The following was related to me one steamy night in New Orleans by a guy who had been sent, in his latter teenage years to live with a guardian in London, who later became his lover. Richard attended a British public (i. e. private) school during the day and returned to his guardian's house at night.
Richard, having given me the background for his stay in London, told me that physically he had matured rather early; although blond, by the time he turned 18 he already had a stripe of brown hair up his stomach fanning out over his chest up to the collar line, considerable arm and leg hair and early hair in patches on his back and buttocks. Naturally, he was having to shave every day as well. Most young British men not being nearly this hirsute, Richard stood out, all the moreso by being an American. Most of his classmates had been attending this kind of school since seven, and were boarding there. Richard was in his last secondary school year and his only year at this school.
Richard was quite aware that the cane was a tradition at his school. His classmates had warned him that it saw plenty of use, even on guys of their age. His first experience was three strokes on the seat of his trousers the first week. As time went on he got a few more strokes, always pants-up and not too severe.
His fellow students had not failed to notice Richard's early wealth of body hair and they made remarks, usually admiring about it. Just after mid-term a new master (teacher) arrived. He seemed to take an interest in Richard, asking him about the life in the United States, and noticing, in an unspoken but obvious way, the young man's mature appearance.
One Friday afternoon he told Richard, in confidential tones, to report to him his study when school let out. He did so, and after he had closed and locked the study door, was informed by the master that he was overdue for a `proper' session with the cane. Richard was ordered to remove his trousers, fold them, and then pull his jockey shorts (another American novelty) to his ankles. He then had to bend over the arm of an overstuffed chair. Six crisp, but not overly painful strokes fell with precision across his upturned, already hairy ass. Richard gritted his teeth but found that he could endure it with out too much effort. He was told to dress and `that will do-for now'.
Monday morning Richard still had six faint lines across his buttocks, and, as he gazed in the bathroom mirror, he wondered what lay in store for next week. When Friday afternoon rolled around, the master gave him the same instructions as before. Again, six strokes, but slower, and more considered. The next Friday, like clockwork, the master approached him after the last classes after the other boys were gone. Richard said, "Yes sir, I know, in your study this afternoon". The master gave him a quizzical smile and nodded.
After Richard had closed and locked the door, he unfastened his belt and pulled down his pants for the caning he knew was coming. As he got his trousers folded and was tugging his jockey shorts down, the master told him that this afternoon would be different. Richard was to pull off the shorts completely and then take off his shirt and tie. He did so, folding his clothes while the master stood in front of the desk. holding the cane and tapping it against one palm. Fully naked, Richard put his hands respectfully behind his back while his disciplinarian got a good look at the famous hairy chest. After a moment, he told Richard to lie down on the couch on his stomach. " And get a good grip on those cushions-you'll need it" he warned. Six strokes fell across his buttocks. Then he felt the cane being lightly traced across the hairy patches of his back. He tensed, expecting the cane to fall there hard, but instead was told to stand up and drape across the chair arm as before. This time though, he felt the tip of the cane probing up between his ass-cheeks, gently but firmly forcing a passage. "Relax, young man" he was commanded, and he tried to do so. Up it went, at least four inches. It was left there and wiggled around. Suddenly it was withdrawn and six more strokes fall on his already stinging ass. Richard wondered if blood would come from the welts he felt rising on his sore hot butt. Again, the cane coursed over his back; then he was told to dress and return the following Friday.
All that weekend and the following week, Richard anticipated the next session with a mixture of dread and excitement. Dread, wondering how many strokes he might have to take and where they might fall; excitement for the attention his naked body was being shown by this man, who was not unattractive to him.
At the appointed hour on Friday Richard entered the study where the master was sitting behind the desk. Richard noticed with surprise that there were two canes laying on the desk blotter.. Without being told to, he stripped. The master told him to lay on the couch. The cane swished through the air and the familiar six strokes fell, a little harder than before. Richard felt the cane trace up his back again, and then was told to `assume the usual position' over the arm of the chair. Again the cane was worked up his rectum, deeper this time. The master let go of the cane and it hung down, almost touching the floor. `Get up' he ordered `and do not let the cane fall out'. Carefully getting up, Richard lurched over to the couch and softly laid down. Six crisp strokes on his buttocks followed. Then, the cane in his rectum was wiggled. He felt the other cane skittering over the weals on his butt, and then he jerked with sudden pain; the cane had landed squarely across his upper back. Another three strokes fell, and he gritted his teeth against the unaccustomed punishment. The rectal cane was suddenly withdrawn and he gasped.
The master told him to get up and put his hands behind his back. He shivered slightly in the drafty room and the felt the air waft across the stinging weals on his butt and back. The master, who was almost trembling himself, raised the punishment cane and traced the hair from Richard's collarbones down his chest to his pubic hair, stopping at the base of his penis. Again he made the circuit, going upwards and brushing the cane across the boy's chill-erected nipples already wreathed with brown hair. `Get dressed' said the master `and report `gain next Friday'. `Sir' asked Richard, `May I ask a question' `You may' `I know I deserve the strokes, sir, but am I being caned extra for being hairy?' The master's eyes widened and he looked away. `Ahem, yes, that is a factor. Being more mature than the other boys it is to be expected that your discipline will be more severe'. Richard shyly looked at the floor with a mixture of ruefulness and pride. `Yes sir, I kind of expected that'. The master coughed nervously. `Well, go on, get dressed then'.The next Friday found Richard getting the same treatment as before; six over the chair arm, the second cane up his rectum. Without being told, he laid down on the couch. This time his penis fell into a gap between the cushions. He took six back strokes followed by six butt strokes, and he hugged the cushions against the pain. The rectal cane came out, slower than the last time, and he was told to stand up. Richard realized with sudden horror that he was erect; the excitement had overwhelmed the pain at last. `What have we here?' demanded the master. `I-I don't know sir' Richard quavered.`Well, we will get rid of that straightaway!' announced the older man. `Get back down on that couch'. Richard did so, his penis bending stiffly up against his belly. Down came the cane on his stinging butt and back; he counted, as be dug his nails into the cushions, at least ten strokes. Told to get up again, he was relieved to find his erection rapidly softening from the pain and the fear of taking more, more than he could possibly stand. He had taken twenty-eight already, and felt that anymore on his tender butt or back would break him. The master noted his softening penis with approval. `There, that's more like it.' He tapped the cane against the palm of his hand. `Any further erections, Richard, will be punished not on your arse or back but on the erection itself'.`The cane on my _d_i_c_k_-er, penis, sir?' Richard gasped.`Quite so. You've been a tough lad so far, but I would hate for you to have to take such punishment.' He paused to look at the naked, sweaty, hairy young man whose ass and upper back were crisscrossed with reddish weals. `Get dressed' he said softly. `I think that is quite enough this time'.
Fortunately-or unfortunately for Richard, his guardian was rotated out of London within the week, so this session was to be his last with the schoolmaster. However, Richard related this to me one night above Decauter street in New Orleans, and I set it down here, so that others may know, and so I will remember.