Need advice after a year

Stay the course - it will happen as you continue your journey. Have been enjoying and learning for over six years and it just keeps getting better and more enjoyable! Sessions can be long or short but each one can produce results. Keep your focus on relaxing and feeling each twinge and wave coming from your body!

Hate to mention this, but maybe get a different Aneros and try a toy with a different shape. I have been able to have hands-free Os from every toy I own, and I have every Aneros model ever made even ones they don't produce anymore. But at first, I was only able to have prostate Os from like one or two toys. I had others, they just didn't make me have Os. However, once I became orgasmic through my prostate, I'd start with the toys that made me have Os, then during my session, switch to the toys that did not, and eventually, those toys started working. I think this is because there is a whole lot more going on inside than just the prostate. There is the anus, which when stimulated in certain ways, can generate sphincter contractions that can drive toys in different ways; some toys stimulate my anus in better ways than others. There is the prostate, or course, we know a lot about that and you do too since you've done this for a while now. But maybe the back side of it, when properly stimulated, generates orgasmic energy more than the front of it? Or maybe even the sides of it need to be stimulated?! Then the rectum, which I think is also a major source of pleasure and stimulation of the rectal walls can also provoke muscular spasms and pair up with stimulation on the prostate to possibly provoke orgasms. 

Do you stimulate your nipples? Once I started doing that my orgasms came on more certainly and strongly, and the number of them increased dramatically. 

What is your environment? Do you watch porn or other things? Do  you listen to music or hypno/ASMR stuff? 

Do you get an erection during your sessions and if when does it happen? 

Do you feel any energy or spurts of spastic energy kind of flash or course through your body uncontrollably? Any spasms anywhere in your body at any time? 

This is a weird question, but do you keep your eyes closed or open, and for either, what do you feel when eyes are open or closed? Do you involuntarily close your eyes when you start to feel certain things? 

Just trying to gauge your environment as well as your status during your session. Oh, when you push your penis between your legs at the end like you described, are you erect or flaccid? When I have prostate Os my penis is usually always flaccid unless my wife is with me during a session, which is a completely different kind of event!