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what to wear on the first date

Dress To Impress: What To Wear On The First Date 

First dates can heighten ANYONE’s anxiety, but you know what can help with that??? The right outfit, duuuhhh! Don’t let first date jitters get you caught up on your outfit ideas. We’ve got tons of options for each and every vibe.

Sooo you’ve found your perfect match (fingers crossed, right???) and now you’re freaking out about what to wear. Let’s stop that anxiety before it turns into a full-blown meltdown, babe. We’re here to help.  

Dressing for a first date is the perfect opportunity to create a good impression! Not only can your outfit blow your date away, it can make you feel like the baddest b*tch alive. And we allll know that when you look good, you feel good! 

Picking the right outfit for the occasion can TOTALLY impact your mood and confidence, which is why it’s important to have options! That’s why today, we’re giving tons of different outfits that will fit the vibe for EVERY date night! 

What To Wear On The First Date

Dress To Impress: What To Wear On The First Date 

Casual Jeans and Crop Top Date Night Look

If you’re trying to play it cool and casual, there’s nothing wrong with rocking some jeans and sneakers! This is a look that’s SUPER easy to spice up with the right accessories. 

We love these high rise and slim straight GRLFRND jeans! They’re hella modern, giving you that comfy and relaxed look. And, if you’re in the market for some chic American made sneakers, these Piper sneakers fit the same vibe! 

Top this outfit with a baby rib button crop top, some yellow gold twisted hoops, and your favorite bag. Ta-da! First fit, done. 

Lowkey LBD and Sneaks

It’s the 2020s, ladies, casual dresses exist and we may be their biggest fans. It’s an extremely easy way to look dressed up while dressing down, which is PERF for a relaxing date. 

Picnic date in the park, anyone? This Tony dress was made for something just like that. And, with its ribbed knit stretch fabric, it’s extra comfy you won’t have to worry about squeezing in any uncomfortable gowns for this date. 

Pair it with your favorite sneakers like this pair from Zappos, throw your hair into a high pony, and you’re ready to go! We meant it when we said casual. 

The Romantic Meet Cute Dress Outfit

If you want a date outfit that adds a little bit of oomph, we picked the best look for you! 

This dress from Show Me Your Mumu is LITERALLY called, “the meet cute dress”. It’s almost as if it was made for this moment! It’s the perfect light pink taffeta shade that’s just waiting to be paired with some dainty jewelry and your best light pink high heels to match. 

Classy Black Midi Dinner Date Look 

When we think of a classy first date outfit, this Claire midi dress immediately pops into our head. Its fitted bodice, flowy midi skirt, and detachable bow straps SCREAM “wear me for a dinner date, pleaseeee!” Or actually… Maybe that was us. Regardless, you NEEEED. 

With a look like this, sometimes less is honestly more. We recommend some long double chain earrings, a small leather clutch, and some strappy black heels. 

You can never go wrong with a black dress when choosing a date outfit. You’ll be the classiest  b*tch on the block. 

Sexy Silky LBD and Gold Jewelry Date Night Outfit 

Once upon a time, a girl going on her first date wanted something sexy, chic, and alluring… and voila! The “little black dress” was born but more specifically, it was this silk mini dress.

Made from 100% silk with rhinestone chain straps and an open back, this is the perfect look to show up and show out in. It is the epitome of sexiness and femininity. 

To enhance this look a little more, we envision these gold glitter chain drop earrings, high heels with a pop of color, and maybe a half-up hairstyle using this American-made hair pin

Your date will prob be drooling as soon as you walk in the door, and can you blame them?!?

Statement Floral Jumpsuit and Sneakers Casual Date Look 

Jumpsuits automatically look chic and put together, and they’re ULTRA-comfy why don’t more people talk about that?!?

This floral textured jumpsuit is oversized, has adjustable straps, and oversized pockets. Not only do we get pockets with this look, we get oversized pockets. We honestly don’t even need to say more. 

… Buuuttt we will. It’s the ultimate eye-catching statement piece. You can keep it cool and comfy with little-to-no accessories and some sneakers, or you can dress it up with a few dainty pieces and some pumps.

This is a look that you can customize with your own personal style, which makes it a winner in our book. 

eye catching outfit

Floral Matching Set First Date Outfit 

Aside from jumpsuits and onesies, matching sets have to be second on our list of casual fashion faves. Something about not having to find a matching top to your pants is just every girl’s dream.

This Kristina skirt with the matching Cami top is the perfect date night fit. It’s light, airy, feminine it covers all the bases. 

You can wear the top on or off the shoulders, which is an added bonus, and the skirt has an adjustable waistband so you’re able to wear it high or low-waisted. We LOVEEE. 

Sexy Skirt and Sweater Autumn Date Look

When we think of first dates in Autumn, we think: strolling through pumpkin patches, bonfires and smores, apple pie baking everything and anything cozy.

Sooo with that being said, you need a cozy outfit to match the vibe, right??? Wearing this black twill mini skirt, a v-neck sweater, and some Sabrina lace up boots will have you prepared for any fall-related date activity you can imagine and you’ll look HOT while doing it. 

Sexy Skirt and Sweater Winter Date Look 

Similar to the autumn-esc vibe, you’re gonna need a comfy and cozy outfit for your winter date! Following the same kind of theme, we envision you wearing this slit mini skirt, a cotton spandex turtleneck, and this super chic hooded short coat.

The skirt and turtleneck keep your look sexy, while the coat elevates the outfit with some added warmth. Finish it off with your favorite heeled boots, and you’re ready for your winter date! 

Adventure-Ready First Date Look 

If you’re more into hiking, bike-riding, kayaking, allll the outdoorsy stuff, we didn’t forget you, gf! Lucky for you, this date outfit can be SUPER laid back and chill.

We would dress you in these biker shorts, a short sleeve crew neck, your fave oversized flannel, these super sturdy hiking boots, and maybe even a hat! Fashionable AND ready for the outdoors, what more could you ask for? 

modern and stylish date outfit

How To Look Attractive On A First Date 

Wear outfits that make you comfortable.

Of course it’s important to look your best, but we’re not big fans of the “pain is beauty” mantra. Beauty should be comfortable, and so should you! Wear clothes that you AND your body love. You’ll be much happier that way.

Opt for a natural makeup look.

You don’t always have to go full glam for date nights, especially if they’re more laid back. Like we’ve said PLENTY of times already, less is more! Let your natural beauty do the talking, that can compliment your outfit just as much. 

When we want a more natural look, we stick to the basics: concealer, eyebrow gel, a teeny bit of blush, and a few light layers of mascara. Boom, doneeee! 

Know when to accessorize. 

Have you ever worn an outfit and realized afterwards that you waayy over-accessorized? Don’t worry, we’re guilty of that too! 🫣 No shame in the accessory game. BUT, it’s important to know when to pack on the jewelry, and when to leave it at home. 

If you’ve got an outfit that’s already super eye-catching, you can stick with dainty pieces like small hoops or a thin gold necklace. And if you put together a look that seems a bit more “basic”, throw on some rings, a necklace or two, and a timeless watch! 

There’s a time and place for accessories, it’s alllll about the vibe. 

Be yourself.

Before you cringe because of the typical, “just be yourself” advice, hear us out. No matter what you wear, how you do your makeup, or what you accessorize with, your personality is your best asset. 

Of course your outfit, makeup, hair, glam, ALLL that kinda stuff will be a memorable part of your first date, but how you felt will matter the most! 

You are one of one babe, don’t forget that. 

Are you excited for your first date yet?

Now that you have TONS of options on what to wear, can we set aside the anxiety and bring in the excited butterflies??? 

We wanna hear ALL about your first date, how it went, which outfit you decided to wear, and even some recommendations on outfits or tips we may have missed! Leave a comment and let us hear Every. Little. DETAIL!

If you want some more baddie date night outfits, we’ve got it covered. As always, follow along with everything American-made on our blog. If you want accessories, bags, shoes, or outfits for other occasions, we guarantee they’ll be in our shop. Good luck on your first dates, friends!

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