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Iowa Erotic Story
The next day
Introduction : It's a good idea to read the first part. Basically Jo's husband had always want her to be more of a Mistress. Eventually she gave in and thought where better to start than with some professional training - for both of them ! This story only really says what happens to him though. That is to say - treated as a feminised slave, bondage, rubber and a naughty school slave having her way with him ! And that is only the first evening.
I woke up feeling my bed move again. I felt like I had had the best rest of my life, like my brain had switched off, it even took a few seconds to remember where I was ! Then the feeling of helplessness returned, the pressure and the smell of rubber. But, compared to last night it was more relaxing, I suppose almost like being in your mother's womb - safe but dependent. The bed stopped and I could feel the restraints come off. My anticipation rose, the thoughts of cool air on my skin, to have a drink and be able to move. The outer zip was first, fingers grasped the rubber fold under my chin, I relaxed my jaw ( as much as I could ) ready for my gags exit. Tammy pulled it off and over my head. The lights were thoughtfully dim but her beauty was still visible. Tammy leant down and gave me a big kiss, our tongue meeting briefly, " did you enjoy that ?" she said I smiled back and said " yes, Miss" -in a somewhat slurred out of control manner. Quickly the rest of my sweaty, slippery body was released.
Tammy took my hand and led me over to the shower. I realised she only had a short satin dressing gown on. She turned the shower on, unfastened the front of her gown and reached down to my limp cock. " would he like this ring off and some pleasure ?" Tammy said, " Yes please Miss". Tammy released the ring put it down on the side, slide the gown off exposing a gorgeous slim body. It was not quite up to my Jo' body but very arousing. Tammy took my hand and lead me in. " I collected you slightly earlier to give us some time together, so that you may pleasure me fully - and for you to receive some" She came up and hugged me, our tongues met and played while her breasts rubbed against my chest. Her hand came down to my cock and gently stroked it to life. Tammy and I washed each other thoroughly -but very sensually..... she stroked my cock, rubbed it, squeezed my balls felt my butt plug and slowly pulled it out. She felt and probed my open ass " you ass is going to be ripe for a fucking tonight, you will feel like a real sissy when your dressed and fucked for the first time !" I was getting very, very excited now. I so wanted to her to finish me and let me cum, but, I suppose the ‘conditioning' I was receiving told me otherwise, my Mistress would not be pleased. I didn't have to worry, Tammy gently held my head, kissed deeply, and assertively pushed my head lower - to her cunt. It was time for her pleasure. I had not felt her backside before - she too had a butt plug, much like my own I imagine. As I licked I pressed, twisted and pulled her plug out. Dropping it to the floor of the shower I continued licking her cunt, this time my fingers explored her open backside. Very quickly she went over the edge into a shuddering orgasm.
Tammy pulled me back up, we kissed, and I was lead from the shower. Tammy transformed back to ‘Miss' - a ‘sexy/friendly ‘ Miss'. It was while she was dressing that I noticed that her collar was in one piece - no padlock and no means of removal - very permanent ! Once dry she got dressed and instructed me to lie down on the bed. Tammy opened one of the drawers and removed 2 boxes, and put them on the side. "Your Mistress has no desire to permanently change your sex, but, on occasion may wish to put you in that role for a period of time. By feminising you she is demonstrating her control, together with training/conditioning photographs of you like this will give her even more power ! Today you will see what can be achieved." Tammy said as she applied first a cream to my chest, rubbed it in, and returned to one of the boxes. " the cream will stop any hair re-growing for several weeks" she poured a clear liquid onto cotton wool and started to rub it all over the same area. " this is alcohol to degrease and clean your chest, before I apply the adhesive" This concerned me ? Why would I need no hair and adhesive on my chest ?! Tammy applied some clear liquid, rubbed it in and turned back to the boxes. She got something out and put it on the dressing table. " I shall just apply some adhesive to this side and then we I will locate them. In case you couldn't guess they are false breasts. They feel and look very realistic ! " She said with a chuckle " Once they are on the adhesive, which is stronger than super glue, will form a bond that will last for up to 2 weeks before it starts to come off at the edges, but don't worry, we have a release agent that can be applied and will remove them safely and in a re-usable state" Tammy came over with them in a frame like structure. " this frame ensures they go in the correct place" Tammy applied them, pressed and waited for 60 seconds and then removed the frame. " While we wait for the glue to cure I will do your nails, we left them yesterday, but today they will need extensions and then a top colour" Thankfully they did not look too long, I have always wondered how on earth some women manage with them - now I was to find out ! Carefully I observed Tammy apply a base coat, a coloured coat and a clear top coat - I was sure I would be expected to carry this out in the future !
Tammy helped me up and said " have a look in the mirror sissy slaveboy" The sight that greeted me was somewhat strange Most of me looked the same - hairless, but erect cock etc - but now I had breasts, not massive - perhaps a C cup ?, but pert nippled breasts that complimented my stature! Tammy came over and kissed me, played with my cock and started to nibble a breast " Oh how sexy you look, with your lovely breasts too" she said in obvious mockery. "Now, put the clothes on that are laid out on the dressing table. There was a brown skirt that was fairly respectable in its length though still being a mini skirt. There was a corset to shape and feminise my body, whilst trying not to be visible through clothes. It stopped short of my new breasts - they supported themselves ! A white silk blouse - tailored to fit snugly at the waist and breasts but loose shoulder and an open collar - that would not hide my steel collar ! Hold-up shimmery stockings and high heel ankle boots. Tammy retrieved my plug but instead of preparing it for me she put it aside. Tammy pulled open a drawer and took out a slightly larger butt plug. " this is for this evening, we must have your backside prepared for later !" With that she lubricated it and pushed it home. I would not say I had missed having one in but it was sort of feeling good - and was certainly a constant little reminder. She then got out a fresh thick rubber thong for me. I was now dressed! I was instructed to put to put my make-up on like last night. When finished I was to practice walking in small, feminine steps. My Mistress would come and get me when she was ready and Tammy said " see you later for some ‘fun' of a new kind !"
I was on my own, hardly time to reflect on all the new things and feeling I was having. I did imagine what my Jo was doing and was she enjoying herself as much ? I finished and felt quite pleased with my end result. I had even applied a thin layer of foundation down onto my neck and blended it onto the small amount of cleavage that was semi visible . Lined my eyes, applied dark mascara and a bronze/peach eye shadow and glossy dark cherry lips, which matched my nails. I started to practice my walking - getting better I thought - and hoped ! Shortly after 8.30 my door opened . My Jo stood there dressed and dominantly looking at me. She paused and looked up and down, taking in my new appearance. She didn't appear shocked, I assume she had been fore warned. She smiled lovingly "I hope you are enjoying yourself as much as I am darling" and blew me a kiss. In an instant she change though, "come slave enter my suite before you serve my breakfast, and then go shopping. Shopping for me and shopping for you" she said with a naughty smile.
Obediently I followed. Jo wore knee length brown high heeled boots, simple but sexy. Similar stockings and a skirt similar, to mine, just a little longer and more ‘respectable' and in the same vein her pale pink silk blouse. Jo also had a tailored leather jacket that complimented the look. Dee was sitting on the couch watching her student in action. I then saw Jo pick up a riding crop and turn to me. Slapping it gently across her hand she said " Well you do look the respectable slut ? Your nice new breasts, the makeup. Perhaps we should get your ears pierced today ?" Jo knew I did not like pierced ears - on her or me ! "I think you are missing something ..... your hair I think." Jo reached over to a box and brought out a wig. My hair was already slicked back, she applied adhesive ? to the inner edge of the wig, positioned it and pulled it down, checking it was on correctly she stepped back. "That adhesive is similar to that which your breasts are held on with. It will keep it on for several days and will give you confidence that it is not about to blow off, you can even shower with it on - although it will take a bit of drying. So, put a cover over your hair while showering." (It was a red/auburn coloured ‘Bob' style - quite nice I thought) "Well you look perfectly feminine, and almost respectable, in a sluttish manner, I think your slave collar finishes it off nicely, shame about the padlock, perhaps we will have to weld the ends together like Tammy's' ? Now you may join me for breakfast."
Dee got up and took Jo by the arm, and we left, with me a step or so behind. We got down to the dinning hall to see the other Mistresses arriving. Their slaves were similarly dressed but in a variety of colours and styles, with some vinyl/latex and more or less leather used. Jo and Dee sat down and I realised ‘join me for breakfast‘ meant serve her and watch only ! Glancing around the room, trying not to be noticed not paying 110% attention to my Mistress, I guessed that the slaves and their Mistress's were all doing the same as us. That everyone was dressed for the public, to various degrees, but, that the slaves were all a degree or two more ‘risqué'. Certainly for shopping during the day, having said that shopping could be a host of different places ?
After breakfast was finished the Mistress's directed their slaves to make the most of the next 15 minutes while they had coffee, and discussed the day ahead. I was very hungry, and thirsty, and the thought of breakfast was making my saliva run. Although it was what our Mistress's didn't finish, we were permitted fresh toast and coffee. After a few mouthfuls I felt the effect of my tight corset - it didn't take much to get full even if I wanted to eat a horse ! We even had a couple of minutes to chat quietly. The general consensus was that we were all here of our own choice and that our journeys started from a similar basis. It became apparent that we had all slept ‘together' last night, in our individual rubber ‘prisons'. The time was soon up and we departed to stand beside our Mistress's. Once there we all realised where the school maids had been. They had been getting ready to come out with us. They were now the mirror image of their respective slave's students. Tammy had 2 puffa coats in her hand, one each I assumed.
The Mistress's arose and we followed to the waiting cars. Tammy would drive while I sat in the passenger seat. This afforded Jo and Dee plenty of space to spread out and chat comfortably. The cars left when each car was ready, they didn't want a 4 car convoy creating a scene. It was not a long drive to the local large town. Our first stop was a dept store ! I was fairly relaxed about cross-dressing in private - but - in public ! I was petrified. Tammy predicted this and we parked a modest distance away. I would have liked a dark corner but Jo and Dee would have none of it I assumed. We got out and Tammy put her coat on, so I did too. I noticed the way it showed off her slender figure more, not going quite low enough to quite cover her waist. I found the zips were designed to only go half way up - presumably to prevent open chests being covered ! I felt like jelly, I had butterflies in my stomach; I really did not want to do this. Jo came over to me, looked at me warmly, kissed me on the lips and said "Now I can imagine how you feel, I feel nervous too, but I am your Mistress and we are going to do it ! There is an easy way or a hard way, so make your mind up which it is to be, we have a lot to do today. She smiled and turned away. Tammy took my hand and held it tightly but affectionately and we set off.
After the first 100 yards I began to relax, gaining confidence that I was not going to fall, that I looked feminine and people were not staring at me. Yes they were glancing at us, especially Tammy and I - ‘the twins in mini skirts' but not especially at me. Tammy and I followed Dee and Jo to a big dept store. Jo said "Whilst Dee and I do some shopping for me you will go with Tammy and buy some things for your ‘new life'. Tammy will advise and guide you, just bear in mind they must also be to my approval, for general every day wear !" Tammy took my arm and we headed off. Once out of sight Tammy explained "Whilst you are not going to be a sissy slave permanently your Mistress requires that you have a selection of underwear and day to day clothes should she so wish you to wear them." We went off around the ladies dept and selected underwear, stockings, short skirts, short dresses and some tops. All were either plain or formal or brightly coloured, perhaps another theme seemed to show me off and when I was to serve. The underlying theme was their feminine cut and design. There was no doubting that every single item was for women.
Having relaxed to almost having fun with my new ‘friend' I suddenly found myself at the cash desk !! I had no means to pay ! Tammy produced a credit card, my credit card, with my name on it, preceded with ‘Mr' ! As she placed it into my hand she looked into my eyes and said " yes can do it. This is a test of your training, to serve your Mistress, to please your Mistress." I handed it over confident that the female shop assistant would read my name on the front, but she didn't appear to. She swiped it through the till and asked me to enter my pin number. I felt my body relax and my heart slow down. As she handed it back she said "thank you Mr George !" I froze and she winked at me and undid the top button of her blouse . There underneath was a steel band just like mine. Tammy said "This is Jasmine. You see the school does not just train Mistress's and their male slaves; it also trains Masters and their female slaves. We have also trained same sex slaves, but not as often. Jasmines Master attended attended the school last year." With the slightest of nods we parted company.
Tammy led me out of the department store to meet Jo and Dee, who also carried several bags - until they were passed to Tammy. We made are way back to the car park, I was more confident now, at least people were not staring and pointing, there were some second glances but that was more at all of us than just me. At the car we packed our bags and started to get in the car. Tammy instructed me on how to get to our next destination, and I took the drivers seat. As I drove it felt like we were heading away from the centre to a quieter suburb. As Tammy gave me final directions I saw one of the other school cars going passed us. Had they just left, where we were going? We turned down a side road into a semi industrialised estate, small units used by a variety of businesses. I was directed to a pair of large open gates toward the end. As I drove through the gates began to close.
Upon stopping Tammy and I jumped out to open our Mistress's doors. We followed them up to a large door that lead into the metal clad building, from the small, enclosed parking area. We entered a reception style area, not very big, and very non-descript, much like any other reception area. There was a camera in one corner and a telephone. Dee went to the phone and said several things and the door at the end un-locked and was opened by a young lady dressed from head to foot in black (rubber ?) only her face being visible. My Mistress will be with you in a moment, please enter and take refreshments, and she curtseyed, and left via one of several doors. There were only 2 chairs, each with a small stool. On a table were several different drinks. Again only 2 glasses, with 2 small plastic beakers. You can imagine who got what ! A few moments later the middle door opened and out walked who I imagine was the owner/Mistress. Dressed in rubber and leather, covering most of her slim domineering figure. She greeted Dee as a good friend and was introduced to Jo. She had obviously seen Tammy before, and ignored her, turning and looking me up and down. My head was slightly facing down so it was difficult to see if there was any expression on her face as she looked at me. Turning away she took Jo by the arm and they walked toward the middle door. Tammy held me back and as the middle door closed one to the left opened to reveal a corridor with several doors in and stairs at the end. The young lady we had seen earlier reappeared at the second door and ushered us in.
"I am here to prepare you for your Mistress's shopping visit" she said looking at me " I am my Mistress's slave however you will follow my instructions. You will both strip quickly and quietly, pointing at me she said leave your thong on - they have no wish to see your pathetic cock ! Once stripped you will change into these outfits" and she pointed at a rail. It had corsets, collars and wrist and ankle straps. All were supple and comfortable - but strong and escape proof, especially the boned corset ! She checked us, locked the ‘clothing' on and with an extra padlock locked our wrists behind our backs. We were then lead through a door opposite that which we entered by. Thus took us into a dimly lit room that seemed to be quite large, certainly there seemed to be a bit of an echo. I could make out rough shapes of things all around in the shadows. But, our main focus was the 3 women standing under a spotlight !
We stopped near them, heads bowed down. " I am Mistress Julie, I own this emporium of sexual delights. I supply Mistress's and Master's with all that they might require for their pleasure, for slave training and for their dungeons. Today slaveboy you will be used to demonstrate some of the pieces of equipment that Mistress Jo may wish to purchase and use. We may let you ‘enjoy' some of them and will also utilise slave Tammy for demonstrations of those your Mistress may wish to keep as a surprise !" As Julie was saying this she was walking around us with a short riding crop in her hand, prodding and stoking us with it. I felt her give me some gentle whacks with it, I heard her do the same with Tammy. She continued " Yes I will use this crop on you, so do behave, do as you are instructed and enjoy your selves !
We were lead around the displays. In turn Julie lit them up using a remote control device. Either I or Tammy would be instructed how to lie, bend, sit or stretch into the various contraptions. Needless to say they all involved some sort of restraint, from either being fully bound in with no movement or just certain limbs. In all we were being made available for punishment, forced penetration, discomfort punishment and some to turn us into ‘furniture' for our Mistress's pleasure. There was one box that I had to lie in with my thong removed, that was very tight and restrictive. Once strapped in I had 2 hollow bungs pushed up my nose that had pipes leading away from them, secured around the back of my head ( to hold them in). The lid was then closed. It made me into a kind of ‘mummy'; my whole body could feel the pressure of a soft but firm material lining the lid. 2 areas were not covered - my cock and my mouth. I could feel the edges of these holes making a seal with my skin. I could hear nothing, then Julies voice through little speakers near my ears. " You slave are now a toy for your Mistress, and a friend if she wishes. Mistress Jo will now ‘try you out'. When something is presented to your lips you will react. This might be by licking, opening and sucking or nibbling or all of them. I don't need to explain what happens with your cock, except under no circumstances are you to orgasm unless instructed. I then felt a nipple come to my lips, while hands caressed my cock making it hard. I could not move myself to control or increase the pleasure ! The nipple left and then someone's cunt nestled onto my mouth. I realised why I had pipes coming from my nose - although it took a little more effort I was able to breath ! and the cunt could remain pressed onto my mouth. The hands left my hard cock and a cunt was lowered onto it. Julie spoke again " You know have Your Mistress riding on your cock as Mistress Dee rides your mouth. They are facing each other, kissing and caressing there breasts - can't you just imagine it? Imagine this slave, in this box you could be fitted and left all day, to wait until someone wants to have some pleasure. In this position you can be used by one or two women or even a combination involving men. Isn't that just wonderful for your Mistress !"Jo and Dee continued a little longer and then left me. My hard cock received a kiss and my lips opened as something touched them to receive a large rubber gag. I was then left !
I don't know how much later the lid opened and Jo looked down on me. She removed the gag, one hand went to my cock and she bent down to kiss me lovingly. "I am sure you will be please to hear that you have just bought me one of these for my birthday! Thank you so much darling!!" Jo said. I of course had not been allowed to cum and so, like most males, I was on a kind of ‘high' from the stimulation I had been receiving. And I had somewhat enjoyed the entrapment followed by uncontrolled use of my body. None the less the knowledge that my life was not going to return to ‘normal'- or at least close to - after the weekend was becoming daunting/thrilling!?! Tammy helped me out, I could see from some marks on her arms and legs that she too had been demonstrating the benefits of one of Julie's contraptions. Julie came over "Well slaveboy, I hope you enjoyed that. As I am sure your Mistress had told you one will be at your home shortly! We took advantage of your absence to select a few other bits and pieces to entertain you, and Mistress Jo has a delightful wish list for you to choose from when ever you feel like thanking her " They all laughed at this last comment. " You may go and clean up, be quick, back at the car in 20 minutes" Dee said.
We walked back quickly and silently, entered the changing room, and found keys to the padlocks on the table. Tammy looked at me " That was fun wasn't it ?", "Yes I replied, that ‘coffin' was quite a thrill" We quickly un-buckled and headed for the shower and washed each other - with a bit more affection than perhaps we should, my cock was hard, and Tammy was obviously highly aroused. Our tongues met, and Tammy guided my cock into her cunt, whilst my hands went to her breasts. After only a few seconds we realised where this was heading and abruptly stopped, almost simultaneously coming to the same conclusion. Time was short - but the punishment would have been severe! Silently we dried and got dressed - I had a rather uncomfortable struggle with my thong - tight rubber and hard cocks don't mix! I was getting quicker with my make up too. Just in time we were ready and heading for the car. Jo and Dee were saying farewell to Julie in the foyer. I caught a glimpse of bags being put in the boot by a man I had not seen - and wondered would I ‘enjoy' them or would I fear them? With a moderate thwack of her ever present riding crop Tammy and I followed our Mistress's out to the car. Everyone was feeling the effects of a long day; the journey back was quiet and un-eventful. The Mistress's did chat a little and I got the distinct feeling it was to do with me!
It was late afternoon when we arrived back. Jo, who was starting to do the directing, said that a strenuous and long evening was planned. I was excused until 8pm, when I should be ready as per Tammy's directions. Food would be taken in my quarters following a period of ‘rest'. She said this last bit with a smile and tone that did not make me feel like I was going to have a lie down and 40 winks on my bed! There was no indication what Jo and Dee would be doing - but then I had not been informed what they were doing the whole weekend! Tammy led me to my room, told me to shower quickly, to check all shaving, and dry off. I hoped we would continue from earlier but they were no indication that indeed anything had happened. Although we had become ‘close' I was also aware that she was like a Mistress and so should be respected and not questioned. When I came out of the shower, to dry, Tammy was there with a fur lined mask. She slipped it on and my vision was completely removed. I dried and then stood still vaguely hearing movement - not chains at least I thought. My cock was getting hard in anticipation, Tammy barely touched it and it ‘sprang' to attention. "Open up your mouth for me" she said. I had a ball gag inserted, not very big, but big enough to fit ‘snugly' particularly with the strap Tammy fitted around my head. Then she did something to it and I could breathe through it !? Tammy then removed my medium/large sized butt plug and gently teased my ass with her finger - she was wicked, I then felt something cold. It was fresh lubricant ? As a butt plug pushed at my rear I could tell it was bigger, not a lot, but big enough to feel it was new !
"Now for your bed, you will have to wiggle in and down. Once lying down spread your legs and arms slightly, hands flat down on the floor." I did this, noticing ‘it' was made of rubber/latex on a soft mat. " Now hold still while I plug your gag in, you may not realise what this is so I will explain while you can easily hear me. It is a vacuum bag. You get in, it is zipped up and the air is sucked out by a small motor, valves stop air returning. Because all the air is removed both sides get sucked together and you get secured like some vacuum packed ham" this last comment amused Tammy." It not uncomfortable and because you cannot see or move you will just relax and rest. The gag is there to ensure the pipe I am about to connect stays in place and thus you can breath" Tammy leant forward kissed my cheek and put 2 little balls of cotton wool up my nose " that's so you don't breath out through your nose and try to re-inflate the bag ! I will rest on your bed, now lie down and enjoy" With that I lay down and felt movement and pressure on the ball gag, rubber going over, and a long thick zipping noise. The sound of the motor was a lot quieter than I had imagined. But, very quickly my movement became restricted, not much at first, but then suddenly all the air was gone. It was like the top and bottom had become one, and I was the filling ! I felt restrained, but not in the same way as ropes and shackles etc, a sort of soft warm ‘stuck' retrained. I could breathe easily and nothing ached or dug into me. As I started to relax I felt Tammy's hands slide up and down my body, stopping on my hard cock. They were right, my body relaxed and soon I was asleep.
I awoke to the sound of the zip being un-done and cool air on my sweaty warm skin. Tammy was looking down at me as she released and removed the gag. " Was that a pleasant nap little slave boy ?" I smiled back and said " Yes thank you Miss ", Tammy continued " Now we don't have long to prepare you for your big night, so quickly shower and then you may have a light snack before getting dressed." Tammy was wearing a silk robe and had obviously started to change, but she gave no hint of the evening ahead. I showered, checked my body, douched my backside and replaced my plug. I sat down on the bed and picked up a plate of cheese and biscuits. Tammy had started on her makeup and came over and knelt at my feet. She looked up at me with her lovely eyes and said " You and the other apprentice slaves will be the centre attraction tonight. Just imagining what it is going to be like for you is making me wet with excitement. I thought I would give you a little pleasure in return." She opened up her robe to show her upper body encased in a shiny rubber basque. It pushed up her breasts and almost covered them, but left her nipples delightfully on display ! Her lips opened and she slowly licked the tip of my hard cock. She then gradually closed her lips around the top, still licking, and then started going down. Tammy started to look up at me as she did this, head started moving faster with more pressure from her lips. Tammy knew full well I couldn't take much and stopped abruptly, and finished with a kiss to its tip. It was pure delight, every time Tammy did this she knew just which buttons to press and for how long !
" Now slave boy you need to get ready, and I need to finish myself. Your clothes are hanging up - they are the white ones !" This seemed most peculiar - white ? it didn't seem to fit in with what I imagined - but then how could I have imagined everything up to now ?! I had a white rubber basque top, similar to Tammy's except mine covered ‘my breasts' and went up to a loop around my neck. Once on I realised that it did have holes for my ‘nipples' to protrude through in a provocative manner. As before Tammy stretched me up and ensured it was nice and tight, giving me a feminine waist. There was a light weight rubber thong, with a simple silk one over the top. Tammy told me this was to make me look feminine and so I could feel ‘hard' - but not have an ugly cock sticking out and spoiling my feminine appearance. Finished off with stockings and white high heeled shoes. All this was finished off with the standard padlocks and topped with complimentary make-up. Tammy was now finished similar to myself except black with brighter make-up. "Now to finish you off a dress" - and Tammy helped me on with a simple white silk dress, fitted body design, pleated knee length and armless, with a high collar. With my wig tidied up I was ready. " My you look the perfect bride don't you, ready to exchange vows with your Mistress, and then like all ‘white' brides to loose your virginity" - this she finished in laughter, but in a friendlier way than on some occasions - none the less I was flummoxed for a minute, and then I realised what she was on about !
Tammy led me down to the great hall where every one was meeting, and then left. The Mistress's had already dined, dressed in sexy but very fetching cocktail dress's, and were accompanied by some new faces - all male - and dressed in a most assertive manner. I assumed that they must be Masters. The Head Mistress entered the room and started to outline the course of events, and as I suspected introduced the males as ‘Master's here to train the New Mistress's on how to deal with their slaves - and how to pleasure a Mistress'. We all took our positions as directed by the one house slave on duty - the Masters and Mistress's on comfortable couches, and the slaves standing to the rear. All of us were in a semi circle around a sort of alter rail. The Head Mistress (Dee) summoned one of the Mistress's up to the rail, accompanied by her slave. There Dee took several sheets of paper and read through them - it was their contract ! It covered what the Mistress would do and not do to the slave as well as all the tasks that the slave was expected to perform. Suffice to say The Mistress could alter the contract at her whim and the slave had to do everything she asked, basically ! Then the slave, who was kneeling, said " I do Mistress " and signed the contracts. Their Mistress and Dee also signed them. There were 3 copies - one for the slave, one for the Mistress and one for Dee's ‘safe' keeping as witness. This slave had agreed for the contract to last 2 years initially, with an option on a longer contract following this.
They went to sit down and then Jo, my Mistress was summoned to the rail. As I walked behind her I suddenly thought - no one has asked me what I want or how long it should be for ! or if I wanted to continue at all. I very quickly remembered that as a slave I did not have a choice, and that after all it was me who bullied my wife for years to be my Mistress, and I had told her everything that I wanted! I knelt at the rail and looked up at Jo, my wife and my Mistress. She looked so beautiful and smiled happily and lovingly down at me. She blew me a kiss and then her smile turned into a mischievous grin - as if to say ‘ready for this ?..... I don't think so !'
The contract went pretty much like the previous slaves. It said that I would be her property, I would obey her, I would be a loving husband or slave dependent on the situation, that I would wear the chastity belt for long periods, that I would wear whatever Jess said be it feminine or masculine etc etc etc ...... the bit I was dreading was coming - how long would it last ? Dee did not carry on much longer before asking me to commit to 12 months contract. On completion of the first contract a new contract would be discussed and I would have to agree to either end my slave role and not mention it again or agree to 5 year contracts from then on !. I am not sure if Dee mentioned this in the first ceremony, but, my ears pricked up when she stated that the Mistress has the right to seek male or female company during the period of the contract. Be it in the form of slaves, Masters/Mistress's or ‘ordinary' adult(s) for her pleasure. I hoped that what Jess had mentioned previously would be remembered? Dee continued during the initial 12 month contract the slave has requested that such male company will be from those Masters/Mistress's approved by the school and on an infrequent basis. This has been agreed, but, with the proviso ( my heart stopped - what clause had been added !!) that if a 5 year contract is agreed, following this contract, that the Mistress will be completely free to find male or female friendship and pleasure from wherever, and whenever, she pleases.
I was very nervous, what could I do ? I had said everything to Jo previously, it was my fault that she remembered and that I was here. What would they do if I didn't agree - would they whip me until I did ? At the same time I felt so horny, I wanted to grab my hard, throbbing cock and wank it or to ram it into Jo and fuck her savagely ! I had to agree. I then heard Dee say " and your answer slave ......?" I heard myself say " Yes My Mistress I will gladly sign and obediently follow the contract" I felt her lovingly pat my shoulder, and brush my cheek. We returned to our positions and the remaining slaves went through their own contracts. The house slaves came in shortly afterwards dressed as sexy French maids. Tammy walked over to us with a tray of 4 glasses of champagne. For Dee, Jo and the Master sitting next to Jo - and one for myself ! Dee stood up and said " a toast for the Mistress's and their slaves, may both parties enjoy their new positions ! We toasted ourselves and each group left for our suites upstairs.
Tammy took me into my room and said "wait here until I come and collect you, it won't be long" and went through into Jo's room. Jo had been introduced to the Henry, the Master, earlier in the evening Jo later explained. They had discussed what was to happen, how Henry was going to treat me and how he was going to give her a night to remember ! Tammy helped Henry and Jo to adjust their clothes, remove some and add others. To get them ready for a highly charged evening.
Tammy's entry stopped my dream like state, where I had been considering my new ‘position' and took my hand. " This evening is for you and your Mistress, enjoy it and I will see you later. When you enter the room you will wait at the side and observe in silence. When they are ready they will beckon you over." Tammy led me in and left. I was shaken by my first sight. Both Henry and Jo were semi clothed, looking very sexy and dominant. Jo was on her knees sucking Henrys cock, something she had never really done with me. His eyes were closed as her head bobbed back and forward swallowing most of his large and long cock and looking up into his eyes! This show had obviously been done to really put me in my place - but, although shocked I found it highly arousing. After several minutes Jo stopped and stood up and Henry came forward to kiss her deeply as his hand came up to caress one of her exposed breasts. This only lasted a moment and Jo turned to me and said " now my darling slaveboy we are going to give you some pleasure. Help me onto the bed and then give my cunt a bit of attention" I helped her up and position myself on the bed to give her cunt maximum pleasure. I want to please her so much, partly through my conditioning as a slave but also in the hope of a little pleasure myself. As I licked away I felt Henry twisting my butt plug. He pulled it partially out and slid it back a few times, before removing it completely. Then I felt a finger circling and probing my ass. It felt so good! He probed gently, exploring my gently stretched butt plug trained ass hole. I felt him rubbed in a cold wet substance, continuing to probe. He knew just how to arouse me to new levels.
Before I could bring Jo to orgasm she pushed my head away and said " now, how about we give your little cock a go !" I moved forward and they helped me out of my thick rubber restraining thong. Henrys hand returned to my back side and Jo stated to gently rub and play with my cock - it didn't take long in this heightened state to get rock hard. Jo lay back down, spreading her legs slightly, and showing off her hairless, wet, engorged cunt. " well slaveboy don't wait too long, I might decide I want a proper sized cock in here, but don't forget you can't cum until I say !" I didn't need a second invitation. I slowly slid my throbbing cock into her hot cunt, moving my head down to each breast in turn to kiss and suck them. I wanted this to last so I moved in and out to give us both pleasure. Jo took my head and guided it up to her lips. We kissed deeply - as lovers - and then she said "I do hope you fantasy has come true ? You do realise its now more than a casual fantasy for both of us !" After another, longer, kiss Jo said " I hope you are ready for your next treat ?"
As she said it I felt something on my ass. I had half thought this might happen ! and now it was. Henrys cock slid slowly into my ‘cunt'. I felt so full, he was stretching me but the butt plugs had done their job and prepared me for the worst. I had stopped moving in Jo who was now smiling as she looked into my eyes, seeing my pleasure. Once his cock was fully in he started to slowly slide in and out. Pumping in and out, beginning to slap into by buttocks - much like I used to when I fucked Jo doggy fashion. Then for the first time Henry spoke to me " Well now our little slut slave I do hope you are enjoying being fucked ! As my cock goes in and out of your sissy pussy. As your ‘cunt' arouse me after your wife gave me such a nice blow-job". Jo sensed his rising speed, and felt it, but wanted more " fuck me slave boy, give my cunt a fucking while you have the chance !" I started to go in and out, matching Henry's rhythm. I was getting very close to cumming but tried to hold back - no one had said I could cum !! Henry then said " well slaveboy you have permission to cum in your Mistress, and I am about to fill your virgin ass with my cum !" Well this took me right over the edge - I shot my load, what felt like tons of it pumping out, Jo started to cum, and then it happened - Henrys cock rammed even harder into my ‘cunt' and he started to fill me up. Things slowed and they let me savour probably the most amazing fucking I had had ever.
Jo looked up and gave me one last kiss, " Now slaveboy you can pay for that treat !" Henry helped me off and directed me to lie down, he fastened my wrists to chains restraining my arms. Jo got up and straddled my chest " now you can clean my out, you can lick all your cum out of my cunt. I want it nice, clean and hot for Henry to give me a real fucking" Before I could say another word her cunt, her wet, gooey, cum filled cunt covered my mouth. This was something that I had always thought about and desired as a real way of showing submission - but after cumming I was now not looking forward to it ! That's probably why Henry tied me up. After a few seconds I accepted my role and it did not taste so different to how her cunt usually tasted. Henry also straddled my chest and I guessed by Jo's moaning that he was kissing her and playing with her breasts. After a few minutes Henry got off shortly followed by Jo. Jo then looked back down at me and said " I do love you lots, I am so pleased I gave into your bullying". She bent down and slowly kissed me, gently caressing my slowly hardening cock. Probing her tongue deeply into my mouth as we kissed. Jo broke off and continued " I gather you will have a little fun later, I know I will ! Henry has said he has So much to ‘instruct' me on! See you tomorrow my darling slave". Tammy was waiting at the side of the couch, still dressed as a maid, holding a tray with two long cool drinks. Henry and Jo went over to the couch were Tammy served them. She then came over and released me and directed me to turn down the bed and remove the top sheet - now soiled by my cum and by Henrys cum still evident in streaks down my legs. Jo and Henry never looked at us as we left the room.
Tammy had a drink ready for me in my side room, as I drank it she prepared a steaming shower. By the time I had downed my drink Tammy was almost completely stripped. Once undressed she eased me out of my sweaty, soiled clothes. As she unzipped my dress she couldn't help explore my now well fucked ‘cunt'. Her finger wriggled and slid easily into my wet hole. " My your little ‘pussy did get a good screwing tonight, did you enjoy that ?" Yes Miss I replied, it was all I had expected and more. " Well let's get cleaned up now and see what else we can do tonight. You see my little slave, you are all mine tonight. Now that you have cum, and been fucked, who will know what we get up to. Who knows if you are a really good slave I might let you fuck me and cum in me. We entered the shower and washed each other as never before. Tonight we had no time limit, so we washed and tickled, and licked, and sucked. We got each other hot for sex.
We came out of the shower carried on the touching, feeling, arousing and kissing as we dried - a bit more frantically - we wanted to really get going. Tammy lay me down as she straddled my legs, bent down and kissed the oozing tip of my cock. " What would you like my little sex starved slave ? Would you like me to lower myself down on your little cock, would you like me to butt fuck you - or would like to fuck my butt perhaps ?" So many options, but in spite of or because of my training all I wanted was to please Tammy. So I spoke out and said " Mistress Tammy it would please me greatest to do whatever you wanted and to receive whatever pleasure you so desire to give me" Her reply was " Well you have learnt your role well. I accept, my first rule is that you may not cum until I say so. My first pleasure will be to ride your cock - to get you well and truly excited. I shall then allow you to fuck my butt and caress my buttocks. After this I think I shall restrain you in rubber, with just your face exposed. I will then ‘ride' your face, using your nose and tongue to pleasure me. I hope you can hold your breath !"
This was getting more going to say the least, as she carried on describing our evening she slowly rode my cock. Tammy went on " Perhaps I will rest then, leaving you gagged. If I have enough energy I may allow you 1 minute to fuck me. If you can cum then you will lick out every drop of your cum. If you don't cum - well that's too bad for you. We will then sleep. I will allow you to sleep in my bed, unrestrained, but you will pleasure me whenever I request. Have you got that ?" The night was a pleasure, a time of pleasing for her. I did manage to cum in a minute. Having experience it earlier I was more prepared for the consequences, and whilst I was not especially keen, I did want to please Tammy. Then it was to sleep in each others arms, two slaves tired out from sex !
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