I typically dress as a pirate switching up my bodice and accessories with each visit. I like to purchase new items direct from the faire and jazz up my outfit each year. There are tons of vendors selling just the things you'll be needing at the faire including a tankard (stein), bags/pouches, jewelry, full outfits, etc. I hope to be super decked out by the time I'm in my 80s, haha.
Leggings: Black Milk Clothing
Boots: Ami Club Wear
Alliance Pin: WETA Workshop
Now excuse me I need a refill on ale, see you soon scallywags!