What To Wear On A First Date: Tips for Men

man and woman on first date

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Imagine you’re a man about to go on your first date with a woman you like. You want to ensure you dress in a way that impresses her and shows that you’re confident and put together.

While you want to make a good impression, you also don’t want to dress in an uncomfortable or impractical way.

After all, you want to be able to focus on getting to know your date better, not on whether your clothes are too tight or your shoes are slipping off.

To help you out, we’ve compiled a list of tips on what to wear on a first date. By following these tips, you’ll be sure to look great and feel comfortable at the same time.

Dress to impress – but don’t go too over the top

Man choosing shirt to wear on a first date

When making a good first impression, the saying “you never get a second chance to make a first impression” is especially true. And while many factors go into a successful first date, one of the most important is how you look.

After all, your date will be forming their first impressions of you based on your appearance, so it’s important to take the time to dress your best.

Of course, this doesn’t mean that you need to wear something fancy or expensive – simply putting together a well-coordinated outfit.

Man thinking what to wear on a first date

In addition, dressing well can help you feel more confident and comfortable, which is sure to come across in your interactions with your date.

So whether you’re getting ready for a blind date or meeting someone from an online dating site for the first time, remember that how you look matters – dress for success, and you’re sure to make a great first impression.

Stick to neutral colors and classic styles

Man wearing gray light jacket

When it comes to first dates, there’s a lot of pressure to make a good impression. And while there’s no hard and fast rule about what to wear, it’s generally advisable to avoid anything too flashy or controversial.

After all, you want your date to focus on getting to know you, not your clothes. Instead, stick with neutral colors like black, gray, or navy. And choose classic styles that are comfortable and easy to wear.

Not only will you look great, but you’ll also be able to relax and be yourself.

So the next time you’re getting ready for a first date, remember that less is often more. Stick with neutral colors and classic styles, and you will make a good impression.

Pay attention to your grooming habits

Man styling hair in the bathroom

For men on a first date, paying attention to personal grooming habits can go a long way in making a good impression. Here are a few things to keep in mind.

First, be sure to shower and wash your hair before the date. Not only will this help you to look your best, but it will also make you feel more confident.

Second, take the time to trim your nails and style your hair. Again, this will help you look your best and feel more comfortable.

Lastly, don’t forget the basics like brushing your teeth and using deodorant. These may seem like small things, but they can make a big difference in how others perceive you.

Accessories to avoid

Elegant man in blue suit wearing watch

Accessories can make or break an outfit, especially for men on a first date.

While the right clothing choices can help you make a good impression, the wrong accessories can ruin your chances of a second date. Here are a few examples of accessories that you should avoid:

Watches that are too big or flashy

One of the most important fashion choices you’ll make is your watch. After all, it’s not just about telling time; your watch also says a lot about your personal style.

So, think again if you’re planning to wear something flashy or overly large. A watch that’s too big or showy can easily ruin your outfit and make you look like you’re trying too hard.

Stick with something simple and understated, and let your personality shine in other ways. You want to appear confident and successful, not like you’re trying to compensate for something.

Sunglasses that cover half your face

Wearing sunglasses on a first date can send the wrong message. It can make you seem uninterested, or even disinterested, in the person you’re meeting.

It can also make you seem like you’re hiding something, which can be off-putting. If you need to wear sunglasses, try avoiding the big, dark ones covering half your face.

Opt for a more subtle pair that will still protect your eyes without being too obstructive. And if possible, take them off when you first meet your date so they can see your eyes and get a sense of who you are.

Polo shirts with popped collars

This trend reached its peak in the early 2000s, and it has been downhill ever since.

Wearing a Polo shirt with a popped collar screams “I’m still in college!” and sends the wrong message on a first date. Instead, opt for a more mature look that shows you’re taking the date seriously.

Related: 13 Best Accessories For Men

A button-down shirt or a sweater will convey that you’re interested in making a good impression without coming across as overeager. With just a small change to your wardrobe, you can make sure your first impression is positive.

Man holding a thin silver necklace

Likewise, a few accessories can help complete your outfit and give you an extra boost of confidence.

A simple silver or gold necklace can add a touch of sophistication to your outfit, while a well-chosen tie can show that you’re making an effort. Just be sure not to overdo it; you don’t want to look like you’re trying too hard.

Finding the right balance between looking your best and being yourself is key.

Make sure your shoes are clean and polished

Man wearing polished shoes

There’s nothing like a pair of freshly polished shoes to give you that extra boost of confidence on a first date.

Not only do they look great, but they also send a subtle message that you’re taking the time to make an effort.

One of the first things people will notice about you on a date is your shoes. If they’re scuffed and dirty, it’s a surefire way to make a bad first impression.

If your shoes are clean and polished, it sends a signal that you’re taking pride in your appearance and that you’re willing to make an effort.

It may seem like a small thing, but paying attention to details like this can make all the difference on a first date.

So before you head out the door, take a moment to shine your shoes and ensure they’re looking their best. It could be the start of something beautiful.


What should you not wear on a first date?

Men should avoid wearing a few things on a first date.

First and foremost, avoiding anything too casual or sloppy is important. This means no jeans with holes, stained t-shirts, or ratty sneakers.

It is also important to avoid anything too flashy or expensive-looking. You don’t want your date to think you are trying to impress them with your material possessions.

Instead, aim for a classic, clean-cut look that shows you take pride in your appearance. Finally, be sure to avoid any clothing with offensive words or images.

You want to make a good impression on your date, not turn them off with your rude or crude behavior.

How should a man dress for a casual date?

A casual date is an excellent opportunity to meet someone new and have fun, but it’s important to dress for the occasion.

While you don’t need to break out your best suit, it’s important to avoid looking too sloppy. A good rule of thumb is to dress one step up from your everyday look.

For example, try pairing khakis with a button-down shirt if you typically wear jeans and a t-shirt. It’s also important to pay attention to the little details.

Make sure your clothes are clean and wrinkle-free and take the time to polish your shoes.

What should I wear on a first date in the summer for men?

While the old saying goes that you should never judge a book by its cover, the truth is that first impressions matter.

Whether you’re headed to a casual lunch date or a more formal dinner, it’s important to dress in a way that reflects your style and makes you feel confident.

Aim for light, airy fabrics that won’t leave you feeling overheated for a summer first date. A collared shirt paired with chinos or linen pants is always a safe bet, and you can finish off the look with loafers or boat shoes.

If the date is in the evening, you might consider adding a jacket to your ensemble. No matter what you wear, remember that being comfortable and feeling confident is key.

After all, your date can see past any superficial flaws if there’s a genuine connection between the two of you.


Next: The True Definition Of Chivalry


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