Caught In The Act
The Transition
BY CHERI
Chapter 3
When Saturday morning came around it was not the usual training, but instead she took me to the playroom and tied me spread eagle onto an X cross, and removed my breast forms, she then proceeded to play with the plug and tens units, making me go into a frenzy of lust, she stopped the unit for a short period, and the next thing I noticed was Patti coming at me with a syringe in her hand, I ask her what that was for and then she told me what she had planned for me.� She was going to start giving me injections of a combination of saline and silicone to increase the growth of my breasts and that I would receive them till I reached a natural G cup breast or even larger if she so felt inclined, and to help me with my tush I would also receive injections there, she also told me that she had been putting pure estrogen and mammary in my food, that explains why I felt like my breast have been growing and my erections have been getting harder to reach.� I ask her why she was doing this, and she said "but dear, you wanted to become a woman didn't you, that is the way I took it that day that I seen you in your apartment.� And of course you look much prettier as a woman than you do as a man.�� When it is all said and done you will be pure woman and there will be no tell tale sign that you were ever a man, that is your final destiny now.�� Besides, I have always wanted a slave girl of my own to fuck and play with."�� As I tried to speak my protest she grabbed to gag and again I was without the ability to speak, then she put on the neck corset and tied my neck back against the cross, she also put a extra small corset on my waist that totally took my breath and then a chastity belt and tied it to the cross, now I was totally immobile and could not move at all, then I felt the syringe in my left ass cheek, then another in my right, and then I see her coming at me with another syringe and, ouch she sticks me on the bottom of my left chest and I feel it as it increases the pressure in my chest then the same thing in my right, and I feel the stinging of both my tushes and breasts.�� She leaves me hanging on the cross and turns on the plug and tens, and now I feel as if the plug is also inflating as it goes in, and she says as she is ready to leave "you will have to get used to getting fucked so I will leave you to your ecstasy, have fun I will be back in an hour or so, got to get groceries and need to pick up you new outfits as well."�� As I started to feel the workings of the plug, and the stinging of my breasts and tush I couldn?t help but get a hard on, no matter how much female hormones she has given me, as the time continues the tens power on the plug and inflation speed and size are increasing, and I am forcibly squirming from all of it, I orgasmed at least twice from this before I seen her return.� I was totally going insane with the orgasms and lack of breath and as I seen her approach I blacked out.��
When I awoke I was laying in bed totally naked and seen Patti looking at me, she gave me a smiling glance and then said, "dear, we will have to work on you quite a bit more and teach you how to control your orgasms, you just are not able to hang on long enough yet, but in time you will learn, besides you will have to be able to take two dildos at the same time.'�� I cried out, "no please Patti, don't do this, I thought you loved me for the man I am not the woman that you are trying to make me be." And with that she replied "but dear you looked so beautiful as a woman, and I just want to show you how much I do love you and how wonderful it is to be a woman, and besides you will be able to love much longer and have multiple orgasms as a woman compared to only one or two a night as a man, so that is why I thought I'd give you your dream, and I have already made up my mind."�� As I listened to her I did have to agree with her on being able to last much longer would enhance the sexual pleasure much more and I was very intrigued with my figure and looks as a woman.�� "Now shall we get you dressed and ready for some more training, the weekend is just starting and I want so much to have you ready for your first day of work on Monday.�� You know what you have to wear and it is all laid out for you on your bed, so you might as well get started now, do you have any questions or reservations you wish to speak?" she said as she got up from the bedside knowing well that I dared not protest or question her.�� As she left the room I headed for my bed and picked up the first item, well here I go, I said to myself as I started to put on the plug panties, as I was pulling them on I noticed that these were not the same panties I had put on before, instead these were like a tight bermuda shorts and the plug was bigger around and had deeper texturing on them but still was half in and half out, the nubbins between the crotch were bigger too and also had additional nubbins on my ass cheeks, my god, I thought, I'm suppose to wear these during my training, as I guided the plug into my ass.�� I moaned a feeling of thrill as it slid in and could feel the nubbins excite me as they rippled, when they were on I continued with the bra, making sure that the breasts were properly glued and placed and they felt as if they were going to topple me forward.�� Next came the corset that she had on me earlier, and as I was putting it in place and ready to cinch it I felt Patti grab the lacings and start to work them tight, oh my these were really tight, as she continued to make them tighter, when she had finished I looked as if my waist was twenty inches maximum.�� When that was on, she put the tens unit on my back and had me sit down and put the ballet boots on and then she showed me a new rubber dress, and said ?"his in your new evening dress and from now on it will become your normal evening wear, but I have another dress that you will wear to do your chores in during the day, and your gown will only be worn for special occasions".��� With that she unzipped the back of the dress put it on me, she slipped the dress over my legs then I stood up to have it brought up the rest of the way and it was very tight around my legs, when it was all the way on she gestured me to go to the mirror and look at myself.�� I looked at myself in aw as I seen it.� It was beautiful, a long pink rubber hobble gown with built on corset and a very tight flow from just below the butt all the way to just above the ankles where it flared out into a wide and long flowing flounce with my ballet boots just barely visible, it also had several bright red ruffles added from just below the butt to half way down my lower legs along with a large triple ruffle, also in red, around the bottom of the back half of the waist covering part of my butt.� As I looked toward the top half of the dress, it was tightly set around my waist and hugged my curves all the way up to the top of the neck, where there was more bright red rubber ruffling, and long sleeves which ended just above my wrists, also had bright red rubber ruffling.�� I told Patti that if any dress should be considered for special occasions that it should be this one, for it was the most gorgeous gown that I had ever seen, and would be proud to wear it for any and all occasions.�� I also told her that I would love to go to an evening function wearing this, and that I would have all the gals envious of me, and with that I giggled in the most feminine way I could.�� Patti was astound at my remarks and started giggling along with me, then she came over to me and gave me the biggest hug and kiss she could, and commented "you just made my day and for that you will not receive any punishment, instead you and I will dance the night away, of course in between learning sessions.�� So since you are almost ready for tonight, lets finish you up then I'll get appropriately dressed and I will call a couple of friends to join us, of course you have met some of them and I will introduce you to them properly tonight, now it's time to celebrate."�� She continued by putting in my gag and then the hood, when that was done, she added my feminine mask and long blonde hairpiece that reached all the way past my ass.�� Then she said "of course we must make sure that you can be corrected at any time for any misbehavior", and with that she connected the wires and tubes from my butt, breasts and gag to the pack. When she had finished with me she said "now stay here till I am finished dressing and making a few calls, then I will come and get you, we will have such a fine evening with our friends over and a nice dinner and dancing, oh I can't wait now, be back in a few," and with that she strolled out of the room singing to herself.� Now I was getting excited with what she had said and the idea of showing off my new dress, and relieved at the thought of possibly no punishments, but was still puzzled at why she left all the torture devices on me and the tens unit on my back all hooked up.��
It felt like I had waited for over an hour when Patti finally came back in, and wow, look what I saw, she was lavishing in the dress she had on, it was very similar to mine but without all the frills and was not quite a hobble, it was a baby blue in color and had no sleeves like mine, but it did hug every curve.��� If I could have said anything, I would have whistled a sign of total approval, but with the gag and hood and mask all I could do was wiggle my butt a little and give a body movement sign showing my approval, and when she saw that stopped and did a complete modelish turn around to let me see it all.�� When she had finished her show she motioned to me to come with her and said "well dear, lets have us some wine to celebrate, of course I will remove the gag for this but will have to be back in place before our guests arrive so that you will not speak to them and also you will not be able to accept any drinks that they will try to offer you, that is part of being my maid.�� As my maid you are not aloud to converse with the guest and you will never try to unless I give you permission, as you well know.� Now quickly lets go and have a quick glass of wine before they arrive."�� And with that we started to go for the wine, we went to the kitchen and told me to sit in the bar stool she pointed to, it was not like the rest of the bar stools, for it had an opening in the seat for my plug to go into.� "Now when a lady sits down in a seat she always lifts her dress a little to allow her to sit without damaging the dress like this", and then showed me how to lift the dress to sit.�� This was much easier for her and the dress she wore for it was not as tight as mine, but with a little wiggling and pulling I finally managed to get it loose enough to sit comfortably minus the plug, which with every move the nubbins would work on my inside, bringing me to the brink of ecstasy, and she could see it as I did.�� "When you get up from your seat you must always remember to pull you dress back down and make sure it has no wrinkles", and with that got up and showed this to me also then went to the counter and retrieved the wine and two glasses, came over to me and removed the mask and panel from the hood and then took out the gag.� "Is it really necessary to wear the gag tonight, I promise I won't say anything or accept any drinks from your guests" I said, and she said that that was not an option at any time, and that the gag is part of my required wears but I would soon be getting a new one that would allow me to drink from a straw to get my needed fluids.��
We sat and talked about some of the things she had planned for me and basically was asking for my acceptance, which I had very little problem with, and then I asked her where she worked and what she did, and then she told me about the shop and how she had gotten involved with it and now has a large client base that ranges internationally, and that she may be gone for several days to weeks, then she asked if I would be interested in modeling some of her creations like the one I have on, which she said was a one of a kind right now, but she wants to make it available for sales and that is why she had planned for my changes.�� All in all it was a very interesting conversation and it made me jitter with excitement.�� We had just finished a second glass of wine when we heard a car come up the drive, and she quickly put the gag back in my mouth and closed the hood panel and replaced and straightened the mask, then she told me to greet the guests and invite them in.�� I got up from the stool, lowered and straightened the dress and as quickly as possible went to the front door to invite them in, as I was heading for the door I could feel the plug working and it brought me to a very excited high.�� When I opened the door the two girls that I had met before came in and turned to look at me, both their eyes almost popped out of their heads when they seen me, and I made certain that I flaunted myself to them as they whistled a sign of super approval.�� I motioned them to follow me and then proceeded to show them to the living room where Patti was waiting, she told the girls to come in and sit, then apologized to the girls for not properly introducing us to each other the last time they had been here.�� "Natasha and Charlene, this is Cheri my former but no longer boy friend Jerry.�� Cheri these girls work for me at the shop, girls great news Cheri has agreed to my plans and will probably come down to the shop once in a while after she has finished with the transition.�� By the way Cheri, these are the girls that made both of these dresses and they where curious on how they looked, this is the first time they have actually been able to see their finished work on someone.�� Well girls what do you think, is it as good as you expected?" Patti asked.�� Natasha answered "Actually Patti..." She hesitated, "they are far better than we had expected, but don't take this wrong, but wow is Cheri a right down knock out in that dress, I think we need to get her done as quick as possible so that we can get ready for the EuroFetish Party coming this spring, I think we could sell hundreds of these in that show alone then get ready to expand that shop of yours even more, we could offer them in several different colors too", and with that Charlene agreed.��� "Well then, what do you think Cheri, should we speed up your transformation, when these girls give a compliment like that it really means something, and they have yet to be wrong.�� They don't give out compliments very easily, and in this business you can't afford to be wrong, since these girls have started to work for me, I have went from a small local shop to where it is now?"��� I looked at Patti, half scared of this transformation but at the same time so excited, that I started to jump with joy, and when I did the plug inside my put me totally into an overwhelming orgasm, and I almost went to the floor when Patti and the girls grabbed me.� "My word Cheri, we didn?t mean to get you that excited, but I see that you seem to be all for it" Patti said as she helped me to the couch and then laid me down, I was still going through the orgasmic shakes and with that she said, "let me help you to get all the excitement from your explosive orgasm", and then turn on the plug letting it push in and out and at the same time turned on the tens making me heave at the sudden electrical jolts in my breasts and ass, all I could do was convulse from all the things working at me all at once.�� I screamed into the gag, but very little came out for she had inflated the gag, damned that felt so good and I was hoping that she would not stop it, I wanted this feeling to continue on and on, but after about fifteen minutes she turned it off, and I came down from my sex high.� Patti told me to compose myself and get ready to great the rest of the guests when they arrived, and when I finally got my composure back I acknowledged and straightened out my dress, I thought to myself, damned this estrogen and mammary really are working on me and I am really getting a much better gratification out of these orgasm that I am having, and with that started to head for the front door as I heard another car come up the driveway.
When the rest of the guests had all arrived, Patti told me to parade myself for all to see feel and touch if they so wished, and I did as I was told, when one of the other guests asked Patti what I all had on she told them and they ask to see some of the items in action.� I shuddered as Patti grabbed the control box, and I got on my knees in front of Patti putting my hands together and begging her not to by shaking my head no, but all the guests including Natasha and Charlene agreed that I should show them how well aroused I could get, and with that Patti first inflated my gag, then started the tens on my breasts, with that I grabbed my breasts with pain and agony, and then she started the plug in and out along with the inflation of the plug and Patti ordered me to get up and parade myself around to each of the guests stopping to allow them to watch me,� I had a hard time getting up but once I was up Patti turned on the tens on the plug , which was now going in, inflating then giving me a jolt, and then deflating come back out and start all over again.� Now I was in such agonizing pain, but at the same time enjoying it, and started to go from one guest to another, several of the guests even played with my tits, especially the male guests, and some smacking my ass when I had stopped in front of them or next to them.�� One of the male guests ask Patti if he could have permission to dance with me while I was in this condition and Patti gave him permission, but I didn't know if I could dance with all that was happening to me, Patti put on a slow type dance and he grabbed me around my waist pushing my breasts up against him which also intensified the shock from the tens, I was now shaking from all of my toys and as he noticed this he grabbed me even tighter and started to play with me.�� As he played with me he got me even more aroused and Patti continued to turn all of the things in me higher, when the song was over he slowly help me as I sank to the floor and lay on my stomach and convulsed until I finally had my huge explosion and I could hear them cheering as I blacked out.�� I had only blacked out a minute or so and as I came back around Patti and Natasha were picking me up and then I seen the X cross in front of me, and the next thing I knew I was being strapped to it.� As Natasha and Charlene were stretching my arms up making it to where I was barely touching the ground Patti was undoing the zipper in back and bringing it down to my waist, I couldn't comprehend what they where doing to me, she unzipped the bodysuit and opened me up to where my breasts where now open and showing. And then Patti tied my waist to the cross then when she had finished with that took another strap and tied me just above the breast to the cross making my body totally immobile.�� Now Patti went to a small box and opened it revealing several syringes, I tried to scream and beg not to but I could not do anything as she came up to me and moved my breast forms just enough to insert the syringe just under my left chest and inject the serum, when she had emptied the syringe she went and got another one and did the same to my right chest, I could feel them as they went in and my chest started to sting and burn, then Patti put the glue on my breast forms and put them back in place, and then redressed me.��
When all had been finished, and I was released, Patti again turned on the units and the party continued.�� During the rest of the evening I had several more releases, and by the time everyone started to leave I was so exhausted that I didn't know what was what.�� As Patti was helping me to the bedroom, she said "Cheri, I thought you might want to know, you where just wonderful this evening and I wanted to make sure that I thanked you for being such a good girl, and by the way, I called a doctor friend of mine and he said that he could start working on you transformation on Monday evening, he will be here around 6 o'clock, so we must make sure that you are ready for him.�� Well we will get you ready for bed, you have had a very hard evening and I see that you are completely exhausted."�� And with that she lead me into the bedroom and started to undress my, I almost wanted to beg her not to take it off, but I didn?t have enough energy left in me to argue.�� She got me completely undressed and then was me up, then got put my pants and bra back on making sure that all was seated, then the corset and rest of my sleep wears, and laying me down on the bed tied me spread eagle as was the norm plugging everything in and then turning it all on, I came out of my daze as soon as it all hit me, but there was nothing I could do anyway, and I just lay there and enjoyed it the best I could.�� When morning came around Patti woke me and undid everything, lifted me from the bed and again took me to the playroom, I knew what was going to happen but dared not protest or even whimper, when we got there I was again tied to the cross as I was yesterday morning and given the injections, "Hmm" Patti said as she looked at me and grabbed a dress makers tape measure and measured my bust line and wrote it in the book, then said "looks like we are starting to make a little progress, you have grown almost an inch since I first started giving you the estro and mam on Tuesday, not bad at all, you will be wearing those double H"s in no time, well today we are only going to lounge around but I want you to wear that dress from last night so that you will get use to it.�� And of course you know the routine of the basic items, and this will be the last time that I remind you that your underwear will always consist of these basic items irregardless of what dress you are to wear, so lets get with it, I will let you put your own undies on and when you have finished with them give me a call and I will help you with the rest."�� Patti then left and I went to put my underwear on as she had ordered, I always love putting these on it makes me feel that special warmth and love so I wouldn't argue or contest it even if she let me.�� When I had finished putting the dildo pants and long line bra on and put the corset in place I called for Patti and she came in to show me how to use and set the automatic corset tightener that she had installed on the wall near the bathroom, then putting the lacings on the tightener and pushed the start button said " when it has detected the proper tightness of the corset it will automatically stop and tie the corset'  when it had finished she took my waist measurement and said  "yes this will be sufficient for now a twenty one inch waist looks nice on you but we will make that even smaller as time passes, this corset is capable of a fifteen inch waist"  then proceeded by putting the chastity belt, catsuit, garter corset and stockings, gloves, ballet boots, hobble dress and neck corset on.� "I will leave the facial mask off for now but when we are finished with breakfast I will put the gag and hood on, that will always be a given", she said as she motioned for me to go to the kitchen.
The rest of the day we lounged around and Patti explained what the agendas where for the next few weeks, and what was going to be happening with the transformation process.�� The more I listened to her the more scared I got, it sounded like it was going to be very painful with the removal of my penis and the reconstruction of my internals, then the thought of being split open between my legs brought shivers to my entire body.�� Patti continued to reassure me that the process would be done in very short time and the pain would be minimal more like a discomfort than pain.�� Later in the afternoon she showed me what I was to wear during the working hours, which consisted of my normal pants, bra, corset and a flesh colored catsuit, red rubber stockings and red matching garter belt with red rubber gloves and then a pink rubber maids outfit with red apron and cap.�� She also showed me the extra long dark blonde wig which would reach all the way down to the bottom of my ass and had bangs that curled, it was beautiful and I couldn't wait to wear it.�� Of course she also noted that I would have the gag fully inflated with the hood and facial mask on at all times, and if she found out that I had removed them that my punishment would be very severe, the only time I was aloud to remove them was for breakfast which was from eight to eight thirty, lunch which was from noon to twelve thirty and for dinner which she would be home for and upon her discretion.�� I would take off the maids uniform after dinner and put on my evening dress for the evenings activities unless other wise told.�� When late evening came, we were ready to go to bed and Patti told me to get cleaned and ready while she prepared my bed for me.�� I went to the bathroom and cleaned myself out then took my shower, I notice that my beard and mustache where not growing anymore and made my face look bare, but at the same time my hair on top of my head seemed to grow faster it was starting to reach my shoulders.�� When I finished I noticed that Patti had brought in my night-time underwear and I put these on and then came out for her to finish putting the rest of my night clothes on then the gag and hood, it was very hard for me to do by myself so she would always help with this.�� Once this was all done she told me to lie down and when I was lying on the bed she tied me down as usual and plugged in all the wires and tubes into the unit.��� She kissed me goodnight and told me that tomorrow was going to be a long day, then she turned on the unit and the evening's excitement began.��
When morning came, Patti woke me as usual and undid me from the bed, she aloud me to relieve myself and then made our trip to the playroom as normal except today she didn't take my sleep wares off, and this made the trip a bit harder.� When we arrived in the playroom, she strapped me to the X cross, but now she plugged all the wires and tubes in and started the unit up, I was going mad with excitement before she even started the injections, but I could not move so she could do the injections without worrying about me moving, "you will get a double dose of everything this morning and tonight before dinner you will get another double dose, before the doctor comes," she said as she injected the first batch into my ass.�� I was not in any position to argue with the plug and shocks hitting me making me concentrate on this more than what she was doing or saying.�� When she had finished with this, she left me hanging with everything still working and went out of the room, and when she returned moments later I could see that she had a bundle of rubber clothing in her hand and recognized it as my maids outfit.�� She looked at me as I was going wild on the cross and watched me for what seemed to be an eternity.� Finally she turned everything off and took me loose from it, then removed my hood and gag.�� When I was fully released my chest and ass felt extra tight and burned more than usual.�� I was still trying to catch my breath, when she wrapped a waist cincher around me and started to tighten it, I felt like I was going to die as she continued to tighten it more and more, she took the tape measure and measured my waist then tightened it some more, I was to the point of not being able to breath at all when she tied it up.�� She proceeded to dress me first putting on the control pack then the maids outfit starting with the red stockings and full length transparent gloves, then the red garter belt and panties, she took a quick look at me then proceeded by putting on a puffy looking red rubber underskirt then the pink maids dress, the red apron and then the red wrist length gloves.�� Again she stopped and looked at me to make sure that all was in place then continued with the pink rubber ballet boots.��� When she had finished with this she told me what she wanted for breakfast and for me to go and prepare it as she dressed for work.��
When we had finished breakfast, she gave me a list of chores that where to be done before she got home, and then put the gag in and the hood on then inflating the gag partially but barely allowed me to swallow, this gag had a tube through it in which I could drink with a straw, then the facial mask was put in place and straightened then a red rubber neck corset that covered me all the way to above the chin as if it was cupping it, which forced me to look forward and up, and the long dark blonde wig was put in place and styled, turned on the controller then told me that this was my new daily work clothing from now on.�� As she left the house she again told me that these chores were to be done or a punishment would be in order, and that she would be home around 4:30.�� I looked at the list and seen what it all consisted of:
������� These chores are your responsibility and must be done in accordance to the below provided days, and deviation from this list must be cleared be me.�� On occasions you will be required to do extra chores, and you will be told these chores either the day before or on the morning of, in which I will direct you on what and how these will be performed.�� IF THESE CHORES AND OTHER REQUIREMENTS ARE NOT MET��� <� YOU WILL BE PUNISHED ACCORDINGLY� >
Mondays, Wednesdays & Fridays:������������������������������������������ Tuesdays, Thursdays & Saturdays:
1. Dust      all furniture �������������������������������� ������������������������������� 1.�� Do laundry
2. Sweep      all the floors ������������������������������������������� ��������������� 2.�� Mop and wax all tiled floors
3. Clean      front & side windows������������������������������ ������ 3.�� Clean remainder of windows
4. Any      other work deemed necessary by me��������������������  4.�� Any other work deemed necessary by me
Daily Chores in addition to the above:����������������                      ���� Sundays are free days, unless I deem otherwise
�� Dishes, Kitchen counters, Bathrooms
This didn't seem to be too much and I started cleaning, but as I went about doing them I noticed that this was going to be hard then I thought with all the restrictive clothing and this damned plug going in and out and inflating as it went in and shocks hitting my insides and my breasts, this put me into a frenzy of excitement but would stop just before I could release.�� The bad part about it was I could not turn it off, for Patti locked the controls and was not able to do any adjustments.�� As the day wore on and the unit increased the speed of the plug and shocks, I started to worry if I could get all of the chores completed, by noon I had only done the dishes, counters, bathroom and some of the furniture and by mid afternoon I was in total agony and it got hard to concentrate on my chores.�� I looked at the clock in the hall and noticed that it was 3:30 and I still had some of the windows to clean, she would be home in an hour and I was afraid that I would not be finished.�� At 4:30 I finally was finished, and with a sigh of relieve laid down on the couch, as I laid down the unit started again and all I could do was thrust around trying to get my release ending up on the floor still thrusting around, then I say Patti standing over me and then the fear hit me, what is she going to do with me now, I thought.�� She looked at me and started to laugh as she watched me, but I could not stop for it was really working on me extra hard by now, my ass felt like it had been fucked raw by the plug and the shocks were almost unbearable I was also a puddle of sweat inside the catsuit, which added to the intensity of the shocks that were being delivered.�� I gave her a staring look asking for her to stop this infernal thing, but she just looked at me and said "you are really enjoying yourself there dear, would you like for me to help you?" with that I started to shake my head yes the best I could hoping that she would finally shut this thing off.�� She knelt down beside me grabbing me as to stop my thrashing around, then she turned me onto my stomach and opened to back to reveal the controls, she then did some adjustments and closed the back up and said "there you are sweet thing, you just take it all in while I go and change for you,"  and with that she got up and left, I started o get up when all of a sudden the unit went into full power, the dildo started to ram into my rear and the shocks where virtually unbearable throwing me onto the floor and with every ramming action of the dildo made me bring my ass up high and pushing my breasts harder to the floor making the nubs dig in with terrifying pain.�� I tried to scream but with my gag well placed and inflated I could only whimper, it felt like an eternity before she came back, and I did all I could to try and get up to beg her to turn it off but I could not even begin to get up off the floor for each time I tried to turn on my back the pain would increase making me lie on my stomach and endure all of the pain.� I'm not sure how long I was on the floor thrashing around but all I knew was that I had passed out from all of this.
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