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Plus size Dresses Date Night

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  • New
    Plus Size Off The Shoulder Denim Maxi DressOff The Shoulder Denim Maxi Dress

    Off The Shoulder Denim Maxi Dress - Dk Wash

    Off-the-shoulder & out of this world, explore the range of fashion showcased in this denim maxi dress designed to mimic your favorite jeans with a sexy split framed in fray trims.
    $69.50
    $0.00
    $69.50
      23
    • Dk Wash
  • New
    Plus Size Open Front Knit DusterOpen Front Knit Duster

    Matching Set

    Open Front Knit Duster - Abundant Green

    Nothing dusty about our very cutesy, very demure duster designed with an elasticized waistband for an hourglass shape worn over the matching tank dress.
    $54.50
    $0.00
    $54.50
    Online Exclusive
      13
    • Abundant Green
      • 63
    • Black
      • 113
    • Sodalite
  • New
    Square Neck Midi Tank DressSquare Neck Midi Tank Dress

    Matching Set

    Square Neck Midi Tank Dress - Abundant Green

    Square neckline, midi length, stretchy, easy fit everyday. Rock this sexy bodycon dress solo or grab the matching duster when you’re feeling like a full set kind of queen.
    $49.50
    $0.00
    $49.50
    Online Exclusive
      13
    • Abundant Green
      • 63
    • Black
      • 113
    • Sodalite
  • Plus Size Belted Faux Wrap DressBelted Faux Wrap Dress

    Belted Faux Wrap Dress - Black

    Sash it up. This stretch-knit midi dress keeps things fun with a faux wrap neckline, flounced hem and swishy skirt that knows how to flirt. Elasticized cuffs give the sleeves a little volume and the tie waist pulls it all together just right.
    $64.50
    $0.00
    $64.50
      13
    • Black
      • 93
    • Dusk Blue
      • 203
    • BIKING RED
  • New
    Plus Size Cape Effect Textured Sheath DressCape Effect Textured Sheath Dress

    Cape Effect Textured Sheath Dress - EDEN

    Make way for a textured-knit sheath that knows how to show off. The V-neck serves up just enough sass while cape-effect sleeves bring all the drama. Desk to dinner, it’s your power move in dress form.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • EDEN
      • 93
    • Lychee
      • 173
    • MAUVE WINE
  • New
    Plus Size Off The Shoulder Denim DressOff The Shoulder Denim Dress

    Off The Shoulder Denim Dress - Pink

    Off-the-shoulder & out of this world, explore the range of fashion showcased in this denim maxi dress designed to mimic your favorite jeans with a sexy split framed in fray trims.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Pink
  • New
    Plus Size Leather Sheath Dress Plus Size Camel Leather Midi DressPoplin Paneled Faux Leather Dress

    Poplin Paneled Faux Leather Dress - Cognac

    Layer game strong. This faux leather midi dress fakes the fuss with built-in stretch-poplin panels and a belted waist. Buttoned cuffs seal the deal for a one-and-done look that serves all the layers without the work.
    $79.50
    $0.00
    $79.50
      13
    • Cognac
  • New
    Textured Abstract Maxi DressTextured Abstract Maxi Dress

    Textured Abstract Maxi Dress - Multi

    Mona Lisa in the wild, you're living art in this abstract print textured maxi with a side slit made for framing your figure. Effortless style that flips the room’s energy your way.
    $64.50
    $0.00
    $64.50
      13
    • Multi
  • New
    Plus Size Ruched Maxi Bodycon DressRuched Maxi Bodycon Dress

    Ruched Maxi Bodycon Dress - Sodalite

    Body-ody-ody. This stretch-knit maxi serves curves on demand with a second-skin fit, short sleeves and a ruched skirt that’s good trouble.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Sodalite
      • 63
    • Lychee
  • New
    Button Embellished Sweater DressButton Embellished Sweater Dress

    Button Embellished Sweater Dress - Oatmeal

    Gold buttons trace the curves, a front split teases the legs, and a sleek boat neckline sets the tone. This ribbed-knit bodycon is pure perfection.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Oatmeal
      • 43
    • Black
      • 73
    • Potting Soil
  • New
    Plus Size Bell Sleeved Swirl Print DressBell Sleeved Swirl Print Dress

    Bell Sleeved Swirl Print Dress - Multi

    Swirl into the spotlight in this textured-knit sheath dress with bell sleeves that are the drama we want! The curve-skimming fit keeps it sleek as the bold print makes sure all eyes stay on you.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size Cropped Marled Turtleneck TopCropped Marled Turtleneck Top

    Matching Set

    Cropped Marled Turtleneck Top - Heather Grey

    Our cropped marled-knit turtleneck eats every time. Pair it with the tank dress and you’ve got the set that shuts it down.
    $44.50
    $0.00
    $44.50
    Online Exclusive
      13
    • Heather Grey
      • 63
    • Cocoa
  • New
    Plus Size Ribbed Mini Sweater DressRibbed Mini Sweater Dress

    Ribbed Mini Sweater Dress - Red

    Knit to perfection, this ribbed mini sweater dress hugs up top with a cozy turtleneck then drops into an A-line skirt.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Red
      • 43
    • Black
      • 73
    • Tan
  • New
    Plus Size Printed Wrap DressPrinted Wrap Dress

    Printed Wrap Dress - Black Combo

    Printed stretch-knit wrap dress with easygoing charm and a flirty finish. Tie it up and head out because cute comes easy.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Plus Size Knotted Midaxi A Line DressKnotted Midaxi A Line Dress

    Knotted Midaxi A Line Dress - Black

    Make a stylish statement with this ponte midaxi dress featuring intricate knotted details that add a unique touch to its classic a-line silhouette. 
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Black
  • Plus Size Plaid Shirtdress Plus Size Cotton High Low Fit Flare DressPlaid A Line Shirtdress

    Plaid A Line Shirtdress - Black Combo

    Plaid gets a pretty upgrade in this cotton-blend shirtdress. This style shows off with a V-neckline, buttoned cuffs and a sash-tied waist that flatters every time. The dipped back and A-line skirt adds a dramatic effect, just the kind that works for both desk...
    $59.50
    $0.00
    $59.50
      13
    • Black Combo
  • New
    Plus Size Textured Denim Sheath DressTextured Denim Sheath Dress

    Textured Denim Sheath Dress - Dk Rinse

    Tasty texture makes our denim sheath a sexy sight for your eyes as bell sleeves and a V-neck turn every glance into a double take.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Dk Rinse
  • New
    Plus Size Marled Maxi Tank DressMarled Maxi Tank Dress

    Matching Set

    Marled Maxi Tank Dress - Heather Grey

    Maxi length, side slits, straight fire. Rock it solo or match it with the cropped top for the full serve.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Heather Grey
      • 63
    • Cocoa
  • Plus Size Red Denim Dress Plus Size Jean Dress Plus Size Cotton DressCuffed Sleeve Denim Dress

    Cuffed Sleeve Denim Dress - BIKING RED

    This midi denim dress features a shirred waistband that shapes without fuss. Side slit pockets hold your must-haves or whatever else you stash. Button tabs on the cuffed sleeves let you adjust the style on the fly.
    $69.50
    $0.00
    $69.50
      13
    • BIKING RED
  • New
    Plus Size Brushed Knit BoleroBrushed Knit Bolero

    Matching Set

    Brushed Knit Bolero - Wine

    A soft brushed-knit bolero with an open front is made to layer with no fuss. Pair it with the matching strapless dress for a polished two-piece set.
    $39.50
    $0.00
    $39.50
    Online Exclusive
      13
    • Wine
      • 63
    • Mustard
  • Plus Size Denim Print Bodycon DressDenim Print Bodycon Dress

    Denim Print Bodycon Dress - Denim Blue

    Denim print gets a sexy remix in this stretch-knit midi bodycon dress. Two daring slits at the sides let you flash just enough leg while the curve-hugging fit keeps all eyes where they should be.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Denim Blue
  • New
    Plus Size Cape Effect Geo Print DressCape Effect Geo Print Dress

    Cape Effect Geo Print Dress - Black Combo

    Green, black & white team up on our textured-knit sheath that’s anything but ordinary. Cape-effect sleeves bring the drama so every step feels like your runway.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Cold Shoulder Maxi DressCold Shoulder Maxi Dress

    Cold Shoulder Maxi Dress - Rhododendron

    Shoulders out, confidence up. This stretch-knit maxi dress is *chef's kiss* with cold-shoulder cutouts, a sleek mock neckline, front splits and a bold belt detail that pulls it all together.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Rhododendron
      • 103
    • Nugget Gold
  • New
    Plus Size Mesh Paneled Floral Midaxi DressMesh Paneled Floral Midaxi Dress

    Mesh Paneled Floral Midaxi Dress - Multi

    You're a floral fantasy in our printed midaxi dress. Mesh sleeves and neck panels sneak a peek of skin as the bodycon fit fashionably flexes your curves.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size Ruched Printed Mesh DressRuched Printed Mesh Dress

    Ruched Printed Mesh Dress - Green

    Serving body with a side of wave. This printed mesh midi clings just right with a mock neck and subtle ruching.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Green
  • New
    Plus Size Cutout Floral A Line DressCutout Floral A Line Dress

    Cutout Floral A Line Dress - Sodalite

    Blue blooms meet a flirty moment in this textured-knit stunner. The cutout gives this style a peekaboo feel with the A-line skirt made to twirl with the girls!
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Sodalite
  • New
    Plus Size Bow Embellished Cutout DressBow Embellished Cutout Dress

    Bow Embellished Cutout Dress - MAUVE WINE

    Bows & cutouts play peek-at-you down the sleeves of this stretch-knit bodycon. The mock neckline keeps it cool as the fit shows off your moves and steals every spotlight in the room.
    $74.50
    $0.00
    $74.50
      13
    • MAUVE WINE
  • Plus Size Yellow Denim Dress Plus Size Jean Dress Cotton DressCuffed Denim Dress

    Cuffed Denim Dress - Nugget Gold

    This midi denim dress features a shirred waistband that shapes without fuss. Side slit pockets hold your must-haves or whatever else you stash. Button tabs on the cuffed sleeves let you adjust the style on the fly.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Nugget Gold
  • New
    Plus Size Status Print Wrap DressStatus Print Wrap Dress

    Status Print Wrap Dress - Black Combo

    Every boss baddie knows a wrap dress is a staple for maintaining a well-rounded closet. Add a punch of level to your classics in our style designed in a fabulous status print with traditional wrap ties.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Plus Size Ribbed Off The Shoulder Mini DressRibbed Off The Shoulder Mini Dress

    Ribbed Off The Shoulder Mini Dress - Cabernet

    Off-the-shoulder and out for attention. The ribbed-knit bodycon mini fit skims with intention while the foldover teases all night. Cozy never looked this hot.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Cabernet
      • 43
    • 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.