Jacques Anquetil ( 8 January , 1934 -- 18 November , 1987 ) , was a French road racing cyclist . He was the first cyclist to win the Tour de France five times , in 1957 and from 1961 to 1964 . Jacques Anquetil ( 8 January 1934 â `` 18 November 1987 ) was a French road racing cyclist and the first cyclist to win the Tour de France five times , in 1957 and from 1961 to 1964 .