What Should You Wear On a First Date? 6 Cute Outfit Ideas

Takeaways

• Choosing a first date outfit should consider a variety of different factors, including date location, seasonality, and personal style.
• If you’re heading out on a casual date, you can explore styles with more personality. Heading to an active date? Consider athleisure essentials that ensure your comfort.
• The most important part of choosing your date night outfit is to prioritize your comfort so you can focus on the conversation instead of adjusting your clothing.

First Date Outfit Ideas

Crafting the perfect first date outfit can put a lot of pressure on you. How can you showcase your personality while wearing something that’s seasonally appropriate, ideal for the location, and perfectly comfortable for spending hours out of the house?

If you’re struggling with cute first date outfits, June Adel is here to help. Check out our first date outfit ideas for every type of date night to ensure you have go-to options ready at a moment’s notice!

1. Coffee Dates

Coffee dates are a great choice for getting to know one another in a casual, relaxed setting. There isn’t too much pressure for you to dress to impress if you’re just going to your local coffee shop!

For your first date outfit idea here, we recommend something casual and versatile. Think patched top from Easel clothing and loose denim pants from Umgee. Your top is where you can express your personality a bit, while the loose pants will keep you comfortable whether you’re sitting for hours or strolling around the city. 

You can modify your coffee date outfit for the weather with a thick, knit sweater for fall or a heavy trench coat for winter. Just make sure you’re wearing comfortable shoes to complete your look!

2. Hiking or Sporty Dates

Some people love activity dates, like hiking or bowling. If you’re heading out on a date where you’ve got to keep it moving, you definitely need a first date outfit idea that can hide your sweat, keep you cool, and prevent any chafing or blisters.

Since athleisure wear has gotten more popular, you can find fashionable silhouettes in workout fabrics. Keep your look elevated and cohesive with a matching set featuring a tailored mock-neck top and leggings or straight-leg pants. If you’re worried about sweat disrupting this cute first date outfit, choose a dark fabric, like black or navy, that won’t allow any moisture to show through.

3. Movie Dates

A movie date night might tempt you to pull out all the stops. But remember that you’ll be sitting in a dark room for several hours where nobody can see you! Make sure to avoid wearing your standing-only pants and opt for something cozy and chic.

For movie first date outfit ideas, we recommend a knitwear set with a matching skirt and long-sleeve top. Consider a beige ensemble that you can elevate into chic territory with knee-high boots and a matching purse. Blend your knits with leather, velvet, or suede for playful textures that exude sophistication.

4. Brewery Dates

Bar or brewery settings may be a little more formal than coffee dates, but they will require a slightly elevated nighttime look. Keep your first date outfit idea fresh and laid-back with denim bottoms and a cute blouse from Fate Clothing. 

Chunky shoes and statement earrings lend a touch of elegance for a cute first date outfit without pushing your ensemble into dinner date territory.

5. Arcade Dates

Showing off your skills in a friendly competition is a fun way to spend an evening with a new companion. However, your first date outfit idea must match the vibe of the location and the competitive energy.

June Adel would recommend that you go for something super trendy here. Chelsea boots and wide-leg denim are a classic combo that ensures you look put-together without trying too hard. Enhance this effortless appeal with a fitted top to balance your wide bottoms. Top this first date outfit idea with a leather jacket for winter or a lightweight shacket for spring.

6. Dinner Dates

Whenever we think of dinner dates, our minds automatically go to a classic midi dress. Whether you prefer the oversized silhouettes of Things Between or the flirty femininity of Polagram Clothing, June Adel has options you’ll love for every type of restaurant.

Make the best impression with a cute first date outfit that completes your midi dress with heels and jewelry. If the restaurant is casual, it’s totally OK to pair your dress with boots or sneakers to dress down. You can also layer tights, socks, and outerwear to keep you cozy in chilly weather.

Trust Yourself

Finding the perfect first date outfit idea can feel daunting, but we’re here to remind you to trust yourself when making your decision. You know how to express yourself and how to capture the vibe of the occasion. And if you’re ever in doubt, throw on your fave look and test it out with any activities you expect to do on your date. You’ll have plenty of time to play around with swapping out different elements until everything feels just right.

Find Your Fit

With these first date outfit ideas from June Adel, you’ll have an outfit for every type of date night! Feeling like you’re missing something for your ideal date night outfit? Build yourself an ensemble that balances comfort, personality, and first impressions when you shop our collections today.