If a jacket has a breast pocket, there should always be something in it. Period. Ideally, it should compliment but not match anything on your outfit, but when in doubt, match your shirt color. Traditionally silk, a pocket square used to be placed effortlessly into a pocket and forgotten- looking sloppily like it just prevented a mess being sneezed in your hand. A modern man wears it neatly flat, exposing but a simple elegant line to compliment his silhouette. Buy cotton or linen as it tends to hold its shape better than silk. Check periodically to ensure it stays that way, but fix it only in the bathroom- never act like you care about your appearance for it spoils the effortlessness of your outfit.

Kenneth Cole New York Suit
P.S.- Round Toe. Not Square. End of Story
Suit, $296, by Kenneth Cole New York. Shirt, $45, by Nautica. Tie, $150, by Black Fleece by Brooks Brothers. Shoes, $680, by Salvatore Ferragamo. Socks by Punto. Pocket square by Paul Stuart.





[...] you’ll need to accessorize. If your jacket has a pocket, put something in it. And try to stay from Cuff links because they are difficult to pull off due to their formality so [...]
Pocket Square: Lest we forget about the ‘gentleman’ as opposed to the ‘modern man’, the pocket square was created to be ‘functional’ as well as fashionable. A neatly creased and ‘properly’ fluted pocket square is the only TRUE way to wear one. I’m not wearing a thing that looks like it has a piece of cardboard attached to it to make it ‘look neat’. Thee is no flair, no pinache’, no class. I have offered my ‘square’ to many a teary eyed ‘lady’. If you’re concerned about getting it ‘dirty’, don’t wear one, because you can’t afford it, obviously.
Hey Rob,
We agree with you 100%. But the pocket square has evolved from being purely utilitarian to a sign of elegance. That’s why we always keep two pocket squares on our person.
One for showin’ and one for blowin’.
Thats cool .. Love it !!