I had the gold to spend, and some of the clothes I had I didn't like anyway, so I went on a shopping spree. It was fun going to all the different tailors to see what was availble. It is surprising that the game is so limited on clothing and accessories. 5-6 shirts per tailor with multiple colors, same with pants. 5-6 different "styles" of hat and the best ones are from the Barbosa and Tortuga clothing quests that aren't available for purchase. IIRC, there are only 3 styles of coat, and 1-2 vests. I was hoping one of the updates would give us a bigger closet with more clothing selection.
But, my pirates do look good in their new clothes.
