boijen,
Sometimes men orgasm during prostate milking, sometimes they don't.
Depends on the man.
A very sensitive man will orgasm just because his ass is toyed with.
A desensitized man won't.
I prefer to milk the prostate without orgasm - that's the whole point, relieving the urge to 'cum' without him getting his cookie.
I happen to be so very hungry to feel my boi cum right now that non orgasmic milking probably won't be on the menu for awhile. But it's definately an item on the menu, sooner or later.
There's just something about having a man in your hands, a man who is aching to cum, throbbing to cum, his angry purlple red cock pulsing in your hand while he gasps for breath not to shoot off in your palm - it's all about having the skill and experience to deny his needs by sadistically milking the prostate instead.
Watching his semen ooze out in slow, almost painful pumps of slow, thick, unsatisfying flow absolutely sends Me in a deep, psychologically satisfying sadistic way that leaves him feeling 'let down' or 'unfulfilled' and leaves Me laughing at his predicament.
Orgasmic ejaculate is quite a different thing altogether. As you know, it's an erupting, projectile burst of liquid, viscous spice and silk that leaves his cock spent & limp and his heart racing; it's a satisfying climax that makes a fella want to roll over and sleep the deep, tired, spent sleep that recharges his batteries and makes him bounce out of bed with another woody at 4am, eager for another go because he's conditioned to the endorphic release of orgasm and can't wait to find a hot pussy to stick his thing into.
'Milking' is a very different activity altogether. A bit of relief, perhaps, but more frustrating and nail biting than anything else. It might ease the turgidity of a hard on for awhile but it can leave a man fantasizing about orgasm non stop - usually with a good half erect or 3/4 erect chubby for days on end.
Which, of course, is why his painful little chubby is even more fun when it's locked down so that he can't jerk off in the shower or anywhere else.
Lockdown and milking serves a very valuable purpose: it forces him to acknowledge and think about how objectifying he is towards women. When a man has orgasm on demand, he never thinks about those things. When he can't touch himself or anyone else to achieve his release, it humbles and humiliates him to realize all of the scenarios that make his little pee pee tingle all day and all night. He learns that in point of fact, he thinks with his little head, not his big head.
There are a certain group of masochistic men who enjoy the torment of milking because they truly loathe themselves so much they feel they don't deserve to orgasm and ejaculate. They wallow in the frustration and degradation of being refused an orgasmic ejaculate.
Then there are those who submit to prostate milking simply because their Domina commands it and they want to please her despite the fact that it's not one of their 'favorite things' .
If you've run across a male who can't help but orgasm every time he's anally stimulated, he's probably a newbie and will develop a greater sense of differential sensitivity or desensitivity as time goes on.
Try using an anal dildo made of a finger or two of ginger before you anally penetrate to milk the prostate. You'll find directions elsewhere on this site or email me on the other side......There are other ways to minimize the chance of ejaculation, tiger balm, or Ice cubes - (the long slender sort one pops into a water or gatorade bottle) can work well to desensitize an overly reactive candidate, as well. (I'm sure you've had plenty of suggestions and how to's in response to this thread already.)
Have fun,
TexasMaam
