Andy's Training

by Cissykay

 

Chapter 7

 

It had now been almost four months since that fateful day when Mistress Betty had sprung her surprise on me. I had experienced almost every kind of bondage and torment known to man. I now wore permenant makeup, and I was sure that some sort of hormone was slipped into my food, because my nipples had been quite tender and sore recently. This could also be attributed to the nipple rings that Mistress Nancy had attached to my nipples a month ago. I now had a gold ring on each nipple. They were much more comfortable than the alligator clips I had been forced to wear for most of my training. Mistress Betty has told me on many occassions that I was much better than she had imagined I would be. I am now given more privlidges than in the beginning, although I have been kept in some form of bondage at all times. I am now fully trained to clean, cook, and serve. Both Mistresses still visit me on a regular basis, and I am quite surprised by the fact that neither knows that the other comes to my cell. Life is becomming very good for me in my new roll as a woman, and I am happier than I've ever been.

It is another Saturday morning, and the Mistresses are out shopping and going to the photo lab to develop more film of me. I have been told by Mistress Betty that she has become quite well off because of the profits from the movies and magazine photos she has sold of me. I am now about the most recognizable shemale in print. She gets more requests for my services every day, and has to sort through them to pick out the most lucrative offers. She has also received hundreds of offers to sell, or rent me. Countless proposals and offers of marriage have also been sent to her. I guess I am getting to be quite a hot item. Every time I do something to displease Mistress Betty or Mistress Cissy, I am told that I will be sold to the highest bidder if I don't straighten out in a big hurry. I'm not sure if she would do that, but I don't want to find out.

Mistress Betty is having another party this evening. I will either be the maid for the evening, or the object of some woman's perverse experiment in bondage. Mistress Betty always keeps a watchful eye on any woman that uses me. She tells them that they are not allowed to damage her property, but short of that, anything goes. I have had some very uncomfortable evenings at these parties. Since she has started to make a fortune at my expense, she spares no expense at these parties. They are always all women, and all dommes. I think I have been introduced to every domme in the country. I'll have to wait until they come home to find out how I will be used tonight. I will just relax until they return.

At about 4:00 PM, I heard the front door open, and Mistress Betty came down to my room immediately. She was slightly out of breathe. "Andrea, please get dressed as quickly as possible. Put your leather maid's outfit on, and be sure to be in immaculate condition. Tonight is a very special evening, and I want everything to be perfect. Do you understand?" "Yes Mistress Betty. I will be perfect for everyone this evening. Will I be required to serve this evening?" "Yes Andrea. And please be sure to be very attentive to all of my guests needs. We have less than thirty minutes before the guests start arriving, so be quick about it." She then unlocked my cage, and ran upstairs. I went to the closet and took out my black leather maid's outfit, and laid it on my bed. Since Mistress Cissy was practicing her bondage techniques on me last night, I needed alot of work. I combed out my wig, and laid out my jewelry. I stuffed myself into my twenty six inch waiste corset, and laced it as tightly as I could. I slid my garter belt under my chastity belt and secured my fishnets to the hooks. Six inch black patent leather pumps, and I was ready to put my uniform on. Before I could put the outfit on, I had to glue my breasts on. It was now getting very late, and I was running behind. I didn't want to upset Mistress Betty, so I just stuffed the breasts into the cups and didn't bother to glue them in place. I just couldn't wait the ten minutes it took for the adhesive to dry. I slipped my maid's outfit over my head and adjusted the very low cut boddice until it was perfect. Wig, jewelry in place and I was off.

The guests started to arrive just as Mistress Betty and Mistress Cissy came downstairs. I greeted each of them at the door with a curtsey and a very polite "Good Evening Mistress." I was on my best behavior. I served drinks and ran between the door and the den until all of the guests were here. I started to serve the hors douvres and refill the drink glasses. The conversation was about the same as usual. All were talking about their dominating exploits and for those of them that had sissies, how their training was being handled. I had learned long ago that a sissy's training never ends, and either does the punishment. As I offered Mistress Nancy an appetizer, she went to take one from the tray, and it fell to the floor. I don't know what came over me, but I bent to pick it up as the man in me would do, instead of as a lady. It was like I had just shot someone. The gasps were deafening. "Andrea, I am so ashamed of you. I thought I had trained you better than that. Go to your room immediately. NOW, you good for nothing little bitch." I have never seen Mistress Betty so upset. I ran out with tears streaming down my face.

I went directly to my bed and sat crying and crying. It was a good thing I have permenant makeup or it would be all over my face. I knew I was in more trouble than I was ever in before, and I just couldn't imagine what Mistress Betty and Mistress Cissy were going to do to me after the paarty. As it turned out, about thirty minutes later, my question was answered. Mistress Cissy led the entire party into the front room of the basement. She had set up chairs, and moved the bar and food against the wall. The chairs were also against the mirrored wall, and the center of the room was clear. Mistress Betty came into my cell and slapped me so hard across the face, I reeled back onto the bed. "How could you do this to me, you ungrateful little bitch. You have made me look like a totally incompetant trainer in front of all my guests. You will pay dearly for your insolance." "But, Mistress, I didn't try to displease you." "Shut up you worthless slut. I don't want to hear any of your lame excuses. In fact, I refuse to." She then went into my drawer and took out my penis gag. She jammed it in my mouth and let out a grunt as she tightened it more than it had ever been. She then locked it on and threw the key as far as she could. "I won't be needing that for a long, long time."

I want you out of that uniform and corset in three minutes flat. We are all going to get a look at you male chest. Put your wrist, ankle, and thigk cuffs on and report to me in the other room immediately. I am now going to be forced to show everyone that I still have the upper hand. I don't know if they will ever believe me, and it is all your fault. Now get on with it. Leave your other underwear on. Do it now." She stormed out of the room and I did as she ordered. As soon as I entered the room, I could feel the tension and excitement in the air. Everyone knew I was in for something special, but I don't think they even knew what. As I stood in the middle of the room with my head down, Mistress Betty made an announcement. "I must appologize for the actions of my slut earlier. I wanted this to be a very special evening for Andrea, as I had an announcement to make concerning her future, but she has spoiled that. Now, I don't know what I am going to do in that regard. What I am going to do is make sure that Andrea never forgets how to act like a lady again." She then removed my chastity belt and forcefully threw it in the corner. I knew I was in real trouble. Mistress Cissy, go upstairs and get the three containers out of the freezer while I prepare Andrea for her punishment." Mistress Cissy left to get what was asked of her.

"Now, lay on the floor Andrea." I did as I was told. I could tell by the tone of her voice that this was not the time to think about what she said. When I was in a prone position, Mistress Betty attached a chain to each wrist restaint and fastened then to hooks on the floor. I was now laying with my arms stretched straight out. Next she took a chain and attached it to my right ankle. She threaded it through the thigh cuff and pulled it as tight as it would go, and she locked it there. She repeated the whole thing on my left side and I was left laying with my ankles pulled right up to my thighs. This was really an uncomfortable situation. I knew that it would get much more uncomfortable before she was through. It was about that time that Mistress Cissy came back with the three plastic containers. "Thank you Cissy, now if you'll please go outside and get three bricks from the pile in the back yard." Cissy went to get those. I could turn my head to look around the room, and I knew at once that nobody knew what Mistress Betty had in mind. Mistress Betty then went into the closet and returned with three very long lengths of rope. She stood on a chair and threaded a rope through three eyehooks in the ceiling. Mistress Cissy quickley returned with three bricks. Mistress Betty then took one end of the rope that was hanging between my legs, and tied it around my scrotum. She pulled it as tight as she could, and tied a knot. I winced with the pain. Then she knotted an end of each of the other ropes to one of my nipple rings. She then took the lids off each of the containers and hit them against the floor. Out of each came a block of ice about six inches high and five inches across. she set one block right next to my balls, and one on each side of my chest.

Mistress Betty then tied each of the other ends of the two remaining ropes to a brick so it was the same height off the floor as the ice. She set the bricks on the ice blocks and then repeated the process on the one tied to my balls. "Now ladies, would you like to return to the den, or stay here and watch Andrea's tits and balls stretch a full six inches as the ice melts." It was unanimous. They stayed. The small talk continued, and everyone took opportunities to come over and inspect her dirty work. I laid there with my big penis sticking straight up, and my big penis gag doing the same. I watched as the ice began to form a small puddle under each brick. Mistress Betty was now swilling down her wine almost as fast as the glass could be refilled. All at once she walked up to me and swung one leg over my chest. She knelt down right over my face. "You're really very sorry that you embarrassed me like you did, aren't you Andrea?" I nodded with every bit of strengeth I had. "I can't hear you Andrea. Are you still being a bitch?" With that she swatted one of the blocks of ice away, and I felt a searing pain in my nipple that I thought would kill me. "Say it nice and loud so we can all hear you." Another swat and the other tit shot up. The nipple rings held in place, and the two bricks were now swinging about two inches off the floor. "I guess you're not ready to show remorse." She staggered to her feet and proceeded to kick the other block from beneath my balls. I was now fighting as hard as I could to get some leverage so I could take the pain out of my balls, but with my ankles shackles to my thighs, it was impossible.

I was crying a river again. I never knew anything could hurt so much. Mistress Cissy couldn't leave well enough alone, so she got out a riding crop and started to lay it across my swollen prick. As I tried to squirm just a bit, the bricks began to rock back and forth, which only served to increase the agony. Finally, the bricks had stretched my skin enough that they rested on the floor. "I guess I was wrong in thinking that my slut here was trained well enough to please me. I only have one option left. I had planned to announce to all that I had arranged Andrea's marriage tonight, but I don't see how that is going to be possible now. Now, all I want is for her to suffer the pain she is going through at this moment so she will never forget her manners again." I laid there, chained to the floor and unable to move for the next hour or so. I was hoping the pain would lessen as the bricks rested on the floor next to me, but it only got worse. Mistress Betty then talked to Mistress Nancy in a soft voice. I couldn't make out what they were saying. She then told Mistress Cissy to go to the studio and bring back a camera and the box that was in the film closet. Mistress Cissy returned a few minutes later carrying the camera and the box.

"I want to take some photos of your dilema Andrea. Maybe I can use them at a later date if a client is willing to pay for them." She took shot after shot of me from every angle. When she was finished she asked Mistress Nancy to begin. Mistress Nancy went to her purse, and brought out some makeup. She sat on the floor right next to my face and ordered me to face her. I did, and she started to apply more makeup to my eyes. She worked for about ten minutes and then applied two coats of lipstick to me quivering lips. When she announced she was through Mistress Betty went to my feet and released the chains that pinned my ankles to my thighs. She removed the thigh and ankle cuffs, and then untied the rope from the brick. Next she untied the other end from my testicles, and I was laying on the floor with my legs able to stretch out. It felt very good to be able to stretch my legs. She then removed my heels, stockings, and garter belt. I was now totally naked and wondering what type of torture she had planned next. Mistress Betty then went into the box, and removed the shorts, slacks, shoes, and socks that I had worn the day I was caught dressing. She put them on me, and then released the bricks from my tits. When she uncuffed my wrists, I was ordered to stand. She handed me my man's shirt, and ordered me to put it on. I did, and I was able to see what Mistress Nancy had done. She colored my eyes and lips so one would have to look very close to see that I was wearing any makeup at all. Mistress Betty the tore my wig off my head, and I was a man again. "Mistress Cissy, please go look on the floor in Andy's room and find the key for his gag lock. I threw it against the wall in a fit of anger." Mistress Cissy found the key, and my gag was removed.

"Since none of the Dominants here tonight will even consider taking an untrained and stupid slut as yourself into their care, you are now free to fend for yourself. Mistress Cissy, will you please show Andy where the back door is, so he can leave?" I screamed as loud as I could. "Please Mistress Betty, don't do this. I will do anything that you want, and accept any punishment that you wish to mete out. Just please, do not force me to leave. I beg you." "It's too late Andy. I have decided that you are untrainable, and I will now have to cancel all the plans I have made to marry you off. As you know, I have had many hundreds of offers from men all over the world to pay me a very handsome price for you. I have also had several offers from Dominant females and transgendered women to marry you. All of my surprise plans for you have now been destroyed. I couldn't possibly let you get married and not know even the most basic mannerisms of the slut I wanted you to be. Now please go with Mistress Cissy. I will forceably remove you if that's what yo desire." I was shattered. How could she do this to me just for not remembering to stoop as a woman. I walked behind Mistress Cissy, and she opened the door. As soon as I stepped into the night air, I heard the door close behind me, and the lock engage. I was now on my own with no place to go. I looked through the pockets of my pants and found my driver's license and a fifty dollar bill. I just sat there and cried for the longest time. I had no idea where I would go or what I would do.

As I sat in the back yard, I saw that the women were starting to leave the party. It took about another two hours before the last car pulled away, and the party ended. I banged on the back door, hoping that it would be answered, but the lights went out in the house, and I knew that no one would come to the door. As I looked around, I saw that the studio light was on as usual, but when I tried the barn door, it was locked. I walked to the rear of the building, and finally found a window that was slightly open, and I was able to climb in. I tried to lay on the sofa and fall asleep, but it was useless. I tossed and turned until I saw the the sun begin to come up. I knew I had to leave so I wouldn't be found by either of the Mistresses. I crawled out the window, and made sure that I closed it as it was when I climbed in. I walked to the woods behind the barn because I had to go to the bathroom very badly. When I reached the trees, I undid my pants and squatted to pee. All at once it dawned on me that I could have stood, but it felt more natural to sit. When I was through, I pulled up my pants and just stood there trying to think of something to do. I decided that I had to get some food in me. I began walking to a restaurant I had gone to several times before I was captured by Mistress Betty. All at once it hit me that I might be recognized. I was in a full blown panic. I was very hungry, so I decided to take the chance. I sat in a booth in the back of the restaurant, hoping that I wouldn't be seen. I knew that everyone in the place knew I was wearing makeup. Or maybe I was just over reacting. I ordered my breakfast, and ate in silence. I finished as fast as I could, and paid the bill. As I left, I was sure that everybody was staring at me.

Now I had no idea what I was going to do, or where I was going to go. I would be more comfortable, and better able to pass as a woman even though I was a man, but I didn't have enough money to buy what I needed. Since it was now Sunday morning, no store would be open anyway. I walked to the park, and sat on a bench. I knew I could spend a few hours there without drawing too much attention. It was a lovely and warm day, so I soaked up the sun, and began to daydream and drift in and out of sleep. As the day wore on, I began to cry knowing that I would never see my two Mistresses again. Why didn't I just bend like a lady to pick up that damn canape? As the sky began to turn dark blue I walked back to the restaurant for dinner. I sat in the same booth, and ordered a salad and a diet drink. The waitress served my dinner, and commented that I looked very sad, but she loved what I had done to my eyes. I now knew that it was noticeable. I paid the bill, and left knowing that I would have to buy some skin colored eye makeup as soon as possible. For the time being though, I just needed some sleep. I walked back to Mistress Betty's house and snuck back into the studio. As soon as I hit the sofa, I was out. I would figure out what to do in the morning.

 

 

 

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