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Gerald Oakley (born 25 July 1933) is a British former tennis player. Born in Purley, Surrey, Oakley was a tall bespectacled player, active on tour from the 1940s to 1960s. Oakley, a mixed doubles finalist at the 1949 French Championships, represented the Great Britain Davis Cup team in 1953 and 1953. He won both of his singles rubbers, including a five-set match against Wimbledon champion Bob Falkenburg of Brazil.