-BG
Long-term chastity can be both exciting and excruciating and can, indeed, greatly enhance feelings of submissiveness. Before I get into prostate milking, let's back up and explain why such a thing would even be necessary - couldn't you just hold out for months and months?
Well, you could... but it's not good for you. Backups in the baby batter can lead to problems with the prostate, including an increased risk for prostate cancer or prostate infection. Not good. In fact, many doctors suggest frequent masturbation (to a doctor, "frequent" is once or twice per week, ROFLMAO!) to keep the prostate healthy. Of course, if you're lucky enough to have a horny partner, getting off in other ways will achieve the same effect. Just do it, however you must do it!
The other potential side effect of prolonged abstinence is something called hematospermia. This is a tear in the blood vessels of the prostate that leaks blood into the semen. It can be caused by going too long between ejaculations, irritation of the prostate (like from a butt plug worn long-term), too-frequent ejaculation, and edging (repeated stimulation that nears climax, then stopping before ejaculation). The result is pink semen if the blood is fresh from a tear just before ejaculation or brown, chunky, foul-smelling semen if the blood has been in there for awhile before you cum. While not life-threatening, and it usually heals itself, it's still not the sort of thing you want to spring on your partner at that moment of bliss.
So now that it's obvious that you should keep your manjuice from backing up, how can you do that when your pecker is under lock and key? That's where the prostate milking comes in. Generally speaking, the method is to stimulate the prostate until it begins to produce fluid emissions. This can be done in a lot of ways:
You can do it with your hand. Bend over, get on all fours, kneel, whatever position is comfortable for you. Lube up a thumb and slide it up your ass. The thumbnail should be facing your spine and the thumb should be able to bend toward your front - if this isn't the case, you might not be human. Anyway, bend your thumb a bit until you find your prostate. It should feel like a small bump about 2 or 3 inches inside you. Use your thumb to massage the bump - if it feels like you have to piss, you've got the right spot. Eventually, semen should begin to leak out of your cock. This isn't exactly comfortable and might even be impossible for heavier guys or guys with short arms.
You can do it with a dildo. There are a lot of dildos out there that have a curvature to them specifically designed to hit the prostate. Many of them also vibrate, increasing the sensations to the sweet spot. Lie on your back and insert the dildo so that the curve points up toward the ceiling. Once you find the spot, turn on the vibrator or move the dildo around to massage the prostate into leaking semen.
You can do it with a partner. Have your partner massage the prostate with his fingers, dildo, or even with a good, hard fucking. Find a position that has him hitting your prostate on every stroke and let him go after it!
You can do it with electro. If you have an estim setup, you can get an attachment that will target the prostate and you can coax it to leakage with electric current. There are also devices similar to those used in livestock breeding that provide a sudden jolt to the prostate, causing the muscles around it to contract in much the same way that they do during an ejaculation. This forces semen out without all the waiting... but without the good feelings, either.
Speaking of good feelings, understand that releasing ejaculate via prostate milking is not the same as having an orgasm. There is no buildup, no breathless climax, no feeling of relief afterward. It simply leaks out, nothing more. If you were insanely horny before you milked yourself, you'll still be insanely horny when you're done. Many Doms and Masters incorporate prostate milking of their subs and slaves for this very reason. It keeps the prostate healthy while denying the sub the pleasure of orgasm until the Dom is ready for him to experience it.
Daddy