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Plus size Dresses Date Night

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  • 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
    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
  • Plus Size Studded Stretch Knit Sheath DressStudded Stretch Knit Sheath Dress

    Studded Stretch Knit Sheath Dress - Black

    Our stretch-knit sheath dress keeps it sleek & chic with a boatneck and gold studs you can wear for afterwork meetups or to make a lasting impression on a first date.
    $69.50
    $0.00
    $69.50
      13
    • Black
  • Plus Size Tiered Textured Mini DressTextured Tiered Dress

    Textured Tiered Dress - Black

    This textured-knit dress hugs you up top and flirts with a ruffled skirt that kicks with every step. The slip-on fit keeps things simple so you can throw it on and get straight to the fun.
    $64.50
    $0.00
    $64.50
      13
    • Black
      • 63
    • Rose
  • Plus Size Bodycon Dress Print Knit Dress Sleeveless Maxi DressPrinted Midaxi Bodycon Dress

    Printed Midaxi Bodycon Dress - Multi

    Printed to pop and cut to cling, this midaxi bodycon doesn’t hold back. The flounced hem brings the sass with every step and the tie-back keyhole seals the deal from behind.
    $69.50
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    $69.50
      23
    • Multi
  • New
    Plus Size Crocheted Trim Pompom DressCrocheted Trim Pompom Dress

    Crocheted Trim Pompom Dress - Black

    Light, floaty & full of fun, this chiffon dress goes all in with pom poms, shirred cuffs and crochet trims that add just the right touch of texture.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      33
    • Black
  • 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
  • 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
  • New
    Plus Size Chain Print Chain Trimmed DressChain Print Chain Trimmed Dress

    Chain Print Chain Trimmed Dress - Abundant Green

    Chain print meets chain-link straps in a crepe maxi made to show off. The faux wrap brings the shape, the A-line skirt brings the flow, and the cutout back with ties? Sexy & flowy.
    $64.50
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    $64.50
    Online Exclusive
      33
    • Abundant Green
  • Plus Size A Line Dress Circle Print Maxi Dress Summer Fit Flare DressChain Trimmed Circle Print Dress

    Chain Trimmed Circle Print Dress - Multi

    This maxi goes all in on color with a rainbow circle print that steals the spotlight. The faux wrap neckline meets chain-link shoulder straps for a little shine up top. An A-line skirt flows with every step, and the sash-tie waist keeps things cinched....
    $64.50
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    Online Exclusive
      13
    • Multi
  • Plus Size It's My Birthday DressIt's My Birthday Dress

    It's My Birthday Dress - Multi

    Birthday behavior: activated. This mesh dress is dripping in sequins and main-character energy—because if you’re celebrating, you better be shining. Cue the compliments, the cake, and an unforgettable night.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • Multi
  • New
    Crochet Trimmed Pompom DressCrochet Trimmed Pompom Dress

    Crochet Trimmed Pompom Dress - Navy Blazer

    Light, floaty & full of fun, this chiffon dress goes all in with pom poms, shirred cuffs and crochet trims that add just the right touch of texture.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      33
    • Navy Blazer
  • New
    Plus Size Studded Sheath DressPlus Size Studded Sheath Dress

    Studded Sheath Dress - Purple Magic

    Our stretch-knit sheath dress keeps it sleek & chic with a boatneck and gold studs you can wear for afterwork meetups or to make a lasting impression on a first date.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Purple Magic
  • 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
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    Online Exclusive
      13
    • Cabernet
      • 43
    • Black
  • 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 Swirl Maxi BodyconSwirl Maxi Bodycon

    Swirl Maxi Bodycon - Multi

    Shades of black swirl with aubergine and caramel in this maxi bodycon. Mock neck is chic & the side slit turns up the temp.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Multi
  • Plus Size A Line Dress Geo Print Maxi Dress Summer Fit Flare DressChain Trimmed Geo Print Dress

    Chain Trimmed Geo Print Dress - Fandango Pink

    Shades of pink & green, cream & black all team up in a geo print that does everything right in the name of fashion. The faux wrap neck meets chain-link straps that takes the work out of matching accessories.
    $64.50
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    $64.50
    Online Exclusive
      23
    • Fandango Pink
  • 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
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    $69.50
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      13
    • Sodalite
  • New
    Plus Size Cutout Bow Embellished DressCutout Bow Embellished Dress

    Cutout Bow Embellished Dress - Black

    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
    Online Exclusive
      13
    • Black
  • New
    Plus Size Ruched Printed Bodycon DressRuched Printed Bodycon Dress

    Ruched Printed Bodycon Dress - Multi

    This Greek key and floral print bodycon knows how to work it. With ruching that teases every curve & a mock neck that keeps things fresh, you’re set to turn the party all the way up.  
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size A Line Dress Striped Summer Maxi Dress Fit Flare DressOmbre Striped Maxi Dress

    Ombre Striped Maxi Dress - Multi

    Sunset tones, served in stripes. This ombre maxi runs through pinks, reds and browns in a crepe fabric that flows with every step. 
    $64.50
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    $64.50
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      23
    • Multi
  • 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
  • Plus Size A Line Dress Floral Print Maxi Dress Summer Fit Flare DressChain Trimmed Floral Print Dress

    Chain Trimmed Floral Print Dress - Abundant Green

    Fresh-picked & twirl ready. This floral maxi brings the greens & blues in a flowy crepe silhouette with a faux wrap neck, chain-link shoulder straps and waist ties. The back cutout? Just a little something extra.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Abundant Green
  • New
    Plus Size Printed Mesh Bodycon Maxi DressPrinted Mesh Bodycon Maxi Dress

    Printed Mesh Bodycon Maxi Dress - Sodalite

    This printed stretch-mesh maxi clings in all the right places with side ruching, a high slit and barely-there lining that teases just enough.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Sodalite
  • Plus Size Black Cotton LBD Dress LWD Dress Fit Flare DressEyelet And Crepe A Line Dress

    Eyelet And Crepe A Line Dress - Black

    Sweet & sassy with a dose of classy, this cotton-eyelet dress flirts with a broderie anglaise bodice, a breezy crepe A-line skirt, and sleeves that billow thanks to the elasticized cuffs. Add in the stretchy waist and deep V neckline, and you've got a...
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Strapless Denim Maxi DressStrapless Denim Maxi Dress

    Strapless Denim Maxi Dress - Dk Rinse

    Bust out and own the night in a strapless stretch-denim maxi with an elasticized bustline and textured fit that turns every step into a showstopper.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Dk Rinse
  • New
    Plus Size Printed Mesh Maxi Bodycon DressPrinted Mesh Maxi Bodycon Dress

    Printed Mesh Maxi Bodycon Dress - BIKING RED

    This printed stretch-mesh maxi clings in all the right places with side ruching, a high slit and barely-there lining that teases just enough.
    $64.50
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    $64.50
      13
    • BIKING RED
  • New
    Plus Size A Line Dress Chain Print Maxi Dress Summer Fit Flare DressChain Trimmed Chain Print Dress

    Chain Trimmed Chain Print Dress - Koi

    Chain print meets gold chain links in a crepe maxi that makes an entrance. The faux wrap brings the shape and the A-line skirt brings the flow. The cutout back? That’s your moment.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Koi
  • Plus Size Chain Trimmed Abstract Print DressChain Trimmed Abstract Print Dress

    Chain Trimmed Abstract Print Dress - Multi

     This abstract print crepe maxi turns heads with a faux wrap neckline, chain-link shoulder straps, and a flowy A-line skirt. Sash ties cinch the stretchy waistband as a back cutout with tie fastenings keep things flirty & feminine.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Multi

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.