August 10, 2025
Fall Dresses Fit Guide: Find Your Favorite Silhouette
Our fall collection is filled with must-have dresses ranging from comfy and casual to celebratory and chic. Finding a new favorite (or two!) starts with figuring out the perfect fit. For the inside scoop on dress silhouettes, we turned to the experts: the Lilly design team. They shared a handy overview of our most popular dress fits, plus some notes on the standout styles you’ll see this season.
Straight: This classic, comfortable-yet-tailored silhouette is fitted at the chest, then cut straight from the waist and hip through the hem. Try it on this fall with...
The Simona Dress: A chic returning favorite from Resort 2024, this relaxed midi is a generously-sized straight fit option.
The Devyn Stretch Shift: More relaxed than fitted styles like the Mila, this is a comfortable take on our most iconic silhouette.
The Eleanora Maxi Shift Romper: We updated our Eleanora Romper with a maxi length, new Stretch Hopsack fabric, and slightly more fitted waist. A long zipper pull makes this style easy to take on and off.
The Clare Shift Romper: Fitted at the bodice with ease at the waist and hips, this romper is finished with high side slits for a glimpse of the shorts underneath. A long zipper pull is a thoughtful finishing touch.
Fitted: This sleek silhouette is form-fitting throughout the body. Try it on this fall with…
The Delila Dress: A social standout in our favorite color, this ruffled style is figure-hugging from the bodice through the hips with a little extra room at the hem. Smocking provides a comfortable, adjustable fit.
The Alessani Maxi Dress: A new everyday favorite, this jersey style is cinched by a twist detail. Added shirring at the waist seam provides a touch of coverage, too.
The Lala Skirted Romper: This easy yet elevated look is fitted from the bodice through the hips with a slit at the hem for easy movement and a long pull to make zipping up a breeze.
Fit & Flare: This timeless silhouette is fitted at the chest and waist, then finished with a full skirt. Try it on this fall with…
The Chyanna Dress: The bodice and waist of this masterpiece print beauty are similar in fit to our popular Amrita Dress. Elastic at the back waist offers adjustability and comfort.
The Marcela Maxi Dress: If you love our Wyota Maxi, you’ll love this dress too! Easy through the bodice and skirt, a smocked waist gathers this style to create the fit-and-flare silhouette.
The Denise Lace Midi Dress: This social standout is fitted at the bodice then flows into a full midi skirt. Sheer details at the halter neckline give a “strapless” effect while still providing coverage.
The Wexlee Romper: A short and sweet update to our Wexlee Dress, this full-skirted romper is paired with a separate, printed high-rise undershort instead of the usual attached short.
A-Line: This easy-breezy silhouette is relaxed from the chest all the way down to the hem. Try it on this fall with…
The Irella Caftan Dress: We kept the fit and beaded details of our beloved Irella Maxi, then cropped the skirt for this chic mini version with a heritage-inspired silhouette.
The Emersyn Dress: Dolman sleeves with relaxed arm openings and a pleated back body make this the season’s most effortless dress. A separate waist tie can create definition, if desired. Designers recommend sizing down since this style has a roomier fit.
Swing: This triangular silhouette is narrower at the chest and flares into a full bottom. Try it on this fall with…
The Angie Dress: This airy beauty is the season’s top style. Its tiered skirt offers a generous fit, so try sizing down if you’re smaller on top.
The Hayleigh Midi Dress: A perfect pick for lingering warm days, this cotton maxi borrows the bodice design of Dixi Dress and pairs it with an easy tiered skirt.
We can’t wait to hear which fit is your fave! xx, Lilly