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Plus size Dresses Date Night

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  • Plus Size Knit Dress Plus Size Shirtdress Plus Size Midaxi DressTextured Knit Midaxi Shirtdress

    Textured Knit Midaxi Shirtdress - Fandango Pink

    Sun-kissed days call for this textured-knit midaxi shirtdress. Lightweight and effortlessly stylish, it features a classic button-down front and sash ties at the waist for a flattering fit.
    $34.99
    $69.50
    $34.99
    Online Exclusive
      13
    • Fandango Pink
      • 93
    • BlueBird
  • Plus Size floral print shirt dress plus size summer dressesRuched Floral Print Shirtdress

    Ruched Floral Print Shirtdress - Denim Blue

    A little structure, a little stretch, and a whole lot of style. This floral print stretch-knit shirtdress brings a fresh take on a classic, with ruched detailing that flatters every curve. Soft, comfy, and ready for anything—button it up for a polished vibe or...
    $69.50
    $0.00
    $69.50
      13
    • Denim Blue
  • Plus Size Knit Dress Plus Size Maxi Dress Plus Size Casual DressesRuched Knit Maxi Dress

    Ruched Knit Maxi Dress - Black

    This maxi bodycon dress was made to flatter, hug & turn up the heat up a notch. With sultry ruching at the shoulders and sides, it contours in all the right places, while the back split adds just the right amount of drama. Soft,...
    $34.99
    $64.50
    $34.99
    Online Exclusive
      13
    • Black
      • 93
    • Frozen Fjord
  • New
    Strapless Denim Bodycon DressStrapless Denim Bodycon Dress

    Strapless Denim Bodycon Dress - Medium Blue

    This strapless stretch-denim maxi dress is made to turn heads with a curve-hugging fit, frayed trims & a thigh-high front split that does all the flirting for you. Just add heels and a little attitude.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Medium Blue
      • 93
    • Black
  • New
    Plus Size Layered Two Tone JumpsuitLayered Two Tone Jumpsuit

    Available in Lengths

    Layered Two Tone Jumpsuit - Black White

    Twice the tone, double the drama. This textured jumpsuit is all about easy chic, featuring a wide-leg silhouette and skirt overlay that flutters with each step.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black White
  • Plus Size Organza Paneled Tie Neck DressOrganza Paneled Tie Neck Dress

    Organza Paneled Tie Neck Dress - White

    Graceful & refined, this stretch-knit dress is adorned with delicate organza neckties and sheer sleeve panels for a touch of ethereal charm. The flowing A-line skirt completes the look with timeless elegance.
    $34.99
    $69.50
    $34.99
      13
    • White
  • New
    Metallic Print DressMetallic Print Dress

    Metallic Print Dress - Black

    Shimmer meets everyday comfort in this metallic print woven dress. The linen-like fabric keeps things light, while side slit pockets add a laid-back feel. Just slip it on and shine your way through the day.
    $34.99
    $74.50
    $34.99
      13
    • Black
      • 93
    • White
  • New
    Drama Sleeved Floral DressDrama Sleeved Floral Dress

    Drama Sleeved Floral Dress - Cyber Yellow

    This dress is a walking masterpiece. The floral print is serving, the V-neckline is tempting, and that front knot? Snatched to perfection. Drama sleeves with a cutout and a front split? Just the right amount of tease.
    $69.50
    $0.00
    $69.50
      33
    • Cyber Yellow
  • New
    Plus Size Layered Chambray Babydoll DressLayered Chambray Babydoll Dress

    Layered Chambray Babydoll Dress - Dk Rinse

    This chambray babydoll dress is your new must-have fun, flirty look! With a sassy V-neck, billowy bell sleeves, and sweet ruffled trims, it's as playful as it is stylish. The skirt overlay adds a little extra twirl to your step, making this dress the...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Dk Rinse
  • New
    Plus Size Paisley Faux Wrap Maxi DressPaisley Faux Wrap Maxi Dress

    Paisley Faux Wrap Maxi Dress - Fandango Pink

    Swirls on swirls! This paisley print maxi dress is all about looking good and feeling even better. The stretchy knit fabric moves with you, while the faux wrap neckline is a flirty stylish add.
    $69.50
    $0.00
    $69.50
      13
    • Fandango Pink
  • Plus Size Denim Shirtdress Plus Size Shirt Dress Metallic Jean DressSequined Denim Paneled Shirtdress

    Sequined Denim Paneled Shirtdress - Black

    This isn't your average shirtdress. Stretchy denim meets high-shine attitude with metallic-coated panels & sequins that bring the glow. Faux bust pockets keep it sleek, while the curve-loving fit makes sure all eyes stay on you. Button it up or wear it loose—either way,...
    $74.50
    $0.00
    $74.50
    Online Exclusive
      33
    • Black
  • New
    Pleated Floral Maxi DressPleated Floral Maxi Dress

    Pleated Floral Maxi Dress - Purple Magic

    Pleats & petals are a lovely combination on our maxi dress blooming with flowers along the soft satin.
    $74.50
    $0.00
    $74.50
      23
    • Purple Magic
  • New
    Plus Size Paneled Polka Dot JumpsuitPaneled Polka Dot Jumpsuit

    Available in Lengths

    Paneled Polka Dot Jumpsuit - Black White

    Polka dots, power moves, and a whole lot of attitude, this wide-leg jumpsuit is serving everything. The stretch-knit fit hugs in all the right places, while the sash-ties let you cinch it just how you like. 
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black White
  • Plus Size Dress Plus Size Spring Dresses Plus Size Fit Flare DressWindowpane Sleeved A Line Dress

    Windowpane Sleeved A Line Dress - Black

    Freshen up your spring wardrobe with this stretch-crepe dress, designed with airy windowpane mesh sleeve panels for a light, breezy feel. The A-line skirt adds soft movement, making it perfect for everything from daytime outings to evening plans. Just add your favorite heels or...
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Asymmetric Sequined Blazer DressAsymmetric Sequined Blazer Dress

    Asymmetric Sequined Blazer Dress - White

    Be the sequined star whether this look as a wedding guest, a birthday dress or upscale soiree. You don't just stop the show in this one-shoulder blazer dress...you steal it.
    $84.50
    $0.00
    $84.50
    Online Exclusive
      13
    • White
      • 93
    • Black
  • Plus Size Knit Dress Plus Size Spring Dress Plus Size Fit Flare DressTextured Knit A Line Dress

    Textured Knit A Line Dress - Fandango Pink

    This textured-knit dress brings a chic pucker effect to a classic A-line silhouette, blending style and comfort effortlessly. A little structure, a lot of movement—it's the perfect piece to dress up or down.
    $24.99
    $64.50
    $24.99
      13
    • Fandango Pink
      • 93
    • Nasturtium
  • New
    Plus Size Ribbed Midi Bodycon DressRibbed Midi Bodycon Dress

    Ribbed Midi Bodycon Dress - Black

    This ribbed-knit midi bodycon dress hugs your curves in all the right ways, offering a flawless fit from top to bottom. With a simple slip-on style, it’s the perfect no-fuss piece for days when you want to look effortlessly fabulous.
    $29.99
    $64.50
    $29.99
    Online Exclusive
      13
    • Black
      • 93
    • Red Orange
  • Plus Size Slip Dress Sexy Plus Size Denim Dress Tank Dress SetTextured Denim Tank Dress

    Textured Denim Tank Dress - Dk Rinse

    This textured stretch-denim tank dress? Pure fire. With a bodycon fit that hugs you in all the right places, it's the perfect mix of edge and style. Whether you're hitting the town or making a statement, this dress knows how to turn heads. Just...
    $59.50
    $0.00
    $59.50
    Online Exclusive
      53
    • Dk Rinse
  • Plus Size Belted Floral Faux Wrap DressBelted Floral Faux Wrap Dress

    Belted Floral Faux Wrap Dress - Denim Blue

    This denim-print maxi dress is a game changer. With a faux wrap neck & a floral print dancing at the hem, it's all about flirty sassiness. The side slits give you room to move, while the two side pockets keep things practical and chic....
    $34.99
    $74.50
    $34.99
      83
    • Denim Blue
  • Plus Size retro square print dress mesh dress plus size sheath dressSquare Print Mesh Sheath Dress

    Square Print Mesh Sheath Dress - Multi

    Geometric glam with a sleek edge. This stretch-mesh midaxi sheath dress hugs in all the right places, featuring a bold square print that channels retro energy. Lightweight and breathable with just the right amount of stretch, it moves with you from day to night.
    $34.99
    $69.50
    $34.99
      13
    • Multi
  • Plus Size denim dress two tone colorblock chambray dress midaxi dressTwo Tone Chambray Midaxi Dress

    Two Tone Chambray Midaxi Dress - Denim

    Easygoing style meets standout design in this two-tone chambray midaxi dress. The ruched front detail creates a flattering fit, while sash ties at the waist let you customize your shape. Finished with a dipped back hemline for a flowy touch, it’s the perfect mix...
    $34.99
    $69.50
    $34.99
      13
    • Denim
  • New
    Plus Size Off The Shoulder Orchid Print DressOff The Shoulder Orchid Print Dress

    Off The Shoulder Orchid Print Dress - Black Combo

    Get ready to stop traffic in this off-the-shoulder orchid print maxi dress! With ruched detailing that hugs your curves and a daring side split, this bodycon beauty serves!!!
    $69.50
    $0.00
    $69.50
      13
    • Black Combo
  • New
    Plus Size Off The Shoulder Printed Mesh DressOff The Shoulder Printed Mesh Dress

    Off The Shoulder Printed Mesh Dress - BlueBird

    Fit for a fashionista who is ready to take the night, the wavy pattern of this print is a genius complement to the mesh fabric of our midaxi dress. We serve a little shoulder action for a coquette-inspired moment.
    $69.50
    $0.00
    $69.50
      13
    • BlueBird
  • Chain Link V Neck Midi DressChain Link V Neck Midi Dress

    Chain Link V Neck Midi Dress - Nugget Gold

    Make a bold impression with this chain-link print maxi dress, designed in a textured knit that flatters and flows. The V-neckline adds a touch of allure, while the ruched detailing along the front creates a striking silhouette.
    $34.99
    $69.50
    $34.99
      53
    • Nugget Gold
  • Plus Size Organza Paneled A Line DressOrganza Paneled A Line Dress

    Organza Paneled A Line Dress - Black

    Graceful & refined, this stretch-knit dress is adorned with delicate organza neckties and sheer sleeve panels for a touch of ethereal charm. The flowing A-line skirt completes the look with timeless elegance.
    $29.99
    $69.50
    $29.99
    Online Exclusive
      13
    • Black

Recently Viewed Products

Make a Lasting Impression With The Perfect Date Night Dress

Date night calls for a stand-out look, and Ashley Stewart carries plus-size dresses in a variety of styles to help make your next date night one to remember. Whether it’s a planned date or a surprise, it’s always helpful to have a great date night dress at the ready. For formal occasions, maxi dresses offer a long and elegant look and can be accessorized for any event. If you’re thinking a date on the move is the go-to, midi dresses offer both the flexibility to be casual, but they are also perfect year-round. Get the date night dress that suits you with long sleeve, short sleeve, and sleeveless dress styles. Dance the night away in eye-catching designs with embellishments, ruffles, lace or cutouts. There’s a pretty, flattering dress waiting for you to add to your date night outfits. Shop our trending plus size party dresses in comfortable, bold, stylish plus size dress styles.

Shop Plus Size Clothing Online or In-Store

Find the perfect dress for your next date night online, or find an Ashley Stewart location near you.