The feeling is unmistakeable. When pressure is applied to the prostate, he will feel a pleasant warmth and tingling. I've heard it described as a pleasuareable "itching" sensation. It almost feels like several of the nerve endings from inside the penis meet at the prostate and the pressure in the butt stimulates them. When coupled with stroking or sucking of his cock, he will likely experience some of the most potent sexually gratifying stimulation he's ever known. I know that when my wife and I do prostate play, I come to climax more deeply and satisfyingly than by any other means. The orgasm itself is also a whole new world. If you've ever climaxed by g-spot stimulation, I'd assume the feelings are very similar. If a normal orgasm is an ice cold glass of water after a week walking in the desert, than a prostate orgasm is being dropped into the arctic ocean. I can't find any more words to describe it, he just needs to try it. The feeling is so intense that he'll likely beg you to do it, again, and again, and again... Not to mention that an orgasm by normal (no prostate massage) just isn't the same again.
Here's a link to some great guides and information that will help you out step - by - step.
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