Fall Date Outfits

Sweater weather is here, and so are those dreamy fall date outfits that will have you feeling like the main character in your own rom-com! Whether you're strolling through a pumpkin patch, sipping on a spiced latte, or cozying up by a crackling fire, it's all about embracing those rich hues and snuggly layers. Picture yourself wrapped in the perfect blend of chic and comfy, ready to make unforgettable memories. From flirty skirts that swish with every step to tops that bring out your inner glow, these looks are all about capturing the essence of autumn romance. Let's make this season the one where you turn heads and steal hearts effortlessly. 🍂💖

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$34.90 - $42.90

4.563636 star rating

A black crepe jumpsuit with a plunging V-neckline, midriff cutout, and halter neck design.

$46.90

4.916667 star rating

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

$46.90

4.75 star rating

A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.

$48.90

4.9 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

Sale

$9.97 $59.90 83% off

4.625 star rating

A charming red gingham skater dress featuring an open back, ruffled hem, and lace-trimmed neckline.

Sale

$9.97 $39.90 75% off

5 star rating

A black bodycon mini dress with an asymmetrical hem, cutout bust, and sheer mesh sleeves.

$44.90

3.5 star rating

A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.

$36.90

4 star rating

A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.

$34.90

5 star rating

A sage mesh midi dress featuring a cowl neckline, ruched sides, and adjustable tie-back straps.

$36.90

4 star rating

A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.

Sale

$21 $29.90 30% off

4 star rating

An adorable charcoal plaid mini dress with sheer lace trims and a chic center bow detail.

Sale

$9.97 $38.90 74% off

A wine-colored velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.

$54.90

An oversized black faux leather blazer with a lapel collar and chic single button closure.

$54.90

4.555555 star rating

Step out in dazzling style with this corset bodysuit, designed to create a flawless silhouette for any occasion. The bodysuit features padded bra cups that enhance and support, while the adjustable straps allow for a custom fit. Adorned with sparkly sequins and rhinestone embellishments, this piece is a showstopper, perfect for adding a touch of glamour to your ensemble. Whether paired with high-waisted jeans for a night out or a midi skirt for a special event, this corset bodysuit is sure to make an unforgettable statement. Fit & FeaturesPlunging sweetheart neckline, Molded and padded cups, Sheer mesh back and sheer front , Intricate lace design , Sequins, pearls, and beaded detail, Thong bottom with dual snap button closures, form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Twisted Angel Embroidered Bodysuit Top in Rose Gold | Size: S | Rhinestone/Sheer Mesh Fabric

$69.90

4.628319 star rating

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

$39.90

4.681416 star rating

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

$32.90

4.593023 star rating

A sultry red mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic nights.

$79.90

4.457143 star rating

A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.

$59.90

4.078125 star rating

A black glitter knit formal dress with a cowl neck, cross back, and high front slit.

$69.90

4.575 star rating

A white bodycon mini dress with iridescent rhinestones and faux pearl embellishments on sheer mesh.

Sale

$15.97 $54.90 71% off

4.227273 star rating

A burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.

$19.90

4.733333 star rating

A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.

$69.90

3.636364 star rating

An elegant white bodycon dress featuring a low back and ruffled bubble hem for chic occasions.

$38.90

4.363637 star rating

A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.

$26.90

4.909091 star rating

An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.

Sale

$19.97 $34.90 43% off

4.857143 star rating

A sleek pink knit mini dress featuring a ruched bust, off-the-shoulder neckline, and bodycon silhouette.

$28.90

4.666667 star rating

A sleek black nubuck stiletto heel with a square toe and adjustable ankle strap.

$32.90

4.6 star rating

A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.

Sale

$9.97 $46.90 79% off

5 star rating

A blue gauze skater dress featuring a halter neckline, cutout bodice, and ruffled mini hem.

$22.90

4 star rating

A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.

$34.90

5 star rating

A brown denim mini skort with a high-rise waist and dual front slits for a chic look.

$59.90

5 star rating

A stunning strapless mermaid dress in red glitter knit, perfect for formal events.

$46.90

4 star rating

A navy blue woven skater dress featuring a tie-back design, ruffled mini hem, and spaghetti straps.

Sale

$19.97 $42.90 53% off

5 star rating

A rust floral skater dress in airy rayon with tie-back halter straps and an open back.

Best Seller

$44.90

5 star rating

A strapless black knit skater romper featuring a tiered ruffled mini overlay and hidden fitted shorts.

Sale

$21.97 $42.90 49% off

5 star rating

An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.

$79.90

4.333334 star rating

A stunning black glitter mermaid dress with a lace-up back and sweetheart halter neckline.

Sale

$20.97 $46.90 55% off

5 star rating

An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.

$42.90

5 star rating

A black knit bodycon mini dress with long sleeves and stylish cutout lattice accents.

Sale

$12.97 $29.90 57% off

4.5 star rating

A leopard-printed woven vest featuring a sleeveless V-neckline and multiple tie-front designs.

$79.90

4 star rating

A glamorous gold satin dress featuring faux pearl embellishments, corset bodice, and a high front slit.

$36.90

3 star rating

A black nylon mini dress featuring a fitted A-line silhouette, square neckline, and hidden shorts.

$44.90

3 star rating

A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.

$29.90

5 star rating

A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.

$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

$46.90

5 star rating

A black knit halter mini dress featuring lace trim, ruffled tiers, and a dramatic cowl neckline.

$46.90

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

$59.90

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

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Windsor Mayra Formal Satin Slit Long Dress in Sage
(176) 4.619318 star rating

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric

Windsor Sasha Formal High Slit Wrap Dress in Black
(171) 4.5847955 star rating

Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone

Marissa Formal Satin Cowl Neck Dress in Green
(169) 4.5680475 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, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric

Windsor Rowena Sequin Mermaid Dress in Navy Blue
(168) 4.7261906 star rating

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(124) 4.782258 star rating

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric

Addison Glitter Mesh Formal Dress in Black
(113) 4.628319 star rating

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
(89) 4.573034 star rating

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alisha Rhinestone Strap Formal Dress in Black
(84) 4.6309524 star rating

Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Rose Formal Mesh Corset Column Dress in Green
(67) 4.447761 star rating

The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Green | Size: M | Knit Fabric/Mesh Fabric

Fall Date Outfits

Girl, let’s be real—date night hits different when the air’s got that crisp little bite and the leaves are putting on their own runway show. Suddenly, every invite feels a little more magical, a little more “main character energy.” Whether you’re headed out for cozy coffee runs, candlelit dinners, or spontaneous late-night drives with your crush, the right outfit isn’t just about looking good—it’s about feeling unstoppable. That’s why picking out your date night look is basically a love language. You want pieces that bring the drama but still let you breathe (and eat dessert). Think textures that beg to be touched, layers you can peel off or pile on depending on your vibe, and silhouettes that move with you—whether you’re twirling under string lights or cuddling up for an outdoor movie. It’s about finding that sweet spot between playful and put-together, with just enough edge to keep them guessing. And let’s not forget—these looks aren’t just for swoon-worthy nights out. They totally double as power moves for brunch with your ride-or-dies, family dinners where you want to look grown but not “trying too hard,” or even solo strolls when you’re just feeling yourself.

Shopping for date night outfits is basically an act of self-care. You deserve pieces that make you want to do a little mirror dance before you head out the door. When you’re choosing, consider the little details that make all the difference: soft knits that feel like a hug, flirty hemlines that show off your favorite boots, and jackets you can toss over your shoulders for that effortlessly cool entrance. If you’re gifting, these picks are total game-changers for your bestie who just landed a new situationship, your sister who’s got a first date jitters, or even your mom who’s out here living her best life (because confidence is ageless, babe). And if you’re building your own collection, don’t be afraid to mix it up—throw in some bold prints, unexpected textures, and statement accessories that spark joy every time you reach for them. Date night is all about making memories, and your outfit should be part of the story. Plus, if your plans take a detour and you end up dancing under the stars at a last-minute show, you’ll be ready to slay. Speaking of which, if your calendar’s filling up with live music and you need inspo for those nights, check out our curated picks for Fall Concert Outfits to keep the good vibes rolling.

At the end of the day, your date night look is about you—how you want to show up, how you want to feel, and how you want to remember every little moment. It’s the confidence boost that carries you from the butterflies of getting ready to the “text me when you get home” at the end of the night. So go ahead, treat yourself to those pieces that make you feel like you’re living in your own rom-com. Whether you’re going for soft and sweet, bold and daring, or somewhere deliciously in between, remember: the best accessory is always your energy. With the right outfit, you’re not just dressing for the date—you’re dressing for every adventure that comes with it.

Top Picks For Fall Date Outfits