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Now, it is almost universally agree that you should never wear a matching tie and pocket square. But how different do the tie and pocket square have to be? Can similarly, but not identically, patterned ties and pocket squares be worn simultaneously? For example, would it be acceptable to wear, say, a silk tie with broad blue and white stripes and a white linen pocket square with fine blue stripes?
 

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It's an art!

I think that trying to come up with rules in this area is a slippery slope. Taste in ties and pocket squares, and which look good with what, is one of the principal areas of personal preference where others may disagree with a choice, but where the range of what is "acceptable" is mighty broad.

If you are color blind, you may get into trouble with combinations, but generally coming up with tie and pocket square that share a couple of colors but differ in pattern is a relatively safe way to go about it.
 

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As blueboy has pointed out, there is no "one size fits all" answer to this question.

Gentlemen who begin to sport squares usually stick to white linen. Then, they become more adventuresome and sport a square that subtly picks up some other colors he is wearing (shirt, necktie, etc.).

Some advanced guys have been known to have their square stand out with a blazing pattern that dosen't match the rest of their outfit at all! (See POW and Fred Astaire.)

As with many things in life, you will know what level you're comfortable with and when you're ready to move to the next one.



JM
 
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