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Plus size Dresses Date Night

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  • New
    Textured Cape Sheath DressTextured Cape Sheath Dress

    Textured Cape Sheath Dress - Lemon Drop

    Bursting with spring energy, this textured sheath dress features a V-neck, a back cutout and an attached cape that's chic & exciting.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Lemon Drop
      • 93
    • Calypso Coral
      • 173
    • Black
      • 253
    • White
  • New
    Tropical Off The Shoulder DressTropical Off The Shoulder Dress

    Tropical Off The Shoulder Dress - Black Combo

    Island allure, this off-the-shoulder tropical print maxi dress features ruched detailing along and a subtle split along the sides creating a sexy fitted cut that feels vibrant and feminine.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      23
    • Black Combo
  • New
    Pleated Sleeve Tropical Wrap DressPleated Sleeve Tropical Wrap Dress

    Available in Lengths

    Pleated Sleeve Tropical Wrap Dress - Persimmon Orange

    Island mood, elevated. This tropical print maxi wrap dress features airy pleated chiffon sleeves and tie-fastenings at the waist that feels vibrant, feminine and ready for summer fun.
    $69.50
    $0.00
    $69.50
      13
    • Persimmon Orange
  • New
    Checked Textured Knit CardiganChecked Textured Knit Cardigan

    Matching Set

    Checked Textured Knit Cardigan - POWDER BLUE

    Light layers, spring style. This checked textured-knit cardigan finishes any look and pairs with the matching tank and skirt for an easy three-piece set.
    $59.50
    $0.00
    $59.50
      13
    • POWDER BLUE
  • New
    Strapless Rosette A Line DressStrapless Rosette A Line Dress

    Strapless Rosette A Line Dress - Yellow

    Whether you're a vision in yellow or wow in white, stunning is your new name in our mesh dress. Covered head to toe in lush rosettes, it hugs you just right through the bodice before flaring into a flirt-ready A-line skirt.
    $109.50
    $0.00
    $109.50
    Online Exclusive
      13
    • Yellow
      • 93
    • White
  • New
    Cold Shoulder Polka Dot DressCold Shoulder Polka Dot Dress

    Cold Shoulder Polka Dot Dress - Apricot Gelato

    Flow into spring in this cold-shoulder maxi dress featuring playful polka dot texture, a draped neckline and a dainty mermaid hem.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Apricot Gelato
      • 173
    • Black White
  • New
    Textured Knit Checked CardiganTextured Knit Checked Cardigan

    Matching Set

    Textured Knit Checked Cardigan - Apple Green

    Light layers, spring style. This checked textured-knit cardigan finishes any look and pairs with the matching tank and skirt for an easy three-piece set.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Apple Green
  • New
    Split Sleeve Tropical Print DressSplit Sleeve Tropical Print Dress

    Split Sleeve Tropical Print Dress - Persimmon Orange

    A little paradise with pops of bodacious deliciousness. This tropical print maxi dress features a flattering faux wrap neck, dramatic crepe sleeve panels with splits of sexy and a bonus front split.
    $69.50
    $0.00
    $69.50
      13
    • Persimmon Orange
  • New
    Checked Textured Knit TankChecked Textured Knit Tank

    Matching Set

    Checked Textured Knit Tank - POWDER BLUE

    Soft texture, reimagined checks. This tank is a fabulous base for any look. Try yours own with a pair of jean or match yours up with the cardigan and skirt for a coordinated set.
    $29.50
    $0.00
    $29.50
      13
    • POWDER BLUE
  • New
    Embellished Cutout Bodycon DressEmbellished Cutout Bodycon Dress

    Embellished Cutout Bodycon Dress - Caribbean Sea

    You don't just enter the room, you own it. Our curve-hugging maxi drapes like a second skin, finished with sculptural wood and marble rings that kiss the shoulders. The hem is designed in fringe made from daring circle cutouts move with every step, every...
    $74.50
    $0.00
    $74.50
      13
    • Caribbean Sea
  • New
    Textured Knit Checked TankTextured Knit Checked Tank

    Matching Set

    Textured Knit Checked Tank - Apple Green

    Soft texture, reimagined checks. This tank is a fabulous base for any look. Try yours own with a pair of jean or match yours up with the cardigan and skirt for a coordinated set.
    $29.50
    $0.00
    $29.50
    Online Exclusive
      13
    • Apple Green
  • New
    Cutout Fringed JumpsuitCutout Fringed Jumpsuit

    Cutout Fringed Jumpsuit - White

    One piece, full impact. This wide-leg jumpsuit brings a high neckline and a fringed cutout overlay that shows up & shows out!
    $79.50
    $0.00
    $79.50
      13
    • White
  • New
    Birthday Queen Ombre Sequin DressBirthday Queen Ombre Sequin Dress

    Birthday Queen Ombre Sequin Dress - Black Combo

    Your birthday, your rules. This sequin mesh dress features black sequins that read “Birthday Queen” & shimmering ombré that makes every move feel electric.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • Black Combo
  • New
    Checked Textured Midi SkirtChecked Textured Midi Skirt

    Matching Set

    Checked Textured Midi Skirt - POWDER BLUE

    Our soft midi has the perfect easy drape. This checked textured-knit skirt can be worn with your fave separates or pair with the matching tank & cardigan for a complete three-piece set.
    $49.50
    $0.00
    $49.50
      13
    • POWDER BLUE
  • New
    Textured Denim Babydoll DressTextured Denim Babydoll Dress

    Textured Denim Babydoll Dress - Denim

    Sweet with a taste of 'tude. This textured-denim babydoll dress features a striped-trim V neck, soft ruffled sleeves & a flounced hem with just the right bounce.
    $69.50
    $0.00
    $69.50
      13
    • Denim
  • New
    Birthday Queen Sequin DressBirthday Queen Sequin Dress

    Birthday Queen Sequin Dress - White

    Your birthday, your rules. This sequin mesh dress features pink sequins that read “Birthday Queen” & shimmering iridescent iterations that makes every move feel electric.
    $79.50
    $0.00
    $79.50
    Online Exclusive
      13
    • White
  • New
    Cold Shoulder Textured Denim DressCold Shoulder Textured Denim Dress

    Cold Shoulder Textured Denim Dress - Black

    This textured denim dress slips off the shoulders for a hint of skin then wraps you in a softly draped neckline and waist-defining sash ties. Bell sleeves add a little drama, the A-line skirt brings the sway.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black
  • New
    Plus Size Strapless Summer Wide Leg Purple JumpsuitStrapless Bow Embellished Jumpsuit

    Strapless Bow Embellished Jumpsuit - Pansy

    All tied up in style. This strapless jumpsuit features a bow-embellished bodice and a wide-leg silhouette cleverly designed to mimic a perfectly coordinated top-and-pants set.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Pansy
      • 103
    • Black
  • New
    Cutout Embellished Bodycon DressCutout Embellished Bodycon Dress

    Cutout Embellished Bodycon Dress - Poinsettia

    You don't just enter the room, you own it. Our curve-hugging maxi drapes like a second skin, finished with sculptural wood and marble rings that kiss the shoulders. The hem is designed in fringe made from daring circle cutouts move with every step, every...
    $74.50
    $0.00
    $74.50
    Online Exclusive
      13
    • Poinsettia
  • New
    Textured Checked Midi SkirtTextured Checked Midi Skirt

    Matching Set

    Textured Checked Midi Skirt - Apple Green

    Our soft midi has the perfect easy drape. This checked textured-knit skirt can be worn with your fave separates or pair with the matching tank & cardigan for a complete three-piece set.
    $49.50
    $0.00
    $49.50
    Online Exclusive
      13
    • Apple Green
  • New
    Textured Tie Front DressTextured Tie Front Dress

    Textured Tie Front Dress - Fuchsia

    This textured dress features a V-neck & ties that define the waist to create a feel that's relaxed yet put-together from day to night.
    $54.50
    $0.00
    $54.50
    Online Exclusive
      13
    • Fuchsia
      • 73
    • Black
      • 133
    • Royal Blue
  • New
    Bow Embellished Cutout DressBow Embellished Cutout Dress

    Bow Embellished Cutout Dress - Black White

    Stretch-crepe that hugs in all the right places, this flirty spring dress turns up the flirt with a bow-kissed cutout and a swishy flounce that moves like it has a secret. Soft structure, sultry shape and just enough tease to make every entrance unforgettable.
    $64.50
    $0.00
    $64.50
    Online Exclusive
      13
    • Black White
      • 93
    • Confetti
  • New
    Floral Print Mesh Midaxi DressFloral Print Mesh Midaxi Dress

    Floral Print Mesh Midaxi Dress - Dark Denim

    Step into a garden of style with this floral mesh midaxi dress, where the bodycon fit is a perfectly luxe, date-ready design.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Dark Denim
  • New
    Tropical Off The Shoulder DressTall Tropical Off The Shoulder Dress

    Available in Lengths

    Tall Tropical Off The Shoulder Dress - Black Combo

    Island allure, this off-the-shoulder tropical print maxi dress features ruched detailing along and a subtle split along the sides creating a sexy fitted cut that feels vibrant and feminine.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Two Tone Mermaid Maxi DressTwo Tone Mermaid Maxi Dress

    Two Tone Mermaid Maxi Dress - Black White

    Stripes of black & white scuba maxi bodycon with a sweetheart neckline that highlights the décolletage and a mermaid hem that flares at the base.
    $89.50
    $0.00
    $89.50
    Online Exclusive
      13
    • Black White
  • New
    Cape Effect Striped Midaxi DressCape Effect Striped Midaxi Dress

    Cape Effect Striped Midaxi Dress - Multi

    Our striped midaxi dress is layered with a crepe overlay that cascades into a cape for an elegant design.
    $69.50
    $0.00
    $69.50
      13
    • Multi
  • New
    Strapless Rose Print JumpsuitStrapless Rose Print Jumpsuit

    Strapless Rose Print Jumpsuit - Black Combo

    Sexy chic is an instant must so our strapless rose print jumpsuit is peak perfection as it hugs the bust, cinches at the waist with playful sash ties and blooms into wide legs.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo
  • New
    Two Tone High Neck Midaxi DressTwo Tone High Neck Midi Dress

    Two Tone High Neck Midi Dress - Black White

    A black-and-white scuba midi sculpts with a high neckline and a flounced hem that makes your curves the star attraction.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black White
  • New
    Floral Faux Wrap JumpsuitFloral Faux Wrap Jumpsuit

    Floral Faux Wrap Jumpsuit - Egret

    $59.50
    $0.00
    $59.50
      13
    • Egret
      • 63
    • Black Combo
  • New
    Plus Size Sleeveless Yellow Summer Flower Flounced Maxi DressFlounced Textured Floral Dress

    Flounced Textured Floral Dress - Black Combo

    Capture the season’s energy in this floral textured-knit maxi dress detailed with a flounce hem that dances through the breeze.
    $69.50
    $0.00
    $69.50
    Online Exclusive
      13
    • Black Combo

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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.