Worst:
I was coming to my grandma’s house from school in 8th grade, she had Alzheimer’s and my dad and I were staying there looking after her. When I walked in she looked at me and said “get out of here you freeloader”. I was confused, not knowing exactly what a freeloader was, and just said “grandma, it’s me, your grandson.”
“No you’re not but when he gets home you better watch out”
I continued taking my back pack to the living room and she got angry and picked up a knife and came at me with it. I started to run through the house insisting I was her grandson. She wasn’t very fast fortunately so I had no problem staying away. After a short exchange I said “I’m just a kid! Cant you just spank me?” She said “ok, fine” and finally put the knife down.
I followed her to the dining room where she pulled a chair out. As soon as she did I laid over her knee. She quickly told me “pull your pants down”. I stood and pulled them down leaving my undies up to which she said “breeches too!” I slowly slid them down and went back over her knee. She smacked with her hand and I barely felt it.
Suddenly it all hit me again, my grandmother wasn’t the same any more and never would be. She couldn’t even spank me any more... as goofy as that might sound, that’s what went through my head. I started to cry hard even though it did not hurt at all.
Best:
The first time my ex-girlfriend spanked me in a hotel we were staying at. She indulged my fantasy of a southern girl babysitter spanking a very naughty boy (she was from Georgia and had a terrific accent that she hid unless she was mad). She took a smooth oval hairbrush, pulled my pants and undies down, scolded me for being such a naughty boy, and then proceeded to thoroughly smack my bare bottom for several minutes. This was the first time she spanked me, up to then I had spanked her.