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The Pocket Square Game

The Pocket Square Game

Where to start talking about a pocket square?  First, let me say that I am in love with them.  Now that was not always the case, but only because I just couldn't figure out how to use them.  They confused me, intimidated me, maybe even scared me, so I just stayed away.

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Once I figured out how to use pocket squares, I fell in love!

Now, I confess, I have lots of them.


Working a pocket square into our outfit is easier than you think.  There are a levels of this game (arranged from easiest to most advanced).

  1. Keep the pocket square as a clean, simple accent.

  2. Make the pocket square your focal point.

  3. Use your pocket square to compliment your whole outfit.

  4. Power clash baby!

The jacket that you are wearing will have a lot to do with how easy it is to apply each of these 4 methods.  

For this starting out post, lets keep it simple and start with a suit/jacket that should be a staple of your professional wardrobe.  A plain navy blue suit jacket.  Starting simple like this is the prefect first step.  It will let you get comfortable with pocket squares and, trust me, you will still be able to achieve all sorts of looks working from this simple suit.

The next things that will impact how you can use the pocket square will be (1) the shirt you choose, (2) whether you will be wearing a tie, and (3) if you are wearing a tie, how busy that tie is on its own and in combination with your shirt. 

If all of this sounds confusing, that is okay.  Let's make it simple and look at some examples.

     1.     The Pocket Square as a Clean, Simple Accent.


For this technique, start using a simple pocket square that picks up colors from elsewhere in on your body (here my suit is blue, so I will be using a white pocket square with a blue edge).

If you are just trying this look for the first few times, I recommend you start with a simple suit and a simple solid white or blue shirt.  

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Here again, the pocket square picks up the colors in the outfit.

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Here the shirt and tie are loud, but the same pocket square works as a simple accent.

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With a simple outfit, adding a simple pocket square will really set your look apart.

It really is this simple guys.

Master level 1 before you go to level 2.


     2.     Make the pocket square your focal point.

This is the next level in the pocket square journey.  It can be just as easy, if not easier than the first level, it just takes more confidence in the look.  Here you can go outside of the colors in the rest of your outfit - or- you can stick with those colors and use louder patterns.

Again, if you are just starting out with this level,  I recommend you start with a simple suit and a simple solid white or blue shirt.  Here your pocket square is going to carry the look.

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With such a simple look, even an easy to match pocket square like this will stand out.

Master level 2 before you go to level 3.


     3.     Use your pocket square to compliment your whole outfit.

Next level up.  This level is more involved than the one before, but you can still use some simple hacks to get it down pretty quickly.  

Again guys, if you are just trying this look for the first few times, I recommend you start with a simple suit and a simple solid white or blue shirt.  Here the pocket square is going bolder and is going to have to work with your tie and shirt.

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Master level 3 before you move to level 4. 

   4.     Power Clash Baby!

Final level.  This level is more about "selling it" than anything else.  The clash will always be very subjective.  The look is supposed to look off, but just a little, in a way that looks good.  The look is "I know the rules, I break them when I want, and I know how to look good doing it."  The look has to show that it was intentional. 

Here your fit must be to be on point to sell it.  This look is, at its core, an expression of confidence. No more.

And for people you see who do not understand what you are doing with your power clash, no matter, the message was not for them anyway...

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Hope you guys enjoyed and found this helpful.  


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