We played and I lost.   He told me to take my cloths off and he’d be right back.  I figured what the heck and took them off.  He returned with some KY and began stroking himself.   I was a little surprised he was getting hard in front of me, but figured he must needed to  turned on.  As I watch I could help but notice that he was bigger then me.  I was thinking he was at least eight maybe nine when he told me to “bend over”.   I said “for what?” and he quickly replied “So I can corn cob you!”.     I was totally naïve and asked “What do you mean?”.  He then explained in very simple terms “You bend over and I stick my dick in your ass?   Haven’t you ever heard of corn cobing?”.  I told him I had not and he felt sorry and made me a double or nothing bet.   The second hand was to determine if I was to sleep in his room or mine.   I wasn’t really sure what to do but I thought filling up the bowl was a good start.    We played our hand afterwards and I regretfully lost.     At this point I was pretty numb I just headed back to his room to get it over with.   

 

 

He followed me in and I simply asked “Now what”.   He told me to just get on his bed and on my hand and knees.    It was totally humiliating as  he smeared KY in my ass and all over my crack.     He then started to enter me and it was a feeling I will never forget!   His head was really hot but as forceful as was being pushed it was really a cross between soft skin and hard cock.   He tried to enter me for an almost an hour but I couldn’t  relax enough to get his head in.    He then told me “You’re useless, turn around”.   I did and he pushed his cock towards my mouth.   It was gross and I told him he would need to wash first.   As he cleanup,  I should have left but instead headed to my room to get some cherry lube.  When he returned I smeared it all over his cock and close my eyes and started to lick.    It really wasn’t bad and the cherry flavor was really good.    I never gave a blow job before so I just did what I thought felt good.   I knew I would never be able to deep throat him so I just licked around his head and sucked on his head.    I could tell he was getting ready to blow when he got a little harder and thrusted  forward.    I thought about pulling away but instead let him cum in my mouth.    At first I didn’t want to taste  it and just let it shoot down my throat.  Then I pulled back and let it enter my mouth and got my first taste of cum.   It wasn’t at all salty as I had heard and instead it was sort of sweet and creamy.    I had given my first blow job and it was actually good!    I laid there and just stared and his cock wishing it could keep shooting.  I played with and licked it but it just went soft and he stared to snore.    Well a deals a deal so I just went to bed.

 

At about 4am he woke me up and told me “It was time”.  I  looked at the clock and I asked “For what?”.  He then said “To finish what we started”.  I said “You gotta be kidding”  he said “I’m and not kidding and it’s going in this time”.        I knew when he said that “no” was not an option.   I got on my hand and knees and he again lubed me up.   He pushed and pushed but it would go in.    It was a little after 5am when I was thinking how useless this was and how tired was and then it happened.    It must have been the exhaustion then relaxed but now it was in an the pain was intense.     Once he got started he didn’t last long and it was all over by 5:30.  He pulled out and I could feel the cum running out of my ass.   The night was over and he had won!

 

I did learn that I like the taste of  cum but  and I have done some bi oral  with a couple I met.   I’m not really into anything more and given my first time was so painful it’s  unlikely I will have anal again.

I walked through the house looking at the way she had it furnished and when I went into her bedroom I could see her clothes on the bed that she had changed before going out. Her pants were there and I checked her crotch and it was moist and I could tell it wasn’t from peeing but was vaginal syrup; I sniffed it and licked it as I was extremely aroused by being in her bedroom and seeing her personal stuff. I explored her bedside table and found a vibrator and lubricant together with a pack of condoms. She was also on oral contraception as her bc pills were there as well.

I walked through the rest of the house and found nothing of interest and then for some reason decided to check the basement. I turned the light on and went down the stairs thinking it was a waste of time but when I got down there she had a mattress on the floor and this weird machine thing on it. It was black and about 8 to 10 inches high, a foot long and wide with a curved top with this cock looking thing on top. It was connected to the power and had a black box with two controls on a padded sort of stool in front of the device. I had seen nothing like it before but it was obviously something that a girl rode like a horse. I was fascinated and turned it on and it made a weird buzzing noise and the cock thing sticking out vibrated and rotated at the same time. I turned it off after I realized what it did. I could see the control box varied the vibration speed and rotation of the cock from mild to harsh.  

Then I noticed that there were a number of different cock things on a table nearby and all were different and some had two cocks and others were different sizes. The cock things fitted onto the stalk of the vibrating machine. There were condoms lubricant and tissues there as well. It was obviously used for masturbating. The machine already had a cock fitted to it and I felt it and it was firm and about the same texture as a male penis. It looked and felt almost the same. 

By now I was fascinated and my cunt was streaming wet. My pants were soaking. I decided I would try it and slipped my shorts and pants off. I spread my legs astride of it and lowered myself down until the cock was just touching the lips of my vagina and slowly sat down on it until the entire length of it was deep inside me. It felt strange straddling this black box and by now I was kneeling astride of it. The cock thing also had a small spiky pad on it which obviously was meant to stimulate your clit if you bent over on it.  I turned it on and wow what a sensation. I flinched at first as I felt it vibrating deep inside me and I manipulated the controls on the box to slow it down a bit. It was an awesome feeling being stimulated by this thing. It was a bit noisy and obviously the mattress was used to absorb the noise and vibration and be soft on your knees as you were kneeling astride it as you rode it. The feeling inside me was sensational and my whole body was vibrating with the movement of the cock head inside me. My nipples became excited so I took my top and bra off and I was naked sitting astride it. Then I noticed a mirror on the wall and I could see myself being masturbated by this machine. It looked wonderful with my legs astride this thing my body totally exposed and my breasts moving as I adjusted myself on it to get the best sensations. I varied the speed until I had it at the speed I could handle comfortably then tried it a bit faster and wow it really worked you over internally. I tried the other dial and that caused the cock head to rotate in a circular motion and not only did it vibrate but moved in a circular pattern inside you as well. This was the most amazing sensation I had ever had masturbating or being fingered. I could not help myself and varied the speed etc and took it as hard as I could then slowed it down and speeded it up again. By now I could feel the whole sensation moving thorough my body as it stimulated my G spot and clit at the same time and I was moving about myself to enhance the sensation I was really beginning to enjoy. It was one of the best masturbation experiences I have had. I continued for as long as I could to contain the sensation but slowly it was taking control of me and my cunt was streaming now with the juices running down inside me. I knew it would only be a minute and I would be having an orgasm as the sensation inside me began to build right up. I looked at myself in the mirror and could see my whole body was engulfed in this exquisite form of pleasure; I was actually smiling with the joy of it.  I bent forward turned the knobs to almost full power, pulled and squeezed my nipples as my clit was massaged by the spiky pad and then it hit me, the most amazing orgasm I had ever had I suffered it for as long as I could it was the most intense sensation I have ever had and I had to slow it down as I was jerking all over as the spasms hit me like a jolt of electricity, I was so sensitive internally. I was singing out a bit like shit or fuck or whatever. It was working my G spot like I had never experienced before and my cit was exploding with the wonderful sensation without me doing it by hand. It was the closest thing to having an absolutely intense orgasm by oral sex I had experienced only more sensational. Finally I managed to turn the device right down but because I was jerking with the jolts I was getting it took a bit of coordination to actually achieve it. I sort of lay there bent over resting on the box in front as the sensation inside me subsided I was quit breathless as well.

I had to get off it as it was really beginning to hurt now as my orgasm had subsided and it felt like it was bruising me internally. My sensation had been exhausted. I turned the speed right off and as I got up I nearly collapsed it had really weakened my legs as I knelt on it and the effect of the orgasm. I lay on the floor on the mattress getting my breath back and rubbing my vagina as the entire area was tingling and felt sort of sore but not painful. The massaging of my hand made it feel better. I had never had such a wonderful time in my life.

I waited for a while and examined the other devices and worked out how to replace the plastic cock things.  I cleaned the one I used and wiped my legs down as cunt juice was streaming out of me. It was as if some guy had cum in me there was so much. Then I looked at the double dildo thing and it didn't take much to realize it was not only a cunt penetration but a butt hole penetration as well. I decide to try it out. She had KY lubricant there as well. I checked my watch and realized I had been there almost an hour. If I were quick I would be well clear of the place by the time she came home. My cunt had now recovered from the previous orgasm and I felt like I could handle another ride on this wonderful device.

I replaced the cock thing on to the machine with the double dildo and lubed it up. Then I got over the black box again and lowered myself onto it. I had to get one of the cocks up my cunt and the other up my ass more or less at the same time. I had never had a dual penetration ever before and this felt great. The lube helped it slip into my ass as I had oiled my ring as well. Once I was comfortable I turned the power on and this was absolutely divine. The movement in my ass and my cunt together was fairly strange and took a bit of getting used to so I ran it at slow speed until I got used to it. Then I speeded up the vibrations and increased the circulating sensation a bit. My whole body was now responding to the movement and my tits were vibrating a bit and bobbing about ever so slightly as my body was moved about by the cock up my bum. The whole experience was one of extreme pleasure and wonderful sensation. I even smiled at myself in the mirror which was reflecting my absolute pleasure. By now I was accustomed to the movement and I increased both speeds and for about 5 minutes I was in heaven as every nerve in my body reacted to the stimulation of my cunt, clit, G spot and ass hole at the same time. It was rocking my entire body and I was working on my nipples and there was not a part of me not being treated to absolute pleasure. The muscles between my legs were reacting to the swinging cock in my cunt and I found myself contracting them to get extra pleasure which also squeezed the ring of my ass and gave me added pleasure there as well. I had allowed myself to be finger fucked in the ass before but it was nothing like this, I had never had a cock up me there before and the added lubrication gave it an unusual sensation. By now I was entering seventh heaven and I had turned the machine up to about 8 out of 10 settings and it was really working me over and I was so close to not being able to take any more and then I hit my peak and I yelled out loudly as the orgasm spasm overwhelmed me and I was almost crying out in ecstasy and pain from the intensity of the orgasm I was gasping and jerking about almost uncontrollably and bent over until I was almost bent double but still attached to the machine. The box in front was just for that to hold onto while your vagina was being reamed out. It was awesome and mind bending at the same time my head was shaking with the effect of the overwhelming spasm my body was experiencing. My breasts were bouncing about with the physical reaction and I was as close to being out of control as I had ever been. The problem was I was so exhausted I could not get up off it and I had dropped the control box in the spasm of my orgasm. I was virtually stuck on this still vibrating box which was killing me, and at last I fell sideways off it, and collapsed on the floor with the thing still buzzing and vibrating away with nobody on it. I managed to grab the power cord and pull it out of the power point. I just lay there completely exhausted for about 10 minutes. As I recovered I realized I had to quickly clean up the device and get out of there. I don't know how I did it but I did and just in time too. I heard her drive up and I had to get out of the house before she realized I was inside. I had left the back door open when I came in and grabbed my clothes which I had no time to put on and raced for the door hoping I would get out before she realized I was inside.  Once outside and through the gate between our properties I hopped about putting just my shorts and T shirt on leaving my pants and bra off. Then I dashed for the rear entrance. Had she seen me at least I was covered.

The following weekend she approached me in the yard and spoke to me. She asked me to come over for a cup of coffee and cake and I was flattered and said yes. Then when we had become a lot friendlier than she had previously been she sprang her surprise on me. She had realized I had found her Sybian machine. Evidently she could tell somebody had been there as I had not shut the basement door in my rapid exit and she could smell my sex in the room when she investigated why it was open. I was extremely embarrassed. She was very nice about it and not angry and I explained how I got in etc. Then she asked me if I would like to try it again with her this time and she could show me how to use it properly. I think I had achieved that myself but I pleaded ignorance and agreed. The next two hours were absolutely the most amazing experience I have ever had. She is bi sexual and enjoys sex with men AND women. The first time she kissed me I went to pull back but she reassured me and I let her and in moments my knees went weak with the sensation. I have never kissed another woman before but she had me melting at her touch and kiss. As we kissed she slowly undressed me and I dint resist at all and before long the two of us were naked and pressing our bodies together to get the extreme pleasure of being naked together. This was the beginning of a rather interesting lesbian affair I conducted with her as after having sex with her I was in no hurry to find another man – she was sensational and we made love in every way two women can and we both worked ourselves off crazily on her Sybian which I was allowed to use any time whether she was home or not. She agreed I could keep the key for future access as and when I wished. I made a lot of use of it when she was not there, as well as to share my sexual pleasure with her. Oral sex and sexual penetration using a strap on dildo were regular events and I spent many hours and nights in her bed.

This was he beginning of a new life for me and I have no regrets. I continued to date a few boys but I could not wait to get back to her and enjoy the absolutely divine pleasure of being sexually involved with another woman. She also had a few male friends and it was about a month or so later she enquired if I would like to become the third party in a 3 some with one of her men and herself. I agreed, and once more I was introduced into a new and wonderful form of sexual pleasure. He was very much older than me almost twice my age. At first I was a bit apprehensive as he was much bigger than the boys I had slept with but I enjoyed having him treat me to a new form of sexual pleasure with him as well. It wasn’t long before the 3 of us met regularly for evenings of sexual delight and I accomplished just about all there was to enjoy naked and with two sexually exciting people.

Perhaps I can write about some of those evenings later on.