There are many reasons why men have pain in the urethra when they urinate, such as urinary tract infection, urinary stones, tumors, prostate enlargement and so on. 1. Urinary system infections: such as cystitis, urethritis, prostatitis, pyelonephritis and other diseases, can lead to pain in the urethra when men urinate. 2. Urinary stones and tumors: kidney stones, ureteral stones, bladder tumors, prostate tumors, urethral tumors and other diseases can also cause men to have pain in the urethra when urinating. 3. Prostatic hyperplasia: the hyperplasia of the prostate gland will squeeze the bladder and urethra, which may also lead to pain in the urethra when men urinate. Men have pain in the urethra when urinating, there may be other reasons, it is recommended to go to the hospital in time for examination, clear cause and active treatment.