Outfits Every Men Should Try To Look Dapper On a First Date

Outfits Every Men Should Try To Look Dapper On a First Date

By: Andreatrujillo -

Yes, we know, when it comes to dressing, guys have it easy. But if you’re going on a first date, you’ll think twice about what you’re going to wear, because you want to look good as well. First impressions matter, and a lot! Which is why it is important to find the perfect outfit to make you look good without seeming as if you put a lot of effort into it. Before cutting to the chase, there are other aspects you need to take into consideration before the big day.

First of all: hair. Perhaps, this is not the best time to try new hair products or a new hairstyle. You already are familiar with the look that best suits you. Play it safe and avoid experimenting.

The second aspect is the beard, either you shave it or let it fully grow, leaving it unkept is not the best idea. You might come across as untidy or it can be abrasive to the girl's skin if you kiss. 

Third: cologne. We all love a man who smells good, but abusing the product doesn't make you more attractive. Apply just the necessary amount behind your ears, chest, and wrists. Last, but not least: dental hygiene. Make sure you brush and floss your teeth, using mouthwash is a good idea too.

Take advantage of this grooming rite to apply a little bit of lip balm, because we all hate kissing dry lips on the first date. Now, we can move to the outfit, but not before telling you that no matter what you wear, a confident attitude is the most important thing to bring with you to a date.

First Date Manliness



First Date Jeans


Jeans are your best allies because you can mix  and match them with anything. If you wear them properly, you can achieve a casual or a semi-formal look.

First Date Ripped Jeans


First Date Khakis

You’re allowed to wear them as long as you match them properly. Pair them with a casual long or short-sleeved shirt, or a pattern sweater. If worn incorrectly they will make you look older and not mature. 

First Date Khakis 2

Plaid Shirts 

 First Date Plaid


Another closet basic. You can wear it buttoned up or open, over a t-shirt. Many of us can't resist the lumberjack look.

First Date Plaid shirt

Denim Shirt

First Date Denim


It should come in light tones, in order to match them with dark blue jeans, khakis, or black pants. Just like the plaid shirt, it can be used buttoned up or down. If you choose the latter option, you’ll have to wear a white or grey t-shirt under it.

First Date Denim Shirt

Black Leather Jacket

 First Date Bad Boy 

It is essential that you have this staple piece. On the first date, we all fantasize turning the "Bad Boy", into the "Boy Next Door".

First Date leather jacket


First Date scarf 

 Complete your outfit with a pair of shades, and a scarf to look sexy and mysterious.

First Date shades

First Date scarf 2

 First Date boots 

They are more important than you think. Choose a pair of dress boots, work boots, chukkas, casual street sneakers, or loafers. Don’t go for the “too formal” leather dress shoes or the “too casual” gym sneakers. Remember that choosing between the black or brown option depends on the colors of the rest of your outfit.

First Date vintage boots

 First Date suspenders

They are a risky choice, and yet, if you wear them properly you’ll look sexy. You can either choose a neutral color to match your outfit, or a bold one to contrast it. Just remember to never wear suspenders and belt at the same time.

  First Date suspenders 2



First Date sweater


They can give your outfit a more cheerful look, especially when they come in bright colors or prints. Don’t be shy, wear them and show your fun and confident side. 

First Date sweater 2



First Date blazer

You can combine them for a casual or formal look, either way, these choices will make you irresistible.

First Date dark blazer


Finally, we share with you a quick guide of what NOT to wear on a first date.

1. Sportswear

2. Suits

3. Sleeveless shirts

4. Cargo shorts

5. Long V-neck shirts

6. Hats

7. Animal printed t-shirts

8. Sandals

9. Tie

10. Too much aftershave

11. Jewelry

12. Polo shirts

You're likely to have at least one of these suggestions in your closet, so, you're ready to put together your perfect outfit to look dapper on your first date. Remember it is important to look good, confident and sexy, because that is what we care about the most . Your attitude is your best accessorize.