[Advice] Anal Training – What is working best for you?

I'[m] moving more and more into anal play,

I honestly think i’m still a novice in this journey (prostate play) but i’m at the stage where fingers are not enough anymore and I might went a bit big on the last toys I got… [Rock Off Bad boy](https://www.amazon.com/Rocks-Off-Bad-Boy-Black/dp/B00CM893HO) and [Aneros Progasm](https://www.amazon.com/Glass-Aneros-Progasm-Prostate-Stimulator/dp/B00AH6TPGW) but not by much. Love how they are filling me but still uncomfortable a bit and not fully enjoying my sessions.

What worked best so far for you in terms of stretching exercises?

Ie: Buttplug sessions, relaxation, natural lube (coconut oil VS industrial lube)? etc etc…

New high today

Morning. On chest with pillows under hips.

Some lack-luster sessions lately. Don’t know what happened but just didn’t hit the usual highs.

That changed today, big time!

Had a bit of time this morning so I cleaned out, lubed up, and popped in the Progasm. No more than two minutes, really, and I had mt first SO. Second was within a minute. These were about what I’ve been getting lately but, still good. Then the BIG ones started. I mean screaming into the bed pulling on the mattress big ones, and this over and over. I’m easily tall enough to grab the top end of the mattress and hook my toes over the bottom end. I haven’t pulled this hard ever. I bet I’m sore tomorrow. I’d SO then start thrashing a bit on the bed and have another smaller SO while trembling, incredible. Didn’t want to stop but had things to do.

Second session two-and-a-half hours later was the same if not better. NEVER had SO’s like these before and repeating. Got up a couple times to pee but when back on the bed things fired back up. Gave up some afternoon plans just to ride this train for a while longer.

Third session, two hours after the second, was like the first. Fast start, big SO’s.

You think you’ve hit the top and then you find the new level. What an incredible journey it’s been.

*

Newbie Tips

So I just bought the helix syn and the progasm. I heard those were the best two out there. Any recommendations for either of those specific models like maybe extra lube or not so much lube. Or like if I should loosen up first with another toy?

New to Aneros, not sure what type of orgasm

I am new to Aneros, but as a gay (mostly) bottom (also into spanking), I’ve been fucked hundreds and hundreds of times so the progasm is nothing to put in/take out. But wow, it’s definitely the best prostate stimulator toy I’ve ever encountered. I’m not too sure of the “Aneros Cult” terminology you see on here, but what I’ve already experienced is like this. If I just put it in and do nothing, nothing happens; even a little nudging the contractions doesn’t do much. But external movement of the aneros back and forth eventually produces a strong response, with “wavelike” qualities I see people talking about. Although my dick doesn’t get that hard, the orgasm is penile; there is come, although not that much. Not sure what type of prostate-orgasm to call that.

I’m not sure if I’ve been close to an orgasm…

It’s been around 6 months that I’ve been using my Aneros Progasm (recently I got the Helix Trident too) and sometimes I have felt like when you’re close to ejaculation (but not at the point when you’re gonna ejaculate), but that’s it. It’s like I can’t go beyond that point. Is this how it feels when you’re close to an orgasm? Am I doing the contractions wrong? Thanks in advance.

New Areas

Sunday morning and even after my hot and wild session the night before, I woke up horny and heightened. I spent the morning after my shower doing odd jobs in my underwear just to try and keep cool. But I couldn’t keep my hands off myself and I would pause to run my hands over my ass and abdomen and nipples. I kept getting hard and at one point I took my penis in my hand while standing in the kitchen and imagined a hot babe on her knees in front of me, helping me relieve the pressure.
By last night, I was cranked right up and after an especially elevating shower, got to work with the Helix. I had spent the usual time breathing and self exploration and by insertion time, I was rolling into it! I had some minor shaking sessions and after about 15 minutes, I felt confident enough to give the Progasm a try. Lube up and pop it in. Even though it’s pretty massive, it didn’t take long to start feeling what it was ready to give.
My penis started to get hard and I started some shaking. I put my scrotum between my legs and let go for a few minutes. By then, it was rock hard, so I pulled back my foreskin and started some stroking. Now as I stroked, my hips would thrust back and forth. I stopped stroking when I felt streaks of energy flashing through my shaft, just like when I’m ejaculating during regular masturbation. I started rubbing my hand over the tip of my penis and felt a little pre-cum on my hand. I was so far into it at this point, that I pulled my hand up to my mouth and licked it off and started nursing my fingertips like nipples. Then, as my penis was still hard and stretched out, I started rubbing and pinching my nipples. I grabbed a clothespin off my nightstand and put it on one nipple. The flash of pain was exquisite and I cried out loud as the pain flew to my core, translating to something like a stab in my perineum and scrotum. I pulled the pin and started stroking myself again. With my body arched back like a drawn bow, I ejaculated and felt liquid streaming out of my head. It was clear, and instead of spurting in the air like a normal shot, it flowed in a stream, over my abdomen and thighs, onto the sheets.
I released some tension from my anal muscles and finally the Progasm backed off a little. I kept some tension on, just enough to keep it in and let myself calm down and catch my breath. I decided, that was good enough for the night, and cleaned up both of my friends and went to bed. I could still feel waves rolling up from time to time while laying on my stomach, but I resolved to try and get a good night’s sleep.
That was fine as long as I was awake. About 3 am, I was awakened by shaking and moaning, and realized it was me. Mini-O’s aren’t a bad way to wake up. I toyed briefly with the idea of going further, but I was tired. It was 3:30 by this time, after all!
One of the greatest side benefits of the Aneros, is that I’m waking up with a raging erection every morning! Good morning!

What a strange session …

This was different indeed and quite the learning experience.

Flushed myself out with an enema. Lubed up with the organic shortening which I’m really starting to like. Popped in the Progasm. Face down on the bed with a couple pillows under my hips.

Had four SO’s in about six minutes. These were REALLY nice orgasms. After that though the intensity dropped off. I could still get to an orgasm but not with the intensity of the first four or even close to what I usually get. They were kind of what I’ll call “sideways”. This is how I refer to a traditional orgasm when you’ve tried to hold it to let it build then it all falls apart sensation wise. You still climax and ejaculate but you’ve blown the best part of the sensation.

Anyway, I stopped and took a break for a few minutes then I popped in the PS-New. Same results. Got up took care of a few things around the house. Grabbed the Helix Trident, not even close to what I had with the Progasm and PS-New. Kept this up back and forth for an hour and decided to stop.

Finished up around the house and decided to give it another go. Same thing. Face down, on my back, pillows under hips, no pillows, on my side, nothing worked. Gave up again and decided to get the big butt plug out and enjoy it for a while.

She’s so nimble!

I’ve been away from posting for a couple of days now, and I thought I’d better post before I start forgetting things. Not like people of a certain age like myself to forget stuff! Thursday afternoon I finally got my Helix Syn. It was am excruciating few hours from then on, until I could deal with supper, and deal with the usual aspects of life. The entire time, I was tingling with anticipation and when me time rolled around, I was ready to go. Thorough cleanup, then onto the rubdown. All primed, eager and ready!
The Helix is so small, it’s hard to believe that this thing could do anything. Hold it alongside my Progasm and it’s like a toy. Lubed up I started slipping it in. I got it past the first bump and then it pulled itself in without any more help from me. I felt it leave my fingers and I wouldn’t have been surprised if I had heard a click when it locked itself in. The crack of my butt is fairly deep and this handle was perfectly nestled deep down there. No way that this device was going to rotate.
Already I could feel tingles, but I made to sure to do some deep breathing anyway. 5 minutes later, I knew I was ready. It takes very little relaxing to get over the initial insertion, compared to the Progasm, because it’s so much smaller. Right away, it started twitching and moving and the more contractions I did and the deeper I did them, the more this little princess danced around. I relaxed and let it start working. I felt much more subtle waves with this Helix than the Progasm, which makes sense to me. But I wasn’t ready for the control I had on her. A light contraction and I would start waves easing up my body. Harder contractions and I was sinking and curling up. Ease off a little and I could pull back and breath through the waves.
This little honey was dancing away on my perineum and prostate so much, but not slamming like the Progasm. Almost like butterfly wings would feel. I was getting constant tingles at my anus and I could feel it popping up and down. So much pleasure! Every position I tried was letting me enjoy the light flashing, sound blocking Super O’s. By the end of the night, I was able to start experimenting with suppressing the shaking and letting an even deeper wave of nothingness and pleasure start to approach.
Rolling onto my stomach was much more comfortable and then I was able to truly able to let the subtleties of the Helix go to work. My butt cheeks, perineum, anus, upper legs and thighs were tingling and fluttering and when I completely relaxed, p-waves would sweep in and deepen and then ease away. Trying to really get to sleep wasn’t a possibility though, because she would suddenly say ‘C’mon, let’s play some more!’
After I removed it and tried to go to sleep, I could still feel my anus fluttering and the p-waves went on for quite some time. Finally sleep came to me after a really fantastic session.
The next morning, I took care of the usual routines of life and after a really erotic feeling shower, I knew that I could definitely stand some more Helix time. After a short while, I switched over to the Progasm. I went from a nympho disguised as a mousy little librarian to an Amazon Queen who was holding me down and saying, ‘This is gonna happen!” Much more intensity and more shaking and moaning than the night before. But I knew I still had more exercise to do as of the Progasm finally popped out. Back in with the Helix. Not so much enjoyment now. I think I was still tuned to the larger device and just wasn’t feeling what the little Helix was doing. So I decided to finish off with a T.O.
That proved to be a little difficult in an enjoyable way. As I was stroking, of course I was flexing my pc muscles and I would get two or three strokes in and start curling in and then relax and repeat. It wasn’t the best finish and I think next time I have a T.O., I’ll leave the device out.

Major Breakthrough!

So, as my Helix still hadn’t shown up yet, I decided last night to get together with the Progasm, despite having trouble with it staying in. I followed my usual routines and when I got to bed, I stayed on top of the sheets for about 10 minutes, giving myself a rubdown of sorts. I use the fingertips to ever so lightly touch my skin, starting from my shoulders and running down my sides, abdomen and upper legs. I approach my nipples slowly and when I do get to them, rubbing and pinching harder and harder. All of this caressing is sending energy waves into my perineum and scrotum.
After I lube and insert the Progasm, I can feel tingling as I breath nice and slow and deep. When I can feel I’m ready to move on, I start contractions and over the course of the next hour, I had some pleasant feelings but nothing special. I removed it and took a break for about 20 minutes. When I came back to the Aneros, I took a lot longer with my breathing, about 20 minutes. Then within about 2 minutes, I started feeling the sensations working up from my prostate. As they swept through my abdomen, they went through my head as well, closing my hearing to the ordinary sounds of the bedroom. But instead of curling up in a tight ball and shaking, I started to pogo instead. My head was bobbing up and down and my legs were pushing down and pulling up. My arms were bouncing up and down. It was a different reaction to before, in that this time, I didn’t feel tight. Instead, my body was flopping, with little control. I was clamping on the Progasm as tight as I could. I felt another wave of energy coming up and I let it flow through me and envelop my head, and every part of my core. That’s when things got really wild. My head and the entire rest of my body started flopping from side to side, and my hips were simultaneously thrusting back and forth and my penis was getting hard. Vocalizing was totally out of my control, and I could vaguely hear, off in the distance, groans, moans, and whimpers. It lasted at least 2 minutes and ended only with, as usual, the damn Progasm slipped out. I quickly re-inserted it and the Super-O started again. Same as before, just not quite as intense. I had to re-insert each time and I had a total of 4 Super-O’s. I pulled out the Aneros and got up to take a break.
While I sat at the table, I was moaning and rubbing my nipples, and giggling at the same time. My anus was fluttering and I had buzzing through my cheeks and perineum. When I finally returned to the bed, I decided to go Aless and see what would happen. I was up so high at this point, that within a minute or two, I was going through another 2 SO’s. Not quite as intense as that first one half an hour ago, but still extremely satisfying.
I rolled onto my stomach and decided to go to sleep. I wasn’t thinking of anything in particular, and before I could stop it, another lesser Super O rolled in. It took me by such surprise, that I couldn’t even contract and breath to try and keep it going. When it eased, I could feel more Anus flutters and tingling, and within a few minutes another one rolled in. I was ready for this one and managed to turn it into 3 multiples.
Now, I’m starting to worry that I’ll never get any sleep. I rolled onto my back and thought about ways to stop things. Then, I remembered Penis,NOT and took hold of it. I started another orgasm right away, and thought that that didn’t seem to help at all. When it eased off, I was left holding a hard penis, sexual level on extra high.This sucker was red and stretched at the end, but remained dry. I said out loud, ‘Fuck, I need a pussy to shove this into!’ That started me off again. I turned onto my side, still holding my penis and as my hips thrust back and forth, my arm was slapping against my thighs as I held on. At this point, the slightest sexual thought pushed me over the edge, and I ended up seeing spots again, with my head and arms flopping around.
After, I really tried to calm myself down, but my body wasn’t quite done. I had several more Dry Orgasms as the night went on, and by 3 am, I thought the worst was over. I continued to feel flutters and tingles, along with twitches all over. Somehow I managed to fall asleep.
I’m glad I was able to sleep in a little this morning.