What to Wear on a Casual First Date

The stress of coming up with what to wear on a casual first date can be too real. Especially if it is someone your really like. You want to look cute, yet casual and relaxed. It can be hard to hit that mark when you’re already stressing about the date itself.

It has to be said though that as long as you are really interested in the person you’re going on a date with then what you wear isn’t or shouldn’t really be that big of deal. Of course you’ll want to look good, or make a good impression but it’s not something to totally lose your mind over.

So if you’re looking for some cute looks to wear on a first date just keep reading this post. First dates can be nerve-racking which is why you gotta pick activities that you would be comfortable doing.

There are a few really good first date ideas that are fail-proof and I wanted to shave them below. These dates are super casual and the looks in this post are designed to be worn on casual dates like these ones:

• Coffee date
• Picnic
• Beach date
• Walk in the park
• Hangout at the mall
• Go to the cinema
• Grab lunch
• Visit an outdoor market
• Hiking…

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casual first date outfit ideas that will have you looking (and feeling) good!

1. White Cardigan and Blue Skinny Jeans

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Pair a cute white cardigan with your favorite blue skinny jeans to create the perfect cute, cozy and casual look to wear out on a date. This is the kind of look you can wear out on so many different occasions; you can grab coffee, or go watch a movie or even have lunch.

2. White Button Down with Jeans

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This is such a simple and sweet outfit, the kind that would be perfect for a museum date. Dress it up with a pair of heels like in the outfit above or pair it with sneakers if that is more your style or you plan to do a lot of walking on your date.

3. Black Bodysuit with Jeans and Slippers

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What you would call a simple, no stress, casual date look. This is a kind of outfit that is easy, effortless but also quite stylish.

4. Ditsy Mini-skirt with Cardigan and Boots

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Want to feel cute and girly on your first date? Nothing feels cuter that a ditsy little skirt. This is a look you put together if you want to make a strong first impression. It’s cute and fun and a little bold.

5. Large Sweater Vest with Faux Leather Pants and Sneakers

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A casual preppy look that you can totally rock with on a first date. If you low key like the preppy aesthetic then this is a great and easy way to put together a cute outfit that you can wear out. With an oversized sweater vest over a loose shirt, some tight fitting pants and cute light sneakers.

6. Blazer Paired with Crop Top and Denim shorts

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This is totally a look that perfectly balances the casual yet styled aesthetic that we all try to get when planning a look for a first date. Definitely an outfit that would be perfect for a cute summer time date.

Blazers can be intimidating but they can actually be pretty versatile if you’re willing to give them a chance. You can totally use them for casual outfit styling like in the inspo photo above!

Related Post: 25 Casual Date Night Outfit Ideas That Look Effortlessly Stylish

7. Oversized sweater with Jeans and Platform Sneakers

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If you are planning to go on a first date that involves a walk in the park or just strolling around the mall, then this would be such a cool outfit to put on! A casual oversized sweater with some loose jeans and then tie the look together with some platform she sneakers.

8. Black T- Shirt with Denim Skirt

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This is one outfit that you can totally see yourself wearing, right? I feel like this is a look that would look so flattering on everyone, no matter what. Pairing a black t-shirt with a short denim skirt would be such a cute little outfit to meet someone new in.

9. Jacket + Crop Top with Denim Shorts & Cowboy Boots

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Want to look insanely cool on your first date? This is an outfit to totally consider then. White cowboy boots are such a closet must have, honestly they would make any look 10x better. But a look like this doesn’t need as much help because it is so effortlessly cool. What with styling the denim shorts with a white crop and a cute letterman jacket.

10. Black Denim Maxi Skirt with White Top

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Denim maxi skirts have been super trendy lately. They are so chic and stylish and the perfect thing to wear if you want to create a look that is easy yet really stylish. Denim skirts pair really well with classic casual t-shirts and sneakers.

11. Floral Dress Outfit

You can’t go wrong with a cute little floral dress most of the time. They are especially perfect if your date is going to be at the beach or if it’s going to be a cute little picnic date or something like that.

12. Little Black Dress with Denim Jacket

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Cutest coffee date look honestly. A little black dress with an oversized denim jacket is fun, it’s light, it’s cute and it’s a look that you can put together that doesn’t take itself too seriously and you can have fun in.

13. Lacy Top and Denim Shorts

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Got a cute little spring or summer date coming up? Get yourself a cute little white top to throw over some shorts and then add slippers to the look for a fun, casual vibe.

14. Crop Top with Satin Skirt and Strappy Heels

Want a first date look that is going to be so easy to put together but also so pretty? Then you gotta think about putting a look together with a satin slip skirt. They are so pretty and you can style them for pretty much any occasion.

15. Pink Sweater Over Floral Dress

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Embrace fun and color, even if it’s a first date. Color can be such a great way to express your personality on a date. If you’re fun and bubbly then an outfit centered around the color pink could be a great idea to wear on a date.

16. Blue Striped Top with Jeans

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You really can’t go wrong with a blue striped top over a white crop and jeans. It’s a classic outfit, with the top tied around the waist it’s the perfect cute and casual look!