This past weekend was an incredible one for me as I did a LOT of things I thought I would never have the chance to do all the while focusing on my journey and little did I know I was going to participate in the education of others. I truly felt as though I was no longer a spectator in the sex-positive community, I felt as though I was a participant. Let me tell you what happened.
A week ago today, I was attending a well known kinkster weekend event. For those who do not know what a kinkster is, the urban dictionary provides the most accurate explanation as they describe it as “one who enjoys and participates regularly in “kinky” sexual activities“. This event is well known as it attracts and promotes inclusiveness among the different sexual communities. In the pre-conference meet-up happy-hour was amazing to see so many people with different interests and sexual orientations hugging, laughing and enjoying each other company. We all felt safe as we knew we were among family. The energy of the room, hell for the entire weekend, was one of acceptance and free of judgment.
The first night of the conference, they even held a sampler platter of different play situations set-up to try a situation with experts so one could try things out in a safe environment. At this first night sampler I experienced a stun-gun play, erotic feeding, energy play, and water boarding. What a hell of a start of weekend. All of this was a primer for what was yet to come.
The next day, I attended a class titled “G and P Spot Massage”. Now I am not going to reveal the instructor’s name for privacy concerns. At the start of the class she explained her thoughts on the G-Spot was real (which I completely agree with) and addressed the bull-shit “studies” questioning its existence. She went through and described the female anatomy and nerve endings bundling and placement in and around the vaginal area.
Following the description she introduced a woman, whom she knew and negotiated prior to the class, to the head of the class, which was a small classroom of 20 to 30 people (standing room only), and had her disrobe and lay on a table and started to message her. The instructor continued her lecture and would describe what she was feeling while paying careful attention to demonstratee. After about a 15-20 minute demonstration the woman experienced an incredible orgasm and the instructor provided her aftercare.
As the woman was regaining her strength and bearing from her orgasm, the instructor stated, the people she usually demonstrates on were conducting another class at the same time, but she could field questions and discuss the prostate with us all, unless she could find a volunteer who wanted to help her by demonstrating with her. It took me about two seconds to stand up and say I would do it.
I quickly jumped up and went to the table where the previous demonstration took place and started to disrobe completely naked in front of the now 35 or so people now crammed in the room while the instructor placed an absorbent pad on the table. I asked her what was best for her to demonstrate and be visible to most of the class. I told her I was fine on my back or on my hands and knees. She thought the second might be better, so I proceeded to climb on the table and “assumed the position” with my ass facing the crowd.
She proceeded on with her lecture as she told the attendees what she was doing as she did it. She started by placing the lube on her rubber gloved fingers and then on my asshole and started by making circles around the hole and with each circle applying slight pressure on the hole with the pad of her finger tip as I attempted to relax in front of so many people. I had done this before, but not before so many people, let alone strangers. After a few minutes of circles, more lube and pressure her finger slowly slid into my asshole.
Once 3/4th of her finger was in me she asked to me with her cheery voice, and loud enough for the class to hear “It has been awhile for you, hasn’t it? You are damn tight. Please don’t take my finger.” to which I responded with a smile on my face, “Thank you for saying I am tight as I don’t get this as often as I would like. Plus I was looking to take a souvenir home from this convention.”
I could hear the attendees chuckle nervously. That is when I knew, I had to make this informative as well as liven the receiver’s side up to show there is nothing wrong with a man participating and being on the relieving end of anal play.
By now her first finger was completely inside of me and then asked if I wanted a second to which I replied, “If you want to place another finger in, I am alright with that. Hell it feels so good; you can place a third one in and make it a threesome.” This one-liner got some more chuckles and they sounded less nervous.
The instructor even started to chuckle and she gave my ass cheek a soft swat while continuing to slider her finger in and out of me. To the swat she gave me, I looked back at her over my left shoulder with a smile on my face and said, “You already have a finger in my ass, how turned on do you want me to get by spanking me like that?” The room responded with an even more relaxed laugh.
The instructor’s response was by placing the second, well lubed finger in my ass and had both of her fingers work directly on my prostate. The feeling was so good that my arms could not hold my upper body up as I placed my forehead on the table and moaned loudly. “You do sound turned on.” she responded.
It was at this point, I noticed my penis was not erect, but there was plenty of pre-cum on the tip of my dick. It was at this point that I told the class, “Do not let the loss or the absence of an erection make you think that there is something wrong. The loss of an erection sometime is a typical response. The blood which creates the erection is flowing to other erogenous zones being stimulated. The media makes us believe the erection is how you know you are enjoying something, not the pleasures you feel.”
After a few minutes of the instructor thrusting in and out of my with her two fingers she asks me if I want a third finger or try an insertable. I then pull my upper body off the table and look back at her and the crowd and say, “Honey, I am fine with insertables. Hell a few months ago I graduated to a seven incher. So size is not an issue with me.”
This is when I heard the female demo from before say, “Seven inches? Shit, I can barely take that. Good for you!” I and the rest of the room started to laugh at that.
The instructor pulled out one of her insertables and placed a condom on it and then talked everyone into care for toys and then slowly inserted the dildo into my ass. It was about twice circumference of her two fingers. I took a deep breath as she slowly worked the dildo in and out of me. It was at this point a person from the crowd asked, “What is the difference in what you are doing there than the prostate massagers on the market which places pressure on the perineum?”
I told him, “Here there is a fullness which to me is not there with the massager. Also, for me, the sensations are internal over external, which might be a mental thing but the ball for the perineum is pretty unforgiving and at times I find uncomfortable. I enjoy the feeling of internal fullness and movement over the massagers. I want you to know, I have not tried the newer p-massagers with vibration, but a dildo with vibration inside can be incredible.”
At this time the instructor must have noticed the large amount of pre-cum dripping from me as she said to the class, “Let me amplify what Eric said before, erection does not mean the level of enjoyment. See all this drippage here? It appears he is really enjoying this. A lot.” while continuing to thrust her dildo in and out of me.
“Also let me add, which I should have said earlier, I rarely cum externally from pegging. What I experience is an intense orgasm than an external discharge of fluid. I find it to be as intense as a person playing with the head of my cock after an external ejaculation, but all over my entire body.”
Within less than three minutes after saying that, I told her and the class, that I think I was going to orgasm; to which my head dropped down to the table as I let out a loud grunting sound and started to quiver on top of the table and the instructor and the lady who demonstrated at the beginning of class started to provide me after care.
After a few minutes the instructor noticed we went over the allotted time for her class and the 30 minute break between classes. She apologized for the length of class, but all 30+ students stayed and thanked us all of the class. As the students filed out to their next class, I started to get dressed. The instructor thanked me again for doing that. I told her it was my pleasure, as I had orgasm more than once for her and that I hope I did not say anything out of line. She said I hadn’t and that she couldn’t have asked for a better demonstration.
The lady who provided the after care and demonstrated the g-spot section of the class came up to me as I continued to dress myself. She proceeded to thanked me for sharing such an incredible moment with her and the rest of the class. It was such an energetic and emotional sight for her. I thanked her and we hugged (consent from both of us)
Following the class I went outside to have a smoke and say my wife out in front of the hotel. I told her all about it. She said if she had known, she would have loved to have been there to see the scene. I told her she could have it anytime she wanted with a smile.
All the above made my day and convention, but it was the next day that I had two people come up to me about the class; the first was a man in his early 30’s say to me he tried prostate massage and sex with his girlfriend that night and said it was so wonderful and they would have never tried it if it wasn’t for me. The second was an older lady, probably in her late 50’s or early 60’s and said the same thing. She said her husband could not believe he had never had done it, and probably would never had even thought to have ever done something like that if it wasn’t for me.
It is now a week later, and I am humbled at the thought there were at least two people who attempted something new, enjoyed the experience and will be something they will bring forward with them from that point on. The thought which humbles me is the older lady saying her husband would never had thought to do anything like that if he hadn’t seen me do it and the pleasure I experienced. I still get a tear in my eye at the thought.