A teenager finds his way in life as a Master - Chapter 8
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.
I could clearly see that they were far from happy, being locked up. "Just think boys every time you start to get erect the chastity you are locked inside will stop you. I can't wait to watch your body wanting to get hard and the metal stopping you from doing so. I shall enjoy this." We had walked to the shopping centre and I took the boys into a café. We all sat down and Sloane went up to the counter to get what we all wanted. I made sure that we sat away from the crowd and were slightly hidden, I grabbed Alistair and planted a kiss on his cheek I turned his head to me and kissed him deep on the lips and caressed him by putting my hand between his legs and played with his pussy. I pulled away and saw him wince in pain. He started to get erect but could not and he went soft again. I smiled at him and he looked at me with those pleading eyes. I shook my head "you need to learn." He looked down in submission.
Sloane came back and sat the other side of me and I did the same to him and he also winced when he tried to get a hard on. "You also need to learn and when I feel you have both learnt your lesson you will be released. At least I still have access to your pussies so I can fuck the hell out of you." They both groaned at the thought as they both always shot huge loads when I fucked them. We drank and ate our snacks in silence. I could only imagine what the boys were thinking, the way they hated me, the thought of how long they would be locked away. In the end though they could have ran away and not be locked away but as good pussy boys should they took punishment well.
When we finished we got up and walked off, the boys walked heads down until I slapped the back of their legs "hold your head high both of you." The looked up in surprise "that's better" and we walked on, I wondered where to go and what to do with the boys, I wanted them to squirm a little before we went home. I was not really paying attention to where we were going and were at the end of the high street and heading out of town.
We walked into the park and I soon found a nice spot in the sunshine away from the main part of the park. We all sat down together "Boys, I know you hate me at the moment but you had the chance to run away when you found out you were going into chastity but you didn't. You accepted your fate and I am proud of that, I am proud of the way you chose to wear your bitch clothes today to please me. Remember that I love you both BUT" I said forcefully "you must learn that I and I alone control your lives now, I tell you what to do and when to do it, I tell you what to wear and when to wear it. I love seeing you with rock hard dicks especially when I know it is looking at my hard and hot muscled body that gives you hard dicks but you have to learn this lesson and learn it you will. Do you both understand?"
The boys looked at each other and then at me "Yes sir" they said in unison and both kissed me on the cheek. I looked them in the eyes and saw the love they had for me.
"Come on boys, I need to fuck you both and fuck you now." I pulled them up from the floor and we almost ran home. As soon as we got inside the front door the boys fell to the floor pulling off the knickers they were wearing and got into position. I stripped off myself and got behind Sloane and entered his pussy arse falling on him and going deep into him. We both moaned in lust at the feeling we gave each other. I pulled all the way out of his inviting arse and moved over to Alistair and fell on him pushing all my substantial dick into his pussy arse in one go my balls banging away on his arse lips. He started crying "Why are you crying bitch?"
"When you put me into chastity I thought that I would never have this feeling again Sir, I have been fucked my several different men times since coming into your life but your dick in my pussy arse makes me feel so alive and I love that feeling."
I stopped my fucking and turned Alistair round and started kissing him, we both exchanged tongues. I saw him wince and looked down, his dick was trying to get hard but couldn't because of the chastity. I kissed him again and told him to turn round. I shoved my dick into his arse and fell on him pushing all 12 fat inches inside him. "Fuck that feels good Sir, Please fuck me hard, oh shit yeah" and he lowered his head to the floor as I continued fucking him hard. I unloaded deep in his arse shooting cum inside in rope after rope of hot sexy muscle boy cum.
I immediately pulled out and moved to Sloane and shoved my dick into his pussy arse. Sloane had moved whilst I was fucking Alistair and was lying on his back with his legs in the air. My dick still rock hard and as I entered Sloane's pussy arse he moaned and groaned and had a huge smile across his face. I fell onto him and went balls deep and I leant down and we kissed, also exchanging tongues. We kissed as I fucked him. I was fucking him slowly "Sir, please fuck me hard and fast, fucking me this slow is to fucking much." I smiled and started speeding up fucking him harder and harder "Thank you Sir, oh yeah that feels fucking ace."
I fucked Sloane hard and then stopped deep inside him. "Mmmmmmm" was all I heard from Sloane as he felt me unload deep in his pussy. I pulled away and both boys licked and cleaned my dick before sitting up, both had huge smiles across their faces despite not being able to get hard and cum.
"Feel better Sir, now you have unloaded all that hot cum deep in our boy pussies?"
"Oh yes I do, no doubt I'll have some more later, now go and get me a beer." Sloane jumped up and ran to the kitchen and got me my beer.
When he came back he knelt on the floor so as to get to my level and handed me my beer, Alistair handed Sloane his rather large butt plug and they both inserted each other's plugs. Job done they stood up and decided to go for a swim. "You two are really getting into this swimming aren't you?"
"Yes Sir" they said together. They laughed and disappeared eager to get in the pool.
My mobile phone rang, I recognised the number. "Hello headmaster, I wasn't expecting a call from you, I don't have any work to give in do I."
"No you don't Chris"
I interrupted him before he could finish. "Pardon"
"I said you don't have any work to hand in." I said pardon once again more forcefully this time.
"Oh" was all I heard from the other end "No Sir you do not have work to have in but I wondered if I could come round and see you Sir."
"That's better headmaster, of course you can come round as long as I get to fuck you."
"Sir that is why I want to come round."
"Be here in twenty minutes and if you're late you'll miss out and can fuck right off again." I shut off the call not giving him a chance to reply, I know that driving takes 30 minutes of you stick to the speed limits and he could only get here if he drove at speed. I wanted to see how much he wanted my huge dick up his arse.
The front door went and as the boys were still swimming, I went and opened the door. I was naked and sporting a good half hard dick. I looked at the clock by the front door as I opened it "You are 2 minutes late headmaster, now fuck off back to school. I will ring you when I want to come round again as I do want your arse but if you cannot do as your are told you will not get this" I grabbed hold of my dick and wanked myself to full hardness "in your arse again."
"Please Sir, I need your huge dick in my arse, I have had sleepless night thinking about it" he fell to the floor looking up at me "Please Sir I'm begging you."
I shook my head "Just be ready for my call and get here by the time I say."
"Yes Sir" he said very despondent and dropped his head and walked off. I closed the door and smiled to myself thinking 'I love the power I have over pussy boys.'
I walked over to the swimming pool to watch my boys swim lengths. I sat on the side of the pool watching and timing them "You are both getting much better, your times are getting fucking good. If I am not careful you'll both start to beat me. At least in the pool." I grinned broadly and they came over to me.
"Thank you Sir, we are really getting into this and think you for pushing us in the first place. Sir, please can we go to a public pool. I would like to see how good we are getting in relation to other guys."
I smiled again "I suppose you want to flaunt your pussies at the boys and men as well?"
"Well, that did cross my mind Sir and I know you love fucking us when both our pussies are full of hot man cum."
"I'll see what I can do then. Now go and do some more lengths" They swam off and powered up and down the pool.
I wandered off back to the house 'I suppose they had forgotten that in a public pool they would have to wear a swimming costume and the chastity they both are wearing would show.' I thought to myself as I poured myself a soft drink.
I left a note telling the boys that I was going out and would be back later. I put my white cycling Lycra on and rode into town, I made my way to the store where the guy showed me some swimming costumes. I saw him and he looked over and recognised me right away and came over. "I need some swimming trunks for me and my two house boys. I want them to wear white speedos as small as humanly possible and well you know what I want, something that will hold my dick in place but also show off my immense length and width." He smiled and showed me to the fitting room away from the main part of the shop and asked me to wait whilst he bought some over.
I took the time to strip off and by the time he got back I was naked and hard. He threw the costumes to the floor and dropped his trousers and bent over in front of me. I felt his arse and he was lubed up as before. I moaned and put the head of my dick to his arse and pushed inside. "Oh fuck you are loaded up already that feels awesome, I can feel some cum round my dick."
"Yes Sir, my boyfriend came in just before you as he could not wait until we got home." I rammed in and out of him and I soon felt myself on the verge of cumming, so I stopped deep inside of him and rested.
"I am not going to cum yet, so clench those arse muscles as I pull out, you get to have your pussy filled some more later."
I pulled out and he pulled up his incredibly tight yellow skinny jeans over his tight body and did them up, I rubbed his arse and crotch "You look good wearing tight jeans especially if your arse leaks cum. I love to see a guy's cum leaking into the tight fabric round the arse." He bent over in front of me and pushed, I watched the seat of his jeans get wet. I smiled and pulled him towards me and turned him and kissed him "that means you will get your arse filled with even more cum later." He smiled and started showing me the swimwear. He showed me some Speedo style swimwear in white they were very sheer and very high cut. "They are in chastity, so I want everyone at the pool to notice."
"They will in these Sir. Now I think that you need to try these on as they will show off your big fat dick to perfection." I put them on and could see that my hard dick was showing up clearly through the white costume, mine had more material that the boys, but with my huge dick I needed it.
"Nice, I'll take them all" he smiled and went off showing even more cum through the seat of his tight jeans. He came back with some things that I hadn't asked for.
"Sir, forgive me but I have a couple of things here that you might like for yourself, they will show off your body to perfection." And he showed me some jean shorts that were very tight and cut just above my arse and showed off my muscles very well, I smiled and added those to my purchases. He next showed me a couple of muscle vests that I tried on and fell in love with, they looked good on me and showed up my body to great effect.
"You are a good salesman, you know what real men want. Now strip off and let me at your arse, I need to cum deep in your pussy." He pulled down his tight skinny jeans and bent over, as I was naked I was soon pushing my substantial dick deep in his tight and wet pussy. "That feel good?"
"Yes Sir, you are much longer and fatter than my boyfriend, your dick feels so fucking good deep in my boi cunt." I was ramming into him hard, pulling all the way out so only the head of my dick was inside him and then lunging hard. This caused him to moan. All of a sudden he shot his cum all over the floor of the fitting room and I shot my load deep into his arse.
"You are a good fuck. Thanks" I dressed back in my Lycra and he pulled up his skin tight skinny jeans, he wanted to wipe his arse but I refused him. "I want to see the stains on the arse of your jeans, turn round and push it out." He obliged and turned and started pushing, I could clearly see you are getting wet and soaking through the thin yellow jeans. "Fantastic" and I rubbed his arse and turned and kissed him deeply. "Let's go and finish this sale." We walked out of the fitting room, he was in front of me walking to the till and I could see more and more leaking out coating his jeans. "Very nice" I said slapping his butt.
He rang up the sale and I paid him and left blowing him a kiss as I left "See you again."
"Hope so Sir." And I walked off my Lycra cycling gear straining to hold in my stiffening dick as I walked off thinking of him leaking cum all over the seat of his tight jeans. I smiled to myself and started to get horny again, which of course meant that I was getting harder and harder. I looked around and watched as people stared at me. I love being looked at and this caused me to get even stiffer and even hornier. I wanted another fuck and could not wait until I got home and use the boys.
As I walked round the shopping centre I noticed a guy following me, he looked around 20 and was wearing full skinhead gear. Tall boots up to his knees and skin tight skinhead jeans with a Fred Perry top and braces. He looked great in his gear, I smiled over to him and he came over. "Please Sir" he said with respect and his head bowed "can I suck you dick?"
"Only if I get to fuck your arse." I saw him smile even though his head was still bowed. "Where do you suggest we go?"
"My Dad looks after this place, he is the maintenance man. We can use his room and if he is around he may want to suck your dick too." He led the way and off we went. He took me to the rear of the shopping centre where the staff go and customers are not allowed. He took me into his Dads workshop, I pushed him down by his shoulders and he dropped to the floor. He poked out his tongue and started licking my white Lycra cycling gear making it nice and wet. "I may be a skinhead but I fucking love Lycra and the fucking horny guys that wear it." And he continued licking my fat dick through the Lycra.
"I want this in your arse, pull those jeans down NOW!" I demanded. He stood and took down his braces and opened his tight skinhead jeans and pulled them down and took off his top, he was completely shaved, not a hair anywhere. "Good. I love the guys I fuck to be hairless" and I turned him round and felt his arse "lubed up as well. Very nice" and I put the head of my dick to his arse and pushed inside.
"Jesus fuck" he yelled out as I pushed the head of my large dick inside his arse, I grabbed hold of his hips and lunged inside in one go pushed all of me inside his incredibly tight arse. He continued to scream from the pain which of course turned me on even more. Soon though he was moaning uncontrollably and pushing back meeting my inward thrusts. "You're enjoying this now aren't you?"
"Yes Sir, please fuck me and fuck me hard. You feel so fucking good deep in my arse, no-one had ever gone that deep before and it feels fantastic." Just then the door opened and a guy walked in, from the look of him he must be the skinhead Dad. He too was shaven headed and wore a Fred Perry T shirt but he wore ordinary jeans and trainers.
"Dad Hi"
"Hi Son. Getting fucked again I see, feel good boy?"
"Yes it does Dad this guy has a fucking huge dick" and I pulled out so his Dad could see the length and girth of my weapon.
"That is certainly big Son, I 'ain't never seen you take anything that big before, how does it feel?"
"Feels good Dad, he is reaching so fucking deep in my arse I feel it may come out of my mouth." His Dad stripped off and was very quickly naked. He too was shaved all over and the only hair were his eyebrows and eyelashes. He got in front of his son and started sucking his dick. Like any good bottom his arse was pointing up and I managed to get my hand to his arse and felt him. He too was lubed up and wet.
"You been fucked today?" He nodded as best he could with his mouth full of his son's dick. I pulled out of his son and moved to his Dad and pushed inside him. He was looser than his son and clearly used to getting screwed. His son moved and took his Dad's dick inside his mouth and started sucking him whilst I fucked his Dad.
This went on for around 5 minutes and I stopped fucking "Right you two get your arses over the bench next to each other." They moved and both arses were lined up for me, I alternated between the two of them and every time I felt myself get close to cumming I stopped and moved to the other. This way I could prolong the inevitable a little longer.
All too soon though I boiled over and shot into the Son's arse. "Fuck that was good, I needed that." Both stood and both attacked my dick to clean it off for me.
"Good session thanks." Said the skinhead son. Come back here anytime you want you can always find one of both of us to fuck."
"Thanks I will. Do either of you screw?"
"I don't but Dad does he's quite versatile."
"I will bring one of my house boys next time and we can have a four way session." I pulled up my Lycra and grabbed hold of my rucksack and headed back to my bike and home.
I arrived home all hot and sweaty from the ride, I made sure that I rode fast so I could build up a nice sweat. I got into the kitchen and Alistair was dealing with the dirty dishes in the sink, his naked body looked good and my eyes went down to his nice peachy arse. I heard him sniff and he turned and fell to the floor at my crotch "Please Sir can I lick you. You smell of sex and sweat." I looked down and his dick was getting harder and harder. I smiled and nodded. He attacked my dick and balls through the Lycra making it all wet and see through. I pushed him away and he fell back on the floor, I stripped off my Lycra shorts and top and grabbed hold of him and pulled him towards my stiff dick, forcing myself down his tight and horny throat, "mmmmph" was all I heard as I face fucked him, I looked down and his dick was rock hard, I clearly was not abusing him as he was enjoying being used so forcefully.
I took my dick away and pulled him up by his ears to face me, he grimaced a little but when I put my hands behind my head he smiled again and licked at my armpits "mmmmmmm" before moving onto the other armpit. When he had his fill of my armpits he started on my nipples and chewed and bit them just how he knew I liked it.
"Oh fuck Alistair that's nice, mmmmm, now assume the position." He quickly jumped and knelt on all fours his cute arse upwards waiting. I slapped him on each cheek nice and hard before shoving my ever stiff dick deep in his pussy arse.
"Thank you sir for slapping and me and thank you for fucking me with your big stiff dick." I rammed in and out of Alistair hard, perhaps harder than I have ever fucked him before. I managed to keep this up for a while but all too soon I was flooding his arse with my load, I stayed deep in his arse and rested a while until I went a little softer and then I gave him my piss, I flooded his anal canal with all the piss I had.
When I pulled out he leant over and grabbed a plug and shoved into his own arse sealing in my fluids "Thank you Sir that was awesome." And he kissed me and went back to the sink, his butt plug looking good sticking out of his cute pussy arse.
I went off towards the gym and found Sloane in the pool swimming his lengths, he saw me and swam over to meet me "Hi Sloane you were looking good there, you really do enjoy swimming don't you. We are off to the local pool later the three of us."
"Thank you Sir. Yes I do enjoy swimming but not as much as I enjoy servicing you." He said with a huge smile.
"Well my dick needs a good sucking as it has just been in Alistair's pussy arse." He jumped out of the pool and got to work right away taking me into his mouth as he cleaned all round my dick, he made sure that the head was clean before taking me down into his throat. Sloane was purring all the time as he really enjoyed cleaning my dick after it had been in a guy's arse. Sloane was lodged deep onto my dick and as he looked up at me I smiled back. I grabbed hold of his head and face fucked him for a while both of us looking deep into each other's eyes. I closed my eyes as I knew that I was getting extremely close again. All of a sudden I shot my load deep into Sloane, as I opened my eyes he was still looking up at me with a smile in his eyes. I let go of him and pulled out.
"Thank you Sir for using me." And he bowed his head and kissed my feet. I pulled him up and we kissed deeply.
"Now go and find Alistair and lick his pussy clean, he is stuffed with his favourite plug at the moment." Sloane ran out of the swimming pool and into the house to find Alistair with me following on behind. I found Sloane with his mouth on Alistair's pussy arse sucking the piss and cum from him, both boys moaning like the sluts they were. They both looked at me my dick rising to attention despite cumming a few minutes ago.
Sloane had finished eating Alistair and both sat down on the floor looking up at me expectantly "Later boys." I said smiling. "Let's go out to the local pool." They ran upstairs and got dressed in the things I had got out before I went out shopping. White almost see through shorts that if you looked closely enough you would be able to see the cages on their cock and balls. I gave them a cropped yellow t shirt that read slut on the front and rear and pink flip flops. I had the swimming trunks in my rucksack and I wore a jock strap and very tight denim shorts with my Nike hi-tops, I decided against a T shirt as I wanted to show off my muscles.
We set off for the pool and as soon as we went inside and into the changing room the boys realised that they were still wearing the cages. They had tried to forget being locked away and they didn't realise until now that the cages would be seen by all. They both looked at me expectantly, I knew what they were thinking. "You want me to take those off don't you?" they both nodded "Tough, you wanted to come to the public pool and here we are. Now get changed" and I handed them the swimming trunks I bought.
"Oh my God, we will be seen by everybody" said Alistair.
"Yes you will" and I smiled at them "come on now, hurry up." And I stripped off and got changed into my gear. The boys tried to hide away as they changed which made me smile but soon had the costumes on.
"Fuck" said Sloane "these are obscene with the chastity we are wearing." I pulled them from the changing room and into the pool area.
Everyone stared at us, some smiled, some laughed and some looked at them with lust. "Now get in and get on with your lengths, I want to see how good you are compared with the others swimming lengths. They shrugged their shoulders and dove in and started swimming up and down. I watched for a while and eventually went over to the other pool where the diving board was as I wanted to practice my diving skills.
I climbed the ladder to the diving board and looked over to the other pool the boys were swimming up and down trying hard to concentrate on the task at hand. The lifeguard was watching them intently and from my position I could see him getting hard inside his Speedo's. I got myself ready and dove in. It was very successful and did this several times until a guy came over "I have been watching you dive, you are very good and I love your pierced tits, very sexy." I looked down and he too was hard inside his trunks. I looked up at him and he was grinning broadly "I want you" was all he said and grabbed my hand and led me towards the showers.
He found a position right at the back where we would go unnoticed unless you really looked. He stripped off and bent over "Well come on then, fuck me. I know you are gay and your boys are in chastity" I smiled and peeled down my trunks, I felt his arse and rubbed it with spittle, I pushed inside slowly "oh yeah go for it, push the lot inside me" I went for it and pushed the entire length of my big dick into his tight arse "fuck" he shouted "I didn't realise you were that fucking huge. Fucking take it out."
"You wanted this didn't you, and I want you. Tell you what, I stay still deep inside you for a while until you get used to me, you can start pushing back as soon as you get used to it." For a few minutes he stayed stock still but he was horny and was soon bouncing back on my huge dick. "Ha, you like it now don't you?"
"Yes but it still fucking hurts a bit." I started fucking him, in and out very slowly building up to a good rhythm and was soon fucking him long and hard. All I could hear from him were moans and they were moans of lust and not of pain. I lunged into him one final time and pushed as deep as I could and loaded his arse with cum. I pulled out and he turned and kissed me on the cheek before licking my dick clean. We redressed and headed back to the pool, he was walking a little funny which made me smile. The life guard looked our way and smiled at me and winked.
The boys were still swimming and outdoing most of the others who were doing lengths. I called them over and they got out of the pool, I made sure that we were close to the lifeguard and he could see everything. The boy's costumes he looked and saw that they were in chastity and the white costumes were almost see through. I whispered into the boys ears and they looked up and the lifeguard smiled and gently rubbed his dick.
Another lifeguard appeared this one was female and climbed up and they swapped and he came down "Had a good time with my boy then?"
"Great thanks."
"I saw him walking a little funny, so I could tell you gave him a good seeing to. He is new to getting fucked and needed opening up by someone with a larger than average dick. "Now can I use your boys?"
"Of course. Boys go and have some fun" and the three of them headed off. I went back to the diving board and did some more diving.
I saw the boys come back both wore huge smiles and they sat on the side of the pool watching me. After my last dive I swam over to them "you had your oats then, I can tell. Come on let us go home." We went back to the changing room, showered and got changed. As we were walking out I saw the lifeguard and his boy also walking out "Thanks for the use of your boy" and I shook his hand.
"Rich."
"Chris. My two always need cum in there pussies."
"As does mine." And we parted and walked home.
TO BE CONTINUED....