As you’ve read, Lion’s weenie had nasty clothes pins on it yesterday. I know he hates those. They are evil. We played with them a long time ago then stopped. Occasionally I threaten him with them, like the Icy Hot, but I haven’t used them. I don’t know what made me bring them out again. Maybe it’s because, despite all my talk of playing with Lion, I really didn’t have a plan. The only thing I was sure of was the butt plug. I wanted to see if the vibrator had any effect when I applied it directly to the plug. It didn’t seem to, but we’ll try again.

Lion did ask for another shot at the tiny clothes pins. When we first started playing, and my spanking was so anemic he hardly felt it, he assured me that smacking his balls was perfectly fine. He was able to take a hit fairly well and, of course, I was always careful not to hit too hard. Lately, any ball smacks are very painful to him. I tell him he has wimpy balls now and vow to bring them back to their fighting shape. I guess I have to do the same with the tiny clothes pins. He never was able to take many of them, but now he seems to want a ring around the head of his cock. If you’re silly enough to ask for that, Lion, then I’m silly enough to try it. They really are evil little things. They may not look like much, but they do hurt.

Lion also wants to be trained to get aroused when he has a butt plug inserted. Ultimately he’d like to get aroused by a play spanking too. I have to admit I had one of my what-do-I-have-to-do-to-make-him-happy moments when I read that. The answer to that question is that he is happy, but he’s always looking for the next thing. Maybe it will work. Maybe it won’t. But he needs to try. So we’ll try. And we’ll try the next thing he comes up with. And the next. And so on. We’ll also try the next thing I come up with. I’d like to know if vibrating the butt plug does anything for him. He’s not the only one who can come up with ways to torture him.