For at least a week after I locked Lion up for the first time, I gave him an orgasm every night. When I first moved in with him, that’s what he wanted…and got. Of course, locking him up happened several years after I first moved in as well as being quite some time since having so many orgasms in a month, let alone a week. Eventually he cried uncle. He couldn’t keep up. Too much of a good thing, I guess. Maybe also his first reminder to be careful what he wishes for.

Right after that, I vowed to play with him at least every other night. I never agreed to how often he’d have orgasms. He wanted me to be in charge, so it was up to me to decide how many, or how few, orgasms he’d have. We’ve gone through many iterations of deciding how long he should wait. We’ve also had a few different ways to keep track. Should Lion know what day is “his” day? Should we even have a scheduled day? For a long time, I’ve been giving him an orgasm when I feel like it. He has no idea if this journey to the edge will stop abruptly, or if it will continue on to the promised land.

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Sometimes I think it would be nice if I knew if he wanted an orgasm. There have been a handful of times he’s told me afterward that he wished I hadn’t given him one. Admittedly, that hasn’t happened often, but enough that I worry when I contemplate ending his suffering.

Over the years, Lion has had periods when he thought he was broken. He worried that he was losing his libido. What if he could never get it up again? I haven’t been worried. I’ve always figured he was in a slump and it would work its way out. I’ve been right so far. His most predictable slump happens in the days following an orgasm. I started taking the day after an orgasm off. He needs time to recover and I need a day off. There are times he needs more than a day off. I have to walk a fine line between annoying Lion by trying to get him interested and keeping myself from letting inertia take over. Also, if I don’t initiate, Lion thinks I don’t want to play with him anymore.

Yesterday, I said if he didn’t show some interest before tonight, I was going to come at him with IcyHot or Velcro. Wouldn’t you know, he was interested last night. It’s magic. He didn’t get very far, but he was hard for a little bit and that definitely counts. I don’t expect him to go from zero to sixty right away. We can ease our way into things. I just want to be sure he doesn’t have too many not-tonight-dear-I have-a-headache days. He can even be interested without getting hard. As long as he’s willing to try and it feels good to him, it counts and I’m happy. Of course, I’m very happy when he’s very interested and I can make him suffer more frustration, but we can’t always have winning nights.

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