What to Wear on a First Date (For Men)

There is no doubt that most serious relationships between a man and a woman begin with the first date. It’s a decisive factor for the further development of relationships of the couple. If you want to make a good impression, first of all, you need to know how to dress properly for a date.

Today we’ll discuss a few tips that can help you determine what to wear on your first date. It doesn’t matter whether you are going to date the girl you grew up with or a woman you barely know. You should pick the right outfit for the occasion to be confident in your style.

How to dress for a date

On the way to your goal (for someone, it’s finding a partner for life, others just look for a lady to have a good time), there should be as few mistakes as possible, because you may not have the second chance to make things right. So, where should you begin?

What to Wear on a First Date


Firstly, you must decide where to take your companion to. Secondly, don’t be limited to those recommendations and styles, which we are going to discuss. I hope you understand that you need to develop the sense of style by yourself. Therefore, if you think that this or that piece of clothes doesn’t suit you, feel free to change it. The main rule is to feel confident!

What to wear walking in the park or around the city

Who didn’t have a date in the park? Every teenager, who doesn’t have enough money, asks his girlfriend out on a date in the park. In youth, a walk under the street lights at evening seems magical and unforgettable, and a picnic on the lawn is the best opportunity to get to know each other in an informal atmosphere.

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The best choice for outdoor activities is practical, casual clothing. If you don’t know where your date will take place, it’s better not to wear white or light-colored pants/chinos. If you sit down on the grass or a bench, you may accidentally put a stain on your clothes. Dark blue or indigo jeans, as well as dark colored chinos, will be the best choice. On top, put on a light T-shirt and be sure to bring a sweater or cardigan with you. If it gets colder, you can put it on your girlfriend’s shoulders and prove yourself a gentleman. As for shoes, pick classic brogues, monk strap shoes, or moccasins. If you are going to walk a lot, put on white classic sneakers.

What to wear at a date in a cafe/dinner in an ordinary restaurant

There are times when it’s more convenient to meet in a café or a cheap restaurant. For example, you can invite a girl from your college to the nearest café and drink a cup of coffee with a slice of cake after classes.

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In that case, add a little formality to the casual dress code and instead of T-shirt and sweater, wear a casual shirt and casual jacket/sports jacket. If you don’t have a jacket, you can replace it with a V-neck blazer. As for shoes, classic men’s shoes will fit perfectly. As a result, you get a smart casual style, which is even suitable for a date at the nightclub with your girlfriend.

What to wear to dinner in a good restaurant

If you invited a girl to an expensive restaurant, and it’s going to be a real date, you should dress appropriately.

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You must have at least one classic suit. You also can wear it on dates, where you need to follow a formal dress code. In addition to the classic suit, you should pick a light-colored shirt and classic shoes. Besides, you also can complete your attire with accessories such as a tie, cufflinks, a watch, and a breast pocket.

Other Tips

Try not to wear black or too bright clothes. Are you dressing for a funeral or first date? Avoid bright colors, for example, red or bright orange; they will distract your companion or even irritate her. Recommended colors are navy blue, beige, brown, and white. I wouldn’t recommend black, orange, bright green, and red. If you’re courageous and confident, try something dark green or dark purple.

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Your clothes should be clean and neat. The shirt should be ironed. Shoes should be cleaned.
On the first date, wear something you’ll feel comfortable in. But it doesn’t mean that you should come in your sports outfit and running shoes.
Don’t wear newly purchased clothes if you are not 100% sure of them. New shoes can give you blisters. Your new suit may not fit you perfectly. A new shirt may have a label that will disturb you all the evening. So it’s better to choose something old but good-looking.

In conclusion

Having read these tips and recommendations, you got to know the general principles of how to dress properly for a date. The main thing here is to remember that it’s not about what you wear but how you wear it. If you have never worn a business classic suit, you shouldn’t wear it on a date. I assure you, one can tell if a man is used to wearing trousers, jackets, classic shoes or not. The first date is not a field for experiments, so you should follow the tips.

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Now that you know all this, it’s time to find yourself a beautiful companion on Romancecompass.com and start practicing in developing your personal style.