Gay story First but not the last time. Part one.
This is my first attempt at writting a story. I hope I get some feed back. Also some good pointers as to improving the next part. Involving John as well as Pete. At the time this new experience happened to me I had just realised what it was like to play with myself, to rub my cock and get the first feelings of cumming. So on with the story.
This Really is a true story that happened when I was 18 years old. I was always a bit adventurous so I guess that is why my life at that time changed. It all started with wanting a new first bicycle so I had to get a job to pay for it. I was already delivering news papers but I wasn't getting much money for doing this.
We had a mobile greengrocer ( horse and flat tray dray.) which used to call on most houses around my neighbourhood selling his wares. I asked 'Pete' (one of the two men that owned the Business) if he wanted some help and could I get a job with them. Yes was his answer. He needed some one to help with the round and selling the goods. All went well. I was saving for my bike at last.
After the rounds were done he\we would unload the tray and put all the green grocery in the cold room. After it was all put away he would pay me each day. He had a good personality and made me feel good to be with him. We used to joke around etc. After everything was put away and I'd been paid he would insist that I cleaned up before going home. So I used to strip of to my waist and have a wash then get dressed.
One day after I had washed Pete offered to tuck in my shirt for me. When he tucked in the front he touched my cock and said 'it was quite nice for a 18 year old'. He then turned me around and tucked in the shirt tail and touched me cheeks of my bum. Then he touch my hole and made me flinch. He said ' did you like that' and I said 'yes in a funny sort of way.'Then he asked me if anyone else had touched me there. I told him ' No of course not'. He asked if he could touch it again and I said why?. He then said it was a nice soft bum and would like to touch it one more time. So I said O.K. He slid his hand again in back of my trousers and rubbed his hand all over my cheeks and worked his finger to touch my hole, (actually i was beginning to like it,) He noticed this and told me i had a lovely bum and said he liked playing with it. He then tried to push his finger into me, I said that it was to small to do that, and he told me that I could fit a cucumber in there with ease and I would like it, and I said that it would never fit because it was to small a hole.
He bet me 10 shillings that he could do it and I would enjoy it. He also told me that if I wanted, he would prove it. I said how. He then said, " for ten shillings he would show me. I agreed to it. He told me to bend over the bench and undo my trousers and try to relax which I tried to. I felt him rub something soft and greasy on and into my hole, then he slowly put his finger into me. He then put another finger in me , all the time asking me if it hurt.I said just a little but it was a nice hurt. I began to like the feeling and I told him so.Pete then said that he knew that I would and that I was ready, for the cucumber. He warned me that he was now going to try the cucumber, which he greased and showed it to me.
He gently started to ease it into me and it started to hurt, he told me to relax and Push hard as though I was straining to have a crap which I did and I felt it go in. I could really feel it going in deeper. He took a long time to get it in, he was very gentle. All the time stroking my cheeks and gently rubbing my ball sack He told me that it was in about 7 inch's. He then started to move it in and out and told me that this what I would feel if I was being fucked whith a cock. He continued to push it in and out of me then said he would take it out to give my hole time to relax and he would then put it back in again. I agreed to this and said that it felt good and asked him to put it in again. He said he would and I felt it start to go in again BUT it felt different and softer. I asked him what he had put in this time, he then told me he had slipped his penis inside of me. I told him that it felt much better than the cucumber and that I was liking it.