The Dress Edit

We Swear By These Super Cute First Date Dresses


We Swear By These Super Cute First Date Dresses

As it turns out, feeling chic, comfortable, and confident is totally possible with these super cute first-date dresses! And, whether you’re heading out to dinner and drinks, seeing a movie, or simply grabbing coffee,  we have the silhouettes you’ll feel great in right here in our brand new edit. From adorable floral mini dresses by Amanda Uprichard and Yumi Kim to versatile LBD’s courtesy of Charo Ruiz and Dolce & Gabbana. Whatever your style and whatever your plans, your closet will be instantly elevated the moment you add any of these irresistible designer dresses to it! So, keep scrolling to find your dream dress for a day or night of romance below…

Amanda Uprichard

Charo Ruiz

Mini Designer Silhouettes = Cute First Date Dresses!

When it comes to cute first-date dresses, pretty mini silhouettes are always a winner! Also, you can style them up or down with flats or heels depending on the occasion and feel your most stylish every time. For example, the Ximena dress by Misa Los Angeles has us totally smitten! Firstly, it has a gorgeous bright pink, purple, and red floral print that we adore for this time of year. Additionally, the fluted elbow-length sleeves, shirred waist, and tiered mini skirt ensure it’s eternally flattering from every angle!

Meanwhile,  we have the cut-out puff-sleeve linen dress by ML Monique Lhuillier. A dress you’ll want to wear for date night and all other plans on your calender, this versatile black and white design is a must-have. Firstly, we love the classic round neckline, voluminous puff sleeves, and floaty mini skirt. Additionally, the cut-out waist is made for warm-weather days and happens to be right on trend for summer 2022!

  • MISHA Claire Dress

  • MISA LOS ANGELES Ximena Dress

  • ASTR THE LABEL Marla Ruffle Mini Dress

  • CECE Floral Long Sleeve Babydoll Dress

  • ASOS DESIGN ’70s Tiered Embroidered Long Sleeve Mini Dress

  • ASTR THE LABEL Dorinne Floral Cutout Ruffle Mini Dress

  • ML MONIQUE LHUILLIER Cutout Puff-Sleeve Linen Mini Dress

  • RHODE Tilda Dress


  • KISS THE SKY Tie-Front Cutout Mini Dress

  • LIONESS Nostalgia ‘90s Floral Mini Dress

  • AMANDA UPRICHARD Venezia Midi Dress


  • AMANDA UPRICHARD Nicoletta Dress


  • DOLCE & GABBANA Printed Chiffon Mini Dress

  • KIKA VARGAS Mathilde Bow-trim Silk-blend Taffeta Dress

  • BHLDN Kendall Chinoiserie Mini Dress

  • ACLER Catherine Pleated Halter Midi-Dress

  • PATBO Fringe Cut Out Mini Dress

  • CHARO RUIZ Elodie Guipure Lace-trimmed Cotton-blend Voile Mini Dress

  • VALENTINO Silk-crepe Halterneck Midi Dress

  • VERONICA BEARD Avenel Dress

  • ROLLA’S Shelley Rambling Floral Dress

  • ULLA JOHNSON Juniper Dress

  • AGUA BY AGUA BENDITA Ipanema Mambo Printed Linen Midi Dress

  • THE VAMPIRE’S WIFE Devon’s Ruffled Floral-print Linen And Cotton-blend Mini Dress

  • YUMI KIM Sandra Mini Dress

  • ASTR THE LABEL Gaia Dress

  • ULLA JOHNSON Cecily Ruffled Printed Fil Coupé Silk-blend Chiffon Mini Dress


Chic And Cute First Date Dresses With Midi Hemlines

If you’re searching for cute first-date dresses with midi-length skirts, we hear you! Firstly, you can never go wrong with the Shelley Rambling floral dress by Rolla’s. It has the most beautiful, eye-catching floral print in striking shades of red, fuchsia, and green. Additionally, the v-neckline, dainty spaghetti straps, and ruffle detailing at the neckline make it incredibly cute and perfect for summer dates. Meanwhile, the skirt is simultaneously chic and cute with its mid-length hem and subtle flounced detailing. So, style this dress with flats for a romantic stroll through the park, or dress it up with heels for dinner. You’ll look and feel incredible either way!

Meanwhile, if nothing but a chic black dress will do for your first date, Valentino has your back. Their silk-crepe midi is seriously elegant and stuns from every angle. This is all thanks to the stylish halter neckline, open back, and calf-length midi skirt. Its also chicly draws attention to your choice of designer heels!

Shop All Cute First Date Dresses

ASTR The Label

Misa Los Angeles

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