A teenager finds his way in life as a Master - Chapter Six
Comments are always welcome to pissupmyarse@gmail.com (please remember that Nifty is a free site and always needs your donations to keep it free) this is a story from the MASTER's point of view, difficult for a complete sub bottom like me to write, I would be interested to know what you think - enjoy.
We lay together for a while and I sent Sloane off to get things ready for dinner as I wanted him with me when Alistair got home and then we could all sit together listening to how he got on at work.
A couple of hours later Sloane had done everything he needed and came and sat with me on the sofa. I let Sloane cuddle against me playing with my new nipple rings that had settled down nicely. The door went and Alistair came into the lounge with a huge grin on his face. "I take it you had a good day?"
"Sir, I've had a fabulous day, I can't wait to tell you about it. I was dreading walking into the office wearing this but everyone was so fucking good about it, I have had a fucking great day and a great day being fucked."
"So am I forgiven for making you dress as a slut?"
"Sir you can dress me as slutty as you like as often as you like, I fucking love it, I know now what I have been missing and why Sloane enjoys being a slut so fucking much."
"Strip off and come and sit with us."
"I'd better not Sir, I don't want to mess up the sofa, my pussy it very wet and leaking a lot of cum."
"Alistair, just sit next to me, besides it is leather and you can lick it up later." He smiled and stripped off and sat down. "Now tell me how your day went."
"Well, as soon as I got to the office, I admit I cheated and got a taxi but tomorrow I don't give a fuck. One of my co-workers came up behind me and played with my pussy arse, I had pre-lubed it before I left home just as Sloane told me to. I heard a moan and a zip being pulled down. I didn't know who it was but as I leant over the photo-copier I felt a hard dick enter my pussy arse and I moaned at the feeling and loving being used. I was full of all sorts of emotions but at last I knew I was just like my slut of a brother, a slut who enjoys a good fucking of a hard dick filling my throat. I soon realised from the guys moaning that it was Henry one of the young clerks that works in the office. I always thought he was straight but he clearly had fucked a guy before as he was really into it. He was ramming in and out of me so fucking hard that neither of us realised that two more workers had arrived and were watching me being fucked. Henry stopped his fucking and I felt him unload his cum deep in my pussy arse. I don't know what came over me but I said 'who's next' and Stephen came over felt my arse and pulled out his dick and rammed home. Not to be outdone Barney came over and offered his dick to my mouth. I was now filled both ends and fucking loving it. Both guys didn't last long and both came together filling my arse and throat with cum."
"And that was just the start of your day brother?"
"Yes Sloane, I know what I have been missing all these years. I fucking loved it." I looked at Sir's dick which was hard and bouncing up and down, I looked up at him and he was smiling.
"Sit on my lap and continue to tell me what else happened today." I pulled Alistair towards me and he sat on my stiff dick facing me and took all of my long fat dick into his tight pussy.
"Well Sir" he started as he bobbed up and down "The next thing I knew was the front door opened and a client was standing in the doorway. He said this is very nice and I saw him rubbing his crotch, I need a pussy boy to fuck as my son is away at the moment at Scout camp, My wife is getting laid by her boss which is why I'm here I want to organise a divorce and keep custody of my son. Barney said that we can look after you in both respects. I went over to him and lowered his trousers and got to the floor and sucked him into my mouth. Barney asked us both to go into his office and we split and went inside. I immediately bent over the desk and Mr Trowbottom came up behind me and shoved his dick in my pussy arse and started fucking me."
"What a slut Alistair, I cannot believe how quickly you have come to terms with what you really are. You are just like your brother."
"Barney was talking to Mr Trowbottom and making notes on his case whilst he was using my pussy and fucking it hard, I actually could not believe it, here I was getting screwed whilst business was being carried out, suddenly Mr Trowbottom stopped talking and I felt him shoot his cum deep into my pussy arse. He pulled out and I turned to clean him off and I was sent from the room and they carried on taking about his divorce."
I stopped Alistair from bobbing up and down on my dick and I unloaded cum deep in his pussy. He stayed where he was and I kissed him pulling him down on my dick sinking even deeper in his pussy. I needed to piss and he was getting it, I let it go slowly and his eyes lit up and he smiled broadly. I let it all go filling his pussy with my hot teenage piss. "Oh thank you Sir for giving me your cum and piss." And he leant in and kissed me again. He continued with his story.
"I got on with some work for the next few hours as I had a lot to deal with. The boss called me in after lunch and told me to come round to his side of the desk. He told me to get on the floor between his desk and into the alcove. He unzipped his suit trousers and offered me his dick to suck on. "Now be quiet a pussy boy" He pressed his buzzer and his secretary showed in the next client. They talked at length but I was so concentrating on sucking his dick that I paid no attention. I could not believe that I was sitting here sucking a dick and the client could not see a thing or know what was going on. After a while the boss shuddered and shot his cum in my mouth. I heard him say that he had banged his knee on the desk hence the slight outburst as he shot his cum. I stayed where I was as they were still talking and I felt him start pissing in my mouth, I drank all his piss and as soon as I finished the client left as they had finished.
"Thanks pussy, now get out and get on with your work, you have a lot to catch up on as you have been fucking a lot this morning. You need to come in extra early from tomorrow onwards and the staff can use you before the office opens. I smiled and thanked him for everything."
"Did you enjoy being a slut to real men then Alistair?"
"Oh yes Sir and I have you to thank for it, please Sir, can I dress like a slut all the time I go out of the house from now on?"
"Of course you can Alistair, I wouldn't allow you to dress in any other way and I am pleased with the way you have turned yourself around. Now go and empty your pussy and come back here and sit with me for a while." He disappeared upstairs and Sloane went into the kitchen and came back with some tea and coffee for all of us.
The boys sat next to me and I looked at them with my eyes raised, they quickly got the idea and sat on the floor at my feet. "Better" was all I said as we drank. I saw the boys look up at my dick, tongues almost hanging out. "Later boys, later." And they looked away and lay their heads down on the sofa next to me. We all dozed off for a while, I woke up and played with Sloane's long blond hair. He came to and looked at me and then my big fat stiff dick which was rampant wanting attention. Sloane woke Alistair and he looked at his brother and then at me. "Come up on the sofa boys and lick and bite my nipples, they have healed nicely now." They sat next to me and each of them took a nipple in each mouth.
They were gently nipping and biting at each nipple, I enjoyed the pain and grabbed the back of their heads and pushed them harder onto my nipples giving them permission to bite and chew harder. My phone went and I leant over to get it and pressed the answer switch "Hello" the boys continued to bite and chew my nipples "headmaster" and I pushed the boys away, they sat back as I moved to get up.
I had a long conversation with my headmaster and needless to say I should be back at school, I asked him to come round and see me as I wanted to be home schooled and only go to school for the exams. He agreed to come and see me the following day.
I sat down and pulled the boys to me "There is no way I am going back to school and not having you two bitches around." They looked up and I nodded and they got to work on my nipples again. My dick was stiff and needing attention. I pulled Sloane by the hair and shoved him onto my dick, he took me all the way down into his throat and started sucking. Alistair was still attached to my nipple and looking down at his brother giving my big, long fat dick some much needed attention. I pulled at Alistair and pulled him towards my mouth and we kissed, as we were kissing I lifted him up so he straddled me, his arse facing his brother and my dick, we continued kissing. Sloane was a good bitch and knew exactly what was needed of him, he left my dick alone and got to work licking his brother's arse. Pushing his tongue inside, I felt Alistair moan as he felt Sloane's long tongue get into his arse.
Alistair started moaning enjoying the tongue work his brothers was giving. I used my hand and waved Sloane away and grabbed Alistair and sat him down onto my dick in one go, I went balls deep into him and a few tears came to his eyes. "Tears of pain or delight Alistair?"
"Both Sir Both." And I started fucking him, lifting his slender swimmers body up and down on my dick. Alistair took over and fucked himself on my dick, Alistair was getting better and better at this and soon enough I felt the signs of ecstasy and shot my cum load deep in his pussy arse. I stayed put and as I went a little softer I needed a piss and proceeded to piss into Alistair's pussy arse. "Oh thank you Sir for giving me your cum and thank you for giving me your piss." I kissed him.
As I pulled Alistair off me I motioned for Sloane to lick his brother's pussy arse. "Lick him clean Sloane, I want to see you take everything in his pussy arse in your mouth and throat. Sloane got to work immediately and Alistair let go, both boys were moaning, one because he was drinking piss and cum and the other from the tonguing he was getting. When they had finished I sent them off to the pool for some more exercise and to work on their swimmers build.
I decided to look at website for more slutty clothes for the boys to wear when they went outside. After a while I saw some girly things and thought that they would look very sexy on the two boys. I ordered some mini-skirts made of various materials and some panty and bra sets. I found another site that had some T shirts cut short to show off the midriff, they all said SISSY BOY in bold letters on the back and front and came in several colours. I ordered three sets in pink, yellow and baby blue. They would look good with the mini-skirts.
I found another website that had fake tits, I found some that looked great and got those as well. I needed some shoes to complete the various outfits I had already purchased. I got some black knee high stiletto boots and some platform stiletto shoes. Pleased with myself I got them all express delivery and they should all be arriving in the next couple of days. Finished I went into the pool to watch the boys for a while, they were swimming lengths. "Okay time to finish off" and they stopped immediately and they came over to me and sat on the floor at my feet. "I have ordered some more things for you to wear when you go outside, they should be arriving tomorrow or the following day at the latest.
Both boys kissed me and thanked me and were desperate to know what I had ordered for them "you will just have to wait and see won't you." I left them as they showered and joined me in the lounge where we watched some TV for the rest of the evening before taking them both to bed and fucking both of them before we all drifted off to sleep in the early hours. I woke in the night and fucked one of the boys again and once again drifted off to sleep.
The next morning the boys woke first and were up and making breakfast for us. I wanted to work out first, so I went into the gym and got on with my workout. The boys wanted to watch so they came in and sat and watched me work each of my muscle groups in turn. By the time I had finished I was glistening and feeling good, as I always love a good workout, my muscles were really pumped, I went over to the boys and stood there with my arms behind my head and they just sat and stared at me waiting for an order. "Lick my arms pits boys, then you can join me in the shower and clean me."
The boys got to work and cleaned my armpits of all the sweat I had built up working out. They got the shower ready and cleaned my hot muscled body taking time on each muscle as they were really turned on and leaking pre-cum by the bucket load.
I dressed in a clean jock strap and told the boys to stay naked and we went downstairs to enjoy breakfast.
The door went and Sloane went to answer it, I wondered who it was and suddenly remembered that the headmaster was coming over this morning to talk with me about home schooling. Sloane came into the room with his dick hard and pointing skywards, followed by the headmaster. As it was not a school day he was dressed casually and wore tight 501's and a tight white T shirt that showed off his body. "I can see why you want home schooling Christopher" as he looked at me and the boys rubbing his crotch "what can you do to persuade me that home schooling is the best option for you?"
"Boys, get to work." And the boys scooted over to the headmaster and caressed his dick still encased inside the tight denim. Alistair undid the button fly and slowly pulled down the jeans. He was wearing a clean white jock strap underneath which Sloane got his lips to and started sucking the pouch. Alistair got up and took off his T shirt and got to work on his nipples taking turns on each one, he had his eyes closed and a huge smile across his face, he was enjoying this I thought.
Alistair looked at me, I smiled and mouthed to him to turn round and put his pussy arse to the headmaster's dick. Alistair spun round and got his pussy arse lined up with the head of the headmaster's dick and pushed. He opened his eyes and saw that Alistair was starting to fuck himself. He went balls deep the headmaster doing nothing but enjoy the sensation.
Sloane got behind him and started licking his arse using his long tongue to get inside the headmaster. Sloane knew that I would want to fuck him sooner or later. The headmaster was moaning all the time his eyes still closed.
I got up and went over and got my fat dick from the jock strap and Sloane licked it wetting it nicely. I put the head of my dick to the headmaster's arse and pushed. "No, good God no, I don't get fucked."
"You do now headmaster" I said pushing my substantial dick inside his hot very tight arse. He started to scream in pain but I didn't care "If you want to use my boys you get fucked by me" The headmaster continued to fuck Alistair as I fucked him, he had stopped screaming in pain now and had started moaning "Ha, you are enjoying this now aren't you."
"Yes Christopher, I am. I never knew getting fucked would be so sensual. Fuck me and fuck me hard." I took him at his word and fucked him hard as he asked. I soon felt myself cumming "I'm going to cum, are you close?"
"Fuck yeah." And with that he shot inside Alistair and I shot inside him. I pulled out and Sloane got behind the headmaster and sucked the cum out of his arse "Oh shit that feels so good." And he started wiggling his arse giving up my load of cum to Sloane. We sat down and the boys went to make drinks for us.
"Well Christopher, I know what you want home schooling with two sluts at your beck and call all day, I must say I never knew that your dick was so fucking big. Although I haven't been fucked for around 15 years it felt so fucking good and I want it again soon. So I think that we can go ahead with your home schooling and I will be your liaison with the school and come round frequently so assess your work. How down that sound?"
With a huge smile on my face "Sounds fucking ace, as long as I get to use your arse again?"
"Yes you can fuck me again but not today, I am fucking sore." The boys came back with the drinks and served us both. They disappeared back to the kitchen. The headmaster and I talked for a long while sorting things out and a schedule of work and when he would call to check things through.
He got up to leave just as the boys came back into the room, the boys leant in and kissed him both exchanging tongues. He turned and left.
"Well boys that was unexpected. I never knew my headmaster was into boys. Come on let's go to the gym I need another work out after the sex and you two can swim some more." We went off to the gym and got on with our tasks.
I had a great work out and felt really pumped by the time I had finished, I went to the gym and the boys saw me and got out of the pool and sat on the floor looking up at me expectantly. "Come on boys, come and shower with me and worship my muscles as you clean me." We trooped off to the shower and they set to work. Each boy cleaning one side of me caressing each muscle in turn and both loving every minute of serving their Master.
All three of us were hard and our dicks needing to cum again but I ignored it as I wanted to leave the boys wanting and get even hornier despite the fact that I need to cum again so badly. I stepped out of the shower and the boys dried me and then dried themselves. "Right lets go into town and have some fun." I looked through the boys clothes and was deciding what they were going to wear. When the front door went.
Sloane called up "A delivery has arrived for you Sir." I went down and knew what it was.
"Great I only ordered this yesterday" and as I opened the parcel "some more slutty clothes for you both, you can wear them today."
Sloane and Alistair took one look at them looked at me "Please Sir don't make us wear girly clothes"
"You'll wear what the fuck I tell you to wear, if you both want to continue to get this" I said grabbing my huge dick. "Besides, I think you two will look great as hookers and I want your pussies full to over flowing before I fuck you. Now fuck off upstairs and get those on NOW!"
They grabbed the parcel and almost ran upstairs.
About an hour later they both came down walking very gingerly in the new high heels both clearly unsure. "Fuck you both look like fucking great, a real pair of hookers." Both wore T shirts with SISSY BOY on them with mini-skirts and fishnet tights and knee high black stiletto boots. The skirts were so short you could see the black thong knickers they wore underneath and the matching bra through the T shirt.
I went back upstairs and pulled up some tight denim shorts that barely covered my big dick and a pair of timberlands and a tight vest and went downstairs. "You know, you two really do look good as girls, well slutty girls anyway." I said with a huge grin. I took the boys by the hands and almost pulled them outside into the street.
We walked to the station both boys getting more and more confident as time went on, by the time we arrived at the train station they had gotten used to the fact they were dressed as sluts and resigned to it all, as I knew they would. I got the tickets and onto the platform, the platform was quiet busy and we were getting lots of looks, some of disgust, some of interest and some of lust. One particular guy could not stop himself from staring. He had his hand in the pocket of his very tight light blue and faded skinny jeans trying to cover an erection. I dropped some rubbish on the floor as I had just eaten an energy bar. "Pick that up Sloane." He looked at me knowing and smiling, he turned and his pussy arse faced the man and bent over rather than bend at the knees. I heard the man gasp as he saw the thong tight up Sloane's pussy arse, Sloane stood up and put the rubbish in the bin for me.
The train came in and we all got on, surprisingly (not) the guy got into the same carriage as us and sat directly opposite Sloane, the guy could not help himself but stare, Sloane stood up at the next station as all the seats had gone and an older lady needed to sit, so he stood facing the young man. He was about to get up and offer his seat to Sloane when the train suddenly stopped and Sloane fell into his lap. Sloane took the advantage and rubbed his dick through thin denim eliciting a moan of lust from the young man. "Erm" he said a little unsure of himself "would you like to stay on my lap for a while as no other seats are available?" Sloane nodded, smiled and squirmed to make himself comfortable and to get his dick nestling in the crack of his boy pussy.
"Thank you Sir" Sloane said to the young man. I could see the young man was very happy to have my slut on his lap as he was beaming broadly. Sloane was still squirming, this caused the young man to moan uncontrollably.
"Come on boys, this is our stop." We made our way to the doors and I saw the wet patch covering the left leg of his jeans, the guy had come from Sloane sitting on and squirming in his lap. He looked directly at me and smiled spreading his legs to show that he had cum. We got off and walked towards the shopping mall.
"Right boys, when we get inside I want you to really look like a couple of sluts, your T shirts will give the game away anyway and I want the boys and men to really drool over you. Alistair walk like your brother, head held high, do well and I'll make sure you get a bonus. See how many dicks you can get in your pussies before we get home."
Sloane smiled at Alistair "I'll get more dicks than you brother, you wait and see."
"Right brother, that's what I call a challenge." And they walked off swinging their hips and their arses moved at the same time as the hips and looked delicious.
Before I sat in the coffee shop, I shouted after them "Come and find me in 1 hour and tell me how you are both getting on, I shall be around here."
TO BE CONTINUED.....