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!
$34.90
A light blue mini dress featuring a sweetheart neckline, ruched bust, and flirty A-line silhouette.
$32.90
A pink strapless mini dress in stretchy knit fabric featuring a pleated bust and flowy A-line silhouette.
$36.90
A pink ribbed knit skater dress with an off-the-shoulder folded neckline and long fitted sleeves.
$44.90
A black and white cotton-blend halter mini dress featuring playful polka dots and a flared skater silhouette.
$38.90
A pink chiffon skater dress featuring off-shoulder ruffles, a lace-up back, and corset-style bodice.
$46.90
An ivory mesh skater dress featuring dainty polka dots, ruffled tiers, and a lace-up open back.
$32.90 - $34.90
A vibrant yellow satin mini dress featuring an off-the-shoulder neckline and flattering A-line silhouette.
$79.90
A white mini dress with faux pearl embellishments, strappy open-back, and bodycon silhouette.
$37.90
An off-the-shoulder light blue mini dress in smooth knit fabric with a fitted A-line silhouette.
$46.90
A pink mesh-lined mini dress featuring off-the-shoulder ruffled sleeves and a ruched bodycon silhouette.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$14.97 $69.90 79% off
A sage satin strapless skater dress featuring a ruched sweetheart neckline and pleated short silhouette.
$49.90
A pink satin mini dress featuring a polka dot pattern, high neckline, and attached flowing scarf detail.
$18.97 $44.90 58% off
A pink sequin mini dress featuring a sweetheart neckline, flirty cutout, and flattering A-line silhouette.
$64.90
A burgundy velvet short dress featuring an off-the-shoulder neckline, drop waist, and pleated skater silhouette.
$19.97 $49.90 60% off
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$39.90
A black knit skater dress featuring a mock neck and fitted long sleeves for a cozy look.
$59.90
A pink strapless mini dress featuring sequin floral embroidery, mesh overlay, and a pleated bodycon silhouette.
$36.90
A strapless pink mini dress in smooth satin-like knit with a curve-hugging A-line silhouette.
$39.90
A black plaid knit mini skort featuring pleated overlay, scalloped lace trim, and built-in shorts.
$39.90
A strapless wine mini dress in smooth knit fabric with ruched detailing and a playful ruffle hem.
$89.90
A pink strapless mini dress featuring floral beaded embellishments on sheer mesh with a sleek bodycon silhouette.
$46.90
An ivory knit halter mini dress featuring lace trim, ruffled tiers, and a strappy open back.
$18.97 $49.90 62% off
A pink satin mini dress featuring a strapless neckline, ruched bodice, and playful bubble hem.
$52.90
A mauve floral mesh midi dress featuring ruched detailing, off-the-shoulder neckline, and a form-hugging silhouette.
$44.90
A white floral chiffon skater dress featuring charming ruffles, a strapless neckline, and a smocked bodice.
$49.90
A taupe mesh skater dress featuring a flocked velvet floral pattern, halter neckline, and ruffled layers.
$39.90
A pink floral knit mini dress featuring a ruched sweetheart neckline and flattering A-line silhouette.
$36.90
A black plaid knit mini skort featuring tiered ruffles, built-in shorts, and a playful silhouette.
$64.90
A white satin strapless mini dress featuring side ruching, cascading ruffle, and beaded floral appliqué.
$18.97 $54.90 65% off
A strapless burgundy velvet mini dress featuring a sculpted bodice and flared skater silhouette.
$119.90
A pink A-line formal dress featuring glitter sequin mesh, a lace-up back, and a sweetheart neckline.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$59.90
A sleeveless ivory woven dress with a dainty floral print, scalloped trim, and twirl-worthy pleated skirt.
$49.90
A pink lace skater dress featuring a deep V-neckline, halter tie-back straps, and tiered ruffles.
$18.97 $39.90 52% off
A chic black crepe mini dress featuring a strapless foldover neckline and flattering skater silhouette.
$36.90
A burgundy knit mini dress featuring a ruched bodice, V-neckline, and playful skater silhouette.
$24.97 $58.90 58% off
An ivory strapless mini dress featuring sequin-embroidered lace, a corset bodice, and a flirty side ruffle.
$54.90
A pink floral mesh halter maxi dress featuring a form-hugging silhouette and statement flower hardware accent.
$49.90
A white lace mini dress featuring ruffled trim, waist cutouts, and a flirty open back design.
$36.90
A brown polka dot mini dress featuring a draped cowl neckline and tie-back halter straps in stretchy knit.
$35.90
A pink floral knit mini dress featuring a strapless tube neckline and flattering bodycon silhouette.
$39.90
A vibrant red lace skater dress featuring a fitted bodice, V-neckline, and tiered ruffle skirt.
$52.90
A dark denim skater dress featuring a sweetheart neckline, lace-up front, and strappy open back.
$14.97 $79.90 81% off
A blue embroidered mini dress featuring a high halter neckline, open lace-up back, and textured floral finish.
$14.97 $74.90 80% off
A black velvet skater dress featuring a sweetheart neckline, open back cutout, and hidden side pockets.
$62.90
An ivory woven maxi dress featuring a halter neckline, rose detail, front cutout, and tiered ruffled skirt.
$39.90
A black textured knit skater dress featuring a sweetheart neckline, drop waist, and adjustable spaghetti straps.
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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 Orange | Size: L | Knit Fabric/Satin Fabric
Windsor Senorita Mesh Strappy Mini Dress in Light Blue
$23 $32.90
30% off
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 Light Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh 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:Prom, 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 Light Blue | 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 Black | 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 Light Blue | Size: L | 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 Black | 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 Yellow | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out! Fit & FeaturesSleeveless cowl neckline, Adjustable spaghetti straps, All-over rhinestone embellishments, Mini-length hem, bodycon silhouette, Slinky knit fabric, full-length knit lining, plenty of stretch, Runs true to size, Where to Wear:School dances, date nights, bachelorettes, birthdays, cocktail parties, rooftop hotel bars, GNO, parties Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Red | Size: XL | Knit Fabric/Rhinestone
The mini dress features a sleeveless square neckline with a pleated bust, spaghetti straps, and an A-line silhouette. Complete outfit with a sleek rhinestone clutch. Fit & FeaturesSmooth knit fabrication with full knit lining, Sleeveless square neckline, Pleated bust, Spaghetti straps, A-line silhouette, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Sophistication A-Line Pleated Mini Dress in Mint | Size: S | Knit Fabric/Rhinestone