Should you show some leg? Is pink too girly? How much cleavage is appropriate? Is this print too bold? Yes, we all have these thoughts when it comes to deciding what to wear on a first date to make the right impression, impress your date, and ultimately have a great time. Avoid wearing anything too fussy that needs constant attention to adjust and re-adjust. You’re going to want to be comfortable in whatever you end up wearing, freeing yourself up to focus on getting to know your date. When in doubt, go with the simple option. There’s nothing wrong with paring back your style a bit here—why not save that bold pattern for date number two? Lucky for you, we have 17 charmingly appropriate dresses that will solve all your first-date outfit dilemmas.
Scroll through to shop the dresses that are sure to make a great impression.
Shows a tasteful amount of skin.
This neutral-toned pattern is a fail-safe option.
This dress says "sweet and easygoing."
Pair this timeless black dress with your favorite summer sandals.
You’ll be comfortable and relaxed all night in this tie-waist dress.
Layer a denim jacket over this printed dress for a chic, laid-back look.
Give off subtle French-girl vibes in this knit dress.
It’s okay to play it safe with a neutral color.
Not your average LBD.
You’re sure to have a good night in this flirty floral dress.
Tie straps are the perfect flirty detail.
Dress up this floral number with loads of dainty jewelry.
These florals are not just for summer.
For the modern minimalist.
Feeling flirty but still want to look cool? Reformation always has you covered.
Layer this cool dress over a T-shirt for a casual date, or wear with block heels if you're grabbing drinks.
Try a high neck if you're showing a little leg.Next up, seven date outfits that are both stylish and comfortable.This post was published at an earlier date and has been updated by Anna LaPlaca.
-
Law Roach's World: His New Book, Bag of Choice, and What He Grabs on a Target Run"[Styling] has made my world so much bigger."
-
30 Knit Tops That Are Perfect for a Fall Date NightI'm obsessed with them all.
-
I'm in My 20s—Here Are 6 Style Lessons I Learned to Look More Polished and Grown-UpSophisticated styling 101.
-
8 Copenhagen Street Style Trends I Plan to Replicate in New YorkPared back yet never boring.
-
I'm a Fashion Editor—I Reach For These 2 Pieces When I Don't Know What to WearReady in 10 minutes or less.
-
The Only 9 Jackets You Need for Spring, According to Fashion PeopleThere's something for everyone.
-
Gigi Hadid Has Been Wearing This Jacket Trend for All of Her NYC Date NightsIt's ideal for spring.
-
And Now, 5 Elevated Ways to Wear Your Jeans in 2024Denim devotees, unite.
