It’s been a while since I’ve been on a first-date, about five years to be exact. But I still remember that anxious/butterfly-filled feeling very clearly. One of the most important qualities to bring on a first date is confidence and although we can’t give you that personality trait per se we can give you all the tools you may need to feel good in the wardrobe department! Because most of the time when I look my best, I feel my best and that inner confidence always exudes outward. Below, the WD team put together three looks for each type of date you might find yourself on. We have something for that super cool and casual coffee date, your dreamy day at the beach or your fancy night out on the town. Let us know what you think, and what your go-to outfit is for your next date!

Casual and (Super!) Cool

This look would be perfect for a coffee shop date or a casual after-work happy hour when you haven’t quite yet defined what you are or might be but you want to make a good first impression. You feel casual yet buttoned up with a little edge + class.

Flowy and Free

This look is a little more romantic, sensual, feminine and free-flowing. This is the perfect outfit for a summer’s date whether you are going to the beach, on a picnic, out to a brewery or to an outdoor concert this is our top pick!

Chic and Powerful

Are you heading out to a fancy dinner, party or have you been invited to a cocktail attire wedding as a date? We think this is the perfect look for an elevated night out that is sure to impress!