Pain, discomfort, and/or injuries in tennis can be influenced by the individual movement pattern and the external and/or internal boundary conditions. The influence of external boundary conditions on the occurrence of short-term pain was studied in a prospective study with 229 subjects. The boundary conditions investigated were shoe, temperature, type and length of game and subjective assessment of comfort, sole grip, and lateral stability Pain was reported by 40% of the 171 subjects included in the final analysis. It was frequently reported in the first two playing sessions but less frequently afterward. Discomfort was the dominant type of pain, accounting for 71.6% of all reported cases. The foot was the major site of pain (85%). The boundary conditions influencing pain were found to be the shoe (the more flexible shoe 1 had less pain than the suffer shoe 2), the type of game (competitive more than recreational), and the length of the game (longer playing sessions with more pain). Subjective assessment of comfort, sole grip, and lateral support also showed differences for the pain/no pain groups. Subjects who complained about these aspects were more frequently in the pain groups. The results show that the occurrence of pain in tennis can be influenced by various external boundary conditions.