Sugar Ray Leonard and Roberto Duran famously fought three times, with Duran winning the first time, and Sugar Ray the next two times. Offered here is a huge 16x20 photo (NRMT, PSA/DNA z66519) from their first encounter, “The Brawl in Montreal," signed by both in bold silver sharpie (“9"-"10”). Accompanying it is an Everlast boxing glove (PSA/DNA 5A47618) with black sharpie signatures (“9"-"10”) from the pugilistic pair, one of the great rivalries in boxing history. Auction LOA from James Spence/JSA. Opening Bid $100.