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Pocket squares, like the tie bar, are another one of those finishing touches that you don't see too much of. If you haven't worn one before, give it a shot and see if you like it. Here are a few tips on how to wear the square:
1. Don't wear a matching tie/pocket square combo. Never ever.
2. You can wear it as a simple folded square or use a multi-peaked fold. With the silk or sheen varieties, there are all kinds of ways of wearing it in a puffed fashion.
3. Use a solid color--probably white--in a simple cotton or linen. Some would say there is some utility to the pocket square: It's basically a handkerchief in your pocket. If you wouldn't blow your nose with it if you needed to, it's probably too fancy. Silk ones (usually worn puffy) can be
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overstated and they definitely have no utility, but can be a smart look and are usually more conducive to incorporating colors. The simple white square is a classic look, but as you can see in the pictures, it's also modern when coupled with a streamlined suit. You can get work stripes or patterns in if you dare.