The most embarrassing corporal punishment I ever got was when I was 11. My mother was just starting to prepare me for my spanking, which had been coming both for sassing her and for playing ball in the house which resulted in a broken window.
When it came to administering the spanking, Mom always took my pants down herself. She said naughty boys were not allowed to do it. Anyway, just as her fingers were starting to unzip my short pants, the door bell rang.
My mother looked up. “That must be the babysitter – don’t you dare move!” I was so embarrassed when she returned with Sarah, my babysitter. Sarah was only four years older then me and I had a huge crush on her. She was wearing a pencil skirt, stockings and high heel pumps. She looked at me and smiled.
To my utter shame, my mother told her: “Bobby has been a very naughty boy and I was just about to administer his spanking when you arrived. I didn’t realise how late it was, and I won’t have time to whip him. Would you do me a favour and administer it for me?” Sarah looked at me and smiled, then said: “I would be happy to.” Mom told her to pull my pants and underwear down and spank me over her lap, then she left.
When my mother had gone, Sarah looked at me and said knowingly: “I think this spanking will do you a lot more good with me giving it to you. I know you have a crush on me!”
She sat down on the straight-backed chair previously occupied by my mother and called me over, then her fingers slowly finished unzipping my pants. Sarah took down my underpants and looked down – she smiled as she gazed at my growing erection. My embarrassment was complete. Then it was over her lap for my spanking. I felt her stocking-clad thighs under me and rubbed myself against them.
Sarah raised her hand and began to spank me slowly, pausing between spanks to let each one sink in. The fire built up steadily in my bare bottom but at the same time, I also felt something else as my penis rubbed up and down against her stockings as I wriggled. With hindsight, I was on the point of coming. However, just before I did, Sarah stood me up, told me to pull up my pants and go to my room until I could be a good boy.