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Plus size Dresses Date Night

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  • New
    Plus Size maxi wrap dress plus size wrap dress knit dressFaux Wrap Stretch Knit Maxi Dress

    Faux Wrap Stretch Knit Maxi Dress - Black

    Refine your wardrobe with this stretch-knit maxi dress, designed with a sophisticated faux wrap neckline and delicate ruching at the side for a flattering silhouette. The slip-on style ensures ease and elegance, making it a timeless choice for any occasion.
    $69.50
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Duster Plus Size Sexy Casual Knit Two Piece Matching SetTextured Duster

    Textured Duster - Black

    This textured-knit duster manages to be both laid-back yet chic thanks to its side splits and flowy silhouette. Pair it with the matching tank dress for a two-piece set that’s effortlessly cool and endlessly versatile.
    $54.50
    $54.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Maxi Dress Plus Size Knit Dress Plus Size Two Piece SetA Line Maxi Dress

    A Line Maxi Dress - Black

    Make beeline to fresh, new style when you secure this mindfully demure stretch-knit dress featuring a maxi length complemented by an a-line skirt. If you are a person who loves to coordinate (because who doesn't?!) slip on the printed duster for instantly fun look.
    $59.50
    $59.50
      13
    • Black
  • New
    Plus Size Knit Tank Dress Plus Size Casual Dress Matching SetTextured Tank Dress

    Textured Tank Dress - Black

    Our textured-knit tank dress is all chic, laidback style. Pair it with the matching duster for a two-piece set that serves cozy, put-together vibes.
    $54.50
    $54.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Duster Plus Size Sexy Date Night Matching SetFloral Textured Duster

    Floral Textured Duster - EQUESTRIAN RED

    The textural design of our duster is an eye-catching addition to the look that also incorporates floral embroidery with fraying for a mix of romance and fun. The style can be worn over our slip dress or styled with an array of options in...
    $59.50
    $59.50
    Online Exclusive
      13
    • EQUESTRIAN RED
  • New
    Plus Size wrap dress plus size maxi wrap dress knit dressFaux Wrap Maxi Stretch Knit Dress

    Faux Wrap Maxi Stretch Knit Dress - ZINFANDEL

    Refine your wardrobe with this stretch-knit maxi dress, designed with a sophisticated faux wrap neckline and delicate ruching at the side for a flattering silhouette. The slip-on style ensures ease and elegance, making it a timeless choice for any occasion.
    $69.50
    $69.50
      13
    • ZINFANDEL
  • New
    Plus Size Knit Duster Plus Size Leopard Duster Plus Size SetOmbre Leopard Duster

    Ombre Leopard Duster - Black Animal

    Dress to impress in our ombré leopard print duster cut from stretchy knit as the perfect layer over jeans or with the sexy matching maxi dress.
    $59.50
    $59.50
      13
    • Black Animal
  • New
    Plus Size Slip Dress Plus Size Sexy Date Night Dress SetFloral Textured Slip Dress

    Floral Textured Slip Dress - EQUESTRIAN RED

    A look of romance for a night of elegance, you are a look of amour in our textured slip dress embellished with floral accents, a dramatic cowl neck and a sexy side split. Add the duster for a full-look moment.
    $59.50
    $59.50
    Online Exclusive
      13
    • EQUESTRIAN RED
  • New
    Plus Size Knit Duster Plus Size Sexy Casual Two Piece Matching SetTextured Knit Duster

    Textured Knit Duster - Frozen Fjord

    This textured-knit duster manages to be both laid-back yet chic thanks to its side splits and flowy silhouette. Pair it with the matching tank dress for a two-piece set that’s effortlessly cool and endlessly versatile.
    $54.50
    $54.50
    Online Exclusive
      13
    • Frozen Fjord
  • New
    Plus Size Tank Dress Plus Size Casual Knit Dress Matching SetTextured Knit Tank Dress

    Textured Knit Tank Dress - Frozen Fjord

    Our textured-knit tank dress is all chic, laidback style. Pair it with the matching duster for a two-piece set that serves cozy, put-together vibes.
    $54.50
    $54.50
    Online Exclusive
      13
    • Frozen Fjord
  • New
    Plus Size Wide Leg Jumpsuit Plus Size Fashion Jumpsuit StyleAbstract Print Faux Wrap Jumpsuit

    Abstract Print Faux Wrap Jumpsuit - Abundant Green

    Step into something stylishly unforgettable with this abstract print wide-leg jumpsuit. The boat neckline is the standard of chic while the faux wrap at the legs creates a fun, flattering flow.
    $69.50
    $69.50
    Online Exclusive
      13
    • Abundant Green
  • New
    Plus Size crepe maxi dress plus size printed dress sexy maxi dressRing Embellished Printed Dress

    Available in Lengths

    Ring Embellished Printed Dress - Black Combo

    Meet your new favorite maxi dress, crafted from a luxe stretch-crepe fabric that moves with you. This eye-catching piece features bold ring embellishments, dramatic bell sleeve cuffs & a daring side slit that brings just the right amount of edge.
    $74.50
    $74.50
    Online Exclusive
      13
    • Black Combo
  • New
    Plus Size Valentine Dress Plus Size Party Dress Plus Size Cocktail DressHeart Cutout Bodycon Dress

    Heart Cutout Bodycon Dress - Black

    You're irresistable in this luxurious stretch-knit bodycon dress. Crafted to sculpt and flatter your figure, its sultry heart-shaped cutout at the bust creates a captivating focal point, exuding both romance and sophistication.
    $64.50
    $64.50
      23
    • Black
      • 93
  • New
    Plus Size Heart Dress Plus Size Knitted Dress Two Piece SetHeart Sweater Dress

    Heart Sweater Dress - EQUESTRIAN RED

    Fall head over heels for this adorable sweater dress, featuring plush chenille heart patches for a playful and romantic touch. Designed with a flattering silhouette and cozy knit texture, it’s perfect for celebrating love in style—whether you're out on a date or enjoying a...
    $64.50
    $64.50
    Online Exclusive
      23
    • EQUESTRIAN RED
  • New
    Plus Size fit flare leopard dress plus size a line dress plus size fashionLeopard A Line Dress

    Leopard A Line Dress - Black Animal

    Channel your inner diva in this leopard print stretch-knit dress! With a flirty a-line and bold print, it’s all about sass, style, and a little wild flair. Slip it on and let the compliments come to you—you’re sure to leave an impression!
    $69.50
    $69.50
    Online Exclusive
      13
    • Black Animal
  • New
    Plus Size leopard maxi dress plus size wrap dress plus size fashionLeopard Faux Wrap Maxi Dress

    Leopard Faux Wrap Maxi Dress - Brown Animal

    Turn heads in this spicy leopard and chain print stretch-knit faux wrap maxi dress! The daring cowl neckline adds a touch of drama, while the U-hook embellishment creates an eye-catching focal point. With its figure-hugging fit and sultry design, this dress exudes confidence and...
    $69.50
    $69.50
    Online Exclusive
      13
    • Brown Animal
  • Plus Size ruched mesh bodycon dress plus size sexy party dressPrinted Mesh Bodycon Dress

    Printed Mesh Bodycon Dress - Multi

    Love is in the air—and in every curve of this dreamy mesh bodycon dress. The romantic ruched sides hug you just right, while the playful print adds a touch of whimsy. A mock neckline keeps it classy, making this piece perfect for date nights...
    $69.50
    $69.50
      23
    • Multi
  • Plus Size brushstroke knit bodycon dress party dress plus size going out dressBrushstroke Print Bodycon Dress

    Brushstroke Print Bodycon Dress - EQUESTRIAN RED

    Unleash your bold side in this brushstroke print stretch-knit bodycon dress. Designed to sculpt your silhouette, this vibrant piece is a masterpiece of style and confidence.
    $64.50
    $64.50
      33
    • EQUESTRIAN RED
  • Plus Size Animal Print Maxi Dress Plus Size Shirt Dress Plus Size DressBelted Animal Print Shirtdress

    Belted Animal Print Shirtdress - Black Animal

    Bring the energy with this animal print stretch-knit shirtdress! Featuring playful sash ties at the waist and a fierce print, it’s the perfect mix of fun and flattery.
    $64.50
    $64.50
      13
    • Black Animal
  • New
    Plus Size ruched mesh tropical bodycon dress plus size party dressTropical Mesh Bodycon Dress

    Tropical Mesh Bodycon Dress - Multi

    Get ready to pounce in paradise with this tropical twist! Our stretch-mesh bodycon dress features a playful print with leopards roaming & toucans perched amidst lush foliage. The mock neckline brings sleek vibes, while elasticized ruching at the sides hugs you in all the...
    $69.50
    $69.50
    Online Exclusive
      13
    • Multi
  • New
    Plus Size Heart Cardigan Plus Size Knitted Cardigan Two Piece SetCropped Heart Cardigan

    Cropped Heart Cardigan - EQUESTRIAN RED

    Wrap yourself in love with this charming knitted cardigan, adorned with soft chenille heart patches for a touch of romance. The open-front design drapes beautifully, making it a cozy yet stylish layer. Pair it with the matching dress for a sweet and coordinated look...
    $54.50
    $54.50
    Online Exclusive
      13
    • EQUESTRIAN RED
  • Plus Size leopard crepe midaxi dress maxi dress plus size party dressLeopard Paneled Midaxi Dress

    Available in Lengths

    Leopard Paneled Midaxi Dress - Brown Animal

    Release your inner wild child with this stretch-crepe midaxi dress that’s pure fire. The daring V-neckline and fierce leopard-print skirt make an unforgettable statement, while the seductive side split adds that perfect touch of allure. Cinch it at the waist with the sleek belt...
    $74.50
    $74.50
    Online Exclusive
      13
    • Brown Animal
  • Plus Size ruffled faux leather dress a line dress trendy little black dressRuffled Faux Leather Paneled Dress

    Ruffled Faux Leather Paneled Dress - Black

    Do you know what you get when you mix business with being a baddie? This sassy LBD! Faux leather is cut & sewn into tiers of ruffles for a bit a spice to complement the sweet a-line style for a look that's oh so...
    $64.50
    $64.50
    Online Exclusive
      53
    • Black
  • Plus Size a line dresses plus size fall fashion sweater dressEmbellished Mesh A Line Dress

    Embellished Mesh A Line Dress - EQUESTRIAN RED

    The mesh sleeve panels of our sweater dress add a contemporary edge, while the A-line skirt offers a flattering, easy fit. Finished with delicate sequins and faux pearls, this dress brings a bit of sparkle to your wardrobe.
    $79.50
    $79.50
      13
    • EQUESTRIAN RED

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.