There is a lot of advice out there on achieving Multiple Male Orgasms that works to varying degrees for different people. I have heard that it takes some people months or years to achieve MMO, so I figured I would post my experience and see if it is of any help.
When I first got my Progasm, I was beating up my prostate with it because I had the misconception many people seem to have that a prostate orgasm works the same way a regular one does. It took me a bunch of failed attempts to get the message that no, I was not guaranteed an O just because I started messing around down there. The worst part about it was that it really feels like you are making progress when you are doing that, and if you keep working it as hard as you can, that "hurts so good" feeling will turn into super O's. They never do.