What to Wear on a First Date

What to Wear on a First Date

Dressing for a first date shouldn’t have to be stressful. For most women, what to wear on a first date largely depends on your style and what activity you’ll be doing, but every perfect first-date outfit should be something you feel comfortable and confident in. So, whether you’re visiting a museum, attending a sporting event or doing dinner and a movie, here are some outfit inspirations to help you dress to impress.

Casual Dresses

A casual dress is an easy-breezy option for every woman and every season, but we especially love women’s dresses in the spring and summer. When choosing a dress, think longer hemlines with simple silhouettes and patterns. A midi dress with flat sandals and colorful earrings is cute and carefree, while a satin maxi dress with strappy heels radiates easy romance for a midsummer’s night out. You can also never go wrong wearing a little black dress if your date plans to wine and dine you at an upscale restaurant.

Jeans + T-shirt + Tennis Shoes

Your mom or grandma may not agree, but we think your favorite basics are first-date approved. Simple is always a safe bet for a first date. That way your clothes don’t stand out more than your personality. Whether you choose high-rise jeans with a cropped white tee or your favorite graphic T-shirt, try finishing off your look with subtle feminine accessories and a more natural makeup look. You’ll be ready for that concert or carnival in no time.

Jeans + Blouse

Meeting up for drinks? Dress up your favorite denim with a women’s blouse and a pair of colorful heels or mules. A smocked off-the-shoulder top or a square-neck top with puffed sleeves provides a laid-back yet chic look. This first-date outfit takes minimal effort but delivers maximum appeal. Go get ’em girl!

Bodysuit + Printed Pants

The great thing about a bodysuit – besides the fact that it provides a tucked-in look without worrying about bunching or coming untucked – is that it can be worn with just about anything. But for a first date, we really like pairing a solid-colored bodysuit with printed pants. Don’t forget to add a coordinating clutch and heels. This ensemble is sure to help you steal the show (and your date’s heart) wherever you go.

Turtleneck + Skirt

In the fall and winter, we love pairing mock turtlenecks or chunky knit sweaters with a skirt. You don’t want your look to come off like you came straight from the office, though. So to spice it up a bit for a first date, we recommend wearing a leather mini skirt with thigh-high boots or a midi skirt with combat boots. Don’t you feel cozy just thinking about this outfit? We can picture you and your date now, sitting and sipping your pumpkin spice lattes as you talk and get to know one another. Can we come?

Matching Top and Skirt Set

First dates are stressful enough. Take the stress out of at least part of the planning – the outfit planning part – by wearing a matching top and skirt set. Matching sets are easy, comfortable, cute, and totally on-trend this year. No matter if you don a solid rib-knit tank top and skirt set or a fun floral-printed matching set, prepare to wow your date.

Cute and Comfortable Hiking Clothes

Your date wants to take you hiking. That sounds fun and adventurous! And yes, if you’re wondering, you can still look amazing in hiking gear. If it’s going to be hot outside, throw on some women’s athletic shorts and a women’s tank top. For cooler weather, wear a pair of athletic leggings, a workout tee and a zip-up hoodie or waterproof jacket. You want to prioritize your comfort and safety when hiking, so make sure your clothes and shoes are comfortable and designed for the type of environment you’ll be hiking in.


While confidence is really the only accessory you need to wear on a first date, the right accessories can instill confidence and help you shine. If you’re not big into accessorizing, then don’t wear anything extra or keep jewelry minimal with small stud or hoop earrings. If you feel like wearing and carrying accessories, make sure your jewelry, purse and lipstick are the icing on the cake to completing your first-date look. 

First dates can be exciting and hard. We want to help make the getting-ready part of the date easy. So when you’re deciding what to wear, just remember that comfort and confidence are what really matter. If you feel good in what you’re wearing, then you’ll look good and (hopefully) have a good time on your date. 


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