Men who cannot urinate are advised to go to the hospital for further examination to clarify the possible causes: 1. If you are a senior male, consider prostate enlargement which causes urethral obstruction and leads to difficulty in urination. Patients generally have a history of prostate enlargement and develop progressive urinary difficulties that intensify year by year until they are eventually unable to urinate. The actual prostate gland is a very important part of the body, urinary urgency, painful urination, followed by an inability to urinate, often with a history of antecedent infection, which eventually develops into an inability to urinate. In the case of urethral stones, complete obstruction of the urethra can result in the inability to urinate, usually with a history of urinary stones that fall into the urethra and become obstructed during the process of stone removal, the patient will have sudden difficulty urinating with pain in the urethra, requiring urethroscopy and microscopic stone extraction.