Antonio and James

I knew from his voice that it was Mr. Robertson. I moved slowly on my knees still wearing my straitjacket towards him. I sat on the back of my ankles and pushed my mouth under the head of his cock and slowly I started to lick it and held my eyes looking at his eyes. He was holding a crop and he whacked me on my ass.

"Thank you, daddy," I said and kept looking into his eyes.

He whacked me a few more times and every time I thanked him with a smile. I lifted my ass up so he could whack me more with the crop. I twitched with every whack, although I didn't feel anything. I am so used to getting whipped, caned and spanked on my ass that I hardly could feel anything.

I pushed his cock in my mouth and gobbled it all the way down to his balls. I could hear him start to moan and he held the back of my head, he pumped his cock in and out of my mouth till he shot a big load down my throat. For an old fucker, he sure had a huge load to squirt. He walked out of the room and closed the door. I walked on my knees to the tray of food and bent over, pushed my face on the plate and started to eat with arms still inside the straitjacket. Hours later, the guard walked in and removed my straitjacket and handed me another tray of food. 

"I will come soon for you" he said and walked out of the room. I thought he was coming over to pick up the tray, but instead he ordered me to follow him. He took me to a shower room that was for the guards and asked me to take a shower. He stood watching while I showered and dried myself. Then I followed him to Mr. Robertson's office.

"You knew it was me under the mask" Mr. Roberson said and I smiled "You do have lots of experience to please your master"

"Thank you, Sir" I said "You are so kind"

"I have lots of work to do in the office. So why don't you come under the desk and service my cock" He said

"I will be happy to do so, Sir" I said and walked under his desk and pushed his cock in my mouth. I must have spent almost two hours sucking on his cock and slurping on his balls. I didn't want to disappoint him. When he finished his work. he pulled me up to sit on his lap and started to play with my cock.

"Oh daddy" I said moaning "I like it when you play with my pee pee." My cock got solid hard and spread my knees further apart and moved my lips closer to his lips. 

"You are a horny little boy" He said and kissed me on my lips "Did you do your homework?"

"No daddy, I don't feel like doing my homework" I said with a sad face just to keep up playing with his roleplay. He pushed me on my stomach over his lap and started to spank my ass

"Oh daddy, I am sorry, I am a good boy" I started to say while I pretended I was crying and I pushed my ass up so he could spank my ass harder. I flinched every time he spanked my ass and begged him to stop while I raised my ass further up to spank me harder. He grabbed me from my balls and pulled them up over my ass and started to stroke my hard cock that was hanging between my thighs. I felt his cock getting harder under me in his pants and I started to move back and forth over his lap to fondle his cock with my gut.

He pushed me off his lap and pulled me up and bent me over his desk. I felt the head of his cock pushing in my rectum and finally he rammed it all the way in me.

"You are a brat and need to learn a lesson" He said as he rammed his cock harder inside me. I started to cry and told him that I was a good boy. He pulled his cock out of me and pushed me on my knees in front of him and he stroked his cock and squirted his load all over my face. He scooped the cum from my face with his finger and pushed it in my mouth to eat. I licked his fingers and said "Oh daddy you taste so good"

After our roleplay, I was taken back into the solid confinement room. I was happy that I managed to seduce him and made him feel good because before I left his office he kissed me on my lips. The next two days after my meal, I used to go for a shower and then go to his office and we had more role play as daddy and son. On the third day after our role play, he called the captain in his office while I was sitting on his lap

"How can I be your assistance?" the captain asked

"I want his head shaved" he said fondling my hair that has grown in the last few months

"But Sir. We are not allowed to shave any prisoners without their permission" the captain said

"I want to be shaved" I immediately said

"Is that your wish? then it will be done" the captain said

"Do you want to be my boy" Mr. Robertson asked me

"I be honoured Sir" I said with a smile

"Good" He said "Then do not forget to tattoo an 'R' on the back of his head" he said to the captain

I was taken to shower and one of the guards shaved my head. After I was shaved, he laid me face down on a bench and I was branded with a tattoo of an "R" on the back of my head that was one inch long. 

After the shaving and the tattoo I was allowed to go back to my cell. I walked through the hallway with my head up and proud of myself that I am the warden's fuckboy. I knew that if I played his game, I would belong to him and no one would dare to touch me like the way Ross was.

Ross was lying on the bed wearing his pants and top, reading a book. I moved towards him, grabbed the book and threw it on the floor. He sprang up the bed and stood in front of me

"What do you think you are doing, bitch?" he yelled in my face

"You were sleeping on my bed" I yelled and pushed him away from me. He moved his arm back to punch me in my face and I yelled "Go ahead, Mr. Robertson would be so disappointed"

He stopped from punching me and turned me around from my shoulders and saw the tattoo on the back of my head

"I will be back soon," he said and walked out of the cell

An hour later, one of the guards came over and told me that Mr. Robertson wanted to see me. I followed him to his office and there was Ross sitting down in his office.

"Ross was telling me that you two have some disagreements?" Mr. Robertson asked

"Well Sir" I started to say "I asked him with my head down "if we can switch the bed because my back is sore and he was going to punch me"

"Why don't you want to switch the beds?" Mr. Robertson asked and Ross didn't say a word. He knew that he would be in trouble if he tried to tell him the truth. Then Mr. Robertson got up from his chair behind the desk and stood in front of Ross and said "I don't want to hear anymore complaints from Antonio, or you be sorry. Now get out of my office"

Ross got up and left the office and I felt that I was in total control of him. I looked at Mr. Robertson and asked him "May I leave?"

"Sure" he said and if he gives you any trouble let me know" Mr. Robertson said

I walked back to my cell. Ross removed everything from his bed and placed it on the upper bed.

"Sorry" he said and tried to push himself on top of the bunk bed. I grabbed him from the back of his pants and pulled him down and threw him on his ass on the floor. I placed my foot on his chest and held him down on his back on the floor.

"Remove my shoes" I ordered him.

He started to untie the shoelace of my Jordan sneakers and pulled them out of my foot. I grabbed the sneaker and pushed the upper side on his nose and mouth

"Sniff it you filthy animal" I said, pushing the sneakers as hard as I could on his face. He tried to push the sneakers off his face, but I slapped him across his face with it "Never touch me again or I will break both your arms" 

I pushed the bottom of the sneakers on his mouth and ordered him to clean it. He started to lick the bottom of the sneakers and looked straight into my eyes with such anger. He turned his face away from the sneakers and I whacked him on his face with it. He was a handsome fucker and I was getting so aroused watching him licking the sneakers that my cock was solid hard in my pants. I made him remove my sock and then I placed it in his mouth while he removed the other sneaker and sock from the other foot. I pulled the sock out of his mouth and I stood up and started to push my toes in his mouth.

"Things are going to change" I said, ramming almost all my toes in his mouth "You will serve me twenty four seven. You will keep this cell spotless and you clean my shoes with your tongue. The upper bed is for my storage so you will sleep on the floor. Your cock is mine, if you ever touch my property you will be punished. You piss, shit and cum only if I give you permission. You clean the rim of the toilet with your tongue and I don't want to see any spots of piss on it. Finally all your smoke and weeds belong to me, fucker. You will smoke only if I think you deserve it and I will be using your ass to make more cigarettes and weed. Do you understand?" and whacked him a few times on his face and asked him if he understood everything I said.

 I was enjoying myself being in total control and a sadist master instead of being a fuck slave. Every night before we go to sleep, he would lie beside me with his back towards me so I can fuck him hard. Ramming my cock in him while I held him by his hair. I slapped hard across his face and called him all kinds of names. I fucked him in a missionary position and spit in his mouth and slapped across his face. I wanted to pay him back for what he did to me. Then I would push him off the bed to sleep on the floor. In the morning I would grab him from his hair so he stands on his knees to suck my morning hardon.

I knew that all the guys hated him because he was such an an impertinent asshole when he was Mr. Robertson's fuck boy and treated everyone like shit. When we walked around, he used to hold the loop of my pants. Guys used to come over and slap his ass or grab him from his crotch. When he used to push someone away, I would turn around and slap him and order him to apologize for being rude and not to embarrass me. I started to become closer to the guys and more friendly because I need to build my stock of cigarettes and weed to pay the guards. 

Two or even three times a week I use to go to Mr. Robertson's office to service him. I always wanted to be sure that every hair from my neck down is all removed to look like a little kid. He even bought some toys, like dildos, butt plugs, cock cage and whips, to play with them in my play pan. I wanted to be sure to keep him happy so I stayed in power. 

Ross and I still spent our morning in the library, but with some changes. I used to sit down and read a book while he sorted out all the books and kept the records. I made him keep his cock and balls out of his fly to attract more customers. When the guys walked in the library they loved fondling his cock. He had no choice but to let them and thank them. 

I pimped him out, like he did to me, Some of the guys wanted to pay him back for what he did to them and they paid more with cigarettes to whip him before they fuck him. I loved hearing the sound of the belt on his ass and him groaning in the back room.

Every time Ross tried to refuse his duties, I would complain to Mr. Robertson and he would spend few days in the solidary confinement and he would return back to a total submissive fuck boy. The other cell mates started to slow down from beating him and fuck him. I think they got tired of fucking his ass and mouth and whack his ass.

Time went so fast that after twelve months I was paroled for good behavior and I returned back to my master's house. I was so excited to arrive at my master's house and he did welcome me back with hugs. I became his slave again and serviced him like we did in the past.

I was forty years old when my master passed away. I inherited his house and his estate. Treyvon moved in with me and we became partners. Steve and Peter also passed away and Chen and Ali moved in together. Up to the present day, we are all in our late fifties and every month we all get together for a few drinks and discuss our past and what we went through. But none of us regrets our past. We all became good friends of each other and sometimes we do share a young man to be our sex slave.

The End