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- Jan 1970
(I probably should have dug deeper into the archives before posting, but I gave up after a quick scan. If someone knows of an existing thread about this, please link it! No need to reinvent the wheel.) Here is my two-part question: Part 1: What is your strategy for letting your wearer out? By that, I mean when do you allow him his orgasm? Not just occasional teasing or cleaning breaks. Do you stick to a specific number of days, or is it an indefinite lock-up where you take life day by day? Currently, my wife and keyholder has chosen the latter route. There isn’t really a set timeframe or objective…at least none that I’m aware of for now. It was enjoyable at first because there was always the thrill not knowing when she would finally produce the key. That used to happen every few weeks—a week here, two or three later. There was always suspense in the air. But we are already on day 47 and it looks like there is no plan forming for my release. I don’t think permanent chastity is her goal, but she doesn’t seem to dwell on the duration either. I jump at every little thing she asks, spoiling her around the clock, and I suspect she is just enjoying all these perks without much thought. Plus, with her age, her libido has dropped significantly, so I’m not holding my breath for a sudden demand for sex. This leads to Part 2: Which approach do you prefer?…[A] indefinite uncertainty… ** or a specific goal that both parties know about? I used to think the “unknown” route was more fun, but as I near (or pass) day 50/60+, I’m starting to feel we’d both enjoy it more if there were a set release date. Maybe 60 days? 90? 100? Whatever number you pick gives us something on the horizon to anticipate and “earn.” She doesn’t even have to strictly adhere to that target! She could get right up against it and say, “Oh dear…it’s been 99 days. You only had one day left, but I forgot my dry cleaning…so let’s add another week.” That would be perfectly acceptable and quite thrilling. Imagine the wearer during those final weeks? Total perfect behavior is a must! Or she could end it early if she feels like it. She might just say, “Forget it…I need sex; here’s your key!” Let us not forget: it is ultimately her choice! I plan to discuss this with my wife and see if we can put a date on the calendar. I’d love to hear how other keyholders decide when enough is enough. Thanks.**