There are two types of pocket squares that you'll see on a daily basis (unless you scroll through Instagram daily):
1) The pocket square that, well, isn't there
Unfortunately, most men don't take the extra 4 seconds out of their day to stuff a "hanky" into their front jacket pocket. Once wearing a pocket square becomes routine, seeing a jacket without a pocket square is similar to seeing an incomplete circle - something's just not right.
2) The white hanky
This is one of the oldest traditions in business dress. Its conservative, appropriate with any color jacket, and it automatically sets you apart because most men belong in the first category.
To add the last touch of elegance and formality that you need to your look, add a pocket square with a bit of color. The problem isn't that colored pocket squares aren't appropriate ...the problem is most guys don't know how to incorporate color where their heart is (literally).
Where should you start?
White pocket squares with contrasting lining is your savior if you belong in one of the two prior categories. You can stay in the comfort zone of wearing a pocket square, yet still get your foot into the water by adding a touch of your favorite color to your look. For navy suits, opt for a pocket square with a red or light blue lining. With a grey suit, opt for a brown or yellow lining.
By the way, you can pickup these pocket squres for 10 bucks at The Tie Bar here.