reese Witherspoon just stepped out in New York City and made us rethink our entire fall denim strategy. She wasn't wearing the ever-so-trendy baggy jeans that are a favorite of celebrities everywhere. Instead, she was wearing classic bootcut jeans. This wasn't some early-aughts throwback, though—it was a full-on master class in modern, effortless style. Paired with a cropped square-neck jacket, the look was elevated with sleek black pointed-toe heels and a matching Givenchy bag.
This look isn't just a trend; it's a timeless outfit formula. The beauty of it lies in the proportions. The slight flare of the bootcut jeans creates a long line that always looks good. Plus, it's not just about the denim silhouette itself. It's also about the pieces you pair with it, and Witherspoon's accessories were extremely elegant. If you like Witherspoon's quiet, powerful style, then you're in luck. We've found her exact top and bag, plus several similar options, so you can re-create the look for yourself. Believe us: Bootcut jeans are back and better than ever.
On Reese Witherspoon: Alessandra Rich jacket; Givenchy bag
Shop Reese Witherspoon's Exact Top and Bag
This cropped-but-cozy jacket can be worn through fall and winter.
Pinch me!
Re-Create the Look With Similar Items
Made of cotton with a linen shell, this jacket is a great lightweight option.
These jeans are so comfortable.
JW Pei bags are favorites among Who What Wear editors.
Slingbacks always look chic.
We're so ready for sweater weather.
If you don't already have these versatile Levi's in your denim arsenal, here's your chance.
An interesting shape that fits just the essentials.
Ideal non-boot shoes for bootcut jeans.
-
I'm a Senior Shopping Editor—Here Are 30 Fall Finds That I'm Hands Down Most Excited About Right NowGet ready to answer, "Where'd you get that?"
-
I Spent Over an Hour Browsing Nordstrom's New Arrivals—34 Standout Fall Finds I Can't Stop Thinking AboutYou'll want to see these.
-
11 On-Sale Nordstrom Sneakers Fashion People Are Wearing With Jeans This FallAdidas, Hoka, Converse, New Balance, and more.
-
If Minimal Effort, Maximum Style Is Your Vibe, Then These 29 Cool Items from Gap Deserve a Spot in Your Outfit RotationNYC It girls shop here.
-
Dark-Blue Jeans Are Definitely "In" for Fall 2025, But so Is This Other Elegant Denim WashTrust us–you'll want to include it in your cold-weather wardrobe.
-
Cozy Cashmere! Sleek Suede! Dark Denim! 32 Affordable Fall Pieces You'd Find in a Wealthy Person's ClosetOh, did I mention they're under $250?
-
The Specific Way Everyone Stylish in NYC Will Be Wearing Boots With Jeans This FallIt's all about this styling trick.
-
No One Wears Jeans Like Chic Parisians Do—7 Effortless Outfits I'm Copying From the French This FallGet inspired.
