The mayors evening visits were becoming more regular. Each time, I would degrade him while he kneeled before me until his pathetic penis shot ribbons of nasty goo on my boots and floor. Each time, he would place $3,000 on my desk and leave with his head down as if he was a whipped puppy. The money was nice, but I was getting bored by it. I decided to take it up a notch. I searched the internet for some toys and decided that if he was going to be my bitch, he needed to start playing the part better.
The mayor showed up promptly at 7 pm as usual. I told him there was going to be some new rules. He looked a bit surprised but agreed without even knowing what was going to happen. I told him to get undressed and to get on his knees as usual. He complied quickly. I reached into the bag on my desk and pulled out a ball gag. His eyes opened wide. He began to question me, which worked to his disadvantage. As soon as his mouth opened, I shoved the ball into his mouth and locked it behind his head. I then placed wrist restraints on him and locked his hands behind his back. Next, I placed a leather dog collar around his neck, then clipped a lease to the D ring. His pathetic penis spung to attention.
I demanded that he scoot on his knees over to the coffee table in my office and place his penis on the table. He dutifully did as he was told. I yanked his leash hard and told him he was not going to be jerking off tonight. Instead, I needed to see if he knew how to cum without masturbating. He answered with some muffled bullshit answer that quite honestly, I did not even care to understand. I pulled the leash upwards and told him to look into my eyes. I then lifted my boot up and placed the toe onto his penis and began to push down. He began to groan a muffled moan from behind his gag. I pressed harder. His groans increased in volume. My boot then began to move forward and back as if I were putting out a cigarette.
His penis grew hard below my sole to protect itself from my abuse, but it was to no avail. The harder it grew, the harder I pressed. Soon, I was crushing it like the nasty cockroach that it was. His moans were now muffled screams. I slapped his face hard and told him to take it like a man. The torture would end when I saw cum. I asked him if he understood. He looked at me with eyes the size of dinner plates and shook his head yes. I told him to hurry up, that I had a date with a real man and did not want to keep him waiting. Then it dawned on me, physical pain was not going to get him off the edge, he needed some mental pain too.
I pulled out my phone and turned on the camera. I made sure he knew it was on. I turned it towards him and hit the start button. I asked him if he was a fucking sick, slimy bastard. He shook his head yes. I asked him if he enjoyed being a superior woman's bitch. Again, he shook his head yes. I then asked him if he liked jerking off in front of me. His head shook again. Finally, I asked him if he enjoyed paying me to be my little bitch boy. He shook his head emphatically up and down. I then told him if he did not cum in ten seconds, I was going to post the video on the city hall site.