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=== Super middleweight === {{main|Sugar Ray Leonard vs. Roberto Durán III|Roberto Durán vs. Vinny Pazienza|Vinny Pazienza vs. Roberto Durán II|Héctor Camacho vs. Roberto Durán|William Joppy vs. Roberto Durán|Roberto Durán vs. Héctor Camacho II}} Duran moved up to [[super middleweight]] for a third fight with [[Sugar Ray Leonard]] in December 1989 (a fight dubbed ''Uno Más'' — One More — by promoters), where Leonard's WBC super-middleweight title was on the line, although Leonard's camp insisted that the fight with Durán be at a 162lbs catchweight instead of the 168lbs super-middleweight limit that Durán favoured. In the end, both weighed in below the 160lbs middleweight limit. Durán was uncharacteristically flat for most of what was a strange fight. Although Leonard won the fight by a wide unanimous decision (120–110, 119–109, 116–111), by the end of the fight Leonard looked the worse for wear as he had suffered several bad cuts. Leonard's lip was busted by a headbutt in the fourth round, his left eye was cut in the eleventh round and his right eye was cut in the twelfth round. The cuts required more than 60 stitches. Durán didn't fight again until 1991, so had given up his WBC middleweight crown that he had won against Barkley. Durán seemed to be in decline after the third fight against Leonard, but he persisted and worked his way into title shots for the lesser IBC super-middleweight and middleweight titles in 1994, 1995 and 1996. Durán fought [[Vinny Pazienza]] twice, in June 1994 and January 1995, for the IBC Super Middleweight Championship, with Pazienza winning both times by unanimous decision. In the first fight, Durán put Pazienza down in Rounds 2 and 5, but referee Joe Cortez controversially ruled the Round 2 knockdown to be a slip. The first fight divided the people watching as some felt that Durán had won a close fight, but others felt that Pazienza had won either narrowly or widely after finishing strongly in the last five rounds. The second fight was more lopsided in Pazienza's favour, as despite the official judges giving Pazienza the win by scores of 116–112, 117–111 and 118–110, the TV commentators expressed puzzlement at the closeness of the official scoring as they thought that Pazienza had won every round in a 120–108 shutout. In 1996, Durán fought [[Héctor Camacho]] for the vacant IBC Middleweight Championship. At the end of the fight, fans and TV commentators seemed in complete agreement that Durán had won the fight in an excellent performance, but the three judges saw the fight very differently and awarded Camacho the victory by a very controversial unanimous decision. Durán's old rival, Sugar Ray Leonard, commentating at ringside, was baffled at the scoring and called it an early Christmas gift for Camacho, with the result motivating Leonard enough to come out of a 6-year boxing retirement to face Camacho himself in 1997. In 1997, Durán was defeated by former champion [[Jorge Castro (boxer)|Jorge Castro]] in Argentina. Durán then fought Castro in a rematch bout in Panama and won via unanimous decision, maintaining his unbeaten record in Panama. In 1998, at the age of 47, he challenged 28-year-old WBA Middleweight Champion [[William Joppy]]. Joppy, a trim, quick-fisted fighter, battered Durán to defeat in just 3 rounds. It was Durán's most emphatic loss since the Hearns fight, over a decade earlier. Durán then announced his retirement for the third time in August 1998, but soon changed his mind and was back fighting in March 1999. In June 2000, Durán avenged a previous loss to Pat Lawlor from 9 years before and won the NBA Super Middleweight Championship on his 49th birthday. He lost the title a year later to Héctor Camacho in a rematch bout and in what would be Durán's final fight.
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