Night Out
Plans after dark call for outfits that know how to show up. This edit of going out outfits is built for rooftop bars, concerts, birthday celebrations, and spontaneous nights that start with one drink and end somewhere unexpected. Expect curve-hugging mini dresses, statement separates, and matching sets designed to mix, match, and move with you. Cowl necklines, strapless tops, and halter silhouettes bring just the right amount of edge, while sparkly crop tops and bustiers pair effortlessly with faux leather minis or relaxed cargo pants. Finish the look with a sleek moto jacket or bomber — because a good night out always deserves a great outfit.
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Going-Out Outfits for Every Fall & Winter Plan
Windsor’s Going-Out Outfits make getting ready feel effortless, whether the plan is dinner and drinks, a bar night with friends, a date, party, or night at the club. Find curve-hugging minis, statement separates, matching sets, denim, and sexy outfits with bold details that instantly turn up your look. From laid-back nights to full-glam entrances, these night-out outfits make it easy to dress for the vibe while creating a look that feels completely your own.
What Should I Wear for a Night Out?
Start with the mood and where you're headed. For dinner or date night, try a cowl-neck or halter top with embellished jeans or a denim skort for an elevated look that doesn't feel overdone. When drinks turn into dancing, strapless tops, plunging necklines, hardware details, and open-back silhouettes bring more after-dark energy. Explore going-out tops designed to mix, match, and move with you from the first stop to the last.
For an instant outfit, going-out dresses take the guesswork out of getting ready. Bodycon minis, curve-hugging silhouettes, bold prints, and romper dresses with flirty ruffle skirts give you one-and-done options that still make a statement.
Want the whole look with even less styling? Matching sets make getting ready easy, from sparkling coordinates that bring instant party energy to trending denim sets with vests for more laid-back plans. Wear the pieces together for effortless impact, then remix them with other going-out favorites. Discover more matching sets for going-out plans when you want an instantly coordinated look.
What Going-Out Outfits Are Trending in Fall 2026?
Fall going-out style mixes seasonal color and statement denim with silhouettes that still show some skin. Try embellished jeans with a backless top for drinks, a trending denim set for a harvest event, or an asymmetrical mini with boots for a night downtown. Jorts, boleros, bold prints, and unexpected separates also give you more ways to experiment with your look, especially when Halloween plans call for an outfit that can become part of a costume or make a statement all on its own.
For Friendsgiving dinner, pair a halter or cowl-neck top with statement denim for a look that feels dressed up without going full party glam. For bar nights or weekend hangs, balance standout style with an outfit that fits the setting. Get inspired by what to wear to a bar for outfit ideas that work for everything from casual drinks to a livelier night out.
What Should I Wear for a Winter Night Out?
For a winter night out, build your look with pieces that bring the heat while giving you more coverage as temperatures drop. Try a long-sleeve mini or bodycon dress with knee-high boots, or pair a statement top and embellished denim with a faux fur jacket for dinner, drinks, or a night downtown. Gloves and chic layering pieces add extra warmth while keeping the finished outfit polished.
For holiday parties and club nights, turn up the glam with sparkle, plunging or open-back details, sleek boots, and long-sleeve styles that balance the season with after-dark appeal. Heading into New Year’s Eve? Explore Fierce and Sexy Clubwear for bold looks made for celebrating long after midnight.
Find a Going-Out Look That Feels Like You
The best going-out look fits your plans without losing your personality. Keep things casual with denim and a statement top, make getting dressed easy with a matching set, or go all-out in a mini that puts the focus on you. Windsor’s Going-Out Outfits give you the pieces to mix, match, experiment, and create a look for every mood—from laid-back fall hangs to glamorous winter celebrations.
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Got That Glitz Rhinestone-Beaded Hoop Earrings
Radiate all the glitz and glamour in these gorg rhinestone-beaded hoop earrings! They feature a small tube hoop design embellished with small sparkling rhinestones and mini beaded detailing. Style with a dainty tennis bracelet.
Fit & Features
- Small open-ended tube hoop design
- Small rhinestone embellishments
- Mini beaded detailing
- Omega closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1838
Category Name: Night Out
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Luxe Gemstone Duster Earrings
These elevated luxe gemstone duster earrings will add chic glamour to your looks! They feature a short drop design with a small clear teardrop-shaped gemstone post and a large hanging clear teardrop gemstone accent. Style with a dainty necklace.
Fit & Features
- Short drop design
- Small clear teardrop gemstone post
- Large hanging clear teardrop gemstone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1855
Category Name: Night Out
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fabulous Strut Marabou Strappy Block Heels
Step into an effortless, fabulous style in these block heels! These faux leather beauties stun like no other, featuring a chic square toe, luxurious marabou toe strap, and strappy design with a block heel and adjustable ankle strap with buckle closure. Complete the look with a trendy shoulder purse for a dressy occasion!
Fit & Features
- Square toe
- Marabou toe strap
- Strappy design
- Block heel
- Adjustable ankle strap, buckle closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4732
Category Name: Night Out
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clearly Luxe Rhinestone Knot Clear Box Clutch Bag
Luxe vibes only. This clear box clutch bag brings the glam factor to every event! Designed with rhinestone embellished knotted straps in a chic grid pattern, a detachable top rhinestone embellished handle, and a detachable crossbody chain strap for multiple styling options. The spacious interior keeps your things secure with a top push lock closure. Complete the look in glam stiletto heels.
Fit & Features
- Rhinestone embellished knotted straps, grid pattern
- Detachable rhinestone embellished handle
- Detachable crossbody chain strap
- Clear acrylic box clutch
- Spacious interior
- Top push lock closure
Style Number/Barcode: 07204-0755
Category Name: Night Out
Price: $20.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Elegance Rhinestone Mini Hoop Earrings
Add a touch of elegance with this rhinestone hoop earring. The rhinestone embellished mini hoop design is accented with four sparkling hoops, creating a stunning allure perfect for any special occasion! Complete the look in a sleek satin dress.
Fit & Features
- Rhinestone embellished mini hoop design
- Four rhinestone hoops connected
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1842
Category Name: Night Out
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sparkle Rhinestone Fringe Earrings
Add a bit of sparkle with these rhinestone earrings! Featuring a bright and shimmering rhinestone fringe design, these earrings will give your look that special touch. Complete the look with a statement ring set for a semi-formal party!
Fit & Features
- Curved post
- Long rhinestone fringe design
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1844
Category Name: Night Out
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On Stage Sequin Corset Velvet Jumpsuit
Take the stage in this stunning sequin jumpsuit sure to capture the spotlight! This stylish jumpsuit features a sweetheart neckline, adjustable velvet spaghetti straps, and a sequin-embellished padded bust. With a sheer corset waist complete with velvet trim and a sequin-embellished skinny-leg design, this jumpsuit is sure to make you shine! Complete the look in stiletto heels for a party or dressy night out!
Fit & Features
- Sleeveless sweetheart neckline,
- Adjustable velvet spaghetti straps
- Sequin-embellished padded bust
- Sheer mesh corset waist, velvet trim, back zipper and hook-eye closure
- Sequin-embellished skinny leg design
- Sequin-embellished velvet fabric, sewn-in knit lining
- Runs small, recommend to size up
Style Number/Barcode: 06502-2427
Category Name: Night Out
Price: $5.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Party Hour Corset Waist Sequin Catsuit
It's always party hour with you in this totally glam corset waist sequin catsuit! It features a mock neckline, long fitted sleeves, a sultry corset-inspired waist with sheer mesh inserts and woven piping details, a skinny-leg silhouette, and an all-over form-hugging fit. The sequin embroidery on the partially lined knit fabric will give you that glitzy sheen as you sparkle under the lights! Style this catsuit with rhinestone heels.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Corset-inspired waist, sheer mesh inserts, woven piping details
- Back zipper, hook and eye closure
- Skinny-leg silhouette, form-hugging fit
- Sequin embroidery, partially lined knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2428
Category Name: Night Out
Price: $28.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fabulous By The Second Tweed Plaid Mini Skirt
Step out looking fabulous in this tweed plaid mini skirt perfect for a posh day out in Beverly Hills! Crafted with a high-rise waist and form-hugging silhouette, this skirt exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and flirty front slit create a flawless finish. Complete the look with the matching blazer and loafers!
Shop Matching Long Sleeve Blazer: Fabulous By The Second Tweed Plaid Crop Blazer
Shop Matching Short Sleeve Blazer: Fabulous By The Second Short Sleeve Tweed JacketFit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging fit
- Front slit, mini-length hem
- Tweed plaid fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06401-0639
Category Name: Night Out
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Sultry Perfection Mesh Cropped Bustier Top
This airy mesh cropped bustier top is simply sultry perfection! Designed with a stretchy sheer mesh fabric with a knit lining, this top features sexy details for an iconic night-out look. The sleeveless bodice is shaped with a sweetheart neckline with a built-in padded bust and ruching, a bustier design with flexible boning inserts for structure, and adjustable spaghetti straps for a customized fit. The angled cropped hem will create a snatched silhouette. Style this bustier top with a mini skirt and heels.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Sleeveless sweetheart neckline, padded bust, ruching
- Bustier bodice, flexible boning
- Adjustable spaghetti straps
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5050
Category Name: Night Out
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Fab Patchwork Denim Bustier Top
Amp up your fab concert outfit with this trendy patchwork denim bustier top! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The bustier is shaped with a sleeveless sweetheart neckline with a built-in padded underwire bust for a lifted effect and adjustable spaghetti straps for a customized fit. The smocked-back design provides added stretch. The fitted cropped hem will create an alluring snatched silhouette. Complete your 'fit with the matching mini skort or maxi skirt!
Shop Matching Bottoms: Retro Fab Patchwork Denim Mini Skort, Retro Fab High Slit Patchwork Denim Maxi Skirt
Fit & Features
- Denim fabric with faded patchwork design
- Sleeveless sweetheart neckline
- Built-in padded underwire bust
- Adjustable spaghetti straps
- Smocked back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2295
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Fab High Slit Patchwork Denim Maxi Skirt
Amp up your fab concert outfit with this trendy high slit patchwork denim maxi skirt! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The skirt is shaped with a high waist leading to a maxi-length hem with a high-cut arched side slit on the slim-fit silhouette for an alluring vibe. Complete your 'fit with the matching bustier top!
Shop Matching Top: Retro Fab Patchwork Denim Bustier Top
Fit & Features
- Denim fabric with faded patchwork design
- High waist, front button and hidden zipper closure
- Maxi-length hem with high arched side slit
- Slim-fit silhouette
- Belt loops, front button closure
- Dual front and back pockets
- Runs true to size
Style Number/Barcode: 06601-0185
Category Name: Night Out
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Fab Reflective Chrome Shoulder Bag
This forever fab chrome shoulder bag is the ultimate accessory for festival season! Designed with a sleek faux leather material with a reflective chrome sheen, it features an angled rectangular-shaped design with fold-over flap closure and an adjustable shoulder strap with side buckle accents. The spacious lined interior is secure with a top zipper closure. Complete the look with the matching wedges and a layered necklace!
Shop The Matching Wedges: Forever Fab Reflective Chrome Wedge Heels
Fit & Features
- Faux leather material with chrome sheen
- Angled rectangular-shaped design
- Fold-over flap closure with dual magnetic button closures
- Adjustable shoulder strap with dual side buckles
- Zipper closure
- Woven-lined interior with single pocket
Style Number/Barcode: 07203-1943
Category Name: Night Out
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Undeniable Glow One-Shoulder Faux Pearl Mini Dress
Unlock an undeniable glow in this one-shoulder mini dress for your next night on the town! Showcasing faux pearl, rhinestone, and gemstone embellishments on lightweight mesh fabric, this party dress is here for the glamour girls. Features a flattering bodycon silhouette and a sassy mini-length hem. Complete the look in strappy heels and a clutch!
Fit & Features
- Faux pearl, rhinestone, gemstone embellishments
- Mesh fabric lined with stretchy knit
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5384
Category Name: Night Out
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crush-Worthy Strapless Denim Bodycon Midi Dress
They'll all be crushing on you in the cutest denim bodycon midi dress! The cotton-blend denim fabric offers stretch and includes a comfy knit lining. This dress is shaped with a strapless scoop neckline featuring an angled design to accentuate your bust, with flexible boning at the bodice giving structure for a snatched look. The vertical seams down the front and back add a trendy touch to the curve-hugging silhouette. The back slit accent adds a sexy detail and allows for effortless movement. Style with a layered necklace and clear heels for your weekend plans!
Fit & Features
- Cotton-blend denim fabric with knit lining, moderate stretch
- Strapless angled scoop neckline
- Flexible boning
- Back zipper with hook and eye closure
- Back slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5453
Category Name: Night Out
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Season Staple Denim Print Faux Leather Stiletto Heels
Trendy with chic details, these denim print faux leather heels are a staple for the season. Designed with a medium-wash denim print on smooth faux leather material, these heels are a fabulous must-have! They feature an open square-shaped toe with a thin strappy design across the foot, thin adjustable ankle and heel straps with a buckle closure, and a stiletto heel. Pair with the matching shoulder bag for a seamlessly stylish 'fit!
Shop Matching Bag: Season Staple Denim Print Faux Leather Shoulder Bag
Fit & Features
- 4" Stiletto heel
- Faux leather material with medium-wash denim print
- Open square toe
- Thin strappy design
- Thin adjustable ankle and heel straps with buckle closure
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4644
Category Name: Night Out
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elite Glam Faux Pearl Platform Block Heels
Showcase elite glamour at your next fancy affair in these faux pearl platform block heels! The faux leather heels feature all-over faux pearl embellishments for that trendy touch of sophistication. The open square-shaped toe has a wide toe strap, followed by thin adjustable ankle and heel straps with a buckle closure. The shoes are supported with a platform sole and a tall block heel. Style with the matching handbag for a chic seamless look!
Shop Matching Bag: Elite Glam Faux Pearl Mini Tote Handbag
Fit & Features
- 4.5" Block heel
- Faux leather material, mini faux pearls
- Open square toe
- Wide toe strap
- Thin adjustable ankle and heel straps with buckle closure
- Platform sole, padded insole
- Runs true to size
Style Number/Barcode: 07401-4645
Category Name: Night Out
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- 4.5" Block heel
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Dreamy Pearl And Rhinestone Trim Bustier Top
This gorgeously detailed pearl and rhinestone trim bustier top will give you a dreamy vibe for your party plans! It features a sleeveless sweetheart neckline with pleated mesh fabric at the bust, a rhinestone faux pearl-embellished chain trim under the bust and on the spaghetti straps, a corset-style bodice with a structured bust and flexible boning for a snatched silhouette, and a fitted, angled, and cropped hem. Complete your look with a midi skirt and metallic heels.
Fit & Features
- Sleeveless sweetheart neckline, pleated mesh at the bust
- Rhinestone and faux pearl-embellished chain trim
- Corset-style bodice, padded cups, structured underwire, flexible boning
- Adjustable spaghetti straps, back hook and eye closures
- Fitted, angled, and cropped hem
- Sheer mesh fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5048
Category Name: Night Out
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Blooms Lace-Up Floral Chiffon Corset Top
Create a chic look for drinks with the girls in this lace-up floral chiffon corset top! The woven fabric features a floral chiffon burnout pattern for a pretty touch. The sleeveless square neckline has adjustable spaghetti straps for a customized fit, and the flexible boning inserts provide structure. The trendy lace-up designs at the sides give the top a sultry allure, leading to back hook and eye closures. The corset has a fitted, angled, and cropped hem for a snatched silhouette. Style with a mini skirt and mules.
Fit & Features
- Woven fabric with floral chiffon burnout pattern, knit lining, minimal stretch
- Sleeveless square neckline
- Adjustable spaghetti straps
- Flexible boning
- Lace-up sides, back hook and eye closures
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06003-2290
Category Name: Night Out
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sexy Sleek Tie-Front Cutout Satin Corset Top
This sexy sleek satin corset top will elevate your go-to date night look. The silky satin fabric has a chic sheen for a stunning allure. The top features a sleeveless square neckline with thin tank straps and a ruched bust with a cutout and tie-front design for a sultry detail. The flexible boning provides structure, while the smocked back allows moderate stretch. The corset top has a fitted, angled, and cropped hem for a snatched silhouette. Style with faux leather pants and strappy stilettos!
Fit & Features
- Satin woven fabric with knit lining, moderate stretch
- Sleeveless square neckline, thin tank straps
- Ruched bust
- Bust cutout with tie-front design
- Flexible boning, smocked back
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06003-2292
Category Name: Night Out
Price: $3.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleekin' Out Satin Strappy Mesh Bustier
Unleash your inner sleek diva in this sexy bustier for a night out! This statement bustier features a sweetheart neckline, adjustable spaghetti straps with a halter tie strap, a built-in underwire padded bust, and flexible boning for a flattering fit. The side ruched mesh panels and cropped hem add a touch of allure. Complete the look in high-rise flare pants for dinner and drinks!
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps, halter tie strap
- Back zipper and hook-eye closure, front hidden hook-eye fasteners
- Built-in padded underwire bust
- Flexible boning, side ruched mesh panels, cropped hem
- Lined satin fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06003-2291
Category Name: Night Out
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Diva Type Velvet Rhinestone Mini Dress
A velvet rhinestone mini dress for all the divas out there who love to shine! Capture the attention in this mini dress featuring a scoop neckline, adjustable spaghetti straps, and a flattering bodycon silhouette to flaunt your curves. Finish the look in platform heels for parties and going out!
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Bodycon silhouette, mini-length hem
- Back zipper and hook-eye closure
- Rhinestone embellished, velvet fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5383
Category Name: Night Out
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Truth Be Bold Textered Lace-Up Mini Dress
The truth is, you'll be looking bold in this mini dress everywhere you go! Sultry and head-turning, this mini-length dress features a square neckline with a U-shaped metal insert, spaghetti straps that lace up in the back, and a flattering bodycon silhouette on textured mesh fabric with the perfect shimmer. Complete the look in glitter heels for extra sparkle.
Fit & Features
- Sleeveless square neckline
- U-shaped metal insert
- Spaghetti straps, lace-up back
- Bodycon silhouette, mini-length hem
- Textured mesh shiny fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05103-5380
Category Name: Night Out
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Flex Faux Leather Flare Pants
Make a major flex in these faux leather pants to showcase an elevated style! They feature a flattering V-cut mid-rise waist designed to give an hourglass effect, a hip-hugging fit, and a flared hem. Complete the look in a corset top for cocktail hour!
Fit & Features
- V-cut mid-rise waist
- Hip-hugging fit
- Flared hem
- Faux leather fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06502-2426
Category Name: Night Out
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale