Re: pain after masutrbation in penis
You may want to take a small break from masturbation to see if you feel better. As you get older, your body starts to slow down and two to three times per day may be too much at your age. With that frequency at your age, you may also be conditioning your body to reach orgasm as fast as possible. Your brain is thinking of this activity more as a chore that must be done instead of a pleasurable task that it wants to do.
By taking a break, your brain will begin to miss the task. You may become much more excited (and your penis much more rigid) when you finally get to reach orgasm again.
Good luck to you.