My First CaningMy first caning occurred when I was almost 14 and atttending a Grammar School in Kent. The headmaster was giving me extra tuition in my weakest subject namely mathematics.
After several weeks in which I had made little progress the Headmaster informed me that he felt I wasn't trying,a cardinal sin in his books, and that as a result he was going to cane me.
Although i had never been caned before I was no stranger to other forms of Corporal Punishment. I was regulalrly spanked at home , had been spanked twice by this headmaster once on the bare bottom, had been hand spanked and slippered at Junior School. At Grammar i had been slippered once and twice had the board ruler acroos the backside from my Maths teacher, each time in front of the class.
To prepare for my caning I was ordered to remove my blazer and hang it on the back of the visitor's chair. I was then told to walk tot the end of ths study face the wall take down my trousers and bend over and touch my toes. I obeyed but was in a nervous state and my hands were trembling as I unzipped mt trousers and pushed them down to my ankles. I knew my thin white y front pants (the vogue underwear of the time) would proveide little protection though this was probably better than my bottom being bared, but I was also aware my pants were marked, which added to my humiliation. While I was doing this, the head was knelt beside the low corner cupboard where he kept his canes. Through my parted legs I could see him making his choice from what appeared to be about 20 different canes, he chose a thin cane which looked very whippy and likely to produce a great deal of sting, I was terrified but made a pledge to be stoic.
He ordered me to lift my shirt tail above my waist, and then once I had done that he drew back the cane and swished it down. I drew in my breath as it landed, my initial thought was it hadn't hurt too much but then after a few seconds the pain started to intensify and I realised that it did hurt. An interval of about 20 seconds followed before he drew the cane back for the second stroke. I gritted my teeth and made no sound as the strroke laned it was harder than the first. There was a futher lengthy wait before the third, I was now shaking like a leaf, teeth clenched tight and with my eyes closed, but with no tears, It was the final and hardest stroke, stung like mad and the cane whipped round to also strike the top of my right thigh.
I was then given long lecture before I was dismissed head held high and with no tears. I went to the loo and then studied the wheals in the mirror they were red and livid and lasted a week. I was lazy and desrved the punishment, and overall it was a chastening but wothwhile experience. It also had an erotic efect on me and the weekend which followed, I was caned on a Friday, was pleasant in some ways though uncomfortable sitting down or riding my bike.
I wasn't eager for a further dose, but whenever I remember this event I can still feelt that mixture of fear and excitement.