Male chastity is really designed for the long-haul. Let me explain…..
I decided to sleep without my “chastity cup” last night. I had just a bit of groin irritation and decided that I should avoid wearing a cup for the night. As I suspected, I had a hard, if not impossible time keeping my hands off my cock! When I awoke with an erection, I decided to put-on a swimmer’s jockstrap just to reduce the urge. It didn’t work too well!
So when I got up a second time with another erection, I decided to put-on my SafeTGard strap and cup. Now this cup is too short for my erect package and the head (and frenulum) protrude beyond the top edge of the cup. This can set the scene for some direct stimulation of the frenulum which is absolutely forbidden while in male chastity. So I “switched” cups: out with the SafeTGard, in with the XO!
It worked! I cannot now touch, fondle or otherwise stimulate my cock and especially my frenulum. And that got me thinking: What is the purpose of male chastity, after all? While in long-term chastity (I am currently in Day 17) it is vital to keep the penis “locked-up” by means of a cock cage (which I own) or by means of a “chastity cup” (which I am wearing now). By not keeping the penis “locked” is asking for much trouble. It runs a strong risk of an unintentional ejaculation.
As I have said before, there is a satisfying element of “comfort” in having my cock locked-up this way. Male chastity, then is more than a physical barrier for the male penis; there is a mental aspect to it as well. Would I ever be able to be locked-up in chastity with a keyholder besides myself? I can see how this can be done. It is not as far-fetched as it seems. To have my wife as my “keyholder” would be sexually stimulating! (Of course, there is no “key” to a “chastity cup”. So this aspect of male chastity would rely on the “honor system” for me. But it could work!)
I can then see how male chastity for some guys can progress to 30, 60, 90, 120 days or more. Of course, he would need some periodic release either through a “ruined orgasm” or have his cock cage removed from time to time for a quick prostate massage to ejaculation and then quickly locked-up again. That would again eliminate any direct contact with his cock and especially his frenulum. That “denial of service” would be extremely disappointing for the man in chastity! Touche’.
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Source: https://www.aneros.com/blogs/back-to-basics-male-chastity/