Newby questions, 3 years journey

At 3 years deep, I think you can stop calling yourself a newbie. I know the long history of this forum can cast a big shadow, but there are a lot of people who bailed out a decade ago and haven't been seen since, I wonder how many of those people were 3 years into their journey at the time of writing. Just saying, give yourself a little more credit.

But to answer your question (to the extent I can), I'd say noticing the lack of "a desired thing" in a session can lead to a level of chasing, dissatisfaction, and analysis that might not have been present before, which might be the very thing that's throwing a spanner in the works. Through the many ups and downs I've had with this, what I'm most sure of is that this can be a head-fuck, where we're subject to thoughts, feelings, and body-states we're unconscious of. As well as cause-and-effect relationships that aren't intuitive. Maybe your desire (and expectation) to feel sensations in the tip of your penis has drawn your attention away from where it was before. And maybe where your focus was before is what created these most-desired sensations in the first place. In that way, a sense of mastery can be a curse. We think we know what we did before, and naturally try to optimize towards it, but end up missing some unconscious factor.

I think the most true thing I've ever read here was to "adopt a beginner's mindset" when things have gone sideways. Maybe not feeling much in the tip of your penis anymore is the next evolution, and what you feel in your prostate will amount to something even better, and shatter your expectations. And maybe the best thing to do, is give it a chance to impress you. There are many paths, and weird ways to get to good places, so don't get too fixated on any one way.

@Clenchy speaks the truth! 

For sure, the tip of your penis business, let it go. That was then. Prostate stimulation and sessions are ALL about being in the now, in the present, being present, and allowing what is happening to you that session to be what is happening to you in that session. I spent 10 years chasing hands-free orgasms. I had lots of Super Ts at the end of sometimes 2 hours of trying to have hands free Os, but never knew what the hands-free Os were supposed to feel like because I expected them to feel a certain way. Or be a certain thing. I was wrong.

I thought I had to be hard to have a Super O, and that I had to ejaculate hands free, that ejaculation from erect penis without using my hands was what qualified a Super O. So I never paid attention to the little things that happened during sessions. Turns out I probably had hands-free orgasms for years, but I didn't know that's what those were. After 10 years of wondering and trying really hard, I gave up trying, I started accepting, and I gave in to whatever it was that would happen.

OP I'd say let your penis just do what it wants to do. If it gets hard while you're using an Aneros toy, then that's what you have going on. You have a healthy system I'll just say that! Appreciate the fact you get hard, I'm guessing hands-free(??), and enjoy the sensation of your erection. But don't touch it. Just stay there present in the moment and let the toy do what it wants to do. If it wants to stop moving, or it isn't hitting what you "want" it to hit inside of you, that's cool, let it be. Eventually something will change and the toy will start to move again.

One thing you could do is clench your PCs and make the toy be drawn into you, all the while your erection will flex too. This will start to tire your erection out; it will also force the toy to make contact with your prostate. You could generate some new sensations that could lead to orgasms you haven't had before. When I get hard against my control during Aneros play, things slow down for sure. But as I lose my erection, the toy gets active again, and usually as soon as I'm pretty flaccid, I have a massive orgasm as the toy finally starts going wild. 

Lastly, have you had a Super T yet? If you are getting hard against your will while you have an Aneros in you, take advantage of your erection and stroke it and make yourself cum traditionally while you have the toy in you. Super Ts taught me the mechanics of my body and how the toy really moved during orgasm, and what it felt like against my prostate. Plus, its such a full release ejaculation. Nothing beats it! I end every single session with a Super T. But after I have hands-free Os first. 

Oh, one other last thing, not all prostate Os, and not all Super Os, are full body. Some impact just one or a few parts of my body. Some feel "full body" but seconds later I realize it wasn't as full body as others I've had. I do know one thing: I'm having an orgasm regardless of where it is centered, where it goes, how far reaching in my body it is, or how long it lasts. I'm having an orgasm. And to me that's what matters most during a session

Thanks guys for your response, I will try to incorporate this takeaways into my sessions

I will throw this out there as well. I’m not sure how often your sessions are but for myself, I tend to get addicted to aneros sessions and or Aless. I have been known to  have sessions everyday when I get home from work for as long as I can.

When I wake up, I’m usually working on an Aless session as well. I found that the sensation was just falling off the more I did it. So there I was searching and pushing more and more. I had to slow the roll and give it a rest. When I would give my prostate a break, it would be more sensitive. I’ve learned it’s more about quality and not quantity! As tough as it is, allow time between your sessions. See if that helps you gain the ground you feel is lost. Keep posting!