How to Dress for a Date

Scoring a date can be a hard task. That’s why whenever you get the chance you should be on your top game.

How To Dress For A Date

We have a lot of topics that cover how to dress sharp and always be on point, however, I thought that we should cover the topic of how to dress for a date. There are some do’s and dont’s that should not be broken.

Before starting with the outfits we should cover the basic rules that you need to follow. Here are they…




Your iron should be your second best friend after your tailor. Every time you put on a wrinkled clothing you basically say ‘’I don’t care’’.
Even better, an ironed shirt will look better on your body.
So, every date you go on your clothes should be ironed, and if you don’t own an iron, then you should definitely go and get one. Preferably a nice one, to protect your clothes.



NO SNEAKERS…kind of…

Well, that’s partially true. If you are a huge sneaker head, you keep your shoes always on point, then there is no problem with going with sneakers.
However, what I’d suggest is that you go for a more dressy sneaker, something like Common Project’s Original Achilles (see below). They just bring that extra feel of classiness to the whole outfit.




For me showing up on a date wearing a printed t-shirt is not serious. I do understand that there are some pretty sick designer t-shirts but c’mon, I know you can do better than that.
For me, I’d never even show up on a date with something less than a casual button up.

Related: 10 Things You Definitely Need To Stop Wearing After You Turn 30


Now, that we have that out of the way, let’s take at 3 foolproof styles that will illustrate better how to dress for a date.



Denim Shirt • Chinos  • Shoes • Belt  • Tie • Glasses

One thing that I totally adore is tan chinos paired with denim casual button-ups. There is nothing like this combination. It’s easy to pull off and the tie is optional, but the whole outfit is just awesome, easy to style and 100% foolproof.




Polo • Jeans  • Loafers • Belt • Cardholder

An absolute killer outfit for casual dates. I tend to choose brown over black in any situation, however, you’re in the safe if you decide to swap the belt, shoes, and cardholder with black.
Totally up to you, but I bet you’ll look great.



                                                                               Suit • Shirt • Tie • Shoes •  Pocket Square • Bracelet  • Socks

Men should dress up for dates. The obligatory blue suit should always be ready in your wardrobe. You can’t go wrong with a white shirt and brown shoes. Dress up, gentleman. There is nothing to be afraid of!



This is how to dress for a date. What do you think if the style above gentleman? Share your favorite outfits for going out on a date in the comments! We would love to hear from you!

If you enjoyed the above article, you’ll love this. PRE-DATE PERSONAL GROOMING CHECKLIST FOR MEN

This is an article from my friend  Evgeni Asenov, Founder of Gentleman Zone. Visit his blog for more gentlemen style inspiration.

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Mr. Kobi

I am Mr. Kobi, a professional style consultant, menswear blogger & entrepreneur who uses fashion to change people’s lives. My personal goal is to help gentlemen dress better, live well, do well and develop a unique personal style that matches with their lifestyle and goals. I believe that success can be built through style. I believe that fashion is a tool that can be used to change people’s lives positively. I strongly believe that if you dress well, you look good, and if you look good, you feel good and when you feel good, you worry less, and the less you worry the more you are able to stay motivated and focused in your goals pursuit and by so doing you are able to live a more fulfilling and successful life.