The internal prostate massage is one of the most sexually stimulating practices you can do for a man, and its healthy. I started milking the prostate a few years ago after reading some literature on the subject. It was more than difficult getting my then 46-year-old husband to try it, but once I did he enjoyed it.
Milking keeps the blood moving and releases seminal fluid. Some men aren't into having anything in their anus, so a perineum massage can also be stimulating as well. The perineum is a small, smooth patch of skin located between the testicles and the anus. By pressing down on this area, not too hard, this will indirectly stimulate the prostate. I usually use this technique when I'm masturbating my husband. Again, I enjoy using ky-warming gel and it drives him nuts.
Start by massaging his testicles, penis, perineum and the rest of the area around his anus with the warming oil. Then separate his cheeks and massage with the warming oil from his anus to his testicles, always pressing a little harder. Keep massaging the entrance to his anus until you can gently insert your finger about 1 ½ inches. Gently move your finger until you feel the prostate, which is about the size of a walnut. Push your finger up towards the base of the penis. You'll know when you find his prostate because he'll MOAN! Slowly move your finger in and out, but dont put your finger in all the way. Continue to move your finger all over the prostate. Make sure that you are holding the penis by the base and pulling upward. When you pull your finger out, make sure that you add lots of lubricant before re-inserting it. I usually tease him for a while before I let him ejaculate.
If you are not comfortable using your fingers to milk your partner, most adult bookstores sell toys for this purpose. Even when using a milking device it's extremely important to apply lots of lube. Milking releases more seminal fluid than an organism when the prostate isnt directly stimulated. Also keep in mind that it's the seminal fluid that makes a guy horny. Milking is said to be more pleasurable and intense than having an orgasm without directly stimulating the prostate. Sex should be an enjoyable free, fun, and feel good activity between couples, but it should not be the only thing that keeps couples together.