At the age of twelve, I was to boarding school in England. It was the same school my father and grandfather had attended-a family tradition. It was 1968 and the school was very old fashioned. I had been warned that I would have to 'fag'-do chores-for older boys. I was also warned by older friends that I would be expected to masturbate in groups and perhaps in front of some older boys, I was told to go along with it or be bullied.
When I arrived I was informed I would be doing chores for Alex, a fifth former. Alex told me to come to his study on Friday afternoon at five the first week of term. Alex was sat at his desk when I entered and started to ask me about my parents, where I lived, where my father worked and many other questions until he asked me if I masturbated. I said, 'yes' to which he said 'show me?'
I undid my belt and dropped my trousers and boxers to me knees. At that stage I had no pubic hair and could not ejaculate but I did have a long thin penis with a spout like foreskin that hung over the end by over an inch with small but low hanging testicles. I started to pull my fingers over my penis and after a minute or so it was erect. I then went as fast as I could to orgasm which took about another 90 seconds. Nothing came out the end and I stopped and told Alex I had finished. He looked at me for a moment as my penis started to soften he said 'have you seen someone ejaculate?'
'No' I answered.
'Well watch this and learn,' as he stood up dropped his trousers.
His penis when soft was hidden in a forest of pubic hair, he was Jewish so all you could see was the circumcised head popping out of the thick dark hair. He was obviously was very practised at masturbating because he got erect very quickly. Once hard, his penis and balls were very impressive, the head was big and flared out as it joined the shaft, you could also see the circumcision scar where the colour of skin changed and made a ragged mark around the shaft. After about two minutes he came. The first white fluid that came out just ran down the shaft into the mass of pubes on his balls but the next three or four spurts were straight at me, the first landing on my stomach just above my now flaccid penis-I stepped back-then again on the floor. The white cum was everywhere and after an impressive dozen or so squirts he said, 'that is what to expect and the sooner you can do that the less of it you will have to eat.' This refered to the numerous pranks and masturbation games that were played in the dorms and house for which you were at an advantage if you could cum.
I touched the warm skicky fluid that hit me and was amazed and envious of Alex. He told me to clean up and come back next week and wank in front of him until I could cum.
Being a late developer I wanked in front of Alex for a whole year. It was not until after he left the school and I was 13 that I made a mess.