Losing my virginity with careful planning

As a result of what my mother had said, I was starting to spend a lot of my time wanking. 

In bed, in the bath, in my bedroom. When my mother was out, I would roll around naked in the front room and wank. I didn't care where I put my spunk - I knew it dried off and I thought it disappeared, but I realise now it did leave a mark. One of my favourites was to pose in front of the mirror, admiring myself. slim, slightly skinny but with some muscles showing up if I flexed. I had grown some darker hair around my crotch recently - I was growing up! I was definitely desirable, if only I could find someone to desire me. Turning around, and oh yes, nice round slim bum definitely strokable. Two mirrors showed up my bum the best, and I could thrust, thrust and it looked like I might be thrusting into someone. I would hold my cheeks apart and try to look in but I couldn't really see. The best way to see my bumhole was to hold a hand mirror while on my back with my legs apart. 

My mother had said that you go big when you are ready to put your prick into someone. She didn't actually say the "someone" should be a girl, although I am sure she meant this. But I felt since this had not been specified, it was left open to interpretation. But what was missing was that someone to put my prick into. Practising on things around the house was not very successful. Cushions felt like nothing. A bent over hot water bottle was better, even a telephone directory open at a certain page. But there was nothing sufficiently squidgy to be realistic. I had done a lot of lying on my front in bed bouncing up and down until I came in the sheets. But I was desparate to try thrusting for real, and the thought of it was taking over my life.

At school we were to have a special day set aside for an "initiative test". The idea was that we would split into pairs, and in the morning we were to be given a list of questions to answer, and things to achieve. We would have the whole school day to do this and then we had to get back to school by 4pm with our results. Basically if we played our cards right it would be like a whole day off from highschool.

The test was about a week away, when we were asked for nominations for the pairs. Ben immediately came up to me and said he wanted to pair-up with me. I was not very impressed, I wanted someone with some more brains so that we could win the test, but he looked so 
pleadingly at me saying that I was the only one who he would want to pair up with. So I agreed. Ben was slightly taller than me but he was very quiet, unsure of himself, not very bright. I knew he admired me a lot, he was always following me around and laughing at what I said even if it was not meant to be funny.

In the next few days I thought about it carefully. Here I was going to be with someone who obviously doted on me, and therefore in my boyish way I didn't respect much at all. I was sure that if I used all my guile, I could not only have sex with him but also win the test as well. I hatched a plan.

The day of the test came, and we got our list of questions and tasks. None of the questions made any sense on first reading. They had to be read over and deciphered first. I said to Ben we needed to go somewhere to think about this carefully. I lived close, so we could go there. My mother was at work all day.

I had carefully worked out that Ben's weakness was that he was not very bright and would probably do anything I asked if it seemed to have some reason behind it. So I asked him whether he ever wanked. He went a bit pale, I thought, and embarassed. I said to him its a 
scientific question, because I had heard that you are cleverer after wanking, it was something to do with the blood circulation around the brain, and we needed to think about the test questions carefully. I said that I intended to wank in order to improve our chances in the test. He nodded, looking at me seriously. I said to him the best thing would be if he did the same. He nodded again, but didn't move. So I said to him that we better take our clothes off. He nodded again but again didn't move. So I said we ought to do this now. I started taking mine off and he watched, inactive, looking at my face. When I had got down to my underpants I went over to him and took his clothes off one by one. He was just impassive, limp.

Eventually we were there in our underpants. I was bulging out 
enormously, having fun. He was still completely flaccid, just looking at my face. I said to him I'm going to take my underpants off and then your underpants off. Again he nodded. 

As I took off my underpants, I had to stretch the elastic right over my prick it was so big. I obviously couldn't just wank there and then in front of Ben. It would have been so silly, and I wanted to move to another level anyway. 

I was now in the second part of my master plan which was working perfectly. I said to him, "kneel on the settee facing the window and hold the back of the settee". This is how I had imagined it would work. He did as I said. I then bent down and looked carefully at his bottom, and I could see his bumhole. My erection just needed to go in there so much, this was it! I pushed in and with a bit of manoeuvering managed to get it right in. He didn't say a thing. What I had not expected at all was to see my beloved prick disappear 
altogether. I knew it had gone in his bumhole, but it was so odd not to be able to see it. When I withdrew I could see it again. Pushing in, it disappeared. It was all so sexy, I came fairly quickly, maybe after about 10 thrusts or so. I had a peep at his prick and it was not really up, so I wasn't sure what to do next.

Unfortunately I had to spend the whole day with Ben, trying to answer the test questions without any help at all from him, and trying to find things to do. We came last in the test, but since I was no longer a virgin from one point of view anyway, I didn't mind too 
much.