So we finally got a chance to try out the prostate massager this weekend. It was pretty interesting. It fit right over the head of my vibrating wand, and I lubed it up and shoved it in him.
His poor butt had been neglected for so long, though. It took him a minute to get used to it.
I like it. I like playing with it. He’s a bit on the fence, though. I’ve fingered him and played with his prostate, but he’s never really had a whole lot of pressure there before. The shape of it and the pressure it put on him took some getting used to. But all it took was a couple of minutes and a little bit of teasing his dick, and he was squirming and moaning like the delicious little slut he is.
Unfortunately, he wasn’t able to cum from that alone. That’s been my goal for awhile, now. I want to see if I can get him trained to cum exclusively from anal and prostate stimulation. And so far, I’ve been unsuccessful. But I’m going to just keep working on it.
Besides, how awesome would it be if I could make him cum without touching his dick? I’d never have to take him out of chastity again. I could just fuck his ass to milk him and then put him away for the night.
Omigod, that would be so awesome. And I’m determined to make that happen one day.