After 14 years of chastity we have finally settled on how I get to orgasm. We tried a schedule from anywhere from a monthly orgasm to one every six months and every way in-between. Never really seemed to work out. EIther my wife or I were not in the mood for my orgasm on the scheduled day most times. What we have settled on is orgasms only by accident. This way my wife can play with my penis and bring me to the edge and back all she wants. I also must tell her when I am close to orgasm or else she will have me stayed locked for at least one month and more during sex if I did not do enough to prevent my orgasm. Although I am locked most times, I do occasionally get to be unlocked during the day when she is with me all the time, once in awhile. If I do orgams during sex I will remain locked for sex for a minimum of two months so i am very careful to do all I can to warn her of an impending orgasm. Sometimes she ignores me but still blames me. In any event, we find that not scheduling orgasms works for us. I orgasm when I orgasm and it is always a surprise. I do my part in warning my wife and even trying to remove her hand from my penis. I think my wife enjoys forcing me to have an orgasm when I am trying hard not to. Hey, this works for us and everyone has their own way of doing chastity. We are not into femdom or sissy play, pegging, etc.. My wife enjoys CBT and nipple torture on me. She needs to hear me moan in paid in order to have her orgasms so I scream a lot during sex. Last week I was unlocked for sex and she scratched the heck out of my penis. It was so sore, still is, that I could not wear my cage without pain. So she allowed me two days cage free with a promise not to masturbate. However, since I was unlocked I now have to be locked for sex for as long as she wishes. We have found it difficult to adhere to a schedule so we just do not plan my orgasms. They happen when they happen and I am supposed to try to prevent them even when my wife goes cock crazy and does all she can to make me cum so she can keep me locked for a few months.
This is basically where we landed, too. I certainly can't make the right decision, I have no idea what it would be. I want an orgasm, crave denial, and do better when denied, except that the anticipation of an orgasm keeps me attentive and going. I like leaving it to the randomness flow of the feminine and what suits her fancy. She's come to relish the control as well. Also, there is something to the idea of undeserved dopamine. Having to work for it makes it more rewarding and enjoyable. So, things like warning when close to orgasm, having to endure long periods of teasing and denial, all make it that much better when the elusive release happens. Penalties for uncontrolled release up the stakes as well.
I have had accidental caged orgasms a few times. Usually happens when she is holding her magic wand on her pussy and asks me to thrust/ hump on the wand, I have cum in the cage from the vibrations. She doesn't mind it since Im just as horny after the caged unintended orgasm. Her intention of keeping me caged is to keep me horny and wanting her. As long as im in that state, she doesn't mind a caged orgasm. She will never do it intentionally though