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KEVIN'S PUNISHMENT
six years ago I received a reply to an ad from a kid outside of boston. He was very nervous, but very much excited for the whole thing. He read a couple of pages out of a novel which described, in great detail, the punishment of a British Naval Cadet while on-board ship. He was caned. It took place not that many years ago, and was very complete. I was turned on listening to him read to me over the phone. He could barely spit the words out, so nervous.
We agreed to meet that weekend in a motel in newton, mass. He had told me he was 21, but I learned that in fact he was only 19. I don't know why he lied.
He wanted to be caned, and in fact had gotten a length of canewood himself. He agreed to take a strapping if I wanted to give him one, also. The only stipulation was that he not be made to take his underpants down... More specifically, he did not want to be whipped on the bare bottom. I sensed this was not really fear for the pain, since thin shorts don't make much difference anyway. It was a sort of "safety valve" for him which kept the incident from being a homosexual experience... You know... If you don't "show it" you didn't do anything sexual. Well, that was his head-trip, so didn't want to fuck him up. I agreed to it.
I got the room, he met me there. He was a nice looking kid. About 5-8, maybe a little shorter, around 130 pounds and a nice, well defined body. Looked like he was irish, maybe. Light brown hair, blue-grey eyes, fair skin, clean shaved... Very preppy looking. He was wearing levi's (bone color cords, I believe) and a blue button-collar shirt, vanhusen no doubt. He had a briefcase inside which was the cane. We talked for only a few minutes, since I sensed his nerves on edge. I didn't want to give him time to get spooked. I told him he was to be punished for his behavior... All very formal sounding since we had agreed on a military type of scene. I ordered him to strip-down and shower while I left the room. I came in while he was in the in the shower and put the pajama's on the counter in the bathroom. He had been told to take a hot shower, plenty of soap, special attention to his bottom, then rinse thoroughly with cool water. He was to call to me when he was out of the shower and toweling-off.
I closed the bathroom door and waited. Eventually the water stopped and I heard him moving around, using a towel. I called to him and told him to dry himself well, then put on the "punishment flannels" on the vanity. He replied "yes sir!" (I was getting into it) then, he called to me "sir, I'm dressed and ready, sir!" I told him to come out. I had him stand in the middle of the room and face me. He was told that for being late for his appointment (five minutes) he was to be disciplined over and above what he was sent here for. He listed intently, and stood at attention. I took two pillows and placed them on the edge of the bed. He was told he would be strapped five licks for being late. I asked if that was fair. He replied "sir, yes sir! I deserve the leather, sir!"
I told him to stand at the edge of the bed. I took the strap in hand and stood next to him. It was obvious to me that he was sexually aroused since the pj's don't contain things all that well. He was ordered to bend forward and lay over the pillows, bottom raised, hands locked behind his head. I asked if he was ready to receive his "leathering". He promptly replied "yes, sir!" I gave him five licks, each one about fifteen or twenty seconds apart.
He hardly moved, but made a couple of slight gasping sounds. When through, he was ordered to stand up and face me. I asked "what will you be the next time you are told to report for discipline?" He replied: "I will be on time sir!" Good, I said. "Thank you sir!" Was his immediate reply. This kid was okay!!
I then told him how serious his "offenses" were and how he was going to be punished severely for having violated regulations so flagrantly. (We had no specific offense in mind) he stood motionless, listening. I produced the cane, whistled it in the air for effect, then told him "twelve cuts, mister".
For the first time his eyes moved from straight ahead and looked at me, then he said "yes sir!". I told him the position to be used will be in front of the dresser, bending slightly, arms folded indian-style, resting his forearm and elbows on the dresser-top, head up, watching in the mirror. I told him he would be given the twelve in two sets of six. The first set would be spaced about 30 seconds apart, the second set spaced only 10 seconds apart. I asked if he understood. He replied "sir, yes sir. I understand, sir!" I told him to step in front of the dresser. He moved quickly. I checked to see that the door was locked and I went in and turned on the water in bathtub to help mask whatever noise might be heard into the next room. He was still standing there, waiting. Understand, he was wearing only the pj bottoms... Nothing on top. No t-shirt, nothing. His chest was moving a little faster now, breathing increased, very excited/nervous. The tent in the front of the pj's proved his excitement.
I then said (this is really devious) "punishment is given not only to make an impression through the infliction of controlled discomfort, but also to shame you, so you won't repeat your act. Humiliation and embarrassment are part of the punishment. (He moved his eyes again) the punishment would not be complete if you did not feel humiliated. You must be rendered help totally out of control of the situation and you must submit to whatever is asked of you. Therefore, to heighten the humiliation increase the effectiveness of the session, I must further the humiliation. You are to receive your cane-cuts with the protection of one layer of flannel, thus the punishment flannels you are wearing. (He was breathing even faster now) however, the cuts are going to be applied to your bottom only, and that is the only protection you are allowed."
I stood there and waited, watching him. He nodded add said "yes sir. I'm ready to take whatever I have coming."
"Fine. Reach in front of you and unsnap the two lower snaps on the flannels, draw out your penis and scrotum." With hands shaking, he reached down and opened the snaps. His cock popped-out instantly, he lifted his ball-bag out and let it hang. His hands went back to his sides. I looked at his dick. Beautiful! I'd guess he had between six and seven inches, thicker than most guys, circumcised with a very dark ring, and a fat mushroom cockhead. His hog had a very pronounced curve in it, almost as much as a banana which is probably why the pj's didn't stick-out even more than they did. His balls were bigger than I would have expected for a kid his size.
He was ordered to fold his arm, then bend over. "Ready?" I asked. "Yes sir!" Came an immediate response. I took careful aim, then delivered cut #1.
He flinched, but made no sound. Thirty seconds later came #2. Ditto. And so it went for over three minutes. Then I told him to stand and rest while waiting for the remainder of the caning. He stood up, cock still hard but not as stiff as before. I went into the bathroom for about a minute, giving him time to get his head together and get set for the next six. I came back out and he was standing as I left him, cock once again stiff. I ordered him back into position, and told him to turn his head to the side, facing me. I placed my left hand on his neck and held tightly. "Ready for six more, mister?" A pause. "Ready, sir!" I delivered the six, faster this time and he was hurting. He had started to make noise and was having a hard time holding still. I got it over with and ordered him to stand and face me. I asked him if he had taken enough to teach him a lesson. He said he had, for sure. I told him he could put his genitals back inside the flannels, then take a cool shower. He was dismissed to the bathroom.
I went in there while he was showering. When he stepped out, he found me standing and waiting for him. I told him to towel-down. He did so, silently.
I watched him, bright red welts criss- crossing his bottom, cock still stiff.
I sat on the edge of the bathtub and told him to stand in front of me, facing the mirror. I took a bottle of intensive care lotion and squeezed a fair amount into my hand, then rubbed it into his bottom. I asked how he felt. He said he was glad it was over but could take it again, given a week or so rest.
I asked if he had ever been whipped like this before and he told me no. He repeated what he had said over the phone about only being whipped a half dozen times in his life, and those were only belting with his pants on. He admitted he used to get turned-on before, during and after a whipping, but had only recently become aware of his intensive interest in this. He mentioned (again) his steady girlfriend, and how she know nothing about this. He said he often though about military school beating while fucking her. He was still hard. Now finished melting the lotion into his butt, I asked "are you left or right handed?" He looked at me in the mirror, surprised. "Right, sir." Fine. "Turn around, kevin" (the first time I used his name since we spoke on the phone) he turned and faced me. I stood up. "Hold out your right hand." He did. I a squeezed a blob of lotion into his hand. He stared at me. "Okay mister, you have to get that erection down now. Lubricate the shaft of your penis with the lotion, then turn around and face the mirror. He looked down as he wiped intensive care lotion on his cock, then turned towards the sink. "Grasp your penis and masturbate until you ejaculate." "Yes sir"... A somewhat quieter reply than the others. He began stroking slowly, holding his cock inside a full fist. The strokes increased quickly, his eyes closed and his head began to move from side to side. His chest was really heaving in and out now! "Think of that cane, mister. Think of those cuts. Remember the sound of the strap, as I lay on the leather? You took it hot mister! You took it like a man! Now show me your manhood!"
A mumbled "yesssssirr" dragged from under his heavy breathing. The strokes increased, he had been pumping for less than a minute now. He cried out "shit! I'm doing it sir! Thank you! Thank you!" He shot a load through the air, hitting the mirror on the first squirt, the sink on the next two, and the last few spasms dribbled down the back of his hand. He opened his eyes, looked at me, then broke into a big grin... Then began to laugh almost without control. I hugged him quickly, but hard, slapping him on the back with one arm, the ass with the other. He hugged back. "Thank you" he said quietly.
He showered again, dressed and left almost immediately. I had no way of contacting him, but he told me he would be in touch again, before very long. He said he wanted a repeat session, next tim maybe more of the strap. The reason I know his age is because while in the shower I went through his pants and found car keys, some change, about twelve dollars folding money, and a student I.D. Card. This was in february of 1980. He was a member of class of 1983 at M.I.T. That would make him 18... A freshman. I can only guess that he told him he was 21 for fear I would not want to deal with a kid. Boy, was he wrong! (Grin)
It's unfortunate, but he never called again, and I never tried to track him down, even though I knew his name and student I.D. Number. I figured he had second thoughts on the whole thing and maybe the one session was enough to put him back into a fantasy-only situation, or... Perhaps the entire interest faded away as did the welts on his bottom. I'll never know. Too bad, he was really a nice guy. That's the way it goes, sometimes. Such is life.