Date Night Outfits

Ready to turn heads and break hearts? Date night outfits are all about making a statement, and girl, we've got the looks that will have you feeling like the main character of your own rom-com. Whether you're going for that sultry allure or playful charm, our collection is packed with pieces that scream confidence and style. From flirty skirts to daring dresses and tops that tease just right, these outfits are your ticket to an unforgettable night out. Go ahead, Windsor girl—make every date night legendary!

Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort
Best Seller

$59.90

4.620253 star rating

A sage satin formal dress with a square neckline, high slit, and floor-length hem.

Best Seller

$32.90

4.672727 star rating

A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.

Best Seller

$69.90

4.64151 star rating

A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.

$39.90

4.679487 star rating

A sultry black formal dress with rhinestone straps, cowl neckline, and a high slit.

Best Seller

$32.90

4.6 star rating

A light blue mesh mini dress with adjustable straps and ruched seams for a chic silhouette.

$79.90

4.47541 star rating

A sleek black taffeta mini dress featuring a dramatic detachable bow with a floor-length train.

Best Seller

$34.90

4.52 star rating

A black crepe halter jumpsuit with a plunging V-neckline and sexy midriff cutout.

$59.90

4.46 star rating

A denim satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$54.90

4.723404 star rating

A beige bodycon mini dress featuring rhinestone mesh, square neckline, and trendy bell sleeves.

$52.90

4.695652 star rating

A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.

$79.90

4.772728 star rating

A sage mini dress with faux pearl embellishments, featuring a cowl neckline and strappy open back.

Best Seller

$36.90

4.595238 star rating

An elegant sage off-the-shoulder midi dress with a flared hem and smooth knit fabric.

Sale

$18 $22.90 21% off

4.619048 star rating

A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.

$74.90

4.416667 star rating

A navy blue glitter knit mermaid dress with a square neckline and lace-up open back.

Sale

$46 $64.90 29% off

4.555555 star rating

A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.

$39.90

4.742857 star rating

A black ribbed knit midi dress featuring a square neckline, side slit, and metal button accents.

$36.90

4.742857 star rating

A chic oatmeal skater dress with ribbed knit fabric, off-shoulder neckline, and long fitted sleeves.

Best Seller

$39.90

4.028572 star rating

A chic white glitter lace dress with a bodycon fit, perfect for weddings or special occasions.

Best Seller

$49.90

4.411765 star rating

A black faux leather and mesh jacket with illusion stripes, perfect for layering stylish outfits.

$84.90

4.757576 star rating

A strapless yellow bodycon mini dress with beaded mesh fabric and a cowl neckline.

$36.90

4.69697 star rating

A brown floral flocked bodysuit with a sweetheart neckline and adjustable straps in mesh knit fabric.

$69.90

4.575758 star rating

A sage bodycon mini dress adorned with iridescent rhinestones and faux pearls for formal occasions.

$54.90

4.096774 star rating

A black glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.

$48.90

4.733333 star rating

A pink mesh mini dress with faux pearl embellishments, featuring a bodycon silhouette and cowl neckline.

$39.90

4.541667 star rating

An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.

Best Seller

$35.90

4.375 star rating

A pink knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.

Best Seller

$64.90

4.913044 star rating

A lavender strapless mesh dress with asymmetrical ruffles, perfect for formal occasions.

$99.90

4.636364 star rating

A mint sequin scroll mermaid dress with a strappy back, perfect for prom or black-tie events.

Sale

$9.97 $59.90 83% off

4.545455 star rating

A shimmery black sequin party dress featuring a one-shoulder design and bodycon wrap silhouette.

Sale

$19.97 $59.90 67% off

4.45 star rating

A striking green satin one-shoulder dress with a side slit, perfect for formal occasions.

Sale

$9.97 $49.90 80% off

4.388889 star rating

A black chiffon mini dress with ruched sides and a plunging V-neckline for elegant occasions.

$54.90

4.111111 star rating

A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.

$34.90

4.833334 star rating

A brown cargo mini skirt with a high-rise waist, vertical seams, and cargo-style pockets.

Sale

$19.97 $44.90 56% off

4.388889 star rating

A sultry slate satin midi dress featuring a cowl neckline, spaghetti straps, and ruched detailing.

$39.90

4.666667 star rating

A green glitter mesh bodycon mini dress with sheer long sleeves and a square neckline.

$79.90

4.529412 star rating

An elegant black knit mermaid dress featuring a glitter pattern, cowl neckline, and high front slit.

Sale

$9.97 $42.90 77% off

4.941176 star rating

A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.

Sale

$9.97 $34.90 71% off

4.375 star rating

A green glitter velvet mini dress with a bodycon silhouette, spaghetti straps, and a flirty hem slit.

$56.90

4.6875 star rating

A black mesh mini dress with rhinestones, featuring a bodycon silhouette and sheer long sleeves.

$69.90

4.866667 star rating

A black sheer mesh bodycon mini dress with rhinestone embellishments and a corset illusion waist.

Best Seller

$46.90

4.642857 star rating

A vibrant yellow skater dress with a tiered ruffled skirt and halter tie-back straps.

$64.90

4.571429 star rating

A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.

$89.90

4.142857 star rating

An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.

$29.90

4.083334 star rating

A black crepe strapless bodycon dress with a pleated side seam and faux wrap skirt.

$59.90

4.5 star rating

A black glitter knit bodycon dress with an off-the-shoulder neckline and high slit design.

Sale

$29.97 $59.90 50% off

4.666667 star rating

A sage glitter knit formal dress with a high slit and sleeveless cowl neckline.

$39.90

5 star rating

A sheer white fishnet crop top adorned with mini rhinestones, perfect for standout style.

$34.90

4.636364 star rating

An ivory long sleeve dress with a ruched bust and flowy A-line silhouette in stretchy crepe.

Loading...
Filters
Now Trending
Marissa Formal Satin Cowl Neck Dress in Burgundy
(150) 4.5866666 star rating

The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, engagement parties Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Burgundy | Size: S | Satin Fabric

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(133) 4.6917295 star rating

Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Senorita Mesh Strappy Mini Dress in Yellow
(75) 4.6 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 Yellow | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage
(56) 4.589286 star rating

Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Cute Attitude Ponte Slit Mini Skort in Black
(52) 4.826923 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: S | Knit Fabric

Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Navy Blue
(49) 4.734694 star rating

Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Navy Blue | Size: S | Knit Fabric/Rhinestone/Mesh Fabric

All The Right Moves Cowl Neck Mini Dress in Green
(46) 4.195652 star rating

The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: L | Knit Fabric

Windsor Kristen Faux Pearl Mini Party Dress in White
(46) 4.695652 star rating

Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink
(46) 4.7391305 star rating

A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: XL | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black
(45) 4.111111 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

Date Night Outfits

When the sun dips and the city lights flicker to life, it's your cue to step out in style for that enchanting date night. Whether it’s a first date sparking butterflies or a special evening with your forever flame, choosing the perfect outfit is like crafting a personal love letter — it speaks volumes before you even whisper a word. Date night outfits are your secret weapon; they transform your confidence and set the stage for memorable moments. Imagine slipping into that killer dress that hugs all the right curves, or a chic top paired with the perfect skirt that makes you feel unstoppable. It's not just about looking good, it's about feeling phenomenal, ready to take on the night with a strut in your step and a sparkle in your eye.

Spring evenings bring a fresh palette of styles and opportunities to dazzle. As the season shifts, so does the mood of your wardrobe. Think soft, flowing fabrics that catch the gentle breezes of March nights, or vibrant patterns that capture the rejuvenating spirit of spring. And let's not overlook the power of a great pair of heels to elevate your look and your spirits. Finding the right Date Night Shoes can be the pivotal detail that ties your entire ensemble together, transforming you from head to toe. This season, whether you're stepping out for a candlelit dinner under the stars or a chic urban cocktail evening, your date night outfit should encapsulate all the joy and anticipation that the night promises.

Gift-giving comes from the heart, and what better way to show your affection than helping someone special in your life shine during their own romantic outings? Gifting a stunning date night outfit isn't just about the clothes; it's about giving them a night to remember. When they slip into that gorgeous dress or that suave jacket you picked out, they're not just putting on fabric and thread — they're stepping into a night filled with potential, armed with confidence and your thoughtful support. It's about more than just fashion; it's about empowering them to feel their best, to laugh freely, and to enjoy every moment deeply. So, whether you're treating yourself or someone special, remember that the perfect date night look is out there waiting to make an evening unforgettable.