This is a story of when I was a student at a private boys school. The housemaster was very strict and let us know that if we stepped out of line, your asses would know it.
This particular day, I really screwed up and he grounded me for a month. I was only allowed to go from my room to class and from my room to meals. The rest of the time I was to be in my room. Well you can guess that it was starting to get a little boring so I decided that I would go downtown for a while. Why not, the big old bastard was there at the time as he was probably down at the local bar for a beer as this was Saturday afternoon and not classes. How wrong I was, I went into the soda shop for a milkshake and three guesses who was there in the back booth where I did not see him right away, but he show me. He let me sit down at the counter and put in my order. The next thing I I knew he was sitting beside me. "Having a good day, Bill" Well if there was a hole that I could fall into there wasn't. He just told me to be at his study in 30 minutes or it would go doubly hard.
I arrived at his study. He ordered me to strip and stand in the corner. A half hour later he told me to come over and stand in front to him. He began to lecture me and asking why I had broken the grounding punishment. I did not have an answer. I ask how old I was, I replied 14 years old and what grade I was in, I replied grade 10. He then asked my how many days were left in my grounding and I replied 20 days. So he said, right 14 plus 10 plus 20 equals 44 and because I was also in trouble for being downtown out of uniform, he informed me that I would be get another 25 swats.
He took me into the bedroom, had me lay down on the bed with pillows under my ass to raise it up into better spanking postion. He then when to his closet and took out the meanst looking leather belt. He then started to apply the punishment. I can assure you, I did not sit down for day safter that beating and I was long time before I disobeyed him again. But boys will be boys and it was not my last trip to his suudy.
I enjoy receiving stories from other bad boys from private and prep schools. Please Email at william.baker@mailexcite.com and relate your stories. I look forward to receiving them.