In my 20's dated a woman in her 50's, started out being just good friends. It was maybe a year after meeting that we started going further. I mentioned after a evening of enjoyment my fantasy of being spanked. She said not uncommon for males, even some females. A week later fooling around in the front room, she pulled my pants down and underpants and stroked my erection and when I finally could not hold it any longer, I cum. What followed, she said now lets see about that fantasy of yours, over my lap she said and talked about a spanking, she was serious and it really hurt but felt good. She asked what I thought, I was rubbing and said I will have to be a naughty boy more often, be careful what you wish for. I soon found out, there are spankings and there are spankings. I got carried away in front of her best friend and to my shock I was soon over her lap, bare from the waist down and feeling the sting of her hand. What was worse her friend also spanked me and both enjoyed seeing my red bottom as I faced the wall. Going to bed that night, I knew she was upset, to make my punishment worse I had to sit on the toilet, masturbate, while she watched. Squirming and stroking myself was not fun. She did have a pillow on the chair for breakfast, I needed it badly.
In my 20's dated a woman in her 50's, started out being just good friends. It was maybe a year after meeting that we started going further. I mentioned after a evening of enjoyment my fantasy of being spanked. She said not uncommon for males, even some females. A week later fooling around in the front room, she pulled my pants down and underpants and stroked my erection and when I finally could not hold it any longer, I cum. What followed, she said now lets see about that fantasy of yours, over my lap she said and talked about a spanking, she was serious and it really hurt but felt good. She asked what I thought, I was rubbing and said I will have to be a naughty boy more often, be careful what you wish for. I soon found out, there are spankings and there are spankings. I got carried away in front of her best friend and to my shock I was soon over her lap, bare from the waist down and feeling the sting of her hand. What was worse her friend also spanked me and both enjoyed seeing my red bottom as I faced the wall. Going to bed that night, I knew she was upset, to make my punishment worse I had to sit on the toilet, masturbate, while she watched. Squirming and stroking myself was not fun. She did have a pillow on the chair for breakfast, I needed it badly.
ReplyDeleteThat’s a wonderful story. You certainly had a wonderful teacher which is what naughty boys need. Thank you for sharing
ReplyDelete