Skip Nav
View On One Page
ADVERTISEMENT ()
Start Slideshow
0
53 Looks That Couldn't Be More Special For Your First Date

Once your first date is planned, you'll likely start to think about your outfit. Just picture yourself in any scenario, be it the movie theater or a fancy restaurant — you're wearing a fabulous look, aren't you? It flatters your figure and highlights your best assets, but it's still sophisticated with a modest touch. That's why we're serving up inspiration for any event you choose. Whether you're meeting up after work for a casual bite or you and your new muse have a full agenda set for the weekend, we've got plenty of options that fit the bill when you keep reading.

Already know exactly where you're going? Jump ahead to the category you want to see.

Diane von Furstenberg
Women's Cotton Shirtdress
$348 $208.80
from Nordstrom
Buy Now See more Diane von Furstenberg Day Dresses
Mara Hoffman
Tie Front Maxi Dress
$385
from shopbop.com
Buy Now See more Mara Hoffman Day Dresses
Maje
Patim V-neck denim jumpsuit
$275
from Selfridges
Buy Now See more Maje Women's Fashion
Coach
Lacework Western Blouse
$495
from Coach
Buy Now See more Coach Tops
J.Crew
Ruffled Cotton-poplin Wrap Skirt - Beige
$100
from NET-A-PORTER.COM
Buy Now See more J.Crew Skirts
Asos
Pleated Midi Skirt in Postcard Print
$56 $39
from Asos
Buy Now See more Asos Plus Skirts
Gucci
Floral-appliqué striped wool-blend cardigan
$2,600
from MATCHESFASHION.COM
Buy Now See more Gucci Cardigans
COS Sleeveless Dress
$125
from cosstores.com
Buy Now
Zara Embroidered Top With Ruffles
$70
from zara.com
Buy Now
Ulla Johnson
Rosina Overalls
$380
from shopbop.com
Buy Now See more Ulla Johnson Pants
Asos
Jumpsuit with Raw Edge Ruffle Detail in Blurred Check Print
$76 $38
from Asos
Buy Now See more Asos Plus Pants
M Missoni
V Neck Mini Dress
$895
from shopbop.com
Buy Now See more M Missoni Cocktail Dresses
Mother
The Insider Crop Step Fray striped jeans
$336
from mytheresa
Buy Now See more Mother Cropped Denim
Rag & Bone
Women's Archer Gingham Blazer
$595
from Nordstrom
Buy Now See more Rag & Bone Blazers
shopbop.com Cocktail Dresses
Jill Jill Stuart Bell Sleeve Dress
$348
from shopbop.com
Buy Now See more shopbop.com Cocktail Dresses
Maje
Reselia chiffon dress
$300
from Selfridges
Buy Now See more Maje Day Dresses
Lauren Ralph Lauren
Plus Striped Jersey Dress
$150 $67.50
from Lord & Taylor
Buy Now See more Lauren Ralph Lauren Plus Dresses
See by Chloe
Printed Ruffle Blouse
$475
from shopbop.com
Buy Now See more See by Chloe Button Front Tops
Zara High Neck Striped Dress
$40
from zara.com
Buy Now
Acne Studios
Women's Lakos Leather Wrap Skirt
$1,300
from Barneys New York
Buy Now See more Acne Studios Skirts
Diane von Furstenberg
Wrap Dress in Brown. - size 4 (also in )
$468 $328
from REVOLVE
Buy Now See more Diane von Furstenberg Dresses
Koko
Navy Bell Sleeve Embroidered Neck Blouse
$29
from Asos
Buy Now See more Koko Plus Tops
Club Monaco
Ladalia Silk Dress
$249 $199
from Club Monaco
Buy Now See more Club Monaco Day Dresses
J.Crew
A-line dress with tie
$110
from J.Crew
Buy Now See more J.Crew Day Dresses
Marni
Scribble Plaid Dress
$2600
from MODA OPERANDI
Buy Now See more Marni Cocktail Dresses
Tibi
Notched Off Shoulder Button Down
$345
from shopbop.com
Buy Now See more Tibi Longsleeve Tops
WAYF
Julie Mock Neck Lace Dress
$108
from shopbop.com
Buy Now See more WAYF Cocktail Dresses
Topshop
Women's Asymmetrical Ribbed Sweater
$68 $33.99
from Nordstrom
Buy Now See more Topshop Sweaters
Selfridges Shortsleeve Tops
Ganni Geroux silk blouse
$245
from Selfridges
Buy Now See more Selfridges Shortsleeve Tops
Preen Line
Ruby Ruched Velvet Jumpsuit - Black
$805
from NET-A-PORTER.COM
Buy Now See more Preen Line Pants
Mara Hoffman
Deep V Jumpsuit in Mauve. - size 6 (also in )
$375
from REVOLVE
Buy Now See more Mara Hoffman Pants
MANGO
Bird Print Wide Leg Jumpsuit
$76 $47
from Asos
Buy Now See more MANGO Wide Leg Pants
ELOQUII
Embroidered Lace Slip Dress
$144
from ELOQUII
Buy Now See more ELOQUII Plus Dresses
Amanda Uprichard
Deep V Slip Dress in Yellow. - size S (also in XS)
$215 $151
from REVOLVE
Buy Now See more Amanda Uprichard Dresses
Asos
Top with Long Sleeves & Stripe Shirting Wrap Detail
$32
from Asos
Buy Now See more Asos Plus Tops
Clu
Ruffle Sweatshirt
$205
from shopbop.com
Buy Now See more Clu Sweats & Hoodies
Tibi
Sculpted Sleeve One Shoulder Top
$325 $195
from shopbop.com
Buy Now See more Tibi Longsleeve Tops
MANGO
Palazzo velvet jumpsuit
$79
from MANGO
Buy Now See more MANGO Wide Leg Pants
Self-Portrait
Off-the-shoulder Cotton-canvas Mini Dress - White
$495
from NET-A-PORTER.COM
Buy Now See more Self-Portrait Cocktail Dresses
Rosie Assoulin
Embellished Jacquard Top - Ecru
$1295
from NET-A-PORTER.COM
Buy Now See more Rosie Assoulin Tops
Rag & Bone
Lace-Up Leather Skinny Pants
$1,095 $492.75
from The Outnet
Buy Now See more Rag & Bone Skinny Pants
Baja East
Wide Rib Jersey Slit Skirt
$395
from Forward By Elyse Walker
Buy Now See more Baja East Skirts
Halston
Racer Back Sequined Dress
$295
from shopbop.com
Buy Now See more Halston Cocktail Dresses
Jonathan Simkhai
Chainlink Fit-and-Flare Knit Dress
$595
from Intermix
Buy Now See more Jonathan Simkhai Evening Dresses
Truly You
Velvet Jumpsuit With Mesh Insert
$91 $29
from Asos
Buy Now See more Truly You Plus Pants
Zimmermann
Mercer Flutter Dress
$695
from shopbop.com
Buy Now See more Zimmermann Cocktail Dresses
ELOQUII
Printed Full Sleeve Maxi Dress
$139
from ELOQUII
Buy Now See more ELOQUII Plus Dresses
Tory Burch
Maxi Skirt Lucea
$689
from Italist
Buy Now See more Tory Burch Long Skirts
Zara T-Shirt
$30
from zara.com
Buy Now
Reformation
Waltz Dress
$428
from Reformation
Buy Now See more Reformation Dresses
City Chic
Plus Size Women's Front Slit Faux Leather Pencil Skirt
$79
from Nordstrom
Buy Now See more City Chic Plus Skirts
Rebecca Minkoff
Marshall Dress in Black. - size 0 (also in )
$298
from REVOLVE
Buy Now See more Rebecca Minkoff Dresses
Theory
Gunilla Straight Silk Pants
$335
from Saks Fifth Avenue
Buy Now See more Theory Pants
Casual Day Date
Mara Hoffman Tie Front Maxi Dress
Maje Patim Jumpsuit
Coach Lacework Western Blouse
J. Crew Ruffled Poplin Skirt
Asos Curve Pleated Midi Skirt
Gucci Rainbow Cardigan
Eloquii Maxi Dress
Tory Burch Lucea Skirt
COS Sleeveless Dress
Zara Embroidered Top With Ruffles
Ulla Johnson Overalls
Asos Curve Jumpsuit
M Missoni V-Neck Minidress
Mother Denim The Insider Crop Step Fray
After-Work Drinks
Jill Jill Stuart Bell Sleeve Dress
Maje Reselia Dress
Lauren Ralph Lauren Striped Dress
See by Chloé Printed Blouse
Zara High Neck Striped Dress
Acne Leather Wrap Skirt
DVF Wrap Dress
Koko Navy Blouse
Club Monaco Ladalia Dress
J. Crew A-Line Dress
Marni Scribble Dress
Tibi Notched Top
WAYF Julie Dress
Night In
Topshop Ribbed Sweater
22
more images
Start Slideshow
Summer FashionSummerFirst DateFallFall FashionShoppingDating