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Plus size Dresses Date Night

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  • Plus Size Eyelet Cotton Puff Sleeved DressEyelet Cotton Puff Sleeved Dress

    Eyelet Cotton Puff Sleeved Dress - White

    Light, lovely, and made for sunny days. This eyelet cotton dress features soft elasticized cuffs and a sash-tied waist for just the right cinch.
    $69.50
    $0.00
    $69.50
      13
    • White
      • 93
    • Aura Orange
  • Plus Size Tank Bubble DressTank Bubble Dress

    Tank Bubble Dress - Black

    Stretch-knit up top keeps things fitted, while the poplin skirt brings the volume. Two side pockets mean you’ve got room for your essentials, and the elastic hem gives it that bounce with every step.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
      • 83
    • White
  • New
    Plus Size V Neck Ribbed Tank DressV Neck Ribbed Tank Dress

    V Neck Ribbed Tank Dress - Fandango Pink

    This ribbed-knit tank dress keeps it sleek with a curved V-neckline and a body-skimming fit that flexes with every step.
    $39.50
    $0.00
    $39.50
      43
    • Fandango Pink
      • 93
    • Exuberance
  • Plus Size Ring Embellished Seamed DressRing Embellished Seamed Dress

    Ring Embellished Seamed Dress - MOSS

    This stretch-knit swing dress keeps it fun with ring accents and seam details that know how to stand out. Finished with an A-line hem that brings the swish, it’s your go-to for plans that call for a little extra.
    $59.50
    $0.00
    $59.50
      13
    • MOSS
      • 53
    • Black
  • New
    Plus Size V Neck Tank DressPlus Size V Neck Tank Dress

    V Neck Tank Dress - Black

    This ribbed-knit tank dress keeps it sleek with a curved V-neckline and a body-skimming fit that flexes with every step.
    $39.50
    $0.00
    $39.50
      13
    • Black
  • Plus Size High Collar Chambray Swing DressHigh Collar Chambray Swing Dress

    High Collar Chambray Swing Dress - Denim

    This chambray swing dress brings casual charm with a high collar, side pockets for your essentials and a sash-tie waist that lets you cinch it your way. Just add sneakers or sandals and go.
    $69.50
    $0.00
    $69.50
      53
    • Denim
  • New
    Plus SizePrinted Bodycon DressPlus Size Printed Bodycon Dress

    Printed Bodycon Dress - Olive

    This printed stretch-knit bodycon hugs like it means it. The mock neck keeps things sleek up top while the curve-loving fit brings the heat from every angle.
    $59.50
    $0.00
    $59.50
      13
    • Olive
      • 63
    • Burgundy
  • Plus Size Lurex™ Hi Low Mermaid GownLurex™ Hi Low Mermaid Gown

    Lurex™ Hi Low Mermaid Gown - Pink

    Be bold & adventurous adorned in our glorious glittering gown. A hi-low mermaid hem is a whimsical feature to the design that is crafted from shimmery Lurex™ woven into luxe stretch-knit allowing your curves to be on display as you brilliantly slay.
    $89.50
    $0.00
    $89.50
    Online Exclusive
      13
    • Pink
      • 93
    • Gold
  • New
    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 Textured Tiered DressTextured Tiered Dress

    Textured Tiered Dress - Rose

    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
    • Rose
      • 63
    • Black
  • Plus Size Fringed Crochet Tank DressFringed Crochet Tank Dress

    Fringed Crochet Tank Dress - Lime Green

    This crochet-knit tank dress is made for fun-filled days & dance-all-night plans. Fully lined with soft stretch-knit (because comfort is key) and finished with knotted fringe that follow your vibe. Slip it on & let the boho summer magic happen.
    $74.50
    $0.00
    $74.50
    Online Exclusive
      53
    • Lime Green
      • 63
    • Fandango Pink
  • New
    Plus Size Yellow Denim Dress Plus Size Jean Dress Cotton DressPlus Size Yellow Denim Dress Plus Size Jean Dress Cotton 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 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
    $0.00
    $69.50
      13
    • Multi
  • New
    Plus Size Tropical Print A Line DressTropical Print A Line Dress

    Tropical Print A Line Dress - Multi

    Bring the getaway vibes wherever you go in our tropical print dress keeps things fun with tie details at the sleeves and neckline, a flowy A-line skirt and an easy-fit waistband.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size Cutout Brushstroke A Line DressCutout Brushstroke A Line Dress

    Cutout Brushstroke A Line Dress - Dark Citron

    This brushstroke print dress is here to shake things up. The textured knit keeps it fresh, the mock neck and cutout serve just enough tease and the A-line skirt is ready for whatever the day throws your way.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Dark Citron
  • New
    Plus Size Printed Hi Low DressPrinted Hi Low Dress

    Printed Hi Low Dress - Multi

    Say hey, hi, hello to our #verycutesy #verydemure hi-low dress!!! Designed with a party in the front, means business in the back hem, the design is elevated with a print that mixes neutrals with a bold pop of navy completed with flirty ruffles.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • Plus Size Layered Geo Print DressLayered Geo Print Dress

    Layered Geo Print Dress - Black Combo

    Layer on the fab in our geo print dress designed with a crepe vest-inspired overlay & bodycon fit.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Plus Size Palm Print Maxi Halter DressPalm Print Maxi Halter Dress

    Palm Print Maxi Halter Dress - MOSS

    Tropic like it’s hot. This palm print crepe halter dress brings the sunshine with flirty ruffled trims, a deep V-neckline and a stretchy waistband that cinches just right. Your go-to for beach brunches and rooftop nights.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • MOSS
  • New
    Plus Size Jumpsuit Plus Size One Piece Ribbed Summer OnesieRibbed Jersey Jumpsuit

    Ribbed Jersey Jumpsuit - Black

    This black tapered jumpsuit does it all in ribbed jersey. With two patch pockets at the front and a comfy pull-on fit, it’s your throw-it-on favorite for days that call for zero fuss and all style.
    $44.50
    $0.00
    $44.50
    Online Exclusive
      13
    • Black
  • Tribal Print Maxi DressTribal Print Maxi Dress

    Tribal Print Maxi Dress - Peacoat

    This stretch-knit maxi doesn’t just show up—it shows out. With an ombré tribal print and a side split that brings a little heat, it’s made for making an entrance.
    $64.50
    $0.00
    $64.50
      73
    • Peacoat
  • Plus Size Floral Print Bodycon Maxi DressFloral Print Bodycon Maxi Dress

    Floral Print Bodycon Maxi Dress - Aura Orange

    Serve body as flowers burst at the seams (literally) along the close fit of our knit maxi dress.
    $69.50
    $0.00
    $69.50
      53
    • Aura Orange
  • New
    Plus Size Graffiti Print T Shirt DressGraffiti Print T Shirt Dress

    Graffiti Print T Shirt Dress - Multi

    This graffiti print t-shirt dress is stretch-knit sass with gathered sleeves, front ruching and a split that keeps things interesting. Midaxi length means you can strut without skipping a beat.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size Metallic Print Cotton Midaxi DressMetallic Print Cotton Midaxi Dress

    Metallic Print Cotton Midaxi Dress - White

    This metallic print cotton midaxi dress flirts it up with ruffled sleeves, side pockets, and a sash-tied waist made for twirling.
    $74.50
    $0.00
    $74.50
      13
    • White
  • New
    Graffiti Print Slip DressPlus Size Satin Slip Dress Black White Sexy Date Night Midi Dress

    Graffiti Print Slip Dress - Black Combo

    This black and white graffiti print slip dress is serving street sass in satin. The V-neckline keeps it flirty and the midi length means business without being boring.
    $64.50
    $0.00
    $64.50
      13
    • Black Combo
  • Plus Size Faux Wrap Hi Low DressFaux Wrap Hi Low Dress

    Faux Wrap Hi Low Dress - White

    Made for warm nights & soft glances, this stretch-crepe dress features a faux wrap, sash ties and a hi-low skirt that sways with every step. It’s flirty, feminine and full of feel-good energy.
    $69.50
    $0.00
    $69.50
      63
    • White
  • Plus Size Off The Shoulder Printed Maxi DressOff The Shoulder Printed Maxi Dress

    Available in Lengths

    Off The Shoulder Printed Maxi Dress - Caramel Cafe

    All eyes on you. This off-the-shoulder maxi dress turns up the heat with a figure-hugging fit, ruched sides & a sexy side split. Finished in a bold print made from soft stretch-knit, this slip-on style is your RSVP-ready go-to.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      53
    • Caramel Cafe
  • New
    Plus Size Leopard Print Bodycon DressLeopard Print Bodycon Dress

    Leopard Print Bodycon Dress - Black Animal

    This leopard print bodycon dress isn’t here to play nice. Made from curve-hugging stretch scuba with short sleeves and a slip-on fit, it’s fierce, fun, and ready to pounce. Wear it loud and own every second.
    $59.50
    $0.00
    $59.50
      13
    • Black Animal
  • Plus Size Midi Dress Plus Size Semi Formal Dress Little White DressFlounced Tie Neck Midi Dress

    Flounced Tie Neck Midi Dress - White

    With dainty neckties & a flounced hem that sways just so, this midi dress brings a soft, romantic feel to every step. Whether you're wandering through a garden or sipping something sweet at a picnic, it’s made for moments that linger.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • White

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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.