Yesterday I experienced my first male anal orgasm, it was the most intense climax of my life and I want to shout about it from the rooftops. Hence me looking for more information today on the internet, and ending up on this site. Every man should experience this, at least once. Osman writes about his first super “o”, anal orgasm. I have enjoyed being penetrated by fingers, vibrators or dildos during oral sex and masturbation with partners for some time now. On many occasions, I have solo masturbated with dildos but have never achieved a climax, without also stimulating my cock by my hand at the same time. I read that a small percentage of men can climax purely from anal stimulation and wanted to explore this. I now believe that many or most men could achieve this if they would only:

1 Learn to explore and understand their own bodies.

2 Become less cock oriented.

3 Learn to take their time over sex.

4 Loose their fears about anal play being indicative of homosexuality and so reflecting negatively on their masculinity.

The Orgasm

I had the house to myself and so I went to bed in the early evening. My girlfriend has been away because of work for the past week, and I haven’t cum since she left. We both regularly use a variety of sex toys, so I had many to choose from. I have tried realistic dildos before and found the “veins, ridges and folds” uncomfortable, so I took the smoothest longest (easier to hold) smooth bodied soft vinyl dildo we had. It seemed very large (250mm X 45mm), and a little intimidating, but I knew that because of its size I would have to take things slowly. I covered it with a plain condom and applied most of a tube of KY to the head and shaft of the dildo; then placed a blob on my anus. To insert the dildo I lay on my left side with my knees drawn up to my chest. I relaxed and concentrated on my breathing. I took the slippery shaft in my right hand and curled my first and second fingers around the flared base end to enable me to apply a penetrating pressure. I reached around my right thigh and placed the head against my anus and pushed gently. I am used to being anally penetrated but it took several minutes for my body to adjust to the large diameter. I just lay there and relaxed, keeping the pressure on and the dildo in place. Eventually, I breathed deeply, exhaled and pushed the dildo deeper into me. Then I rolled onto my back with my legs bent and my knees wide apart and upright. When I first inserted the dildo my cock became a little hard, as I paused to allow my anus to adjust, my cock quickly softened. After this my cock was soft for the whole session and just lay upon my belly. Not once did I stimulate or touch my cock in anyway. In fact, I forgot about my cock entirely, probably the best thing that I could have done. I began to move the dildo in and out of my body very slowly. I focused on the sensations I could feel centred about the dildo. I tried different depths, angles, and speeds of penetration and withdrawal. Several times I withdrew the dildo and reapplied lube to dildo or hole whenever I felt I needed it. I must emphasise that I used the dildo for over 30 minutes before I orgasmed. There was a very wide range of sensations, some were very pleasurable, some were just novel and different. Finally, I just seemed to settle into an easy rhythm, with the dildo moving in and out for a few inches of the centre of my body. I noticed that as I began to enjoy the dildo more, my hips began to move like a woman’s, up to meet the penetrating thrust. This surprised me, as did the pleasure I was getting from nothing more than penetration. Then I realised that I was beginning to experience the sensations that usually precede my climax. I looked down at my cock and could see my whole cock contract and expand, the cum hole was in a series of spasms. In effect I was having a dry climax, I was still enjoying the sensations coming from the dildo and so I continued moving it in and out, but with a faster rhythm that felt right. Then I ejaculated, just a little of a clear liquid, much less than normal. The dildo still felt good, so I continued to use it. Although for a second I thought I had wet myself not cum. Then I ejaculated again with the same clear liquid, but a more usual amount. I continued to move the dildo inside me, which now felt really good. Suddenly I came again. This time, I shot a forceful stream of clear cum from my soft cock resting on my belly, up my body, across my chest and onto my shoulder. If my head had been positioned slightly differently I would probably have shot cum into my own mouth. I continued to use the dildo and climaxed in the same violent way 3 more times. Suddenly I felt tired and very satisfied. I slipped the slick, body heated dildo out of my behind and laid it on my belly alongside my soft cock. It had taken me the best part of 40 minutes, and I had cum 6 times in less than 3 minutes.


The feeling of cumming was intense and very different to a normal climax. It does take longer than a quick ‘solo stroke’, although (I hope) this may get quicker and easier with more experience. Actually, it was so good, that I’m not sure that I could handle it every day. It was very very intense. Having said that I must also say that I am very keen to experience it again, although in a slightly different form. Today I ordered a really hot leather dildo strap-on harness for my girlfriend. We both love anal, and it means we can now share the experience even more. I can’t wait to have her fuck me using the harness and a big beautiful dildo, although we may need a slightly thinner, shorter dildo if she’s in control, as I was really full and stretched.


I enjoy being anally penetrated and I was psychologically ready for this and to some extent I was physically ready also. If this is new to you, take it slow and easy. Good anal doesn’t hurt. Remember I only used about the first two-thirds of the dildo, so a shorter one should be fine, but it may be harder to grip. I don’t know if the large diameter, or the smooth surface and large rounded end helped; you’ll have to experiment yourself. I would also give the advice to put on much more lube than you think you’ll need, and to re-lube frequently. I would also advise you to relax as much as possible, forget that your cock exists, and concentrate on the sensations in your behind. It will also take time, it can’t be rushed; it could take several sessions before you can orgasm. The cum will be different, more of a clear liquid and the climax intense. Whatever you do, try this at least once, it could change your whole sex life. This must be tried to be believed. Bi/Osman

11 thoughts on “My 1st Anal Orgasm

  1. Did any of you profligate philistines know that that the song playing in the background on the video of that horse-hung stud riding the red dildo is Pachelbel’s CUMM Cannon in D?
    Well you do now.
    You’re welcome!

  2. I started with prostate massage 11 years ago after I was having prostate problems, I can tell you it was a learning curve. I love to do it. anal massage came later on. i found by turning my Aneros massager & puting it in backward I could have anal orgasms one after another. Now I control what I want to do, I have had a lot of super O’s , I now have sessios that can last for hours, the longer I go on it’s harder to stop unless I climax.
    I’m now 79 yrs old 5.8 in & 170 pounds and good health. Can’t cum like I used to, what the hell I have a great time.
    Anyone want to reply more than well come.

    1. How did the learning curve start? Where anatomically? Total movie here. 72 in a few days. I can’t cum with my ED afflicted penis. A gay friend wants me to be his bottom. For now, my faith and my marriage vows intervene. I’m anxious to explore and experience what you are. Thanks.

    2. Hi DON
      I’m 80 years old have been doing prostate massage for 15 years, as like you I’ve had prostate problems.
      Went on Aneros website and learned about there massagers, it’s a learning curve.
      I started to do it about 3 times a week, then after having a few super O’s I did it a lot more than I should have.
      I do the same thing you did I turn the massager around & put it in backward , I found backwards I have orgasm after orgasm, not all earth moving ones but I’ll take what I can get. Sessions last for hours, one lasted all night
      I fell asleep with it in me than woke up Around 6 am grinding & breathing heavy wet legs from precum. Love to hear from you.

      1. Hi interesting what u say
        Same age as u but no prostate anymore was taken avay by surgery .. can have orgasm even if my penis does not get hard .. i do not use anal gadgets just masturbate what is left of my penis
        I do edging and i noticed my orgasms are getting very stronger even if no ejaculation..
        I used a dildo also 3 times
        But i realized it interferes with masturbation ( cannot come as before ) so i stopped using it maybe some people are more sensible and have orgasms both sides !
        Any informationfor me ?
        Thanks Theo

  3. It can be frightening for a married hetero man in his forties to find out that he is anally ‘receptive’, feels anal lust. Especially when stared down by moustached ruffians in an Athens bar, making his knees shake.

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