Answer:
A prostate massage is a form of massage done on a gland in the male body by a urologist to help drain painful fluid buildup in an inflamed prostate or to help relieve pressure on nerves around the prostate. This should be a very gentle massage. It is completed by inserting a gloved finger in the Male's rectum and rubbing the prostate until a few drops of fluid is released. This has also been referred to as "milking" in some BDSM communities, but is not to be confused with the medical procedure.
It seems to be best to have this done by a professional as they know where the gland is and the proper techniques.
to massage the prostate you can do it two ways. one is the PC muscle which is the one that you use to stop peeing. the other way is to enter the anal canal and search for a walnut sized gland (the prostate), and massage slowly, so injury does not occur.
I have prostate orgasm every week, this is better than just with your hands. It may be multiple flows, multiple orgasm movement, can control to last longer or totally out of control as it will push you through multiple orgasm. To maximize prostate orgasm, you need a prostate massager such as Aneros. Also, lots of lubrication. To start, you need to get a smaller one till you are familiar with it, you could use Aneros Progasm for advance user like me for ultimate prostate stimulation.