Curly The Whipmaster - Part 6

Author: Chad

Right before I was to be released from the reformatory I was to receive my final dose of the lash.

This time Curly brought me to the bowels of the prison which turned out to be a real dungeon and where Curly exacted his final punishment on his prisoners.

I walked half naked down four flights of open metal stairs like a fire escape except I was going to the fire which was to be started on my back.

At the bottom of the stairs an iron door with a porthole like window was in front of me.

"I have to chain you now", Curly told me and reached to open a cabinet next to the door and took out two set of iron cuffs.

"Spread your feet" he ordered and I complied as he attached the leg irons on my ancles. "Now put your hands behind you" and he shackled my wrists behind me.

I don't know why he did all this since he knew I would not fight him. But when he opened the dungeon door I knew why.

A massive whipping post and frame was in the center of a padded cell. I knew I was in for it.

I was shaking and Curly put his hand on my shoulder and said he had to do this but that he would take care of me after the flogging.

The door clanged shut but the padding absorbed most of the noise; so no matter how much a prisoner might screen under the lash he could not be heard.

Curly locked the iron door and then unshackled my legs and hands.

"Strip naked, now boy" he ordered and within a second I was naked before him.

"Put this condom on now boy, you are going to need it" I gently rolled it down over my excited and trobbing rod as my hand shook.

"Now face the whipping post"

With that he took my arms and put them above my head and lashed them to the post with tight leather straps. Curly did the same with my legs as he spread them out leaving my dick and ball hanging.

Curly then stood in front of me and moved a curly wool fleece covered device over my throbbing penis. It was over a foot long and fit tightly around my penis.

"Be prepare" Curly said, "you have never experienced anything like this before". He flipped a switch on the back of the machine and the curly wool fleece started to turn around my dick tickling it as I have never been tickled before. But that was just the start as a mild electrical charge was sent through it which caused a mild shock and tingling all the way to my balls.

I started to cry for the first time as Curly pulled a massive black leather cat off the wall and pronounced sentence.

"You son are hereby to receive your last lashing with a cat o nine tails whip well laid on; the number of lashes to be no less than twenty and more at the discretion of the whipmaster. May this flogging teach you a lesson."

With that Curly let the lash go and my whipping began. I jumped against the whip as the wool fleece turned and the electrical charge sapped me. I cried out again but the lashes continued to fall harder than I had experienced before.

"I want to hear you scream" Curly shouted.

When the next lash struck I screamed out for mercy but none came. lash after lash after lash as the wool fleece drew me to an orgasmic climax. I lost count of the lashes but as one struck and my body learched forward against the whipping post I felt my penis explode with hot cum The tickling and sapping continued and I went into a continuous orgasm. So, much so the cum flow back out of the condom and back down my crack and legs.

"I'm sorry I had to do this to you " Curly sobbed as he released me from the shackles and I collapsed into his arms.

He bent over and kissed my face and dried my tears with his curly blond locks.

"I have a special room for you now and I will sooth your lashes with my salve and make love to you all night".

I felt secure in his arms as he carried me out another door in the dungeon to a secure room with a hugh bed and a sink. Curly washed my back with a disinfectant which stung and I cried out but soon he applied his oitment which smelled so sexy I was getting hard again as was he. Curly gently rubbed each welt on my back and arss and the pain eased off somewhat.

"Now its your turn" he said as he stripped naked he beautiful body and made me fuck him on his back. I didn't think I had the strength but Curly took my throbbing dick in his hand and inserted it in his hole. His ass was so tight around me as I thrust my penis all the way to my shaft that my pubs started to tickle his hole. Curly started to laugh as he realized what was tickling him and he pulled me toward him and held me in his arms as I continued to fuck him for hours in that position.

To be continued........