I decided to have a bit more teasing again. I wasn’t quite convinced that he really really wanted to cum. I told him to lie on his back on the floor and I stood over him and ordered him to masturbate. I took my pocket pleaser vibrator and held it down on the tip of his cock and made him keep bringing himself to the brink of an orgasm and then begging me to allow him to stop so he didn’t.

I put him in a pair of black frilly knickers and put him face down on the carpet. I hogtied him with handcuffs ankle cuffs and garden ties and told him he should wriggle his way over to me like the worm that he is and kiss my boots.

When I had finished having fun with him and ordered him to bend over the chair and lift his ass up high. I handcuffed his wrists under the chair leg and I told him that I was going to use four instruments on his ass and that to win the challenge he had to make it through all four of them and he could only ask for the next one when he had taken as much as he could of the current one.

I started by using a black plastic spatula and began working all over his ass. After a while he asked me if the next thing would be used harder. I laughed and said you will see A bit later he asked for the next one and I could see him looking in the mirror to see what was coming next. This time I used my hand. He ass was very warm and a lovely shade of red and he very soon asked for the next one. My favorite this time and I used the crop He took it quite hard and asked for the next thing. I finished him off with the flogger I love watching him how his body tenses and he takes it all for me

I took off his handcuffs and made him stand with his ass to the door and told him he should kiss my boots to say thank you and that he had to make sure his ass stayed in contact with the door. I wanted the coolness to remind his while he kissed my boots of who he is and what I will do to him.

I told him that he was now ready for his last task.