There are several ways to cum from anal with a dildo. I have cum from the dildo popping in and out of my asshole , courtesty of my wife. My most intense orgasm was from riding a nice dildo that gave me my first Prostate Orgasm.
I remember my single days, and first marriage when I actually had privacy, I'd have various improvised toys, nothing obvious, that I'd work into my ass hole while I pulled myself. I could easily get a-dick-ted to taking it up the ass if I started. The first wife never knew but after the divorce, told me she actually wanted to experience anal but didn't think she could open her ass to get my cock in and it would hurt too much. I now know how to open and relax in theory at least. Damn. It could have renewed her interest in the dick.
I’ve tried for that elusive prostate orgasm without success. Vibes, dildos, pegging, etc. It all feels good but unless wife did a wrap around or I stroked it just felt good. But the combination lead to intense orgasms. Lately at my urologist’s office I’ve been getting the finger wave by a really sexy LNP. The first time with her dainty finger gently massaging my prostate I started getting hard. Then she had to check out my balls. I was SO embarrassed. I apologized and she just giggled. Is she purposefully teasing me? My fantasy is for her to keep that glove covered finger in me, while checking my balls. Needless to say I look forward to my annual (anal) exam each time.
The absolute best orgasm I ever had was when my wife was working a beer bottle around bottom end first in my ass. She kept moving it around & found the correct angle to really stimulate my prostate. All of a sudden it felt like a valve opened & my cum was flowing continuously for an amazing amount of time. I didn't know that I was capable of producing so much cum until I saw the massive puddle of it on the floor! Ooooh, I so much want her to give me another orgasm like that again!
I have had prostate orgasms with a vibrating dildo and also from riding a cock. While both can be very powerful, having a guy between my legs is far better.
I have been playing with my ass for years and have only had an prostate orgasm maybe three times. Its not easy for me. But I just enjoy the feeling of a full asshole.
It's hard to get anal orgasm by myself, but it has happened few times. With my wife, when I ride a strapon, it's much easier to get. The feeling, that I'm totally open and I let her deep inside of me, is so exciting, that sometimes I ejaculate with moaning and my whole body shakes uncontrollable. So I think the brain is the biggest sexual organ. But still I mostly have anal play alone and every time I wish that same feeling to come. I often start to shake, but then it goes away and might come back again, then again away... Wonder if those are multiple orgasms without cum?
Yesterday I decided to focus on prostate, when I had my solo anal play session. So I took my curved 9" suction cup dildo and started riding on it. I noticed, that I had the most pleasant feelings, when it was inserted about 6-7 inches. I added preassure while moving 0,5" back and forth and after couple minutes those shaking sensations started, that I mentioned in my former posting. Those waves of pleasure lasted about 20 seconds, until they went away. I kept on moving and the waves came back after a while. This was repeated countless times and I wasn't ejaculating at all. I think they were dry multiple prostate orgasms. Compared to my penis focused orgasm with ejaculating this didn't feel as intence or "final", but still very pleasurable, especially because it lasted so long and my whole body was shaking. After about half an hour I was so tired, that I had to stop. Right away after that I felt "I want more, I want an orgasm". Maybe I have to continue tonight and see if prostate orgasms can grow stronger and if ejaculation can be reached too. Exciting exploration to my own body.
My diary continues again, sorry for it. After my last posting I've had two anal masturbation "moments", duration over four hours each. The first one was sweet and full of pleasure, but still no ejaculation. Focusing to pressure the prostate gave me multiple shaking dry orgasms and I couldn't prevent myself from moaning. The next day I was still on a horny mood and in the evening I had to take a new anal session. This time my anal and prostate sensitivity were a little weaker due to previous days. A few shaky dry orgasms occured, but not as strong as the other day. After my ride I was forced to jerk off my cock and what a load! The amount of sperm was huge and it almost flew to the wall. Now I must take a little longer break of anal things. I'll be back then, if you still want to hear...
One of the greatest feelings a man can have. Try It, You'll like it My wife used to push the cum right out of me, without orgasming. When I did get to orgasm, It was a full body rush while shooting an unstoppable fountain of cum.
I know that feeling of wanting more. My wife always enjoyed giving me seconds. That's when she would break out the larger dildos,since I was nice and relaxed. She has also given me the full treatment by fucking my own cum into my ass.
Yes, relaxed sensation is a great bonus. That and lust together makes that "I want more". Very addictive feeling. That's why I had anal solo 2 times yesterday and once today. So my longer break was only one day.
I had nice anal moments again two days ago. That's so great, when my backdoor is totally in the mood wanting to be filled. So I placed my stiff 9" King Cock with suction cup on a chair, sat on it and started riding slowly. Silicone glide works normally best for me, so it was now. Soon I started gaining pressure to my prostate and it felt like nothing is too much and this could be done for hours without any limits for the pressure. I did it for 5 hours and it felt all the time better and better, but my legs got tired and had to stop. There were multiple dry prostate orgasms with my whole body shaking. When I stopped moving and let the dildo press against prostate, body shakes could have lasted forever. Sensations felt deeper all the way and if I had continued couple more hours, who knows how wonderful prostate orgasm with super ejaculation there was waiting. I hope to get there some other time soon.
Oh my puckering asshole. I wish I had the privacy or the cooperation of my wife, to try this. I have an 8 inch suction cup realistic cock and it has been a while since it was up my ass and never as long a time as this
Wow! I thought my wife was the only woman on the planet who was into doing things like this "fucking my own cum into my ass" thanks for sharing, fun knowing there are other wives as crazy/wild as mine.