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10 Flawless Outfits for a Stress-Free First Date

The first date can be as exciting as it is nerve-wracking. The first step to making a great impression is choosing the perfect outfit for your first date. You should feel confident and look good in it. If you find yourself staring blankly at your closet, in a cold panic, thinking “I have no clothes to wear”, don’t worry. The fun part is figuring out what to wear.

Before you begin rummaging through your closet and making a mess of your bedroom, consider a few important details when brainstorming the perfect outfit for your first date. First, consider the location. If you know where you are going, you can check the dress code. You can also check social media to see what people have worn in the past.

Second, keep in mind the season and time of day that you have agreed upon. Warm weather calls for layers that are cozy, while cold weather calls for materials that are cooling. Daytime dates are more casual than dinners or drinks.

Think about what clothes make you feel most comfortable. It’s fine to dress up for your date. However, a first date outfit should make you feel comfortable. You’re still unsure of what to wear? Don’t stress. You don’t have to worry anymore. We’ve put together a list with first-date outfit suggestions.

A Canadian Tuxedo

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Denim on denim is always a good idea, especially now that ’90s style is back in fashion. Whether you choose to go monochromatic or combine shades, add some subtle pops of colour with your accessories and shoes so that your date doesn’t just see jeans.

A Bit Of Athleisure

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Athleisure is a mix of workout clothing and ready-to wear pieces. You can dress up sweatshirts and sneakers with maxi skirts or pair jeans with windbreaker jackets. You’ll feel more relaxed and your date should go better. We’d still keep this option to more low-key places, such as a ballgame or brewery.

A Denim Skirt

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The denim skirt will never be out of fashion, but it’s particularly on-trend right now. Choose a top that complements your style, whether it’s a classic or a statement piece like the one shown here.

A Midi Skirt

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The midi skirt is more conservative than the mini, but still allows you to show off a bit of leg. The look is comfortable and cute with a T shirt. You can dress it up or down depending on your shoes and jewelry.

Jeans and a Tank

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If you’re not sure what to wear on a date, your favorite jeans can be paired with a simple white tank. A dark wash jean looks great with a white tank top. You could also go for a lighter wash and a sleeveless jacket. There are so many options, we’re sure you have something in your wardrobe that can be thrown together.

Your team’s jersey

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Sooner or later they’ll find out where your loyalties lie, right? Show your team pride if you are meeting in a tavern or sports bar for a few light bites. There are many ways to wear your jersey, beyond just skinny jeans and sneakers. You can wear the jersey open and a tank under it, or you could swap jeans for trousers.

Easy Dress

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The perfect outfit for a first date can be crafted in a matter of minutes. Dresses always work because they are versatile. Dresses like slips, shifts, or T-shirts are easy to dress up and down. They can be layered with statement outerwear, such as bomber jackets, blazers, and any type of footwear. Sandals in the summer, and knee-high booties in the winter.

A Jumpsuit

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Jumpsuits are another option that can help you to relax when it comes to styling your outfit for a first date. Choose from a jumpsuit with long sleeves, short sleeves, cami straps or an overall in any fabric that you like.


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The casual bottoms are a great base for the bolder top. Look for eye-catching details, such as colorful embroidery, metallic beads, or sequins. Regencycore will be back with the return of Bridgerton. Anything with puff or peasant sleeves is a sure thing.

A Little Black Dress

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Is this a bit cliched? Maybe. Classic? Always. Put on your heels and bold red lipstick, dust off that LBD. You’ll look and feel great all night, even if the date doesn’t go well.

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