First Date Dressing Tips for Men


So you finally summoned all your courage and managed to ask your friend out! Being with that special someone and getting to know their various facets while having a great time with them to see if you’re the right fit for each other – it’s so much fun because it’s new and exciting!

I bet you’re feeling the jitters that often come with first dates. You obviously want to make an impact on your date in an impressive kind of way. That is a part of the excitement.

While you cannot really control the outcome of the date, you can definitely make an effort to put your best foot forward. First dates are something to be taken seriously, because you never know, you may actually end up meeting your potential life partner.

While it can be challenging to put your nerves aside and make a lasting impression on your date, it isn’t impossible. We’ve put together a few tips for you to ensure that you turn out just fine for this important milestone.

Dress to Impress


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Most first dates are considered casual events, but that should not mean you dress shoddily. You need to focus on using the date as an opportunity to make an extraordinary first impression. Although your personality should ultimately be the deciding factor, developing a personal style is important too as we all know that appearance does matter.

Would you like to date someone who shows up looking unkempt and disheveled, as if they did not put in even an iota of effort to dress well to meet you? Of course not! If you don’t want to end up disappointing your date, you will need to think about your outfit and pay attention to your wardrobe, and look sharp and polished.

Consider the Factors Involved


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There are a couple of factors that you will need to take into consideration when dressing for your date – the weather and the setting.

If you and your date have decided on going to the park for a daytime date on a hot summer day, it goes without saying that you will need to dress for comfort. Alternatively, if it’s a winter date, you will need to cover up to keep warm and cozy.

You also need to consider the fit of the apparel you’re planning to wear. Clothes that sit well on your body are more likely to flatter your overall look than ill-fitting clothes ever will.

So ditch that t-shirt that’s a size too small, or those pants that no longer fit. Sport the smartest clothes you have instead. Make the effort to dress well because it’s going to be worth it.

The Weather

You may think that you’re already aware of all there is to know about dressing appropriately for each season, but considering that you’re going to dress for your first date, it may get a tad tricky. That’s why we’re here to help.

-Dressing for a Summer Date

Most people choose to go for an alfresco date in the warmer months. It could entail taking a walk in the park, dining at an open-air/roof-top restaurant, or maybe even a picnic. The keyword here will be comfort.

Don’t hesitate in flaunting your personal style definition. Feel free to put on your long shorts (in a universal color and nothing preppy) along with a knit polo shirt. Uplift your overall look by donning a pair of clean and tidy sandals. Remember, women love shoes and will notice your footwear. So ensure that they’re in good shape. If not, buy a new pair; you won’t regret it.

-Dressing for a Winter Date

The winter chill and the temperature may vary depending on the region you live in. If you’re dealing with frosty climatic conditions, you could consider wearing a pair of jeans or khakis, a smart pullover/shirt/t-shirt, a sweater, and a wool coat for a suave and a sophisticated look. This way you’ll be amply protected against the cold and can also take layer or two off if it gets warm.

-Dressing for Spring

Spring is the easiest season to dress for, with very few challenges in your way as far as the climate is concerned. With a little bit of wind, shine and perhaps even a bit of rain, you can take advantage of the lovely weather and dress in your favorite casual outfit.

The Setting


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Needless to say you will have to dress according to the setting or the occasion. The following tips should help you choose wisely depending on the kind of date you’ve planned.

Movie Date

One of the most popular first date venues is the movie theatre. It is a social setting which is relatively more relaxed and easy-going. Movie dates usually entail grabbing a bite to eat before or after. It is advised that you keep things casual. Wearing a pair of jeans that fit you well along with a button-down shirt or a polo shirt should hold you in good stead. You could even throw on a sport coat if you plan to head to an upscale restaurant later.

Lunch Date

Any casual setting will require a laid-back dressing style. Whether you’re headed to a chain restaurant, a coffee shop or a small deli, you can don a pair of khakis, a well-ironed chambray shirt with a good fit with loafers for a look that makes you look as cool as a cucumber.

Extravagant Dinner Date

A dinner date at an upscale restaurant will require you to dress carefully. Most of these places have a dress code, so if you’ve picked such a venue for your first date, you will have to keep that in mind and dress accordingly. Dressing formally may be a good idea. Wearing a chic suit or a well-fitted blazer over your ensemble will help you make the cut.

Bear in Mind


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Here are few tips which will help your steer clear of any confusion that most men often face when trying to dress impressively.

-Dodge the obvious blunders by ensuring that your attire is clean, well-ironed, well-fitted and smart. Make neatness and good fit your mantras.

-Unless you’re going to a sports event, avoid wearing sports attire at all costs. Go for something that makes a statement, and doesn’t make you look out of place.

-Avoid overdressing as well. You may just overwhelm your date by doing so unnecessarily. If you’ve picked a venue that requires you to suit up, make sure your date is aware about it well in advance.

-Do not make the mistake of overlooking your footwear. They should be neat, clean and in good condition.


It is important that you’re confident about how you look on your first date so you can stop worrying about it and focus more on having fun. While there are no fixed rules on the right and wrong ways of dressing for it, the above tips should come in handy when you’re in panic mode and your mind is in utter chaos. Refer to them and you should be able to steer yourself out of the cloud of confusion and go on to make a memorable first impression.