Today we have an extra special guest post from Leon Harris over at Pick Up Artist where you can find out all kinds of advice on the subject of dating; there’s everything from videos to articles, so if you’re into the PUA scene I recommend you check it out!

If you’d like to become a guest writer here at GuyStyleGuide, feel free to drop me a line through the usual channels. So, without further ado, take it away Leon…

Ah, the notorious first date.  You somehow managed to screw up the courage to ask the woman of your dreams (sexy secretary, cute girl at the coffee shop, buxom blond on the treadmill at your gym) out for a night of romance at your favorite restaurant and despite your readiness to accept rejection, she actually agreed to go.  But don’t celebrate just yet.  Now comes the hard part: you actually have to impress her if you hope to get anywhere near a second date (or a first kiss).  And despite the fact that you are confident of your ability to carry on a stimulating conversation (thanks to the help of your close personal friends Jack Daniels, Jim Beam, and Johnnie Walker…just kidding, that’s a terrible idea!), you’re not at all certain that your limited wardrobe can live up to its end of the bargain (let’s just say the phrase “dress to impress” will only apply if she’s unnaturally fond of jeans and Vikings t-shirts).

Never fear.  There is a foolproof way to ensure that your date goes off without a hitch, despite your inability to dress like anything other than a high-school senior.  If you follow a few simple steps, you can look like the modern-day Romeo you are.  To begin with, you’re probably going to need to scrounge through your closet or go shopping (take a gal pal with you for advice on the latter).  But most guys have at least one suit.  Don’t worry; you don’t have to try to squeeze into the tragic pinstripe you used for interviews when you got out of college.  All you need is a nice shirt (no pit stains, please!).  In fact, it doesn’t even have to be a button-down.  If you’re taking your girl to a place that’s not too fancy, you can probably get away with a nice polo.  You can also wear jeans on a casual date, as long as they are clean and generally free of stains, wrinkles, and unsightly holes.

You may want to class it up a bit by wearing a button-down shirt and sport coat with slacks (which may be required at finer dining establishments).  Of course, you could do it just to show her that you care about her opinion of your appearance.  Don’t worry about a three-piece suit or even a tie, though.  That’s overkill and can be just as bad as a dumpy outfit, especially if she’s not particularly dressy.  As for shoes, you can pretty much assume that boots or dress shoes (not of the shiny variety) will fit the bill.  Avoid sneakers and sandals, which are a little too casual and tend to dress down your look (NO SOCKS AND SANDALS EVER!).

As for accessories, you really only need a couple: a nice smile, a mild cologne, and eyes that focus on her face (instead of her décolletage) will go a lot further to impress her than fancy watches or expensive jewelry, so skip the bling if you want to be sure she likes you for yourself and not just your finery.  While an outfit can make or break a first impression, finding one that is just right will take the focus off your fashion and set it squarely on your sparkling personality.  So prepare to pull out the witty repartee and sweep her off her feet on the first date.

Leon Harris is a writer for Pick Up Artist where you can find great tips and advice on dating.

About The Author

Johnathan Bell is the founder, owner and main author of Guy Style Guide, a website dedicated to everyday male fashion, style and grooming. The primary mission? To guide clueless men through the tricky mindfield that is the growing world of male couture. Find him on , Twitter and Tumblr.

One Response

  1. Penny

    As a female, I like this article! After a date, one of the first questions a female’s friends will ask her is what her date wore. I always think guys look nice wearing dark jeans, a slim-fitted button down,and a skinny tie .