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Plus size Dresses Date Night

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  • New
    Plus Size V Neck Ribbed Tank DressV Neck Ribbed Tank Dress

    V Neck Ribbed Tank Dress - Exuberance

    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
    • Exuberance
      • 123
    • Fandango Pink
  • 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
  • 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
  • New
    Plus Size Lace Up Floral Print Maxi DressPlus Size Lace Up Floral Print Maxi Dress

    Lace Up Floral Print Maxi Dress - Multi

    Say it with color in this floral print maxi, featuring vibrant blooms, ruffled trims and a flirty V-neckline. The lace-up open back brings the fun, perfect for sunny days and making an entrance.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      43
    • Multi
  • New
    Plus Size Tank Bubble DressTank Bubble Dress

    Tank Bubble Dress - White

    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
    • White
      • 63
    • Black
  • New
    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
      • 93
    • Black
  • Cold Shoulder Leopard Maxi DressCold Shoulder Leopard Maxi Dress

    Cold Shoulder Leopard Maxi Dress - Black Animal

    This stretch-knit maxi goes all in with an ombré leopard print, a sexy V-neckline and cold-shoulder cutouts that bring the heat.
    $69.50
    $0.00
    $69.50
      73
    • Black Animal
  • 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 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
      43
    • Denim
  • 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
      43
    • Lime Green
      • 63
    • Fandango Pink
  • 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 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
    $59.50
      13
    • Olive
      • 63
    • Burgundy
  • 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
    $64.50
      13
    • Rose
      • 63
    • Black
  • 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
      33
    • Aura Orange
  • 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 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
      13
    • Dark Citron
  • 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
  • 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
      43
    • White
  • New
    Plus Size Printed Midaxi Bodycon 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
  • 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
      23
    • Peacoat
  • Scarf Print Swing DressPlus Size Scarf Print Swing Dress

    Scarf Print Swing Dress - Multi

    Flowy, fun and full of flair, this scarf print crepe swing dress is your shortcut to effortless style. It features a breezy silhouette, keyhole front with neckties and hidden side pockets for the win.
    $64.50
    $0.00
    $64.50
      33
    • 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 Metallic Print Cotton Midaxi DressPlus Size Metallic 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
    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
    $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
  • 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
      13
    • Caramel Cafe
  • Plus Size Chain Trimmed Abstract Maxi DressChain Trimmed Abstract Maxi Dress

    Available in Lengths

    Chain Trimmed Abstract Maxi Dress - Multi

    Go with the flow in this abstract print satin maxi dress. Finished with sleek chain shoulder straps and a flounced hem, it’s a slip-on-and-shine kind of moment—easy, eye-catching & totally ready to twirl.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Multi
  • Plus Size Metallic Print Babydoll DressMetallic Print Babydoll Dress

    Metallic Print Babydoll Dress - Black

    Shine without trying in this metallic print babydoll dress crafted from crisp poplin. The V-neckline & bell sleeve cuffs bring standout detail as the A-line skirt keeps the silhouette flirty.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Graffiti Print Slip DressGraffiti Print Slip 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
  • Scroll Print Cotton DressScroll Print Cotton Dress

    Scroll Print Cotton Dress - Black White

    Keep it cute while you scroll. This cotton midaxi dress serves easy charm with adjustable straps, a scroll-print bust panel & side slit pockets that mean business. A shirred back keeps the fit comfy, so you’re set from coffee runs to sunset strolls.
    $69.50
    $0.00
    $69.50
      13
    • Black White

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.