The boy was so worried that he was shaking. Mistress Norma looked at him carefully. He seemed really young, maybe no older then 23 years old.

"Get naked and sit in that chair" she pointed him in the right direction.

The boy obeyed. With trembling hands he started undressing. His jeans and shirt were the first to be taken off. Soon he was naked with only his underwear briefs remaining. He hesitated for a second. Mistress Norma approached him and grabbed his cock and balls through the underwear.

"Aren't you getting these off?" she asked and squeezed hard. The boy mumbled something through the pain. Mistress Norma pulled down his underwear exposing his member. "I didn't hear you." she said.

"Yes mistress"

"That's better" Mistress Norma loosened her grip and the boy finally removed the last part of his clothing. "Now sit in the chair."

The chair was not a chair at all. It seemed like a wicked version of gyno chair, but despite being made to hold the person in almost horizontal position it was rather keeping the person in almost perfect sitting position - only slightly reclined backwards. There were clear holders for all 4 limbs of a person and every holder was equipped with a few metal shackles. He was so shaken up from the ordeal that he couldn't position himself well from the first try, so it took a while to get comfortable.

"How old are you, boy" Mistress Norma asked and started closing the chains around his legs.

"Twenty-two, Mistress. I am twenty-two" the boy replied

"And you are a virgin?" she continued her interrogation. Mistress Norma had just finished chaining his legs. Now was turn to shackle his arms.

"Yes Mistress, I am a virgin." the boy answered

"Can you remind me - have you ever seen a naked woman before?" Mistress Norma had finished with closing the shackles. He was all chained up now. Mistress Norma started to undress. She wanted to tease him as much as possible.

"No-o Mistress. I h-h-haven't" his voice was becoming shakier and shakier, looking at the 48 year old woman in front of him getting naked.

"Do you like what you see?" she asked. She was very fit despite her age with nice round silicone tits, firm ass and beautiful skin. Almost untouched by the age. Only her shaven pussy was visibly loose. Thats all he could see, for the brief moment he could observe her.

"Yes Mistress, you are very beautiful" as he replied she had already started putting her latex suit on.

"So I guess now you want me to fix you?"

"Yes Mistress, please fix me" he begged.

"What you said was your name?" Mistress Norma asked.

"Johan" the boy replied.

"OK, Johan. I will be starting now." she got closer to the chained boy and started massaging his dick. The dick was well above the average size and was also completely shaven with a large piece of foreskin covering the head. Too bad she was planning to circumcise him. The massage was enough to overcome Johan's concerns and now his almost 8.5 inch cock was standing hard as a rock.

"You have nice and big cock Johan. I am almost sorry that I have to modify it now" having heard that Johan was horrified.

Despite his horror he couldn't do anything. The chains held his body in place - almost no movement was possible. He could only watch as Mistress Norma held his erect cock with one hand while with the other she made a few prices incisions with a surgical knife. In a matter of seconds the foreskin of his cock was gone. Blood started dripping and pain overwhelmed him as Johan lost conscious.

Johan came to his senses maybe about two hours later. The wound of the fresh circumcision was treated carefully. Mistress Norma noticed that he is awake and came closer.

"Are you ready darling?"

"What for?" Johan asked tiredly

"You told me, that you want to loose your virginity and fuck a girl anally, right?"

"Yes, Mistress"

"Let's say that for my own pleasure I have misunderstood you" as soon as she said that she pressed a button and a motor started running. Unbeknownst for Johan, while he was unconscious a fucking machine with a medium sized dildo has been positioned below his seat. The inevitable happened. The head of the dildo pressed against the boy's asshole. Mistress Norma had greased it well so it slid in easily.

"No, no, please no, please no" Johan started begging as the dildo started penetrating his ass. The speed of the machine increased every few seconds until it was ravaging brutally the boy's asshole. Johan cried as the butt fucking continued. The dildo was well stimulating his prostate and his freshly circumcised cock was hard again. Mistress Norma used the occasion and strapped his cock to his belly with black tape leaving only the wounded cock head free of tape.

Mixture of pain, humiliation and strangely arousal filled Johan's mind as the machine continued marching in his rectum. Soon the feelings were so overwhelming that Johan started cumming only from the anal stimulation. His circumcised cock started spraying sperm with such force that he covered his own chest with his jizz.

Mistress Norma stopped the machine and pulled out the dildo. Johan sighed in relief but it was temporarily. In less then a minute Mistress Norma had changed the dildo with one which was slightly bigger. She turned on the machine and the whole ordeal started again. This time the penetration was a bit rougher and a bit deeper but the boy's rectum was well prepared from the first fucking. This time Johan cummed from the anal stimulation in less then 8 minutes. For his horror, Mistress Norma repeated the same procedure. There was no rest for him - a third bigger dildo was installed on the machine.

"I want stop until I blow your ass cunt irreversibly" she whispered in his ear as the new dildo started repeating the same movements.

The ruthless procedure continued. He had his third orgasm and the dildo was changed again. His forth orgasm followed soon after and his sperm once again leaked on his own belly and chest. It was time for Mistress Norma to install the last and the biggest dildo. She opened the suitcases but hesitated. Unsure of what to pick she took a tape measure and for Johan's horror she measured his still erect cock.

"Well, let me see. 8.5 inches of nice circumcised cock. I am tempted to make you feel what is like to be fucked anally by such a monster. Or maybe..." she used the dramatic pause to take a really monstrous dildo from the suitcase. She showed it to Johan. He shook his head in desbelief. "Or maybe something that is just over 50% bigger then your own cock..." Mistress Norma laughed at him as she rubbed the head of the plastic cock against his sperm covered belly and against the head of his now circumcised cock.Really nice cock prepared for him. This one was a monster as it was considerably bigger then Johan's own cock.

"Well it's 13 inches in length.... and 2.7 inches in diameter" she laughed once again as she attached the dildo to the piston. Johan's body was shaking in its bonds. It was futile. The gigantic piece of plastic entered mercilessly his already sore rectum hole. The dildo reached its deepest point on the first thrust. Johan had never felt so full. Little did he know that he would remained shackled to this chair for the next few hours with his ass being fucked constantly. And this was only the beginning of his adventures with Mistress Norma.