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What to Wear on a First Date: Do's & Don'ts
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What to Wear on a First Date: Do's & Don'ts

First dates are exciting but can also come with the pressure of wanting to make a great first impression.

One of the best ways to boost your confidence is by wearing an outfit that makes you feel amazing.

If you're wondering what to wear, this guide breaks down the essential do's and don'ts, with outfit ideas for both men and women.

 

Do's: How to Dress for Success

 

1. Dress Comfortably

Comfort is key. If you feel uncomfortable or awkward in your outfit, it will show. Choose clothes that fit well and are suitable for the type of date you’re going on. The goal is to be at ease so you can focus on the conversation, not adjusting your clothes.

  • For Men: Opt for well-fitting jeans or chinos paired with a clean shirt or t-shirt.

  • For Women: Try a cute sundress or a pair of comfortable jeans with a stylish top.

 

2. Match the Venue

Where you're going plays a big role in what you wear. For casual settings like a coffee date, opt for something laid-back yet polished. For a more formal dinner, step up your style game.

  • For Men: Choose a smart-casual look with a button-up shirt or fitted polo for a nice restaurant.

  • For Women: A chic blouse and skirt or tailored pants with heels can elevate your look for a formal dinner.

3. Present Yourself Neatly

Clean, wrinkle-free clothes go a long way in making a good first impression. Make sure your outfit looks fresh, your shoes are clean, and your overall presentation is tidy.

  • For Men and Women: Don’t forget to iron clothes that need it and ensure your shoes are scuff-free.

4. Show Your Personal Style

Your outfit is a reflection of your personality, so don’t shy away from adding your personal touch. Just make sure it’s appropriate for the occasion.

  • For Men: If you're into bold prints or trendy pieces, add a statement jacket or unique accessories.

  • For Women: If you love fashion, accessorize with a stylish handbag, bold earrings, or a trendy jacket.

5. Focus on Fit

Clothes that fit you well instantly make you look more put together. Avoid clothes that are too tight or too baggy.

  • For Men: A fitted blazer combined with regular jeans can give you a sharp, polished look.

  • For Women: A dress that hugs you in all the right places or a tailored jacket over a flowy blouse strikes the perfect balance.

 

Don'ts: First Date Fashion Faux Pas

 

1. Don’t Overdress or Underdress

It's crucial to match your outfit to the setting. Showing up in formal wear for a casual coffee date can feel awkward, while being underdressed for a fancy dinner might give the wrong impression.

  • For Men and Women: If in doubt, go for a smart-casual look that can easily be dressed up or down.

2. Avoid Flashy or Distracting Outfits

Bold patterns, neon colors, or outfits with too much bling can be distracting. Save the statement pieces for later and keep your first date outfit chic but simple.

  • For Men: Skip the overly loud prints or accessories like flashy watches or hats.

  • For Women: Avoid anything too revealing or outfits with too many flashy elements that can overshadow the date.

3. Don’t Wear Brand New Shoes

While it's tempting to rock a brand new pair of shoes, it can lead to discomfort if they’re not broken in.

  • For Men and Women: Opt for comfortable shoes you’ve worn before, ensuring they’re stylish but practical for walking or standing.

4. Don’t Go Overboard with Makeup or Grooming

Keep it natural and subtle. You want to look like yourself, just a more polished version.

  • For Men: Don’t overdo cologne or hair gel; aim for a natural look.

  • For Women: Stick to your everyday makeup look but enhance it a bit. A bold lip or extra mascara can add a little extra touch without going overboard.

5. Don’t Ignore the Weather

Always check the weather before you head out. You don’t want to be caught in the rain without an umbrella or be freezing because you didn't layer up.

  • For Men and Women: Layering can help—bring a stylish jacket or coat to stay comfortable in changing temperatures.

 

 

Outfit Ideas for Different Types of First Dates

1. Casual Coffee Date

  • For Men: Opt for well-fitting jeans, a clean t-shirt or casual button-up, and stylish sneakers or loafers.

  • For Women: A casual dress with flats or a cute top and jeans paired with ankle boots is perfect for a relaxed coffee date.

 

2. Fancy Dinner Date

  • For Men: Wear a tailored blazer, a crisp button-up shirt, and dress shoes for a polished look.

  • For Women: A midi dress with heels or a blouse paired with a pencil skirt or sleek trousers can elevate your outfit. Add subtle jewelry for an extra touch of elegance.

 

3. Outdoor Adventure Date

  • For Men: Choose comfortable chinos or jeans with a weather-appropriate jacket and hiking shoes or sturdy sneakers.

  • For Women: Opt for stylish yet functional activewear or a cozy sweater with leggings and sneakers. A light jacket will keep you warm if the weather turns.

 


 

Last words

Your first date outfit plays a significant role in making a great first impression, but it’s not about being flashy or overly trendy.

 

It’s about dressing comfortably and confidently while matching the vibe of your date.

 

By following these do's and don'ts, you’ll feel more at ease and ready to enjoy the experience.

 

But don’t forget! The Outfit needs to suit your personality, don’t wear something you not really are.

 

Wishing you all the best!

 


 

More helpful resources: 

Daniel Klein
Daniel Klein
20th July, 2024 mins read