Curly The Whipmaster - Part 5

Author: Chad

While I was still in Curly's room they brought in another young boy who looked like he could not be more than ten. If he weighed more than 50 lbs that was a lot. He was a cute freckled faced kid with rusty red curls that framed his face and made him look angelic.

The door shut behind him and he found himself standing at Curly's feet. The warrant for his whipping was hung around his neck like a price tag as Curly stared sternly at the boy and read the warrant:

"20 LASHES ON THE BARE BACK AND ASS FOR SHOPLIFTING

AND KICKING THE ARRESTING OFFICER IN HIS GENITALS.

THE PRISONER MUST RECEIVE THE PUNISHMENT NAKED AT

THE WHIPPING POST. INSTRUMENT OF CHOICE- CAT-O- NINE TAILS."

"Take off your clothes boy you are now going to receive your punishment."

 

The boy froze and shook all over

"I am warning you, boy, take your clothes off now or I will rip them off you."

The boy managed to take off his striped T shirt and to drop his prison khaki pants to the floor, but he was still frozen in place and shaking in fear.

"Take off you underwear or I will whip it off you" Curly said.

The boy hesitated a moment too long and Curly grabbed the half naked boy by his waist and rip the underpants off his little white bottom and tiny penis.

"Do you know why you are here boy? Curly asked.

"You are going to spank me, sir" he said as the tears rolled down his freckled face.

"Spanking, huh." Curly chuckled as he picked up the boy with one hand and brought him over to the whipping post. The boy was so small that Curly had to adjust the post to fit the small boy's frame. In fact, he had the boy stand on a wooden platform as he spread the boys legs apart. Before he tied the boy to the post he made the boy put on a curly wool diaper which cupped his little dick and balls and tightened around the boys crack. The boys jumped as the diaper tickled his balls and dick which even though he was small was becoming visibly erect.

"You like that boy, feels good boy. Well, wait to you feel the lash of the whip".

"Whip" the boy said faintly.

Next time you kick a policemen in the balls you can think of this whipping you are going to get boy."

The boy started to weep uncontrollably as Curly lashed the boys small wrists to the post above his head.

Next Curly opened the cabinet next to the whipping post and took out the biggest cat-o-nine tails whip I have ever seen. Each lash was made of thick braided leather and must have been three feet long. The Whip handle was massive as Curly gathered the punishment instrument in his hand and put the whip under the boys nose.

"Smell the punishment you are going to receive, boy.

The boy inhaled and I could even smell the leather from Curly's room. The kids butt moved as he inhaled the heady smell of leather as if he had a hard on.

Curly stepped back and told the boy to prepare for his punishment a whipping with a cat-o-nine tails at the whipping post. The boy shook against the post as Curly stepped back from the post and drew back the whip.

The whip cracked hard as is flayed across the room, but only one lash touched the boy's ass leaving one red mark. Again, Curly drew back the whip and with even a stronger stroke cracked the whip so hard that even I cried out from the other room. Yet, again, only one lash whipped the other cheek leaving one red welt on the boy's other cheek.

With that, Curly dropped the whip.

Curly unlashed the boy's feet and hand and the boy fell into his arms, just as I had.

"What I think you really need, boy is a good fatherly spanking."

With that Curly carried the boy over to his bench and took the boy over his knee and began to spank him unmercifully on his ass with his bare hand. The spanking seemed to go one forever as Curly used one hand and then the other on each side of the boy's very red and hot butt. I could hear the boy sobbing, but he was not shaking. Suddenly, it all stopped and Curly reached for his special ointment which smelled so sexy and he gently rubbed it into the boys badly bruised ass. When he was finished the boy grabbed Curly's chest and started to cry. He was trying to hug Curly but his arms were too small and so the boy crawled up Curly's lap and hugged Curly around his neck and buried his head in Curly's blond curls.

"I'm sorry I was a bad boy the boy murmured. With that Curly took the boy in his arms and held him close to his breast.

"It's over boy. Are you going to be a good boy now or do you want to receive a real whipping. You know I could have really whipped you until you bled. But I think you learned a real lesson and a good hard spanking will do for now."

"You are going to stay here for a while until I say you are ready to leave." Curly said as he carried the boy to a small cot.

More to come...