Difficulty urinating may be caused when the prostate gland grows large enough to press against the urethra, making it harder for urine to be comfortably evacuated from the body. This is known as a condition called benign prostate hyperplasia. However, a man may also experience difficulty urinating when a tumor is pressing against the urethra. Other symptoms may include a burning sensation or pain while urinating or during ejaculation. A doctor should be notified at the first sign of these symptoms to rule out prostate cancer.