Preppy Dresses
Get ready to channel your inner Blair Waldorf with a collection of preppy dresses that scream sophistication with a cheeky twist! Whether you're strutting through campus or brunching with the squad, these styles are all about crisp lines, playful patterns, and timeless elegance. Think classic meets modern with a dash of fearless flair. From pleated skirts to tailored silhouettes, each dress is your ticket to turning heads and setting trends. So go ahead, unleash your preppy persona and let those good vibes roll!
$49.90
A strapless denim mini dress with a pleated skater silhouette and sweetheart neckline.
$39.90
A chic black crepe mini dress featuring a strapless foldover neckline and flattering skater silhouette.
$19.97 $42.90 53% off
A sleeveless sage satin mini dress with a pleated square neckline and skater silhouette.
$54.90
A navy blue floral satin dress with a strappy lace-up back and flirty A-line silhouette.
$14.97 $44.90 67% off
A green gingham mini dress with a smocked design, ruffled trim, and adjustable spaghetti straps.
$46.90
An adorably chic taupe skater dress with a plaid print and strapless sweetheart neckline.
$52.90
An ivory skater dress with puff sleeves, lace trim, and a playful bubble hem.
$25 $34.90 28% off
An elegant grey plaid mini dress with a strapless neckline and flirty pleated hem.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a bodycon silhouette.
$36.90
An elegant off-the-shoulder natural midi dress with a stretchy knit fabric and flared hem.
$19.97 $36.90 46% off
A sage satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.
$59.90
A light blue strapless glitter party dress with a V-neckline, padded cups, and hidden pockets.
$19.97 $48.90 59% off
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$36.90
A black ribbed knit mini dress with a halter neckline and skater silhouette for any occasion.
$19.97 $39.90 50% off
A pink glitter knit skater dress with a strapless neckline and tiered ruffled hem.
$44.90
A strapless pink crepe mini dress with an A-line silhouette, perfect for elegant occasions.
$19.97 $44.90 56% off
A dazzling blue sequin mini dress with a sweetheart neckline and adjustable spaghetti straps.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$69.90
A pink satin skater dress featuring a lace-up back, corset bodice, and bow tie shoulder straps.
$19.97 $36.90 46% off
A light blue glitter knit skater dress with a strapless neckline and uneven mini-length hem.
$14.97 $39.90 62% off
An eyelet lace mini dress with ruffled straps and a ruched sweetheart neckline in white.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$14.97 $44.90 67% off
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$39.97 $89.90 56% off
A playful pink A-line short dress featuring lace trim, adjustable straps, and hidden side pockets.
$44.90
An ivory satin skater dress featuring a square neckline, ruched bust, and adjustable shoulder straps.
$44.90
A green mini dress featuring a sleeveless square neckline, cap-like sleeves, and flattering ruching.
$35.90
A burgundy plaid mini dress with lace trim, spaghetti straps, and a form-hugging silhouette.
$14.97 $39.90 62% off
A white rib knit mini dress with a chic collar, short sleeves, and a flirty side slit.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$24.97 $59.90 58% off
A pink woven mini dress featuring a tie-front design, pleated hem, and spaghetti strap ties.
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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: M | Knit Fabric/Mesh Fabric/Mesh Fabric
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 Sage | Size: L | Knit Fabric/Satin Fabric
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
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 Ivory | Size: L | Knit Fabric
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: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks. Fit & FeaturesStretchy and smooth knit fabric, High-rise elasticized waistband, Mini-length hem, short front slit, Bodycon silhouette, 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
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 Navy Blue | Size: M | Knit Fabric
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
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 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 Denim | Size: M | Rhinestone/Satin Fabric