Humbler, Holiday Submission and Returning to Chastity with Mistress Cassandra
On the day before I returned to my wife, Mistress Cassandra gifted me with an erotic session I will never forget; an hour locked in the humbler. With this cruel device locked around my balls, Mistress instructed me to parade back and forth on my hands and knees while she observed my plight via webcam. Being locked in such a manner while reading Mistress’ instant message “this is all for my amusement” invoked shivers of desire. All I could do as the seconds ticked slowly past with the persistent tug on my balls was to look lustfully at the image of her seated comfortably gazing down at me. Talk about a submissive experience. Even when the hour had elapsed, Mistress was not finished with me. I was treated to an hour of hardcore tease and denial that left me breathless. Finally, still not satisfied, Mistress instructed me to edge every hour until I met my vanilla wife. Thus prepared by my devilishly clever Mistress, I was incredibly aroused and ready for sex with my wife when the moment thankfully arrived. I got on my knees next to her and licked pussy slowly using techniques I studied and practiced. She responded fervently, saying that her orgasm snuck up and overwhelmed her. My release was, needless to say after 23 days of teasing, overpowering. I went to sleep satisfied for the first night in a long time.
During the holidays, I followed Mistress Cassandra’s instructions precisely. There was neither stroking nor any solo orgasms. The only relief I received was what my wife granted me. Following Mistress Cassandra’s and Ms Rika’s teachings, I performed unrequested tasks that would hopefully endear me to her. Lots of neck, back, leg and foot rubs in the morning, evening and periodically in between. I would wash dishes in the morning when I found them. I made the bed after she came downstairs in the morning. I worked a few big projects around the house that she had been waiting for. All of these tasks were done without the expectation of reward. However, the results included some spectacular love making, albeit not as often as my desire. Nonetheless, it kept me motivated to perform many “special” duties to make the holidays enjoyable and memorable for her.
Returning to Chastity
Upon returning to Mistress Cassandra’s control, I dutifully reported my progress, development and status. I also humbly requested one more orgasm before going into chastity for an indefinite period. After considering it (and keeping me in suspense) for a day, my Mistress granted my request… and more. She rolled the dice and announced, to my astonishment, that I would be required to have not one orgasm but four in the next hour. On my knees, I enthusiastically reached the first in record time. After a short break, Mistress’ commands in my ears goading me on, I was just barely able to follow her directions and spasm a second time. After that, however, no amount of coaxing could get me to the third so I unfortunately failed my Mistress (an act which I am sure I will have to pay for in the future). So here I am, locked again and at her mercy. I’m sure I will look longingly back at those missed opportunities to release with regret. I thank my wonderful Mistress Cassandra for all the time and effort she puts into my training. I am a better man… well, she would have me say boy for it.