I've had a few online Mistresses over the past several years, but I'm currently without one. Left to my own devices, I tried to come up with a teasing challenge for myself. At first, it was only supposed to be for me, but as I wrote it out the idea of posting it here and sharing the challenge with others motivated me to make it better.
My last orgasm was yesterday morning, June 28th, and I decided to start my two week counter from 12:00 am this morning. This is the challenge that I came up with, but please do give your feedback and input if you have ideas on how to make it better. Thanks.
Completion of the Challenge, and qualification for the reward, that is full orgasmic freedom, is only achieved after fourteen consecutive 24-hour days without the discharge of a single drop of semen.
Reward for completion: The player's full orgasmic freedom is returned to him until the time that he chooses to submit again to the Challenge.
Arouse and tease the penis at every opportunity with visual and written material. No limit on touching and edging, but use caution. There is to be absolutely no release by orgasm, whether partial, ruined or full, for the duration of the fourteen day period. This means that nothing other than urine and pure, clear precum is permitted to exit the penis. Any cloudy discharge of semen, even when not accompanied by orgasmic contractions, will equal failure and disqualification for the reward.
Upon any failure, however slight, the two week period must be restarted from the point of failure, without any indulgence of the reward. At no point before the proper completion of the fourteen day period, meaning without a single drop of semen discharge, is any full orgasm to occur. In the event of mistakenly going past the point-of-no return while stimulating the penis, it must be abandoned immediately upon realization of the error. The resultant discharge of semen and/or ruined orgasm must be endured without any further stimulation, and the challenge is reset to day one, with all progress erased.
Any failure, whether it occurs on day three, or on day fourteen, results in an immediate and complete reset of the challenge, without any taste of the reward. Upon mistakenly reaching the point-of-no-return, the strong temptation to indulge in a full and satisfying orgasm must be resisted, as such a release is strictly reserved and prohibited prior to full qualification for the reward. The penalty for a full orgasm prior to qualification is intended to be severe, as to motivate the avoidance of this indulgence. The penalty is to be a continuous thirty days locked in a chastity device. If one instead resists the urge to have the full orgasm upon making his mistake, he needs only to endure another two weeks of the challenge before he can achieve the reward, and his full freedom, which is far preferable to a month in chastity.
Once the challenge is accepted, the player submits his orgasmic freedom fully to the rules outlined above. His freedom is withheld by the terms of the challenge, and is only returned to him when these terms are completely satisfied. A skilled and disciplined player may earn his freedom back in as little as two weeks. On the other hand, it is easy to imagine a player in submission to the challenge for months, in a perpetual cycle of failures and resets, even having to endure months locked in chastity along the way to earning his freedom back.
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