So full disclosure, I hadn't played in a while before last night. Went through a super stressful situation recently that completely killed my libido for a while, and I've simply had no desire to stick anything up my ass. Recently my libido has started to come back, and I partially credit hypnosis for that.
I started dabbling in erotic hypnosis about a week and a half ago after discovering u/mistresscalia, whom I ended up liking very much. Her effects on me have gradually grown stronger and more noticeable. It's mostly been just complete, deep relaxation and increased suggestibility. Yesterday I wondered how it would work out to introduce prostate play into these hypno sessions, where the hypnotist acts mainly as a vessel for relaxation and focus. I was a little trepidatious at the idea at first since I'm still new to hypnosis, but I said fuck it and tried it anyway, just to see what would happen. And I can tell you what happened was pretty darn good.
The file I listened to wasn't even particularly erotic (in that there were no explicit sexual acts described, just vague descriptions of increasing pleasure), but I felt wonderful almost as soon as I began dropping. The relaxation that washed over me was just as deep as it would have been without the aneros inserted. But with the toy in, that relaxation absolutely allowed the toy to do its thing. And every moment I laid there, focusing on mistress calia's voice, but also thinking "this feels so good, I would be perfectly happy if the entire session remained just like this without escalating into an orgasm." That contentment fed my own relaxation more, which in turn fed the feeling of contentment, and combined with mistress calia's soothing voice, I found myself spiraling into a super O within 5 minutes of starting the file. It was a heavenly loop of overstimulation that just kept feeding itself and kept me under for a good few minutes. And once the super O ended, I was still in a very enjoyable hypnotic trance, which seemed to keep the frustration about not achieving a second O during that session at bay. The trance really helped keep my mind from wandering too far, and I don't think it wandered away from the sensations I was feeling once during the entire time the toy was in.
Now one thing I've noticed about my own prostate sessions is that I have the most success when trying out something new for the first time (new audio file, new technique, new toy, etc.). This was definitely one of those sessions. I'm trying to stay conscious of that and keep my own expectations in check. I fully do not expect the same thing to happen again the next time I pair these two, but we'll see what happens. I fully plan to continue practicing hypnosis daily between sessions as well, as I'm genuinely enjoying them both with and without the prostate being involved.
That's all I've got, just wanted to share on a successful session I had that I really needed.
If anyone's curious, here's the file I listened to. It's not prostate-centric at all, but IMO it doesn't need to be. It's also one of the free ones :)
https://mistresscalia.com/one-of-the-masses-erotic-hypnosis/