Valentine's Day Looks
Make a statement this Valentine’s Day with dresses and outfits perfect for any occasion. Whether it’s a romantic date night, a fun Galentine’s celebration, or a GNO, choose from mini, midi, and sleek bodycon dresses in firey red, pink, and classic black. Explore flirty going-out tops, skirts, and dressy pants in the latest on-trend designs to curate your ultimate Valentine’s Day look.
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Valentine's Day Looks
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Floral Dresses For Valentine's Day
Sultry To Sweet Valentine's Day Dresses & Outfits
Shop 2026 Valentine's Day Dresses and Outfits from Windsor to have a beautiful look and feel confident with sultry dresses in flattering designs, tops in pink, red, white, or black, stylish skirts, cozy sweaters, a sultry variety of lingerie, jackets, booties, jewelry, and outfits for date night or a romantic getaway!
Discover date-night dresses with sultry cutouts, sheer insets, strappy back designs, plunging necklines, slit accents, or ruched detailing. For romantic date nights, explore best-selling dresses with romantic floral prints, modern abstract brush strokes, scroll embroidery designs, or styles with lace accents. Create gorgeous Valentine's Day outfits with dressy jumpsuits, curve-hugging catsuits, or flirty rompers. Style your favorite picks with strappy heels and sleek clutches. Complete your V-day looks with silver or gold hoop earrings, rhinestone dusters, layered necklaces, cascading lariats, and cool ring packs for an attention-grabbing vibe.
Grab your girls and celebrate Galentine's Day at brunch or over dinner in your best outfit of the day! For a girls' night out, create the perfect GNO outfit for Valentine's with matching sets with two to three pieces that you can mix and match to create your unique style. Layer your GNO look with a stylish oversized blazer or a sleek faux leather jacket, perfect to wear for a late-night dinner, fun at the bar, or dancing at the club.
Planning a romantic getaway or evening? Find a fresh variety of sultry lingerie for Valentine's Day. Explore alluring lace accents on PJ shorts or lingerie tops. Choose sheer accents or cutouts to capture the right vibe, or pick a lingerie set with robes, feather trims, garters, and more to set the mood.
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Sultry Does It High Rise Midi Skirt
Fit & Features
- Metallic knit fabric
- High-rise waist
- Side slit
- Bodycon fit
- Midi-length hem
- Runs true to size
Shop The Matching Top: Sultry Does It Halter Neck Crop Top
Style Number/Barcode: 06501-1108
Category Name: Valentine's Day Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Moment High-Slit Faux Leather Midi Skirt
Have your chic moment in this high-slit faux leather midi skirt. With a high-rise waist and form-hugging fit, this skirt was made to turn heads!
Fit & Features
- Faux leather fabrication, sewn-in knit lining
- High-rise waist
- Back zipper and hook-eye closure
- High front slit
- Form-hugging silhouette
- Midi length hem
- Runs true to size
Style Number/Barcode: 06401-0731
Category Name: Valentine's Day Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Ambition Faux Leather Wrap Midi Skirt
Elevate your style with the sleek ambition faux leather wrap midi skirt. High-rise, wrap silhouette, and a daring slit make it a must-have for your wardrobe.
Fit & Features
- Faux leather fabrication
- High-rise waist, side zipper closure
- Wrap silhouette
- High-slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 06401-0730
Category Name: Valentine's Day Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Downtown Girl Belted Pleated Mini Skirt
A pleated mini skirt perfect for downtown girlies! Pair with a crop sweater and boots.
Fit & Features
- Woven fabric
- Faux leather belted mid-rise waist
- Pleated silhouette
- Short-length hem
- Runs true to size
Style Number/Barcode: 06401-0720
Category Name: Valentine's Day Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Blossom Abstract Print Maxi Skirt
Fit & Features
- Mesh fabrication
- High-rise waist
- Leopard and floral print
- Maxi length hem
- Runs true to size
Shop Matching Top: Wild Blossom Abstract Print Tie-Front Crop TopStyle Number/Barcode: 06501-1084
Category Name: Valentine's Day Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Muse Bow Detail Mini Skirt
Step out like the adorable muse you are in this mini skirt with a statement bow and flattering A-line fit. Perfect for parties, date night, or shower celebrations!
Fit & Features
- Woven fabric, sewn-in woven lining
- High-rise waist
- Large side bow accent
- Back zipper and hook-eye closure
- Mini-length hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 06401-0716
Category Name: Valentine's Day Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Twirl Pleated Ponte Skater Skirt
Fit & Features
- Ponte knit fabric with moderate stretch
- High-rise elasticized waist
- Pleating
- Mini-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06501-1104
Category Name: Valentine's Day Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Charm Taffeta Bubble Mini Skirt
Fit & Features
- Lined taffeta knit fabrication
- Mid-rise waist
- Back zipper and hook-eye closure
- Bubble silhouette
- Mini length hem, stretchy fitted shorts lining
- Runs true to size
Style Number/Barcode: 06401-0721
Category Name: Valentine's Day Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Exceptionally Precious Rhinestone Bow Ponte Skort
A ponte mini skort features a flattering high-rise waist, rhinestone embellished bows, and a flirty slit along the bodycon silhouette. Perfect for dressing up your everyday look.
Fit & Features
- Ponte knit fabric, shorts lining, moderate stretch
- High-rise waist
- Rhinestone embellished bows
- Front slit
- Bodycon mini-length silhouette
- Pants have a 2” front rise with a 9” inseam
- Runs true to size
Style Number/Barcode: 06503-1208
Category Name: Valentine's Day Looks
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Allure Faux Leather Mini Skirt
Capture bold style with this faux leather slit mini skirt in a sleek bodycon silhouette. Pair with knee-high boots.
Fit & Features
- Faux leather fabrication
- Mid-rise fit
- High side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1080
Category Name: Valentine's Day Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Isn't She Lovely Sleeveless Ruffle Skater Dress
A lovely sleeveless skater dress perfect for capturing a lovely look at brunch or parties! Crafted from smooth woven fabric, this mini dress features a sleek square neckline and a form-hugging bodice that flares out into the ruffled skater silhouette. Pair with earrings and a clutch.
Fit & Features
- Smooth woven fabric, minimal stretch
- Square neckline
- Shoulder straps
- Back zipper and hook-eye closure
- Form-hugging bodice
- Ruffled skater silhouette, mini-length hem
- Runs true to size
Style Number/Barcode: 05101-3815
Category Name: Valentine's Day Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Heart For Sultry Open Back Bodycon Mini Dress
Look drop-dead gorgeous in this sultry bodycon mini dress! With an open-back strappy design and heart charm accent, this is the dress of your dreams for nights out. Pair with heels.
Fit & Features
- Smooth and stretchy double-lined knit fabric
- V-neckline
- Long fitted sleeves
- Open-back strappy design, top adjustable strap, metal heart charm accent
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5996
Category Name: Valentine's Day Looks
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Smooth and stretchy double-lined knit fabric
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Such A Sweetheart Corset Lace-Up A-Line Short Dress
Capture sweet vibes in this flirty corset short dress designed with a striking lace-up back design, a corset-style bodice that snatches your waist, and a flattering A-line silhouette. Pair with bow earrings.
Fit & Features
- Poplin woven fabric, woven lining
- Sweetheart neckline with adjustable drawstring tie
- Adjustable spaghetti straps, lace-up back design
- Underwire bust, corset-bodice, flexible boning
- Side zipper and hook-eye closure
- A-line short silhouette
- Runs true to size
Style Number/Barcode: 05101-3779
Category Name: Valentine's Day Looks
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stop The Show Lace Strappy Bodycon Mini Dress
Dreaming of a showstopping look? This lace bodycon mini dress will make your wish come true! Crafted from figure-hugging lace fabric, this dress boasts a sultry plunge halter strappy neckline, and open back that'll attract all the attention at the club. Pair with block heels.
Fit & Features
- Lace lined fabric, moderate stretch
- Plunge halter strappy neckline, button closures
- Open strappy back
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-6054
Category Name: Valentine's Day Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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There She Goes High-Rise Slit Polka Dot Satin Midi Skirt
Cue the perfect background song as you strut in this high-rise midi skirt flaunting chic polka dots and a flowy silhouette.
Fit & Features
- Polka dot print, smooth satin fabric, woven lining
- High-rise waist
- Hidden side zipper and hook-eye closure
- High side slit
- Flowy midi-length silhouette
- Runs true to size
Style Number/Barcode: 06401-0733
Category Name: Valentine's Day Looks
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Dinner Downtown Sleeveless Ruched Midi Dress
The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch.
Fit & Features
- Smooth knit fabric, stretchy knit lining
- Sleeveless crew neck
- Side ruched seams
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000111
Category Name: Valentine's Day Looks
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS
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Elevated Strappy Block Heels
Dress up any look with these chic strappy block heels for brunch, parties, and date nights! The heels are designed with a sleek square toe, closed ankle, and adjustable buckle strap that secures the style. Complete the look with a clutch.
Fit & Features
- 3.5" Block heel
- Square toe
- Strappy design
- Closed ankle, adjustable buckle strap
- Luxe fit cushioned insole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-5199
Category Name: Valentine's Day Looks
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Staple Ribbed Knit Skater Dress
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Off-the-shoulder neckline, fold-over accent
- Long fitted sleeves
- Short-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06005-2291
Category Name: Valentine's Day Looks
Price: $36.90
Availability: In Stock
Available Color: BLACK, RUST, WINE, DARK, DENIM, PINK
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Ray Of Romance A-Line Lace Mini Dress
Radiate a ray of romance in this sleeveless lace mini dress featuring a V-neckline accented with a dainty lace and ribbon bow trim and a flattering A-line silhouette. Style with heels for a date.
Fit & Features
- Lace fabric lined with stretchy knit
- V-neckline with lace and ribbon bow trim
- Spaghetti straps
- Mini-length A-line fit
- Runs true to size
Style Number/Barcode: 05101-3626
Category Name: Valentine's Day Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Flirt Sweetheart Lace Trim Skater Dress
This sleeveless chiffon skater dress features a lace trim sweetheart neckline and bodice for flirty flair while the drop waist seam accentuates your curves along the mini-length skater silhouette. Perfect for a dressy brunch or party.
Fit & Features
- Sheer chiffon woven fabric with stretchy knit lining
- Lace trim sweetheart neckline with bow detail, bust underwire
- Adjustable lace trim shoulder straps
- Partially smocked back with zipper and hook-eye closure
- Lace trim bodice, drop waist seam
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3461
Category Name: Valentine's Day Looks
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Toasty Sweetheart V-Neck Bodycon Knit Midi Dress
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels.
Fit & Features
- Stretchy ribbed knit fabric
- V-neckline
- Spaghetti straps
- Front slit
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 06005-2221
Category Name: Valentine's Day Looks
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfectly Stylish Sleeveless Ribbed Knit Midi Dress
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules.
Fit & Features
- Stretchy ribbed knit fabric
- V-neckline
- Spaghetti straps
- High front slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-1645
Category Name: Valentine's Day Looks
Price: $38.90
Availability: In Stock
Available Color: WHITE, BLACK
Available Size: M, L, S
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Marvelous Blooms Lace-Up Corset Floral Skater Dress
Stay stunning all night in this floral skater dress at prom, birthdays, or dressy events! With adjustable spaghetti straps and a drawstring sweetheart neckline, this dress offers a perfect fit every time. The underwire bust, flexible boning, and a lace-up back provide support and a flattering silhouette, while the mini-length hem adds a playful touch. Complete the look in chic block heels.
Fit & Features
- Floral print, woven fabric, woven lining, no stretch
- Adjustable spaghetti straps
- Drawstring sweetheart neckline
- Side zipper and hook-eye closure
- Underwire bust
- Flexible boning, lace-up back
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3550
Category Name: Valentine's Day Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Darling Woven Drop-Waist Skater Dress
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace.
Fit & Features
- Woven fabric with lace trim woven lining
- Sweetheart neckline, ruched bust, adjustable tie-front
- Tank straps, lace-up back design
- Back zipper and hook-eye closure
- Asymmetric drop-waist, pleated side panels
- Tiered A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3806
Category Name: Valentine's Day Looks
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free