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  • Rando - Thanks so much for the in-depth (pun intended) report! Having a prostate O the first time you are pegged is not the norm. There are no studies (yet!) but here is my guess from observation and information gathering. I think the percentage of men who orgasm easily from pegging in the beginning are about the same as the percentage of women who orgasm from G-spot stimulation easily - about 25 - 30%. There are threads that talk about orgasms from pegging on FetLife and you can find all different responses; men who have to have cock stimulation to orgasm, men who can have a prostate O sometimes and men who barely need to be entered to orgasm.

    I have also encountered men who after being pegged for a long time get kind of overstimulated and can't get hard or orgasm until the anal stimulation reduces or stops. And as far as the erection reaction to pegging, there is no hard and fast rule. There are men who can't get erect at all, men whose erections come and go and men who stay hard the entire time. I do not know how this compares to erections while using the Aneros toys.

    As an aside, I really wish there were prostate massage/dom lite practitioners openly available in the US, as I get asked for referrals all the time.

    Thanks again for sharing - enjoy your next visit to her!

    Comment


    • Thanks for the info Ruby! I was all set for my 2nd visit last Tuesday, but alas she canceled due to an illness, so I'll have to wait until next Tuesday.

      Usually when using the prostate I'd say I'm hard maybe 40-50% of the time, while having a Super O, I really couldn't say b/c I don't really care, lol, but then towards the end of a session when I want a traditional O, I find it's easy to get hard and stay hard for over 30 minutes (if I choose). That's why I was a little bit surprised at my inability to get hard towards the end of my first "massage therapy" session even when cock stimulation began.

      One thing that I think played a huge factor is that the night before session 1 I really could not sleep at all and was just really anxious about the whole ordeal. The night before what was supposed to be session 2 (keep in mind I didn't know it'd be canceled yet) I was still looking forward to the session, but got a good night's rest. So I am thinking being so amped up about the whole ordeal may have made it even more difficult to get a Super O and then get hard throughout the session. We'll see next time, I'm so excited and I'm gonna do 90 minutes instead of 60, and already have a better plan based on what felt like it worked the first time. I'm really hoping she has a vibrating strapon as well.

      Comment


      • Ruby;

        Glad I could be helpful.

        Rando;

        Can't wait for your next report. Good luck, dude.


        All;

        Aside from Ruby Ryder, we don't hear much from the female side of the pegging experience, nor do many women post about it. Here's a recent exception, below.

        Cheers,

        Dave

        From Our Open Marriage Adventures on 6 September 2011...

        Okay, I am working slighty out of order on all of the posts that I need to finish, but I think K5 might explode if I don’t get this posted. As Deviant has already told everyone, I had a huge fantasy to use a strap-on with him. It is just so empowering to think about me on top, to think about me being the one in complete control.

        I used to have a huge problem with fantasies. It’s not that I had anything against them, it’s just that I rarely had them. When I did have them, I never told anyone about them. I still know that I don’t have as many as some people, but at least I fantasize now. So, I had thought about pegging Deviant in the ass for a while, and one night in bed, he asked me what my craziest fantasy was… that’s the one I told him about!

        When my strap-on arrived in the mail, I sent Deviant a message right away telling him. He immediately wrote back saying “is that a subtle hint that you want to fuck me in the ass tonight?”

        Maybe…

        Later that night, I noticed that Deviant had poured himself a drink. This isn’t normal for him, so I knew that he was nervous about it. I was also a little nervous, but I was also really excited. When he went to get in the shower, I went to open everything up and get it ready. I had the harness on and when he came out of the shower, but the dildo hadn’t been cleaned yet, so it wasn’t attached yet.

        He told me to get everything ready, and come let him know when I was. After everything was clean and ready, I went to go get him. We both giggled about the purple cock that was between my legs for a few minutes.

        I decided that he deserved to get a blow job to start things off. I gave my best efforts, and it was obvious that Deviant liked what was happening. He was rock hard and I could taste the cum that was leaking from the end of his cock. He looked me in the eyes after a few minutes and told me that if I was ready, so was he.

        I was a little shy about what was about to happen, and luckily, Deviant noticed. He asked me how I wanted him. That was all of the encouragement that I needed!

        I told him to bend over the bed, and he listened to me. I got the lube out and ready while he bent over the bed. I positioned myself behind him and started to slowly enter him. I needed his help to guide it in since I couldn’t really feel what was going on.

        After a short break, we were able to get the dildo all the way in. I immediately went into “I’M FUCKING HIM IN THE ASS” mode. I grabbed hold and started thrusting. Apparently I wasn’t very gentle, and he had to ask me to slow down once. I had 2 problems with this position: 1) I couldn’t feel how far out I was pulling, so a few times I pulled all the way out and 2) it was really hard to give a reach around! (but I did try)

        We decided that a different position might work better, so I laid flat on the bed, and Deviant lowered himself onto my purple cock sideways. This was much better for the reach around. I was able to jack him off while he was getting nailed.

        It was so fucking hot to hear him moan while this was all happening. I know that he was doing this for my fantasy, but, what a feeling to know that he was enjoying it, too.

        Next position: missionary-like. Deviant flat on his back while I thrusted into him. I think we both liked this on the best. I was able to get some real thrusting, and I could hear him moan and see the pre-cum that was covering his stomach and chest. I really got into it at this point. I was really hoping that I would make him cum while I was nailing him. I could also feel myself getting more and more excited. As I thrusted, I could feel my clit swelling. With every shove and moan that came from Deviant, I got more and more excited.

        There is nothing like the power and control that I felt while we were doing this. I have played Mistress before, but this was different. This was complete and total control. It was such a different feeling for me, and I was having a blast.

        I started having troubles with the dildo slipping out again, so we decided to call it quits with pegging.

        At this point, I wanted to make him cum. I wanted him to get off. I wanted to taste his cum. I sucked and licked with all of my might. I could feel his cock, so hard, sliding between my lips. I could taste him in the back of my throat.

        When he came, it was awesome. There was such a load, and I loved it. Afterwards, we talked about it. I wanted to make sure that he had a good time. I also wanted to make sure that he understood how excited I was that he did this for me. Granted, I doubt he could have not known with the smile that was spread across my face.

        This was such a wonderful evening. I had always thought about it. I had always wanted to know what it would be like to be able to do it. And now, here I am, with another fantasy off the list! Deviant made that happen. and… IT WAS HOT!

        Pegging Survey
        http://www.aneros.com/forum/f6/pegging-16013/
        Tool comparison photo:
        http://www.aneros.com/forum/members/...s-feedoe-vice/
        Wet HFO by strap-on:
        Sdms-837 part1 (straponed male orgasm) - XNXX.COM
        Strap-on image gallery:
        Strap-on Images

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        • A wonderful message sent to me through my website. Sharing from the female POV is rare - I received her permission to post this.

          Six months ago my fiancée, then boyfriend of two and a half years, told me he had tried anal play during masturbation and was interested in exploring this together. At first I was mildly upset/offended. Hadn't I been a good enough lover? Was he bi-because he certainly isn't gay. Most importantly we had been fucking for two years and he never mentioned it, although he had mentioned an interest in giving anal pleasure. I began to feel ill-equipped to please him, compared to a toned man with a raging hard cock.

          Since then he has shared all of his sexual experiences with me, and I have learned that no, my future husband is not gay. Rather he is a heterosexual male who really enjoys having his ass fucked by a woman, and a prostate massage in tandem with being blown.

          The best part is...I LOVE it. Seeing my glistening purple Share dildo right before I penetrate him gets me so hot, and I love hearing him moan as he gives me his ass and totally submits all thought.

          There is something so erotic about being fucked and submitting as I am being penetrated. To simply feel, and not think. I am so happy to bring that same pleasure I experience to the best lover I have ever known and get to spend a lifetime in the sack with. Since we have started pegging, it has become a normal aspect to our sex life.

          I am still coming to terms with accepting that I like to fuck and make sweet love to his ass, but I am coming to accept it. I enjoy taking his ass, and desire to be inside him almost as much as I long for his tongue on my clit when he is at work.

          I love anal sex, and what is has done for my sex life.

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          • What a delightful message! It's so wonderful to read about a woman who has a passion for delivering anal pleasure. I love how she likens it to her own experience of being penetrated as well. Thanks for sharing Ruby.


            BF Mayfield

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            • Indeed B Mayfield!! And thank you so much Ruby Ryder!!!

              all the best m/f sharing on this delicate subject for many all

              artform

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              • This part definitely struck a chord with me: "There is something so erotic about being fucked and submitting as I am being penetrated. To simply feel, and not think."

                It's so nice to just give up complete control sometimes and be able to "sit back" and just enjoy the ride.

                I'm wondering if anyone else feels the same way, but one of the reasons I love prostate play (whether by myself of being pegged) is that I can just experience endless pleasure and can decide myself when it ends. When you are penetrating a female, you can't quite let loose fully b/c at least in the back of my mind I have to temper my pleasure a bit lest I ejaculate and then it immediately ends. So you enjoy the experience, but you don't want it to end, so you can't experience too much,or it might end, it's like a constant balancing act.

                And more to the subject of pegging or anal play in general, is it best to let it be known very early in a budding relationship? It seems like it's a bit more of a shock to a female to learn about a male's desire to be pegged if they've just been having traditional sex for a year+, but maybe if you introduce it very early in a relationship, it can lead to much more favorable outcomes. I will also throw out there that I'm in my mid-20s and about to embark on a new relationship (yet to have sex), but it's gotten to the point where if a potential partner is unwilling to take part in pegging, that it is basically a dealbreaker, b/c I enjoy it so much.

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                • Originally posted by Rando
                  This part definitely struck a chord with me: "There is something so erotic about being fucked and submitting as I am being penetrated. To simply feel, and not think."

                  It's so nice to just give up complete control sometimes and be able to "sit back" and just enjoy the ride.

                  I'm wondering if anyone else feels the same way, but one of the reasons I love prostate play (whether by myself of being pegged) is that I can just experience endless pleasure and can decide myself when it ends. When you are penetrating a female, you can't quite let loose fully b/c at least in the back of my mind I have to temper my pleasure a bit lest I ejaculate and then it immediately ends. So you enjoy the experience, but you don't want it to end, so you can't experience too much,or it might end, it's like a constant balancing act.
                  Spot on, 100%, couldn't agree with you more

                  Comment


                  • And more to the subject of pegging or anal play in general, is it best to let it be known very early in a budding relationship? It seems like it's a bit more of a shock to a female to learn about a male's desire to be pegged if they've just been having traditional sex for a year+, but maybe if you introduce it very early in a relationship, it can lead to much more favorable outcomes. I will also throw out there that I'm in my mid-20s and about to embark on a new relationship (yet to have sex), but it's gotten to the point where if a potential partner is unwilling to take part in pegging, that it is basically a dealbreaker, b/c I enjoy it so much.
                    There are a number of different schools of thought about when to divulge. Too soon and too blatantly and you will scare off a woman who could have been convinced. If you check out this article, "Convincing Her to Try It" it will give you an idea of the factors involved as far as women are concerned...and there are many. (Myself I divulge right on my profile on FetLife because not only is pegging my passion, I write about it and teach about it, which presents additional challenges.) For men there are pitifully few women who already love pegging or are turned on by the idea of it, so limiting yourself to searching only for women like that would narrow your choices ridiculously. So you find a woman you like to date and when do you tell her, right?

                    Your generation tends to be much more open minded about sex and accepting of what my generation would deem as quite kinky stuff. So you could divulge early and first say you are really into ass play just to see if that is a hard limit for her. Asses can be a very hard limit for people of all ages because of the whole excrement factor. Usually a woman who is into receiving ass play is more open to her guy suggesting that it be his ass they play with. Sadly, even women your age sometimes have the He's Gay reaction. If you can get them past that they usually discover pegging rocks. Don't wait too long, though. Dangerous to wait too long because then you are emotionally involved and she might say absolutely not.

                    Another option is to do what this man did: "Vanilla to Pegger - One Man's Story". I could talk a long time about this subject - it is a major topic of discussion everywhere people are talking about pegging. I do wish I had a magic wand to instantly make a woman interested in strap-on sex. But I guess the whole dance is an important and necessary step in developing more intimacy and opening to each other.

                    I wish you the best with your potential new partner!

                    Ruby

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                    • I went back to my sensual massage therapist today for a 1.5 hour session, I wish I had a mindblowing experience to report back to you guys, but it was another good, but not great session.

                      So I get there and just like last time we take a minute or two to plan out what we're gonna do. Last time I thought the sensual massage she gave was amazing, she does a more traditional massage for a bit, then with me laying on my stomach, she focuses in on my erogenous zones. If you've never had this done, it just feels incredible. She runs her fingertips all over my butt cheeks, all over my taint, asshole (but no penetration just yet), balls, and just the right amount of contact with my cock. This went on for about 25 minutes and I had told that I wanted her to go straight into a prostate massage right away while I was charged up from the massage.

                      Part of the problem was that she doesn't really have enough toys. I was hoping she had kind of a handheld prostate massager or vibrating dildo or something to use on me while I was laying on my stomach, but she did not. Anyway, she went into a prostate massage with her fingers for a little bit and it was ok, but I guess my prostate wasn't quite awakened yet b/c it didn't really start any intense pleasure waves.

                      She had mentioned last time that she got really sore from fucking me in the same position for too long, so she asked me to turn over onto my back and I was ok with it b/c the manual prostate massage was getting a bit stale. She used the same strapon as last time which was a bit of a letdown, I was really hoping she had a vibrating one and was a bit surprised that she didn't. Just like last time it felt pretty good, but not great. I was getting erections every now and then as well so I think I was a bit more relaxed than last time, but still not close to any kind of orgasms. Part of the problem may have been that the strapon she uses is kind of a beginner one, it's a bit less girthy than I'd like, and it isn't that long, so when I'm on my back we both have to strain a bit too much to get it deep enough to hit my spot, which dampens the mood a bit.

                      So then she asks me to turn over again and I was thinking cool I can relax on my stomach while she goes to town on me, but instead she suggested a doggy style position with me on all 4s and I agreed. The odd thing about this position is that it almost led to too much penetration, I think the strapon was pounding me a bit too hard, but it still felt pretty good, and finally in this position I was getting close to mini Os, but couldn't quite get there. This was also a completely different sensation of being penetrated than while on my back. I don't know exactly how to describe it, but it's a more raw and pounding feel. It was definitely a bit different and was the first time I got the sensation where I need to take a #2. It seems like this is probably not a position you want to try right away if you're new to pegging. This position is ok for 5-10 minutes, but after awhile my shoulders just got really tired b/c they were supporting most of my weight and some of hers. At this point there was about 15 minutes left so I ask her if I can get back on my back so she can finish me off.

                      It is kind off odd that I was pretty erect during the prostate massage, got a couple hard erection the first time I was on my back (none during doggy though), but once again I had trouble getting an erection the second time on my back. She wasn't really pounding me that hard with the strapon, I think it might just be a little too difficult to hit the right spot without us both doing acrobatics. Anyway, I really had to focus a lot to finally ejaculate, she was telling me stories of her lesbian exploits in strip clubs and such, I'm not sure if they were true or she was embellishing a bit for my benefit, but I shut my eyes and really focused in and had a pretty good ejaculatory orgasm. It seemed like semen was shooting everywhere and some even shut up to my cheek bone, which she found quite amusing, I thought it was pretty cool too and I didn't mind a bit of laughter at my expense b/c I believe the sexual arena is a place to have fun and not take yourselves seriously.

                      Overall, I would have to say the experience was maybe slightly worse than last time which was a bit of a disappointment. This one was 90 minutes instead of 60, so it was a bit more pricy at $165 USD. I'm not really certain if I want to do another session or not. I think if I do I will probably wait 6 weeks or so. I really wish she had a vibrating strapon b/c I think that would make a world of difference (I love my Aneros Vice). As such, I'm not sure if I can really justify the expenditure. The sessions are not even in the same ballpark of pleasure as some of my better Aneros ones, but there is definitely something to be said about experiencing this pleasure completely at the mercy of another. I can only imagine how great it might be to share it with someone you truly love. Another part of the problem is that when I'm really trying to focus on the sensations around my prostate to build them up into an orgasm, I am pretty quite and focused, but I think this might confuse her and make her think I'm not enjoying something when that couldn't be farther from the truth. It is a bit hard for me to stay completely focused when I have to balance my pleasure with also providing her feedback.

                      I've started dating 2 girls so hopefully one of these relationships blossoms into sex and I will for sure try to introduce pegging into any new sexual relationship. I guess the dream of being fucked by a Feeldoe (or its equivalent) will have to wait a little longer.

                      Comment


                      • Rando - I love the way you are so generous with sharing the details of your experiences with us. Thanks for that.

                        The sessions are not even in the same ballpark of pleasure as some of my better Aneros ones, but there is definitely something to be said about experiencing this pleasure completely at the mercy of another. I can only imagine how great it might be to share it with someone you truly love. Another part of the problem is that when I'm really trying to focus on the sensations around my prostate to build them up into an orgasm, I am pretty quite and focused, but I think this might confuse her and make her think I'm not enjoying something when that couldn't be farther from the truth. It is a bit hard for me to stay completely focused when I have to balance my pleasure with also providing her feedback.
                        Yes - I would have to say that some of my masturbatory experiences that involve the G-spot are far more intense than what I can achieve with a partner, but for me having the partner there is still preferable most of the time because of the human connection factor. I wish you the best with your blossoming relationships!

                        @ All -
                        I found a great description by a man about the first time his wife did any serious anal play with him with a toy. Not quite pegging, but well written, humorous and encompasses everything from preparation to play. Enjoy.

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                        • Great read Ruby!
                          I was extremely concerned about the pineapple under the heading "Tools and Toys I used", Those leaves on the top are very sharp, not to mention the girth of the actual fruit.
                          I needn't have worried, although I thought that use of pineapple was very considerate of him!

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                          • Rando, where did you find someone like that?! Are those sort of "massage therapists" even legal in the US?

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                            • I think I posted this in some other thread before, but feel it deserves a spot here as well...

                              Article :: Hitting the He-Spot

                              For the record I'm still a virgin, but obviously very open to the idea of anal play and can only hope the woman I end up will be willing to oblige. That article gives me hope...

                              Comment


                              • This might be a double perversion... but has anyone tried pegging in the "woman on top" position ? Two negatives produce a positive... or something.

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