Oakley's Stetson hat with a ribbon trim sold for $17,295. The hat was purchased as a gift for Oakley by brother-in-law William Butler in Douglas, Wyo., according Heritage Auctions. The auction house said very few of Oakley's garments are known to survive, and most that do are in the Annie Oakley Center, Garst Museum in Greenville, Ohio. (Heritage Auctions)