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Cassia II By: Ryker ___ When I woke up the next day, the first thing I noticed was that the pain still burned in my ass. I looked around and saw that Cassia was gone, but the lights on the metal ring around were out, and a handwritten note was sitting on the floor beside me. It read, "You are late. I will forgive you this one time since I don't need you this morning, but from now on you will wake by 7 am to start your duties. Go downstairs and get ready just like yesterday - shower and dress. Then start your schedule. We will skip breakfast this morning." I went downstairs to my room and washed up. The only soap there was the strange smelling bar, and it made my body tingle again. Then I got my uniform on and remembered to place the vibrator and battery pack for my chastity belt in place. I knew she would be angry if I forgot anything. I didn't see Cassia all morning, but wasn't about to take any chances. She was probably monitoring me somehow. I started looking for cameras throughout the house as I was cleaning and spotted a few suspicious objects that could house hidden cameras, so I was sure to be on my best behavior. I also found a dated note lying on a table, and realized I had been down in her basement while she did heaven knows what to me for over two weeks! It was a little after lunch time when Cassia came through the front door. Part of me was kicking myself for not making a run for it while she was gone, but a better part of me knew it would still be disastrous. She came up to me and smiled genuinely at me. "Good, sissy. You behaved well this morning. I'm really glad you didn't try to run. It would be very, very painful for you if you ever left the house." She kissed me on the forehead and gave my balls a gentle squeeze. "I'm really proud of you, but your stocking seams are a little crooked. That cannot be tolerated." Oh, please, I thought. "Fix them and make sure it doesn't happen again," she said and slapped my ass playfully, but she had a serious look in her eye. I started straightening them right away as she looked over me with a judging eye. When she was satisfied, she asked, "Are you hungry?" I nodded. I was starving! "OK. I already ate, but you can find something in the kitchen for yourself. When you are done you can clean my study. I have company coming." She unlocked my gag, but didn't remove it, and patted me on the ass to shoo me on my way. I heard her laughing under her breath as I hobbled away. She was probably eyeing my ass as I walked. After my lunch, I seriously debated leaving my gag out, but I knew she would want it back in. With a groan I decide to play it safe. I replaced the gag and went to clean her study. The room was really interesting. It had more books in it than I have ever read, but also several expensive- looking artifacts from around the world, strange organs and animals in jars that I had no idea what they were, and even a lifelike skeleton in the corner. Upon closer inspection it looked like it might actually be real. I shuddered. Of course I was careful not to break anything. When the doorbell rang shortly after, Cassia found me and instructed me that she would be in the study and was not to be disturbed. I was to remain upstairs until called upon. I wondered who was here and briefly wondered if they would help me. A low buzzing in my crotch reminded me not to test her, and I quickly scampered up the stairs as fast as I could in the heels and corset. About an hour and a half later, Cassia found me polishing some objects in an upstairs room. She rubbed her hands over me tugging gently on my balls and nipples. I knew from yesterday that I should continue my chores while she played with me, but it was so hard to concentrate on what I was doing with the vibrator stimulating my prostate and Cassia sensuously groping me. Several times I had to stop to catch myself and probably could've cum if my excited cock wasn't so uncomfortable inside my cage. I knew that would be a bad idea, though. Gradually her ministrations grew more aggressive and she bent me over a nearby couch, removed my vibrator from my ass, and pulled my panties around my knees. I knew she was going to fuck me again, and it took everything I had not to try and protest through my gag. Please let this be over quickly, I prayed. She slid herself into me and moaned in pleasure. A small squeak of pain slipped through my gag, but I didn't cry out. She rode me over the couch and tenderly caressed my body as she fucked me, but I was sincerely surprised how gentle she was being on my tender asshole. After a short time, she started thrusting a bit faster and filled me with her cum, moaning passionately. When she pulled out of me a few moments later she replaced the vibrator and the lock on my gag, then pulled me up and sweetly kissed me on the cheek. "Thank you, sweetheart." Then she walked off leaving me stunned. Was this the same psychopath from yesterday? A little while later I heard Cassia's voice over the intercom. "Come down for dinner, sissy. I wouldn't want you to go without your necessary nutrition." I really wished she would stop calling me that. Once again, I waited on her and then was instructed to come up to the bedroom after eating my meal. When she unlocked my gag, I knew this would be the best chance to make a stand. She seemed to be much more reasonable than yesterday. "No, Cassia. I don't think this is going to work," I began. She looked at me with a playful smile that disarmed me and interrupted, "What did you say to me?" Then she started to slowly stalk toward me still with exaggerated steps, still smiling teasingly. I put my hands up to ward her off as I continued, "Look, I'm sure you can find someone else who might even enjoy this, but I'm not the kind of guy that can..." That was all I got out before she lunged at me. I must have had a good fifteen to twenty pounds on her, and I was man after all. I thought that I should be able to get a hold of her and convince her to let me go, whatever it took. But when I tried to grab her, she was way too fast for me. She ducked under my guard and came up planting the heel of her hand under my sternum. Thankfully, the rigid corset acted kind of like body armor, so I wasn't hurt too badly, but the force of the blow sent me staggering back several small steps and knocked the wind out of me. With my high heels and chained ankles, I almost lost my balance, but managed to stay on my feet somehow. Cassia resumed her slow walk toward me, and that fucking smile never left her face. Still struggling to breathe, this time I was determined to put up a defense. She went low, kicking me just below the knee, and pain exploded in my shin. I hopped and might have staggered, but she caught me by the arm and darted in driving her elbow straight up into my chin with a vicious uppercut. My head swam with dizziness, and I tasted blood. Then her knee smashed my balls. I surely would have fallen, but she kept her grip on me. By now I was completely vulnerable, disorientated, and felt pain shooting through my shin and groin. She struck me several more times all over my body. I'd heard that some fighters try to hit certain pressure points on their opponents to cause more pain and damage, and Cassia seemed to know them all. When she was done thrashing me, she released my arm and spun around me, hammering me with a Chuck Norris style roundhouse kick to the back of my head as she went. I lurched forward and landed hard on my face. I lied there for several seconds before trying to rise, but she kicked me in the ribs sending me back to the ground and stepped on the back of my neck. She said something to me, but I was in no condition to make it out. Then I felt another blow on the back of my head smashing my face back to floor, and everything went black. I woke up sometime later in a bath of some strange-smelling liquid that reminded me of a hospital. I tried to move, but it sent shivers of pain coursing through me, especially in my ribs, and I found I my wrists were tied to the water spout. My head still pounded and the warm liquid felt soothing, so I soon lost consciousness again. It must have been the next day, because there was bright light shining into a nearby window - I hoped it was only a day - when I woke up again. This time I was lying on a bed naked except for my corset and bondage devices. There was a note instructing me to dress in my maid uniform and get back to work. Nothing more. My body ached all over, and when I moved, it sent stabbing pain through my ribs. They must have been bruised pretty badly. It took some time fighting through the pain, but finally I was dressed and ready to go. What choice did I have if I wanted to avoid another beating? I had just started toward the cleaning closet when Cassia called me to the dining room for dinner. She seemed to be in a good mood, but didn't say anything to me the whole time I waited on her. When she was finished she moved to me, and I couldn't suppress a flinch. "I'm going to take your gag out now, so you can eat. You are going to need your strength for tonight," she began. What did she mean by that? "I don't want any foolishness like last time. I really do enjoy a good ass- whipping, but now is not the time, and I don't want to have to hurt you anymore. So, are you going to be a good little sissy for me and keep your trap shut?" I nodded sincerely. "OK. Off you go," she said as she unlocked my gag. "But I expect you to put your gag back in and come to my bedroom as soon as you are finished." I probably took a little too long eating, but the thought of going up to her scared the hell out of me. When I knew I couldn't put it off any longer, I gingerly climbed the stairs to her room wincing with the pain in my ribs. I resolved myself to do exactly what she told me and nothing else. When I came in the door she was lounging on her bed softly playing with her breasts. She noticed me, and must have noticed my expression, because her face became soft. "Aww. Are you scared, sissy?" I nodded slowly. "It's OK. Come sit with me," she said patting the bed beside her. I sat next to her, and she began running her hands over me pinching my nipples and stroking my balls and thighs. She yawned as she played with me, and she seemed a bit more tired than the last time. That gave me hope. "Just remember what I told you yesterday, and you should be fine. OK, sweetheart?" She unlocked my gag, and I trembled a little under the pressure. She just chuckled lightly at me. "Now do you remember what to say to me?" I hesitated trying to think, and said, "Please, Miss Cassia, may I please worship your body and please suck your beautiful cock?" She nodded at me to continue. I thought carefully what she would want me to say. I didn't remember there being any other lines from the last time. "I would love to have the honor of pleasuring you and being able to tend to your cock. I beg you to let me suck you off and taste your semen." She stopped me with a finger against my lips. "Oh, sissy. That's enough, but I don't have semen. I'm not a man. We will have to work on your words, but you gave that an honest effort... So, yes, you may worship me tonight. Follow my instructions and try your best and the rest will come in time. Start with my feet." She instructed me to lick and kiss and suck her toes gradually moving up to her shapely calves and thighs. When I got to her groin, she guided my mouth to her ass and made me lick her anus. She kept me there a while moaning softly until she moved my lips to her balls. I sucked and licked them for a little while, and then she pulled me up to her mouth and kissed me passionately. She tasted wonderful. My mouth was directed to her ear and neck and she instructed me to use my hands to touch her body. I worshiped her arms and breasts and belly as she slowly guided me down to her cock. "Now kiss the tip, sissy." I did, hesitating only slightly. I was surprised her cock tasted just as good as the rest of her; not at all like I expected a man's dick to taste. "Mmmm," she said as I started using my tongue to massage the head of her cock. "Yeah, baby. I'm sure you've had a least a few blowjobs before becoming my little sissy. Just remember what you liked, and try to do a good job." I slid her into my mouth and sucked on her shaft as I massage her with my tongue and hands. I tried to remember what my previous girlfriends and done with me, as she instructed, and knew it was paying off when she began to moan repeatedly and reached down to rub my upper body and play with my nipples. It wasn't too long before she grabbed the back of my head and started fucking herself with my mouth. It burned my throat a bit, and I struggled to suppress my gagging when she pulled me all the way down onto her. She started thrusting her hips as she rocked my mouth up and down her cock. Before long she shot her load into my mouth and ordered me to swallow. I coughed a few times but managed to get most of it down. "You missed some," she told me, and I licked up the mess I made on her thigh and belly. "Now clean my cock, sweetheart." I did and kept at it until she told me to stop. She seemed to appreciate that. When she pulled me off of her cock, she looked at me and said, "Now what do you say to me?" I scrambled in my mind to recall what she would want me to say, and I could see she was getting impatient when I hesitated too long. Then I finally remembered and said, "Thank you for letting me worship you and suck your cock, Miss Cassia." "Good job, sissy," she said as she replaced my penis gag. "There's definitely some room for improvement, but I am pleased with you." She stroked my face as she complimented me. "Pretty soon, you will be a splendid little cocksucker. "For now, go and wash up and get ready for bed." I made my way downstairs to perform my nightly rituals. When I came back upstairs, Cassia was already asleep, naked and where I left her. I considered what I should do. This could be my chance or it could be a test. As I took a step into her room still unsure what I was going to do, the lights on the metal ring at the foot of her bed began to blink. When they began to blink faster and my cock buzzed, and I took it as a sign that I wouldn't want to find out what would happen if I tried anything. So I entered the ring. It immediately beeped and the lights grew steady. Now I knew I had no choice. It was then that I realized my chastity belt buzzed even without the battery pack attached. I really was trapped here. So I slept. ___ When I woke up in the morning, I was still sore in several areas from my beating, particularly in my ribs. I noticed Cassia was still on her bed, though it seemed she pulled the covers over herself. I glanced at the clock, and it was just after 6:30. Cassia's note said I needed to get up by 7 am, but the lights on the metal ring were still lit. Depending on her mood, if I just waited there without getting up it could mean trouble, but there wasn't much I could do except stay there. With a little time on my hands, I noticed my nipples were a little sorer than the day before and seemed puffier. Then I remembered what Cassia said about some kind treatments. She was giving me breasts! A little while later I noticed the lights on the ring blink and go dark. I got up glancing at the clock: 7 am precisely. Cassia was still asleep. I was just getting ready to set out breakfast as my schedule dictated for each morning when Cassia came down the stairs, and I waited on her. When she finished her meal she informed me, "Eat your breakfast and then meet me in your room. We are going out this morning. You won't have time for your duties today as we have some other things to do, so you'll have to make them up in the next few days." I wondered where we were going as we drove down the street in her car. I was dressed in a provocative pink dress with a very short skirt and a sleeveless halter top that barely covered my nipples. If I had breasts, my cleavage would have clearly been visible. My nervousness must have shown because Cassia casually remarked, "Don't worry, sissy. Just behave properly, and I promise I'll protect you where we are going." Protect me? From what? We stopped at a small, unmarked building in the city. When we walked in, a cute girl met us at the front counter. She didn't seem at all alarmed by my appearance or the fact that I was wearing a gag and chained cuffs. I looked around and noticed the waiting room was small with some chairs and a few bland paintings on the walls. It kind of reminded me of a seedy clinic. The girl took Cassia's name, and we waited a few moments before we were allowed into the back through the only other door in the room. While waiting Cassia unlocked my wrist cuffs and placed them behind my back. "Sorry, sweetheart. It's the house rules here," she commented. Now I was really worried what kind of place this was. We entered a dimly lit hallway and were met by an extremely stunning woman. She was tall, several inches taller than me, with golden blonde hair, sharp Scandinavian features, piercing blue eyes, and shapely legs that went on forever. I would have said she was gorgeous except she looked at me with such scorn that it made me cringe. "Who's this, Cassia? Another trophy for my wall?" she spoke in a seductive voice. I felt like she wanted to devour me right there. Cassia laughed. "No, sorry. This is my new sissy. He is work in progress." "Oh, you need me to work on him?" the woman asked. "I just want to show him what will happen if he misbehaves too badly." "Shame," she replied. "I could break him for you rather quickly." This woman was beginning to terrify me. Cassia just laughed and then turned to me, and told me, "This is Mistress Donna. You will show her the utmost respect, and trust me, you do not want to be on her bad side." I agreed, nodding my head. "Too late," Mistress Donna replied. "He's a man, and a weak, sissy one at that." She gestured for us to follow her down the hall as Cassia led me with my leash. There were several doors down the hall and most were closed, but a few were open. In one I saw a man bent over a woman's knee being spanked with a paddle. "These are the play rooms," Mistress Donna remarked. "Most of the people who use them are couples looking for a little adventure, but sometimes men show up who are in need of a mistress. They are not for you," she scolded me. At the end of the hall we descended a stairway to the lower level. Downstairs was an elaborate dungeon with several open rooms filled with cages and various torture devices. Some of the cages and devices had men trapped in them, and a few women were administering punishments. From a few of the rooms I heard screams echoing through the place and men begging for mercy. We walked until we came to large room with a few shemales chained to the walls or strapped into devious-looking machines. We stopped in front of a shemale on her hands and knees vigorously sucking a dildo protruding from a strange looking machine while a fucking machine was ramming her ass with another dildo. Several needles with wires attached to them were sticking into her skin at various places. "This is Cassia's private room," Mistress Donna explained menacingly. "This is where all of her rejects end up when they displease her." I remembered Cassia's promise to protect me and involuntarily took a step closer to her and away from Mistress Donna. Cassia chuckled, and put her arm around me. I looked at her to gauge her reaction about Mistress Donna's claim and it unnerved me more than a little that it might be true. Mistress Donna smiled at my distress, and then turned back to the sissy attached to the machine. "He'll get tired soon, and then we'll have quite a show. You see, if he doesn't suck all the semen out of the machine through that dildo before he gets too tired to continue, he'll be punished severely." As we watched, Cassia rubbed up against me and started playing with my nipples. The sissy shemale's sucking soon slowed, and then I heard a humming noise from the machine. She shrieked in agony as her body convulsed and spasmed uncontrollably for several minutes before subsiding. A minute or two later the machine started to hum again and the scene repeated itself. I tried to turn away, but Mistress Donna grabbed my chin roughly and forced me to look. Even Cassia seem to be turned off this time and stopped playing with me. The next time the machine started to hum, the sissy resumed sucking the dildo and the humming stopped. "That happens at least once an hour," Mistress Donna explained, smiling devilishly. "I never get enough of it." We toured the rest of the dungeon and saw how some of the other devices worked, but nothing horrified me as much as the sissy being tortured by that awful machine. On the way home, Cassia must have noticed my lasting distress. "I hope that display motivates you to properly obey me and serve me, sissy," she remarked. I was barely there enough to turn toward her and nod. "Don't worry too much, sissy," she continued. "You must behave extremely poorly to end up like that depraved bitch you saw. She tried to escape a few times and even dared to attack me once. Special fates like hers are extreme cases. You wouldn't try to hurt me would you, sweetheart?" I shook my head emphatically, and she smiled at me and began to softly caress my thigh. In the afternoon, Cassia instructed me to meet her in her study. She was sitting at her desk and told me to stand before her. I already had my gag out from lunch, but I knew not to speak until she addressed me. She took a few minutes to finish up some notes then looked up and smiled warmly at me. I suppressed a shiver anyway. A good mood for her didn't always mean good news for me. "We are going to talk about how you feel, sissy. I want you to answer everything truthfully. These discussions are safe for you, and as long as you answer with complete honesty you will not be punished." I nodded, and she proceeded to ask me questions about how I felt throughout the day, changes to my body, and the sensations I felt when exposed to certain stimuli. She could see the situation was making me increasingly uncomfortable, and asked, "Something on your mind, sissy? I hope it is relevant to our discussion. I need you focused here." "Yes, I think so," I replied. "Yes, Miss Cassia," she corrected. "You still need to show me the proper respect at all times." Her eyes were hard as she looked me over. "Yes, Miss Cassia," I repeated. "That's better, sweetheart. Now is something on your mind relative to the discussion?" I thought it was close enough so I summoned the courage to ask, "Why did you choose me to do your experiments on? There must be willing men out there that would want to try a new therapy like yours." Truly, there were some twisted freaks out there that wouldn't even mind the submissive sissy part either, I thought to myself. Cassia looked at me and flashed that warm, disarming smile again. "Oh, it's more than that. You are the perfect candidate, and that's harder to find than any willing freak out there. Regulations and bureaucracy and all that shit. If anything went wrong and my work was exposed... No, I couldn't risk that." She shook her head, and changed gears. "You see, I wanted someone that would prove to be a convincing woman when the procedure is complete, and I wanted someone I found attractive. You're not just a patient to me, sweetheart. I want you to be my lover after you are trained. Besides, I have to keep you close so I can monitor your progress, and you have no family so you wouldn't be missed." That shocked me a little. "Will I really be a convincing woman?" I dared to ask and almost forgetting to add a "Miss Cassia" on the end. She laughed at me. "I hope so! I worked for years on this formula. Well, except for your penis and testicles. The gene therapy is very aggressive - much more advanced than any regulated treatment and you may notice some additional discomfort - but it cannot convert entire organs. I'm working on that, though." She noticed my renewed shock, and said, "Oh, don't worry, sissy. That would have to be a completely new procedure and you wouldn't be suitable. Besides, I need your testicles in place to test the effects of testosterone against the therapy." With that, she got up from her desk and walked over to me and started poking me and rubbing her hands over various parts of my body and asking how it made me feel. I felt the familiar tingling sensation on my skin which was only enhanced by the vibrator buzzing in my ass. I felt intense pleasure when she caressed my nipples, balls, and even my anus, but it became painful when she started to get rough. Then she removed my vibrator and started touching me again to compare the sensations. After she was done with me, my gag and vibrator were put back in, and I was dismissed. That evening in her bedroom, I was prepared to passionately beg to worship her and suck her cock to avoid another ass-raping or beating. This time Cassia guided me through the words she wanted me to speak a bit more and corrected me when I said something she didn't like. It was the same when it came to sucking her cock. She let me work her to orgasm giving me a few pointers along the way to let me know what she liked. There were only a few moves she didn't like, and she complimented me afterwards for doing mostly a good job on my own. Then she patted me on the cheek, and sent me off to get ready for bed. That night I dreamt fitfully, remembering the visions of Mistress Donna's dungeon and must have woken Cassia because I was shaken awake. I saw her looking down at me with an unreadable expression. She stroked my face, and said sternly, "Shh, sweetheart. You were dreaming, but I want to keep quiet during the night. My work is very important, and I must be sure to get a good night rest. Sleep tight." She returned to her bed, and I tried to clear my head and get back to sleep. ___ The next several weeks were mostly the same routine. During the day, I cleaned the house and waited on Cassia. Often, she would come by to inspect or play with my body. Many of these times she would also interrupt my work to fuck me or have me suck her cock. Fortunately, she was much gentler on my ass than the nights when she was "forced to teach me a lesson." The times my gag was removed, I thanked her for allowing me to pleasure her, as instructed, before resuming my duties. Occasionally, she would give me some other tasks as well, such as entertaining her in her study. I was told to dance for her or rub her feet or sometimes crawl under desk and slowly suck her cock as she worked. I was cautioned to keep her aroused, but not allow her to cum before instructed. The first time didn't go so well. Earlier that day she had caught me trying to get myself off. The vibrator kept me in a constant state of semi-arousal and my skin was so sensitive that one day I just couldn't take it any longer. My hand brushed my nipple as I was dusting. It sent a wave of desire through me that I kept at it, alternating between my budding breasts and my balls. Even though it was painful for my cock bulging against its cage, the sensations were overpowering and the vibrator continued to stimulate my prostate. I was almost there when waves of agony shot through my balls. I crumpled to the ground and tried to cup them to relive the pain, but nothing helped. It went on for several minutes before subsiding. I looked around, but Cassia was nowhere in sight, so I just pulled myself up and went back to work. A little while later she called me into her study. I could see she was angry with me. "You disobeyed me," she started. I never remembered her saying anything about me trying to tend to myself, but I guess the chastity belt was a clear indicator of that. "You should know you are never to try and pleasure yourself. Any enjoyment you feel comes from me. If you cannot control yourself, I will replace your cock cage with a spiked model. Would you like that? I shook my head vigorously. "Well, I hope you learned your lesson. Come here, and you can make it up to me." She removed my gag and pushed me under the desk giving me instructions to keep her aroused. Whenever I didn't please her enough, I noticed she would get a bit softer, and a sharp pain would course through my cock until I got her hard again. After a while I noticed her breathing quicken, and she grabbed my head, using my mouth to forcibly stimulate her cock. She moaned loudly several times before cumming deep in my throat. I was then instructed to clean any spilt cum. When I finished, my cock buzzed and unbearable pain shot through me again. I was still recovering and breathing heavily when Cassia cupped my chin and forced me to look up at her. "I instructed you not to let me cum without permission, sissy. Now my pleasure has been ruined, and I'll have to finish my work without it. If you disobey me again, the punishment will be harsher. Leave me before I decide this admonishment wasn't enough." I scurried away from her, and only after I was out of the room did I realize my gag was still in there. I didn't dare go back in right now, but I knew there'd be another punishment later for not having it. I was right. She found me about an hour later, and I dropped to the ground as the pain shot through my balls yet again. It didn't last long this time, and Cassia pulled me over her knee and began to spank me with a leather belt until red welts appeared on my ass and I was sobbing. She dropped me to the floor without saying a word, and my penis gag landed next to me a second later. It was the worst day I had there since the first few days she starting putting me through the ropes, and it got worse. That night when I went up to her bedroom she informed that since I had the audacity to keep my gag out for a while already that day, it would stay in all night. She raped my ass mercilessly and slapped my ass and squeezed my balls repeatedly. The welts on my ass magnifying the pain from her brutal thrusts and ass slaps. The next time she sent me under her desk went better, and I managed to keep her on the edge until she instructed me to finish her off. A week later I was getting better at sucking her cock, and she congratulated me on a job well done after crawling out from under her desk. "Mmm, you are getting better at that," she told me. "Thank you, sweetheart." "Thank you for allowing me to pleasure you, Miss Cassia," I remembered to thank her afterward. "Oh, you're welcome sweetheart. You did very well. Perhaps I should reward you. Would you like that?" I wasn't sure what she was getting at here. Was this another test? Was I supposed to be honest? She raised her eyebrow at me, and it was clear she expected a response. I went with what I thought would make her happy, "If it pleases you to reward me, I would be honored, Miss Cassia." She beamed at me, and I knew I chose wisely. That night after I loved her body and sucked her cock, she pulled me up and asked me, "I told you when we met that you would be given privileges when you learned how the please me. Your words today showed me you are learning, so I will give you a choice. You may leave your penis gag out until you say something stupid, or I can stroke your cock until you cum, and then the cock cage and gag go back on. Which would you prefer, sweetheart?" I hesitated. This might have been one of the times I could be honest, and I really, really wanted to cum, but having that massive gag out would be really nice too. The thought of my chastity belt torturing my balls scared my arousal away and helped me make my decision. "If it would please you, Miss Cassia, I think I would like you to leave my gag out, please." "Are you sure?" I nodded, not quite trusting myself to speak. "OK, sissy. Go downstairs and get ready for bed." When I came back upstairs, she complimented me for taking the first steps towards becoming more than a mere sissy slave, and reminded me of some of the rules for speaking to her. It lasted two days before I said something that annoyed her and my gag was back in place. The next time I pleased her and she allowed me a reward, I couldn't resist the urge to cum. She seemed a bit disappointed with my choice, but it felt sooo good to finally get off. She tenderly stroked my cock and balls and nipples while I lied on the bed until I came in her hand. Then she ordered me to lick her fingers clean and clean myself up. My only regret was that it didn't last long enough and then I was locked back into my chastity belt yet again. ___ A few days later, Cassia was out all morning and late into the afternoon. I was locked in my gag and feeling weak and tired from lack of food and water, so I was actually glad when I heard her come into the house. Since I was taking one of my permitted, short breaks from my household duties, I knew I needed to show her deference when she found me, so I kneeled on the floor with my hands in my lap and my head bowed. She stood over me and dropped a small, black duffel bag on the ground next to me. "Damn, you are a pathetic loser, aren't you?" Startled, I looked up. Mistress Donna! She slapped my face hard. "Head down, slut! Don't you dare look at me unless instructed. Stand up." As I stood before her I was sure to keep my head low. She grabbed my chin and inspected me up and down. "Impressive. You are already starting to look like a little, feminine sissy bitch." She twisted my nipple harshly causing me to get a little lightheaded. I would have fallen to my knees but Mistress Donna held me up by my nipple, which of course made it hurt even more. Then she released me and slapped my face again. I fell to the ground and was pulled back up, roughly. "Insolent bitch! You must keep your hands behind you at all times when in my presence." I didn't know how I could comply with my hands cuffed, but Mistress Donna helped me step over the chain attached to my cuffs and bring my arms behind me. "Your mistress asked me to check in and see that her little pet was fed, so I'm here as a favor to her. Nothing more, slut. But I don't see why we can't have a little fun first," she said and she leveled me with a malicious smile. The thought terrified me. She reaching into her bag and produced a chain with clamps on each end. When she fastened the clamps to my nipples I let out a yelp of pain. "Grab the bag and follow me," she instructed. I bent awkwardly to grab the bag in my heels with my hands behind me, but managed to snag it without falling and followed her as she led me into a sitting room, tugging painfully on the chain attached to my nipples. She made me stand in the middle of the room while she retrieved a whip with many ends on it and began whipping me all over. I cried out in pain after only three strokes, but she didn't stop. Instead she started whipping me faster and harder until I was sobbing and squirming with each lash. One time I fell to the ground and she promptly kicked me in the balls, ordering me to my feet. I struggled on the floor too long, earning me another kick, before I managed to regain my footing. As I stood there waiting to be whipped again, my chest heaved heavily from the torment I suffered and my corset preventing me from taking full breaths. Mistress Donna began rubbing her hands over the welts forming on my skin and reached between my legs to crush my balls. When she grabbed my hair and tugged, it was the only thing keeping me standing as I blubbered. It was then that she found my vibrator. She laughed hysterically. "How sweet! You must be trying to get off while I chasten you, you sick freak!" She walked to her bag and said, "Let's see what we can do about that." She retrieved a large dildo from her bag. "A pitiful sissy like you does not deserve pleasure. We'll use this instead." The dildo she held before me was easily twice the size of my vibrator, and I knew it would rip me up inside. I started shaking my head in meek protest, but Mistress Donna lust laughed at me and slapped my face again. She removed my vibrator and shoved the dildo into me. I screamed as she struggled to fill me with the gigantic monster. When she finally had it all the way in, she threw me onto the nearby sofa and jumped on me. She slapped my face several times before saying, "Now it is time for you to lick my asshole." She positioned me flat on my back, but I didn't know what she expected with my gag locked onto me. She produced a ring full of keys and a small, thin whip from her bag before leaning over me. "I'm always prepared for these situations, slut. I am a professional, after all, so it pays to always have the proper tools on hand." She flicked through the keys on the ring and tried a few before the lock on my gag released. She laughed. "Unfortunately, that chastity belt is a custom model, so I won't be able to whip your cock, but don't worry. I can still reach your balls easily enough." Then she sat on my face and instructed me to start licking her anus. She pulled on the chain attached to my nipples and lightly whipped my balls and groin with the small whip as I licked her. When I didn't perform exactly as she wanted, the whip hit me harder and I yelped and jerked. She laughed at me and threw insults at me constantly. When she pressed herself down onto me fully, I found it extremely difficult to breathe, but I was ordered to keep licking, and the whip came down on my balls to emphasize the point. I almost passed out a few times, but she would lift herself up permitting me to take a quick breath and lashing me before settling back down. I could tell she was getting off on this, and she started rubbing her crotch over my face as I continued to lick her. Soon she was riding my face vigorously as she rapidly whipped my balls and tugged on my nipples. I squirmed under her and tried to cry out, but my screams and pleas for mercy were muffled under her ass. Finally, she tensed, and I felt her cum pour down my chin and neck. She sat there on top of me, slowly rubbing herself on my face and suffocating me. When my lungs started to burn from lack of air I struggled under her, but she held me down firmly until I blacked out. I woke up a short while later, and she was gone. OH, THANK YOU! I got up from the couch and looked around. Her bag was gone as well, but I saw my gag and vibrator lying on a nearby table with a note. It read, Dear Cassia, I let your little sissy pet out so he can eat. You should hold onto this one. He's fun to play with. ?? P.S. I left a little present for you in his ass. Fuck. The dildo in my ass was still rather painful, especially when I moved. I wanted it out desperately, but thanks to that note I knew Cassia would expect it to be in when she got home. I considered scrapping the note and hoping Mistress Donna wouldn't tell Cassia about it, but I couldn't risk it. Mistress Donna seemed pretty smart and good at being a thorough dominatrix bitch. I ached all over, especially in my ass and groin, and couldn't suppress wincing as I worked to get my arms back in front of me. I continued my duties after eating and remembering to lock my gag back in. Cassia came home shortly after. When she saw the welts on my body, she asked me if I misbehaved myself with Mistress Donna, instructing me to be truthful. I shook my head. I couldn't think of anything I did wrong, not that Mistress Donna would it see that way. Cassia gave me a truly warm smile, and wrapped her arms around me. I winced initially as she touched my welts, but it felt nice to be held like that considering the pain I was in, even by a crazy woman. "I must admit I'm a little disappointed that Mistress Donna marked you up like that, but she did come over as a favor to me. I had important business and couldn't get away to let you out of your gag." At least she remembered me, but the way things turned out I wish she hadn't. "Do you think I should forgive her?" she asked. NOO! I thought, but found myself nodding yes. She held me for a while before informing me that her chef would be over soon to prepare dinner and she wanted a bath first. Of course, it was one of my duties to draw her bath and then bathe her. She noticed me cringing and walking funny while I followed her and asked if something was wrong. I tried to draw her attention by looking over my shoulder and down at my ass. She quickly found the dildo in me and pulled it out. I breathed a sigh of relief when the pressure was released. "Oh my!" she exclaimed. She laughed softly as she looked it over and stared at it for a few seconds in wonder. "We'll save this just for special occasions when you misbehave, OK?" I nodded. After her bath and I dried her off, she told me to go down and use my lotion since it would help my wounds heal and reduce the pain. "As a reward for your good behavior, you may leave your vibrator out for the rest of the night so your rectum can heal," she told me before shooing me off. --- Every few days Cassia would take me into her study or down to her lab to examine me or perform a few small tests on me. They usually weren't too bad, mostly attaching some probes or sensors to me and stimulating certain areas of my body. She took some urine and tissue samples from me as well and interviewed me about how I was feeling. I noticed my body changing as the weeks passed. My skin and even some of my features became softer, and by body developed some curves, especially in my ass and hips. My chest swelled and I developed breasts, They were still rather small, but unmistakably they were female breasts. I never had to use the hair removing soap on my face anymore. As my hair grew out, Cassia replaced my wig with extensions. I was horrified that my cock and balls seemed to be shrinking, but I couldn't be sure if it wasn't my imagination. I desperately hoped that these changes weren't permanent, especially the last one, but I feared they were. I wasn't even sure that my captivity wouldn't be permanent. And I didn't have the nerve to ask Cassia when she let me speak freely, because I was afraid of the answer she would give me. --- True to her initial promise to me, each night I was given the choice to beg her for the honor of serving her with my mouth or taking her up my ass. Well, most nights. There were times when she was in a bad mood, and I was not even allowed the chance to beg for her mercy. My gag would be left in while she raped my ass. It didn't matter if I was the source of her irritation or not. Then there were times when she didn't consider my pleas to serve her "inspired" enough and decided I was unfit to serve her that night. So she fucked my ass instead. There were even a few nights when she wasn't in the mood and sent me away. That was a rare occasion, though. But most nights she accepted my request to serve her, and I pleasured her body and cock with my mouth. As the weeks passed, she praised me more and more for my skills as a "little sissy cocksucker." One night I must have done a really good job, since she told me I was "wonderful" and cuddled with me afterwards while caressing and stroking me for a while. That happened more and more as the days went by - if I did a good job. Otherwise, I was sent coldly out of the room. It was about three months into my training when Cassia said I was learning to please her well and granted me the privilege of sleeping in her bed with her. Of course, I was locked to the bedpost using time- locked cuffs to prevent any shenanigans, but it felt really good to sleep on a nice, soft mattress. Often Cassia would wrap herself around me as we slept. Sometimes I even almost forgot that I really was a prisoner here, and she really was crazy. Almost. But she smelled sweet and it felt good to have her body against mine, so I enjoyed it when I could. One night after she had been out for a while, she brought home a man with her. I wondered if he was going to be a new conquest for her or if it had something to do with me. As soon as he saw me he broke out laughing. "Holy shit! You weren't kidding! This is fucked up. He really looks like a sissy girl." After Cassia introduced him to me, calling me her "little sissy lover," they pretty much ignored me and made out on the couch while I watched. A little while later they went up to the bedroom, and I was told to follow. Cassia and the man began kissing on the bed for a while longer while slowly undressing each other. This was how it started off with me. But when Cassia took off her pants, the man just chuckled to himself and shook his head. "I almost didn't believe you, but you really are a freak," he commented as he smiled at her. Oh, so she told him, but not me, I thought. He slid up behind her and spooned her, kissing her and running his hands all over her body. Then he entered her from behind, and she moaned with passion. He fucked her for a little while, and then she looked at me and said, "Oh, don't be jealous, sissy. Come here." I crawled up onto the bed before her, and she took out my penis gag. When the guy saw what came out of my mouth, he laughed again, but didn't stop fucking her. "Suck me off while he fucks me, sweetheart," she ordered me and pushed me onto her cock before I had time to respond. She was already hard, and it didn't take long before she held me down on her cock as the man started bucking her, causing her to rapidly thrust deep into my throat. After she came inside me, she held me there for a few more moments as she moaned in pleasure and then let me up. The guy was getting close to cumming and pulled out of her to shoot his load over her ass and lower back. "Mmm, that was so good," Cassia remarked, and the man moved up to her and they started kissing again. Cassia broke away from him and looked to me, saying "Lick up the mess he made on me, sweetheart." I cringed at the thought, but she insisted. I crawled over to the load he spent on her, and when I hesitated, he grabbed me by the back of my neck and smeared my face in his cum until I started licking. They both watched me with amusement while I cleaned her ass and back with my tongue. It didn't taste anything like Cassia's cum, which only disgusted me more, but I didn't have any choice but to lick it all up and swallow it. I started to wipe my face clean, when Cassia grabbed my arm and pulled it away. "No, no," she said. "You tarried when I gave you a command, so now you'll wear his semen as a sign of your reluctance to obey me." Then she put my gag back in, and they went back to kissing and stroking each other while I watched with the man's cum drying on my face. Soon enough Cassia asked the guy if he'd like to fuck me. He wasn't sure he was comfortable with that, but Cassia encouraged him, "Come on, it will be soo hot watching you fuck her. Besides, she's tighter than I am. I promise you it feels really good inside her." I really didn't like this idea, but I knew there was little I could do about it. At this point I thought briefly about trying to tell the guy my story, even through my gag, and ask for his help, but he didn't seem like a particularly compassionate man, and Cassia could lay me low instantly cutting off any plea I would make to him. I knew this was going to happen. The guy moved around behind me and started kneading my ass like it was pizza dough as I knelt on my knees and elbows facing Cassia. She grinned at me with open anticipation. When the guy found my vibrator he pulled it out and chuckled again as he threw it aside. Then he pushed himself into me. I hung my head in shame, but Cassia lifted it back up and instructed me to keep looking at her. I could feel tears of shame welling in my eyes. Cassia kept looking at me with a roused look and started stroking herself slowly. The man fucked me for a while, and though he was a little bigger than Cassia, he wasn't nearly as rough with me as she was during our "ass-rape sessions." It went on for a while since he just came recently, but when I felt him start to swell in my ass, he started bucking me back and forth, fucking me harder. "Cum inside her, baby," Cassia told him. "She loves that." I tried to shake my head no and mumbled a small, "nmph," but Cassia smiled at me, lust in her eyes, and started stroking herself faster. The man kept fucking me until I felt his jism flow inside me. He slapped my ass and then pulled out of me sitting back on his heels. Cassia leaned forward and started showering my face with kisses and rubbing my shoulders and tits. "Oh, that was hot, baby," she said, but I was unsure if she was talking to him or me. She pulled back, licking her lips free of my tears and the man's dried cum, and then crawled behind me and gave the guy one last big kiss. I saw over my shoulder that they both sat back at looked at each other, contented. "Thank you, baby. She loved it," Cassia said and smiled at him. The guy chuckled and said, "Looks like you liked it more." Cassia just shrugged, then said. "Tonight was fantastic. We should do it again sometime." The guy looked a little surprised at that, and said, "Yeah. Yeah, sure. I should... go then?" "I'll walk you out," Cassia said with certainty. The guy seemed a bit taken back that she didn't want him to stay, but he didn't seem upset by it. He gathered his clothes and remarked, "You "girls" are a bunch of freaks, ya know? Especially you," he said to me as he gave my ass another slap. He clearly thought I was here of my own free will. When Cassia came back up she found me dutifully kneeling on my elbows and knees where she left me trying to hold back tears for what I was force to do. She came over and reclined on the bed in front of me wiping my tears and pulling me towards her. "Don't be so jealous, sweetheart," she mocked me. "He was just a fun diversion. I need the attention of a real man from time to time. He won't be the last, but he doesn't mean anything to me like you do." What!? I was a "real man" before you did this to me! I couldn't help thinking. I also couldn't help wondering what exactly did I mean to her? "Besides," she continued. "I needed to see if my therapy would alter your sexual orientation. I guess not, but I know you liked it more than you are willing to admit, anyway." She kissed the back of my head as she spooned me and fondled my body. Shortly after, she brought my hands up to the bedpost and locked them in place before rubbing herself against me and humping me. She was still hard from before, and it didn't take long for her to enter me from behind and fuck me while she continued to play with me. When she tensed and shot another load of cum into me, she sighed warmly, and then nuzzled up against me. She was snoring shortly after. I faded to sleep crying softly with the man's dried cum still on my face. --- To be continued...