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10 Things You Should Never Wear On A First Date & 10 Ideas That Will Impress Them


10 Things You Should Never Wear On A First Date & 10 Ideas That Will Impress Them


Are You Ready to Make a Great First Impression?

First dates are daunting enough without worrying about your clothes! Luckily, we’re here to break down some items sure to impress your potential match—and which clothing you can leave at home.  

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1. High Heels

We know what you’re thinking—aren’t high heels a first-date staple? Not necessarily! A stunning pair of stilettos doesn’t always work out, especially if the date goes well and you spend more time walking than not. Keep them in the closet until the third or fourth date. The most important thing on a first date is that you’re comfortable. 

woman in white dress and black leather pumpsThe Paris Photographer on Unsplash

2. Dirty Shoes

On the other hand, you don’t want to be too comfortable. No good date turns you away for wearing sneakers, but dirty shoes attract the wrong kind of attention. Remember: this is your first impression, so it’s best to dress up a little. 

gray and white nike athletic shoesJose Fontano on Unsplash

3. Strapless Clothing

There’s nothing wrong with strapless clothing, but it’s best to leave those tops at home for the first date. The last thing you want is an embarrassing mishap at the dinner table—and it’s only worse when you don’t know the person. 

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4. Suits

Women love a well-dressed man, but full-blown suits are a bit much for a first date. Even fancier locations like wine bars or upscale restaurants call for slick attire without dipping into black-tie affairs. Save that monkey suit for another time!

man wearing watch with black suitRuthson Zimmerman on Unsplash

5. A Full Face of Makeup

Whether you enjoy getting dolled up or letting your face breathe, it’s important to stay true to your comfort on a first date. If you’re not someone who wears makeup every day, don’t don a full face now just to impress your date. Wear whatever makes you happiest.

woman putting lipstick on her lipsAnnie Spratt on Unsplash

6. “Funny” T-Shirts

We all love a good graphic tee, but those “funny” ones are probably best at home—at least until you get to know the other person. You don’t really know what someone’s sense of humor is, and you could easily make a bad first impression with the wrong shirt. 

a woman posing for a picture wearing a crop topNick George on Unsplash

7. Uncomfortable Outfits

From tight clothing to baggy ensembles, ditch ill-fitting outfits for comfortable ones! Good dates can last for hours, and you don’t want to constantly readjust at dinner or wish you’d worn something a little lighter.  

woman in purple coat and black skirt standing on gray concrete stairsThiébaud Faix on Unsplash

8. Dirty Clothing

Don’t even think about grabbing something from the hamper. If it requires a smell test, it’s not a good choice for a first date. Never forget that you’re trying to make a good first impression, and people won’t fawn over stuff from the laundry basket. 

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9. Shoes You Didn’t Break In

Much like high heels, shoes fresh from the box look great, but they won’t feel great on your feet. Unless you want to spend the night walking around with blisters, break your shoes in before that night on the town.

a pair of sneakers on a benchDima Solomin on Unsplash

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10. Athletic Wear

Athletic wear is great for the gym—and that’s where it belongs! Printed leggings and mesh shirts don’t really match the vibe of a first date, so leave that stuff at home. Hoodies can easily sit this one out, too. 

man in gray sweater and gray denim jeans sitting on bedMark Broadhead on Unsplash

Don’t worry, you still have plenty of options to choose from! Here’s how you can dress to impress.

1. A Classic Duo

At the end of the day, nothing beats tried-and-true duos. A classic tee with denim. A spring dress with a cardigan. Charming pairs like these not only keep you comfortable, but they also make great, casual outfits. 

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2. Clothes That Match Your Style

While you want to impress your date, there’s no reason to ignore who you are! Opting for clothes that match your style lets your personality shine through, which is the best part about you. You’ll feel better, you’ll be comfortable, and you’ll be more confident. 

women's white long sleeve shirtFelipe Galvan on Unsplash

3. Red or Black Items

When in doubt, you can’t go wrong with classic colors like red or black. They have a certain appeal about them, and heaven knows they’ve earned a romantic reputation. From show-stopping dresses to sleek dress shirts, there’s no denying the appeal of these suave shades. 

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4. Classic Denim

Denim is a beloved choice for just about any first date—but it all depends on how you wear it. Dark wash and straight fit? Great options. Overly distressed or super-tight? Probably not. Choose something that fits your style and your body!

five blue denim jeans hanged on grey cable near windowRicardo Gomez Angel on Unsplash

5. Something for the Occasion

You don’t want to show up for drinks in a hoodie. Just like you don’t want to show up for coffee in a blazer. First dates are all about dressing for the occasion, so figure out the best fit once you grab all the details. 

man and woman kissing beside yellow wallKarsten Winegeart on Unsplash

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6. Modest Jewelry 

If you’re looking for a simple way to dress up casual outfits, look no further than modest jewelry. Anything from watches to necklaces can take that simple ensemble to new heights, all without pulling focus or being too loud.

a woman wearing a trench coat and a watchNordgreen on Unsplash

7. Clothes That Make You Confident

Do you have an outfit that makes you feel invincible? Of course, we all do! First dates are a great time to bust out clothing we know we look amazing in. That added touch of confidence comes out in ways you don’t even realize, and it sets the stage for first meetings. 

man and woman standing on wooden bridge during daytimeSangria Señorial on Unsplash

8. Midi Dress

While you want to make a lasting impression, you also want to avoid any unfortunate wardrobe malfunctions. Midi dresses come in all kinds of colors and cuts that match your style—and they’re the perfect length for the occasion. Pair it with booties or a casual sweater to keep comfortable!

woman in pink spaghetti-strap mini dress using smartphoneJean Gerber on Unsplash

9. A Great Jacket

You never know what’s on the horizon, so a good jacket not only matches your outfit but also protects you from chilly nights. Whether it’s a sleek leather jacket or a classic denim one, both work wonders with just about any outfit. 

person in brown leather zip-up jacketColton Sturgeon on Unsplash

10. Good Shoes

Your date probably isn’t looking at your feet, but that doesn’t mean you can’t dress them up a little! A good pair of shoes makes or breaks an outfit, especially if you’ll be out walking or dancing. Make sure they’re in good condition and don’t wear anything you haven’t before! 

woman wearing sneaker and sandalZUZANA on Unsplash