sometimes the best-laid plans don’t turn out as well as we hoped….
When I create a new chastity assignment for Grumpy, I use a random number generator to determine how long it will last. This last assignment was a mere 23 days. LAME! To make it worse , he earned 4 days off of that. So this last assignment lasted only 19 days. I didn’t tell him how long the assignment was going to last and I could see the disappointment on him when I told him his assignment was over. I was just as disappointed.
Typically within about 24 hours of his assignment ending we play and I let him orgasm, unhindered. After this one, neither of us have pursued it, still 8 days after his assignment has ended. During this time, there has been no T&D. During our post assignment conversation we both agreed that this was the most unfulfilling assignment ever.
We had to go out of town…
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