First let's discuss what prostate milking is. This process involves the male prostate gland. This can benefit men in a few different ways. Medically this can help maintain the health of the prostate; a semen sample can also be gotten this way.
In an intimate sexual situation this method can be used to give a man a strong orgasm. The process involves massaging or milking the male prostate gland softly through the rectum. A massager for this purpose or a finger can be used as just as well. This can be done by the man himself, or better yet with a partner.
Now that we know the specifics of what is done, let's get down to how it is done. Start off with an empty bowel. Be sure the hands are clean and the fingernails are short. You do not want to injure yourself.
Now you are ready to do the procedure. Now if it is for medicinal reasons it is a procedure, if it is for sexual reasons than have fun and relax. Whether it will be you or your partner that does the actual massage make sure you are relaxed, and use a lubricant on the finger or device that will be used. Don't hurry the process.
Be sure to stay away from the head of the prostate as the nerves there are fragile and can be injured. As the stroking continues it should take minutes to reach a powerful orgasm. It will be earth shattering, and you can have multiple orgasms in one session using this method. Have fun!