A Man's Guide to What to Wear on a First Date

The first date is not much different from a job interview. You want to look decently stylish, sound courteous, and act rightly. In other words, you want to impress your crush but don’t know how to do that. And, before you decide how to go about that, you realize you don’t have much time left to prep for it.
Choosing what to wear on a first date makes the most challenging task. You try out all your best clothes, but they all seem to lack the impressive factor. In this guide, we have put together the 10 best outfits for the first date that are guaranteed to lead the date to a long-lasting relationship.
What to Wear on a First Date
A secret that very few men know is women notice men as much as men notice women. From a man’s hairstyle to his nails, women notice everything. Should they find the hair unkempt or nails overgrown and filthy, they instantly steer clear of them.
Therefore, it makes sense to take proper care of your hygiene and looks. However, men are expected to look effortlessly good. They are not supposed to spend too much time in the shower or stand in front of the mirror for too long.
These first date outfits for men will help them make their first impression right.
In the Daytime: Men’s Casual Date Outfits
If your date is during the day, you should avoid bright and dark colors. If a dark color is desired, you can always balance it out with a light shade. For example, if you want to wear a cognac-brown denim shirt, you can pair it with light-blue pants.
Wear something that keeps you comfortable, so if the date goes well, you can spend the rest of the day together.
Here are some of the best men’s casual date outfits:
Option 1: Plain T-Shirt with Jeans and Sneakers

A plain white or light-colored t-shirt paired up with a relaxed pair of jeans and finished off with white sneakers, aviators, a neck chain, and a leather strap watch is a tried-and-tested formula to score big on your first date.
It will give you a clean, simple, and straightforward look. If it’s winter and a little chilly out there, you can throw a bomber jacket on top.
Buy a high-quality plain T-shirt here.
Option 2: Checkered Shirt with Chinos and Chucks

A decent button-down checkered shirt works for almost any casual or semi-casual occasion. Match it with a fresh pair of khakis and trusty chucks, and that’s about it.
For accessories, get a simple leather-strap watch and some nice shades (aviators work the best to impress a girl).
Roll up your sleeves to let the girl know you like to stay relaxed and laidback and are not always so stiff and formal. After all, a date is not a fancy occasion.
Caveat: make sure the shirt has only two colors, and the pattern is not so big.
Option 3: Denim or Thick-Cotton Shirt with Khakis

A denim shirt with a nice pair of khakis and suede derby shoes is just the right balance of formal and informal. Just ensure everything fits you well and looks fresh and clean.
Wear a nice cologne, and trust us, your girl will never look elsewhere.
Option 4: Plain White Cotton Shirt with Sky-Blue Jeans

If you want to win laurels, wear a crispy white cotton shirt with a clean pair of light-blue jeans which is moderately skinny or slightly tapered at the bottom, slide your feet into your favorite dark-brown brogues, sling a broad dark-brown belt around the waist, and you are done. Don’t forget to wear a dark-brown leather-strap watch.
With the like-color shoes, belt, and watch accessorizing the classic white-shirt-and-blue jeans combo, you will create an aura of elegance and gentility.
Option 5: Black/Gray Hoodie with Black/Gray Pants and White Canvas Shoes

Well, the football heartthrob, David Beckham, has sported this combo for a sporty yet intense look. And, on your first date, you want to look sporty and intense, eh?
Find an exciting range of hoodies here.
In the Evening: Casual Date Night Outfits for Men
While you never want to appear too formal on a date, a date night look is a tad fancy. By that, we mean dark colors, full-sleeve shirts, designer belts, and brogues and monks. You most certainly don't want to dress the same way for a fancy dinner date as you would for a casual coffee date.
Here are some casual date night outfits.
Option 6: Polo Shirt with a Jacket on Top

A polo shirt is an evening alternative to a turtle-neck T-shirt. Combine it with dark-blue jeans and throw on a nicely polished moto jacket for a classy look and comfortable feeling for the night.
The ensemble will enable you to flaunt your manliness and offer your jacket to your girl on a chilly winter night. No matter how cliched this act sounds, girls fall for its unavoidably romantic undertone.
Option 7: Plain Black Cotton Shirt with Dark-Blue Jeans

The black-and-blue contrast will never fail you. All you need to ensure is that the jeans are not so tight, the shirt is well-ironed, and your boots are polished and shiny.
Options 8: Designer Belt Slapped Over an All-Black Ensemble

If you are a man who likes to make bold choices, you can add a rhinestone belt to a black-shirt-and-black-jeans getup.
Only a man of stature can carry such a look with confidence.
Option 9: Black Suit with a Taupe-Gray T-shirt Inside

If you are taking your lady to a 5-star restaurant, you can try out this outfit. For a casual touch, finish it off with white sneakers and a silver link watch.
Option 10: Navy-Blue Suit with a Navy-Blue Shirt

This is another semi-formal option you have to feel grand on your first date. Wear white sneakers and you are the best-dressed man that women would die to be with.
Conclusion
It always helps to be aware of what you are doing. Do check the weather forecast before you plan the day. Maybe it’s colder than you expected, or there’s some rain in the forecast that you missed. Having an umbrella with you on your date is a huge plus.
If you are going to a restaurant, you have never visited before, look it up online and check Yelp reviews to find out what the dress code is, because if you show up ill-dressed, it will just be in your head. Planning in these ways will increase the likelihood of the date going successful.
Brown Caribou has an amazing range of men’s first date outfits. Check it out here