Cute Date Outfits
Ready to serve main character energy? Cute date outfits are your secret weapon for turning every moment into a rom-com montage. Whether it’s a flirty coffee run, rooftop dinner, or spontaneous adventure, these looks bring the charm and confidence you need to keep them guessing—and totally obsessed. Get ready to crush hard on your own reflection and let your style do all the flirting.
$38.90
A white sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$49.90
An enchanting sage skater dress featuring sheer lace, a V-neckline, and adjustable spaghetti straps.
$39.90
A black knit romper featuring polka dots, a strapless neckline, and tiered ruffled overlay.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$6.97 $24.90 72% off
A black ribbed knit crop top featuring a lace-up back and form-hugging fit.
$35.90
A sassy red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$33.90
An ivory knit mini dress featuring a sweetheart neckline, front tie, and bold cutout bodice detail.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$9.97 $44.90 78% off
A black mesh-lined skater dress featuring a halter neckline, hoop insert, cutout bodice, and ruffled hem.
$44.90
A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.
$34.90
A sage mesh midi dress featuring a cowl neckline, ruched sides, and adjustable tie-back straps.
$38.90
A black mesh-lined bodycon mini dress featuring short puff sleeves, a sweetheart neckline, and side cutouts.
$29.90
A faux leather micro mini skirt in black with lace trim and a flirty slit.
$27.90
Turn any day into an extra cute one with this ponte mini skort featuring a chic bow trim along the high-rise waist and a flattering bodycon fit. Style with a sassy graphic tee for any casual plans. Fit & FeaturesPonte knit fabric, High-rise waist, bow trim, Bodycon fit, Mini-length skirt overlay, shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Extra Cute Bow Trim Ponte Mini Skort in Black | Size: XS | Knit Fabric
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$20.97 $46.90 55% off
An adorably chic taupe skater dress with a plaid print and strapless sweetheart neckline.
$26.90
A chic black block heel with an ankle strap and cushioned insole for stylish comfort.
$19.90
A chic sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable ankle strap.
$39.90
A grey denim mini skirt with a camo print, high-rise waist, and cargo pockets.
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Senorita Mesh Strappy Mini Dress in Pink
$19.97 $32.90
39% 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 Pink | Size: L | 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 Red | 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 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 White | Size: XL | 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: XS | Knit Fabric
Flawless Allure Cowl Neck Bodycon Mini Dress in Light Blue
$19.97 $35.90
44% off
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 Light Blue | Size: L | 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
Stunning Sophistication Rhinestone Mini Dress in Wine
$19.97 $42.90
53% off
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
You'll have that perfect glow in this satin mini dress at the party! This stunning mini-length dress features a strapless neckline for a classic style, and a side pleated seam adds a touch of sophistication and creates a flattering A-line silhouette. Complete the look with stiletto heels. Fit & FeaturesSatin fabric lined with stretchy knit, Strapless neckline, Side pleated seam, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold | Size: L | Satin Fabric