Whenever I think of this occurrence when I was nine years old I still get turned on...
When I was a kid I had a sitter, the oldest brother of my very best friend who lived across the dirt road from me. Danny M, my best friend, was about a year younger than me, born in August, and me in September, we were the same age for about a month each year. There were seven kids in his family, two girls and five boys Mary was the oldest, then came David, Tommy, then the twins Kenny, Kevin, and then Danny, my best friend, and the youngest, a daughter Susan. Being an only child, I spent a lot of time at their house since there were other kids to talk to and play with. If I was there I was expected to help with chores any of my friends were doing. I was just another of the kids and part of the family.
Now my Mom and Dad gave permission to all my friends' parents to treat me like their own and give me a good spanking any time if they thought I needed one, and the Ms certainly took that to heart. If I misbehaved they would spank me just like they did their own kids. It was natural then, for my parents to have David babysit me when they and the Ms would go out for a night. His big sister, who had babysat me before that, or when only my folks went out, had to watch her brothers and sisters.
Now, when they had anybody baby sit me they always admonished them, "Be sure to give him a good spanking if you think he needs it." They said the same to David, and he certainly took it to heart, right from the first time he babysat me. In fact, they left instructions for him to spank me that very first night !
I had gotten in trouble at school. The girl behind me kept poking me with her pencil. Of course the teacher could never see it, she was in front of the class, and little missy sat there all innocent. Finally I had enough and told her to stop it in a whisper. Well, I guess I was over heard, and the teacher told me to be quiet and pay attention. The girl kept it up, and I told her to quit it again. The teacher heard me again, and told me to be quiet. I tried to tell her what happened, but the girl just denied it, and the teacher, having not seen it, believed the girl and said I was lying on top of it. Then the teacher told me she was going to write a note home about my behavior. I knew I was in for a spanking.
Now in my house, once you turned seven, you stopped getting the on the spot "little boy spankings" you got up until then, which consisted of having to strip, and then over Momma's or Daddy's lap for a long dose of the ping pong paddle until you were a screeching, gasping, panting, snot choked, tear stained mess. It was NO easy spanking even then. Of course, after the spanking was always naked corner time, no matter who was over. I can still remember the mothers and sometimes the fathers saying how cute kids looked in the corner with a well spanked bottom.
"Big Boy Spankings" were different. First off, they always came right after the family finished dinner. They started the same, with the order to, "Strip and stand in the corner." You had better do it quickly too, and with no fuss at all, because if you did not cooperate when you were punished, or if you resisted in any way, you would get a lot worse punishment, which I will describe later. So you stripped and waited there facing the room with your hands on your head watching Dad get ready. After you were naked, and Dad brought a kitchen chair to the center of the living room. Dad sat down in the chair and called you over for your spanking. You then went and stood right in front of him between his spread legs, his big hands around your waist resting on your pelvic bones as he lectured you. After the lecture he always gave me an examination to see how I was developing down there. It was sure embarrassing as I got older, but Dad said it was a parent's right to examine their children to make sure they were developing properly.
After that he would clamp my legs between his, and tell me to grasp the chair legs, which, of course I did, I was in no position to do otherwise. Plus, it gave my hands something to do besides fly up to my ever warming bottom. Then he would proceed to give me a good "warm up." This was about the same as my paddlings before as a little kid, and left me with a red, sore butt. Then came the first cornet time where I had to face the wall naked, hands on my head, no rubbing, with my butt on display to anybody in the house.
After the corner time you got the strap. For this Dad was standing up. You had to stand facing the chair, and put your elbows on the chair seat, with your hands grasping the back of the chair. Your legs had to be far enough away from the chair so that you had to support some weight on your elbows or fall forward, and apart at about a forty-five degree angle for good stability.
After that my Dad would lay the strap on me, not that hard really, but continuously, over and over, and over, from my upper thighs to the small of my back, but especially my butt and sit spot, for what seemed like an eternity, as an incredible fire began to consume my already bee stinging butt from the warm up. Finally,. when I was gasping so hard I could hardly breathe, and gagging on my snot and tears, covered in sweat, and exhausted, it would be over. Dad would stop the spanking, and, if I had taken it well and cooperated that was it, Dad would hold and comfort me and tell me how brave I had been and that he was proud of me for learning to control myself so well. then it was just more corner time and off to shower and bed. If not, If I had resisted or not cooperated from the first, I would have gotten another round with the strap. I was never either brave or stupid enough to push it that far.
So this day I brought home that not from my teacher, Mom and Dad, and Mr. and Mrs. M, were going to a big party at the house of another neighbor, and leaving right after supper. David was going to stay with me at my house, and since my folks would be late, was to stay the night at my house. I had a full size bed, so there was room for us to share. Now, up until this night I had only known David as the very big brother of my very best friend. I was nine, and he was sixteen. He seemed very tall to me, almost as tall as a grownup. He had sandy blond hair, bright steel blue eyes and a flashing smile. He had always been very good to me, tolerating a boy seven years his junior with affection and friendship. I Idolized him. The instructions my parents gave him made me feel very strange. They had Mary spank me before, when they were in a hurry to go out, but this was David, my idol. I hated the thought of it, and yet wondered what it would be like.
Now I had seen David spanked a couple of times at his house. If you were a kid there after supper, you had to watch with the other kids. The routine there was exactly the same as at my house, for both boys and girls. I have to say they were always fair about it, and I saw the girls spanked naked too, just like they saw me, more than once, but that's another whole story.
So my parents went out the door, leaving me there with apprehension mixed with curiosity building in my nine year old head. David didn't waste any time. "We may as well get this over with, Glenny, the sooner the better. Strip and go stand in the corner. I'll get the chair." Off he went to the kitchen.
I was already scared of the coming spanking, but also somehow excited. This older boy I idolized was going to spank me. He began with "examining" me before he spanked me. feeling my little boy penis and rubbing the head. I immediately began to get a stiffie. It felt strange, but also really good, especially the longer he rubbed it. Of course my little boy penis grew to its full two and a half inches in no time, and suddenly I felt weak in the knees, but wonderful. David held me up and told me that I was developing very nicely, and then placed me over his knee and began to smack my bottom, but not nearly as hard as my Dad did. I thought I was going to get off very easy, but he kept it up for a long time, and after a while my bottom began to really sting and I began to cry. David kept it up for a while longer until I was crying pretty hard. Then he stopped, and just rubbed my bottom firmly but gently, working out the sting. I lay there, the sobs fading. It felt really good as he rubbed my butt. Finally he asked, "Now, are you ready to take a bath and get ready for bed?"
"Yes." I said, and did as I was told. David filled the tub, and then stripped off his clothes in my bedroom, and we took our bath together. After that we put on our underpants and went to bed, me snuggled up in David's arms. The next morning when my parents asked how things had gone the night before, I told them I always wanted David for my babysitter. Unless he was busy with something else, he always was. Over the next few months he taught me a lot of things he said, "every boy should know."