Drop Waist Casual Dresses

Get ready to turn heads and drop jaws with our fabulous collection of drop waist casual dresses! These effortlessly chic pieces are perfect for those days when you want to strut your stuff with a little extra flair. Imagine twirling through your day with the carefree vibe of a fashionista who knows how to keep it cool and stylish. Whether you're brunching with the squad or catching rays at a park picnic, these dresses have your back, making sure you look fabulous while keeping it casual. So go ahead, embrace that laid-back glam and let your inner fashion icon shine!

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$36.90

5 star rating

A light blue glitter knit skater dress with a strapless neckline and pleated silhouette.

$46.90

An adorably chic taupe skater dress with a plaid print and strapless sweetheart neckline.

Sale

$38 $46.90 19% off

A chic black and white pinstripe romper with floral lace straps and a pleated skater skirt.

$68.90

4.652174 star rating

An ivory satin skater dress with floral jacquard, corset bodice, and lace-up back for chic elegance.

$36.90

4.833334 star rating

A black lace halter mini dress featuring a cowl neckline, V-shaped drop waist, and asymmetric hem.

$64.90

4.5 star rating

A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.

$54.90

4 star rating

An ivory satin skater dress featuring a halter neckline, drop waist, and bubble hem design.

$39.90

5 star rating

An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.

Sale

$14.97 $59.90 75% off

4 star rating

A chic black taffeta skater dress with a strapless sweetheart neckline and drop waist seam.

$44.90

5 star rating

An ivory satin skater dress featuring a square neckline, ruched bust, and adjustable shoulder straps.

$59.90

A black sequin skater dress with an open back and tie-back bow, perfect for parties.

$59.90

A black eyelet woven skater dress featuring a strapless smocked bodice and tiered ruffled mini skirt.

$52.90

2 star rating

A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.

Loading...
Filters

Now Trending

Senorita Mesh Strappy Mini Dress in Pink
(86) 4.5930233 star rating

Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Lucy Taffeta Bow Mini Party Dress in White
(70) 4.457143 star rating

The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS

Windsor Cute Attitude Ponte Slit Mini Skort in Black
(67) 4.6865673 star rating

Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White
(64) 4.296875 star rating

This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric

Lena Strapless Bodycon Beaded Mesh Mini Dress in White
(56) 4.803571 star rating

Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black
(53) 4.1509433 star rating

A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric

Catalina Rhinestone And Pearl Formal Mini Dress in White
(40) 4.575 star rating

Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink
(40) 4.525 star rating

Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric

Stunning Sophistication Rhinestone Mini Dress in Wine
(38) 4.2894735 star rating

Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric

Make It Known Satin Strapless Pleat Mini Dress in Pink
(26) 4.730769 star rating

Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in Pink | Size: L | Rhinestone/Satin Fabric

Drop Waist Casual Dresses

When you’re on the hunt for that perfect “effortless but still totally put-together” vibe, drop waist casual dresses are basically your fashion fairy godmother. The drop waist dress is made for the girl who wants to look like she just threw something on and magically ended up the best-dressed in the room (or at brunch, or at the coffee shop, or, let’s be real, even at the grocery store). The beauty of a drop waist is in the way it flatters all the right places—skimming the body, elongating your silhouette, and giving you that playful, flirty energy that says you’re here for a good time. Whether you’re a fan of floaty fabrics that swish with every step or you love a more structured look that holds its shape, these dresses are the definition of versatile. Dress drop waist styles can be styled up or down with a quick switch of sneakers for platforms, and they’re perfect for those days when you want your outfit to do all the heavy lifting while you focus on living your best life.

Drop waist dresses are also the ultimate gift for your trend-obsessed bestie, your sister who’s always raiding your closet, or even your mom who’s cooler than she’ll ever admit. Picture this: you’re getting ready for a casual hangout, and you slip into a dropwaist dress that makes you feel like the main character in your own coming-of-age movie. Or maybe you’re packing for a weekend getaway and need something that works for sightseeing, spontaneous photo ops, and impromptu dinner plans. These dresses have your back. They’re the kind of piece you reach for when you want to feel cute without trying too hard, and they’re a total lifesaver for those “nothing to wear” emergencies. Plus, if you’re the friend who loves to add a little drama to her look, you can always check out Drop Waist Gowns for when you want to take that drop waist energy to the next level.

Let’s be real—life’s too short to wear boring clothes. Drop waist casual dresses are for the girls who want to twirl through their day, who aren’t afraid to stand out, and who know that comfort and style are not mutually exclusive. They’re made for spontaneous adventures, lazy afternoons, and every “just because” moment in between. If you’re new to the drop waist trend, don’t overthink it—just throw one on, add your favorite accessories, and let your confidence do the rest. And if you’re already a die-hard fan, you know that one dress is never enough. From flirty ruffles to sleek and simple silhouettes, there’s a drop waist dress for every mood, every plan, and every girl who’s ready to make her mark.