Through high school I mastered the art of masturbation. I began with sexual thoughts, dirty magazines, pocket books, videos and went from boy/girl sex to boy/boy sex/ boy/girl/boy sex, group sex, kinky sex, finally many many thoughts of bondage and sexual slavery.
The weird part happened in my first year of University. I was heavily into reading sex stories and loved those of control (or rather the loss of control), slavery, bdsm, etc. The etc being everything kinky I had ever heard about. I wanted to move these thoughts and jerking off to the next level.
I had no way to approach this due to my sexual awkwardness. I saw ads in the newspaper and thought maybe swingers would be my way in to kinkiness. So began my letters and then my ads.
I wrote many letters at first to the ad boxes and only had two replies. One was to a couple who send me their phone number. He was very kinky, she was very sexual but not so kinky. He was not home when I called. I spoke to her and she was a bit freaked by my letters. They were true and experienced swingers. She let me know in a kind way that when I narrowed down what I wanted they could both discuss it but for now I was not what they were looking for.
The other letter went to a woman who was married and swung with her husband and had a boyfriend she also swung with. She had the boyfriend contact me. He told me that they were very experienced swingers and very sexual. She had a girlfriend she swung with as well as him and her husband. Sometimes all together but usually as couples (the wife and one of the other three). This sounded perfect.
There was a catch. The wife had concerns because of my letter that I was very inexperienced and didn't know what I wanted or way too kinky for her. To be clear, my letter listed what I was willing to do and it looked like the list of what a Tasmanian Devil eats.
After a short while it became clear I had not experiences most of the things listed and he politely told me he would be in touch. I thought that would be the end and stopped sending out letters. A while later he called me back. He said they had discussed me. My inexperience was one thing but my interest was another. They felt I was very interested in the kinky and she thought there may be a place for me in their games.
It became clear that they had a narrow focus for their plans for me but it would take in many of my interests. She wanted to make sure I would not be a game player and would actually fulfill their needs. Her boyfriend would be my contact and would audition me to see that I could fulfill my function. It was made clear to me that by the time I met her and her husband I would have to be willing to do what they wanted without hesitation or games.
I never spoke to her only her boyfriend. He wanted to meet me and knowing I was a virgin, he arranged for me to meet a gay friend with him who had experience in sex slavery. He could talk to me and answer questions. At this point I was a virgin and very eager.
Her boyfriend Al met me and we drove to Jim's place. Al was very bisexual and experienced, about 5 years older then me and was into swinging as a single man. Jim was described to me as gay living with a man who was gone for that night and very experienced, kind and knowledgeable.
Al explained that the wife wanted me trained for her husband who was bisexual but she thought preferred men. She wanted this so when she had swinger parties, I would occupy her husband, or when she wanted to go out with her lesbian girlfriend, I would occupy her husband, or when she and Al were together or out, I would occupy her husband. In short, as a present she wanted to give me as a sex slave to her husband to play with.
Al wanted it to be clear, when I met her husband I could not be a virgin. I had to know how to give a blowjob, kiss a man and take his cock up my ass. During our conversation it also became clear that it did not matter if I enjoyed it or wanted it. It only mattered that I did it willingly and with gusto. I could not be shy or inexperienced about these things.
Al thought the wife or some of her girlfriends would also be playing with me sexually as would some of her men friends but I was mainly a gift to her husband. A gift to allow her some freedom to play while he played.
As we arrived, Al told me Jim was very cool and I could ask him anything. When we got in, Jim took us to the bedroom of his apartment which was large with an ensuite. A gay porn was playing as background on the tv. Al asked to use the bathroom after we were introduced.
Jim lay on the bed to watch tv. I had been told to ask anything so I said, "Do you want me to take off all my clothes?" Jim said," Sure." I quickly stripped, looked at him and asked, "Do you want me to get into bed with you?" Jim said, "Sure." Jim got up, took off his clothes and laid beside me. He began to fondle my cock and then we were kissing.
This is when Al returned and said," Wow. That was fast." He stood beside the bed watching us and the movie for a few minutes before he began to take off his clothes and got into bed. He laid beside me while Al went down and began to suck my hard cock, getting harder by the minute.
Jim told me to get up and turn around at the end of the bed. He pushed me forward and had me bend at the waist standing with my hands of the bed. He began to use lube to finger my ass. I was moaning a lot.
Jim continued and was soon pushing slowly into my ass. Al moved himself down on the bed so his cock was in front of my face. He gently pushed the back of my head. My lips opened like a baby bird eating worm. But this was a 9 inch worm that took enormous to me. I had never been this close to a cock before. I began to suck the tip.
I ran my tongue around the crease in the tip. It was different from mine as he was not circumcised. As Al pushed my head down, my lips pushed the skin and I soon felt the head. I licked around it then pushed my mouth further down his cock until I choked. I came up for air and realized my ass was full and Jim had been pushing all the way in. I was now full and he had not been moving.