I don’t get many opportunities to dole out strict corporal punishment or to get intense enough to leave marks so it’s always exciting when I one comes along. Today the poor boy needed severe punishment because of some very bad behavior.
After covering safety and ground rules we started with an open palm spanking over my knee. When I was at 70% power he said it felt like a 3 (on a scale of 1 to 10, 10 being the highest) so I knew he had a high tolerance. I started with the paddles. He was nice enough to bring me the gift of an acrylic paddle and I used that in addition to my wood ones.
Having gotten his bottom nice and red I moved him to laying face down on the bed. There I began with the floggers – first the nice leather one and then the mean rubbery one. At this point I had to use a ball gag because he was having a hard time staying quiet and we were in his hotel room. Last he got the cane.
He took it all so well I gently stuck a well lubed dildo in his anus and paddled him again. Getting a paddle into each hand I alternated between paddling him and vibrating him which I do by placing the edge of one paddle between the cheeks of his ass and hitting that with the other paddle. It’s very pleasurable.
Then I had him lay on his back. Now, I thought I had seen the smallest penis ever but his was actually inverted! Very interesting. I took out the ball gag and had a very stern discussion about what he had done to deserve all this punishment and what he was going to do to set things right in the future as I hit his ball sack with the flog. We carried on like this until I felt the tears of remorse were genuine.
He’d requested a feather touch massage as reward for taking his punishment well but I just used my feather duster on him telling him next time he would feel my hands on his body if he follows through on his plans to right his wrongs and that I might even use his face to masturbate on. He promised up and down he would. We made plans to meet in July and he thanked me for all I’d done.