Masopust's first club was lowly ZSJ Uhlomost Most, but ZSJ Technomat Teplice (renamed to ZSJ Vodotechna Teplice in 1951) signed him as a 19-year-old left-half and gave him his top-flight debut. Then, in 1952, he joined a Czechoslovak Armed Forces football club under name of ATK Praha (renamed to ÚDA Praha in 1953 and to Dukla Prague in Winter 1956). They won eight league championships. When he eventually went abroad in 1968, he helped Crossing Molenbeek win promotion to the Belgian first division as player-coach. His coaching career continued at Dukla, yet his greatest achievement on the bench was winning the Czechoslovak league with Zbrojovka Brno in 1978. Later, in 1984-88, he led the Czechoslovakian national football team before a spell in Indonesia where coached their national football junior team between 1988 and 1991.
Masopust was in a similar mould to that of the Magyar Bozsik; a workhorse of a team, who toiled away in obscurity crafting and building fresh attacks for the front line. Masopust though was not devoid of technical abilities and could 'play the violin and do the dishes'. He Possessed exemplary ball control, his transmission with ball on foot through the field was clinical, which he utilized for both; basic work, from the recovery of the ball in defense, to driving menacingly through the opposition in what was termed 'Masopust's slalom'. During these solo runs Masopust would seamlessly switch between both feet, easily jinking to the left and right but always moving forward.
Like Bozsik, Masopust as well was a marvellous passer, and was able to pick out teammates with both strength and precision. The only flaw in his capabilities came from his physical weakness due to his medium build, but he made up for this deficit with massive reserves of stamina and pace, allowing him to be a tireless engine in the centre of the field.
Shackled by Czechoslovakia's 'no-risk' style philosophy, Masopust's natural inclination for attack was limited, yet he still managed 10 goals in 63 caps for his country. At club level he scored 79 times in 386 appearances for Dukla Praha.