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.
It felt much bigger than the cucumber, much softer but hard at the same time. He started to fuck me gently at first then picked up the pace. He then started to say such things like. " you have a lovely tight boy pussy hole " and that he had always wanted to fuck me. He then put his hand around me and started to play with my cock. I was really hard. He asked me if I liked him fucking me and I told him YES. He said he would do some thing for me after and that would it make us fuck buddies.
He then started to really fuck me. He started to groan and say lot's of things then said quite loud " Oh fuck I'm Cuummming and he began pushing very hard, as though he wanted to get more into me. He was really fucking me fast. he then gave two or three very hard pushes then shot his spunk right up in me. I felt him start to jerk then thrust deeper into me two or three more times then lent forward and rested on my back covered in sweat. I felt him gradually get smaller and pulled out of me. I felt his spunk ooze out of my hole. He picked up some tissues and stopped it from running down my legs. Whilst he was doing this he started to play with my penis.