While I know that kerchiefs are exaggerated by romantic illustration of Howard Pyle and Hollywood I have dressed this pirate with one. It is not really inaccurate as we have some references of them. The pirate here has a checked kerchief around his head; it was meant to be a neckerchief but now he has tied it to work as headgear. The Striped trousers may seem improvised but trousers were used in the Golden age and so were a great number of striped garments and we have references for blue and striped trousers at least from 1730s. So that's reasonable extrapolation to dress an early 1700s pirate that way. His linen shirt is ordinary and he has shoes and musket as well as a back for ammunition.
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