How to Dress for a First Date This Summer
Outfit ideas that extend beyond “jeans and a cute top.”

The “what to wear on a date?” conundrum has often plagued many a fashion girl. We often consider tampering the avant-garde-ness of our wardrobe for a first romantic. That said, you still want to give your prospective partner a taste of what they’re getting themselves into—they should take you for who you really are, tabi boots and all. As a general rule of thumb, you should wear whatever makes you feel best. However, first dates are often about cultivating just the right amount of mystique. If you are still feeling perplexed—read: if the group chat has yet to put forth any viable ideas—we’ve recreated three looks that satisfy any first date need this summer. Bonus: none of them feature the overworn jeans-and-a-cute-top ensemble.
T-Shirt + Embellished Mini Skirt + Slingbacks
Photo: Jeremy Moeller/Getty Images
Temper an embellished mini skirt with an oversized t-shirt–sporting your favorite band or logo can serve as a subtle icebreaker. Add a pair of lady-like kitten heels to make it feel polished.
Knit Tank + Relaxed Denim + Boots
Photo: Edward Berthelot/Getty Images
While this knit tank feels sultry, the relaxed-leg denim keeps the overall feel easy. Add a bright bag and a pair of Western boots to keep some flair in the equation.
Scarf Top + Plisse Skirt + Loafers
Photo: Edward Berthelot/Getty Images
Grab any silk scarf (just make sure it’s a large one) and tie it around your chest to create a flirtatious top. We especially like it paired with a Pleats Please Plissé midi skirt. Keep the look functional with a pair of loafers and socks.
Want more stories like this?
The Best Summer Dresses to Wear All Season Long
Everything You Can Wear As A Beach Cover-Up This Summer
6 Ways to Own the Mermaidcore Aesthetic