A Guy’s Guide To Dressing The Part On The First Date

A Guy’s Guide To Dressing The Part On The First Date
Gentlemen

One of the most common questions I am asked is in regards to what men should wear on a first date. We’re not a generation that was raised on dating, so knowing what to wear on a date isn’t something you’ve been dealing with since high school. Fortunately, there’s not a lot that you need to know. It’s very simple, straightforward and basic. Read on for what you need to know about stepping out.

Two Basic Atmospheres

The first thing you need to know is that what you need to wear on a first date can be broken down into two basic moods or atmospheres. The first is a more formal date. This generally takes place in the evening and is done over dinner, or even at the theater, the opera or something of that nature. Chances are good that this is not the type of date that you’re going on first, but if you are, kudos! You’re one classy dude. The other type of date is more common and casual. It might be a picnic or a daytime trip to the park.

Please note, if you’re going on an activity-concentrated date, like hiking or rock climbing, the only thing you need to do is dress appropriately for the event.


General Tips

Whatever you wear needs to be clean and pressed, and this goes for your physical appearance, too. Get your hair cut a week or so before the date. This is not the time to change your hairstyle. Just go with the usual and let it get a week or so worth of growth. Clip and clean your nails, take a shower, put on deodorant and only wear enough cologne so that she can smell you when she leans in close. Layers are great because if the date goes long and it starts to get cold, you can offer her your jacket or a sweater — always a classy move.


Dress-Up Dates

Dress-up dates are actually a lot simpler than you think. You don’t need to go overboard. Basically, what you need is a light-colored or checked shirt, a blazer and some khaki pants. Dark denim is also acceptable if it’s a less dressy event. Dark brown shoes are generally better than black ones and we prefer lace-ups to loafers, but above all, your shoes need to be clean. Believe me, she will notice if you show up to the date wearing some beat up, unpolished shoes. Shoes are one of the first things women tend to notice about a man.

Some little touches can really make you look smart, like a pocket square or a nice wristwatch. We highly recommend them. Avoid dressier accessories like cuff links or neckties. Remember to keep it casual, even when it’s kind of formal.


The Casual Date

The casual date is a lot easier to dress for. Go with nice shoes, a polo shirt, clean canvas sneakers or loafers. Khakis or dark denim, never light denim, which is best reserved for rock concerts and drag races. Don’t tuck in your polo shirt, but do tuck in anything with buttons.

There you have it. That’s how easy it is to look great on your next first date.

Top Photo Courtesy: Healthy and Beloved

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Jordan Harbinger

Jordan Harbinger has always had an affinity for Social Influence, Interpersonal Dynamics and Social Engineering, helping private companies test the security of their communications systems and working with law enforcement agencies before he was even old enough to drive. Jordan has spent several years abroad in Europe and the developing world, including South America, Eastern Europe and the Middle East, and speaks several languages. He has also worked for various governments and NGOs overseas, traveled through war-zones and been kidnapped -twice. He’ll tell you; the only reason he’s still alive and kicking is because of his ability to talk his way into (and out of), just about any type of situation. Here at The Art of Charm, Jordan shares that experience, and the system borne as a result, with students and clients.

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