5 Outfits any guy can wear on a Date

YellowBacks Inc
YellowBacks
Published in
3 min readMay 18, 2022

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by Pavan Pamnani ( @mr.pavanpamnani )

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I’ve seen guys wondering what to wear when they have to go on dates.

I’m sure every guy is confused with it.

So if you got a date on the calendar, whether it’s your first date or 10th anniversary, every guy could use a little help finding the right thing to wear.

Here’s the solution on how to get dressed for your upcoming dates.

1. The Upscale Dinner Date

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There’s always a point in the relationship, where you’ll find yourself dining at a fine establishment or probably celebrating a milestone.

For such occasions, I’d suggest wearing a well-tailored coat, coz it’s like a suit of armor.

Not only will it class up your entire outfit, but it will also help you look and feel like sexier.

Wear it over a button-up shirt and crisp chinos and you’ll be ready to dine in style.

2. The Casual Drinks Date

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This is probably the most common and casual scenario.

The key here is looking sharp without looking too sharp — it’s a fine balance, but I’ll decode it below.

This is a tried combination that will keep you feeling comfortable and confident all night long.

Layer a shirt/jacket over your plain/graphic t-shirt with black jeans/chinos, it will make you look super cool. Go for it!

3. The Movie Night Date

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Dinner and a movie are about as classic as it gets.

You’ll want to wear something that shows you put some effort into your outfit but is casual enough for the occasion.

So the jacket will show that you pay attention to what’s in style, what’s trending and everyone will look at you, and admire you!

It will keep you warm in the sub-zero theater temperatures.

Layer it with a shirt and pair it with nice pair of jeans or chinos and you’ll have an outfit that is simple and classic.

4. The Brunch Date

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Not all Brunch meetings/dates are the same.

Sometimes you go to a brunch in a fancy place or a more casual one.

Failing to choose the right outfit for that specific environment can be just as bad as not preparing at all.

So be creative and go for smart casual.

Wear a striped t-shirt, since it’s a very cool piece to make your outfit more fun, and add on a solid color blazer with slightly ripped jeans.

5. The Unplanned Date

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An unplanned date is an act of spontaneity; it just comes out of the blue, without both partners planning for it.

Such a date makes a relationship full of life and energy.

What to wear when such a thing happens, let me tell you!

Well, wear a polo shirt with basic chinos and a classy watch to look more dapper and rock this unplanned date.

So now that you know what to wear on different dates and how to rock your style with confidence, these are the 5 outfits you should definitely wear & up your date game.

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