A penis enlargement exercising system is disclosed and includes a penis enlargement exerciser, a penis protecting cover, a heating device, and a pubic hair separating plate. The penis enlargement exerciser has a rigid frame and at least one slider, the slider can slide on the frame back and forth; the frame and the slider commonly form a closed circle around a penis of a user. In operation, the penis is put into the closed circle, the slider is forced to move toward the penis to push the slider toward the penis, and then the closed circle is narrowed, so as to cause the penis to be held tightly. Thus, the penis can be enlarged in the circumference and the length thereof, and the penis can be kept healthy by massaging the penis through using the penis enlargement exercising system for a male.