Seriously? An 18th century sheep-gut condom, sold for £764 in 2001. Christie's, Scientific, Medical, and Engineering Works of Art, London, South Kensington (9290) | 13 December 2001. It's decorated with an illustration of a fraught sexual encounter, with ribbon ties; contained in picture frame, 8¼ inches (21cm.) long.
SS Wilhelmina On the 2nd December 1940 when on route from NEW WESTMINSTER for LIVERPOOL in Convoy HX-90 and carrying a cargo of 6,365 tons general including 2,303 tons fish and 1,450 tons woodpulp when she was torpedoed by German submarine U-94 and sunk when 265 miles west of Bloody Foreland.