8 comments/ 22026 views/ 26 favorites Property of the Master Ch. 01 By: BrightTightandWhite I submitted this story a while ago under the name TightandWhite however I have forgotten both the password and email address I used to create that account. So this is not plagiarism I'm just resubmitting it. ***** I headed down to the community swimming pool glancing furtively left and right to make sure no-one was around. It was midnight on a Tuesday so there shouldn't be, but I wanted to be sure. I clutched my bag tightly as I reached the changing rooms. To the left, the lady's and to the right, the men's. After glancing over my shoulder one last time and taking a deep breath I went to the left, committing myself. Ever since I had been young I had had a fetish for dressing up in girls' clothing. It started small, stealing a few items from my sister's draws when she wasn't in, but escalated to trying on dresses and even shoes. Eventually I started wearing little things under my normal clothes out in public. I had thought leaving home and going to university would give me more freedom to indulge in my habit, however living with 5 roommates in university dorms proved to be even more restrictive than living at home. Now it was the summer holidays and my parents were headed to India for two months to do some weird spiritual thing they had read about. With my sister having decided to take a gap year to travel across Europe I had the house to myself. My parents probably thought I would be inviting people over for parties the whole time, however I had very different ideas. With my sister's old wardrobe at my disposal I would finally be able to play out my desires. I quickly stripped down and pushed my clothes into a corner. Reaching into my bag I first pulled out the towel and then reached in for the swimsuit I had chosen. It was a black spandex one piece with a full back and light foam padding at the breasts. I lifted it up to my face, feeling the material play between my fingers. My cock twitched; I had always had a thing for stretchy, nylon type materials. Smiling into the mirror I held the costume low, stepped into the leg holes and began to pull it up. It brushed against my thighs making my already semi hard cock fully erect. I began stroking it slowly but stopped myself. There would be plenty of time for that later. There was no way I would be able to tuck it away as I had meant to do, so instead I put it vertically against my stomach and brought the swimsuit up between my legs and up my back. After slipping my arms through the holes and tidying up the costume (especially around my bottom where it had bunched up between my cheeks) I stood straight and looked in the mirror. I gasped at what I saw. The skin tight black material hugged my hips and accentuated the small curves in my body so that they appeared extremely feminine while the pads on the front gave the impression of budding, teen-aged breasts. Turning to the side I saw how it plumped up my bottom and dove inwards between my legs. The only thing I was missing was long, luxurious hair cascading down my back. That and a way to hide my throbbing erection which was outlined perfectly against my stomach. After peeking out the door of the changing room to check if the coast was clear I nimbly tiptoed out to the pool and into the water. Quickly submerging myself I swam out towards the deep end enjoying the freedom the costume provided. Hugging my skin it followed my every movement rather than constantly brushing back and forth against my legs like boy's swim shorts did. Each time I moved my arms I felt it flex against my nipples and I soon settled into doing laps of breast stroke. After finishing my swim I headed back into the girl's changing room to shower, grabbing my towel as I went. Tossing the towel onto a bench I went pick up my clothes from the corner I had put them in but stopped dead in my tracks. My clothes, and my bag, had disappeared! I stood there, still for a moment, when I heard a creaking sound behind me. Someone else was coming in! Panicking I dashed into one of the toilet cubicles and slammed the door shut. 'Christ!' I thought, 'if a woman walks in on me here wearing nothing but a girl's one piece costume I'll be labelled a pervert for the rest of my life!' I regretted dropping the towel on the bench, at least with that I could have covered myself and pretended that I had mistaken this for the men's. "I know that you're in there." The deep voice echoed around the tiled room. "Why don't you just come out so I can see you, there's nothing to be embarrassed about." My heart was throbbing in my chest. That was a man's voice! What was a man doing in here? And had he really seen me? Knock knock! He knocked on the door my cubicle. "Come on sweetie, come out now." Slowly he pushed open the door, revealing me an inch at a time. I stood there frozen in terror and shame. Before me stood a large man, around 6'2 with broad shoulders, wearing a business suit. His tie was undone and collar open, revealing the top of his chest. His steely eyes worked their way over me, taking their time to savour every detail. I shrunk away, ineffectively trying to cover myself with my arms. Seeing this he chuckled and beckoned me forwards. "Come out here, I already had a good look at you as you were enjoying your swim." Drat! I thought I was alone! Seeing now other choice now I walked forwards, cringing as he put his thick arm around my shoulders and guiding me to the middle of the room in from of the mirror. I noticed he had put a sports bag on the bench. Not mine though, this one was white with a pink Playboy logo on it. "So," he said, "you like to dress up as a little girl." It was a statement not a question yet his eyes still seemed to be searching me for an answer. I lowered my head and looked at the floor. "Does anyone else know?" he asked. "N-no", I stammered. "P-please don't t-tell anyone, p-please, I won't d-do it again I s-swear." He looked at me intently and said "Well, we'll have to see about that. Go over there and empty your bag." My bag was nowhere to be seen. The only bag in the room was the white and pink one on the bench so he must be talking about that. I stepped over to it and began to unzip it, painfully aware that he had a perfect view of my spandex covered bum as I reached forward. I opened it up to find a small dress. My sister used to watch Sailor Moon when she was younger and I realised this was a dress based on the main character. The top was white with short puffed sleeves barely going over the shoulders. A blue collar in the style of a Japanese school dress wrapped the neck and a large red bow hung from the front of the collar. The pleated skirt which looked like it would barely get to the mid-thigh was blue to match the collar. I laid it out on the bench and emptied out the remaining things: a pair of white over the knee socks and red 5" heels, a blonde wig and hair band, a red collar, a bottle of hair removal cream, two jelly-like breast forms, matching white panties and bra, and a strange plastic device I didn't recognise. As I turned back around to face the mysterious man who had caught me at my most vulnerable there was a snap and a flash. He had taken a photo of me! "H-hey! You need to delete that I can't have anyone seeing me like this!" "Do exactly as I say and no-one will ever have to see this, or the others I took of you in the pool. Now, take off that costume and get in the shower." "What do you want from me? I don't have very much money I'm a student." "Money? Do I look like I need more money? No. We're going to go back to my house where I will explain your future. For that you have to be appropriately dressed. Now get in the shower." "Where are my clothes? Give them back I'm not going to dress in this stuff! I'm a boy!" Casually he started pressing buttons on his phone. "Ah yes here we are, Mr and Mrs Foxworth, picture message. Are you sure you want me to send this?" he asked. "No! Don't please don't. OK I'll do it as long as you promise not to send that to anyone!" I pleaded. "Take off that costume, get in the shower, and then cover your body with the hair removal cream. I want you nice and smooth." Defeated I began to strip off the bathing costume, peeling it off and standing naked before him. After washing off all the chlorine from my swim I applied the hair removal cream. After waiting the prescribed time I washed it off again, leaving my skin silky smooth. I couldn't help but run my hands over my skin enjoying the sensation until I realised he was looking at me again and stopped abruptly. I didn't even know his name. "What's your name, and who are you?" I asked. "My name is Master, or Sir if you prefer, and I am you new master," he replied. "Come." He handed me my towel to dry myself and then stepped forward with the strange plastic device I had taken out of the bag earlier. "What is that thing?" I asked nervously. "Something to remind you of your place," he chuckled. Kneeling down he reached for my penis with one hand. I stepped back, pushing his hand away. "No!" I exclaimed, "What are you doing!?" "Step forward and move your hands away," he commanded. "N-no," I squeaked backing further away. In two strides he reached me roughly grabbing me by the arm and dragging me over to the bench. "Don't you dare defy me sissy!" he roared. I cried out as he sat down on the bench and pulled me down across his knee leaving my freshly shave bum totally exposed. "I see I'm going to have to instil some discipline in you!" His hand came down swiftly and the sound of the slap echoed around the room, only to be drowned out by my sharp yelp. Smack! Smack! Smack! He spanked me aggressively, each stroke coming down in exactly the same place on my bare bottom. I squealed and struggled but was helpless under his iron grip. Smack! Smack! Smack! Then it was over. The spanking stopped. He drew several deep breaths and my squealing reduced into sobbing. Tears were running down my cheeks and my rear was burning. "Now, are you going to be a good little girl and do what you are told?" I sobbed incoherently. Seeing him raise his hand again I spluttered "P-please don't, I'll do what I'm told, p-please!" "Please, what?" I hesitated for a moment, then sobbed, "Please, Sir, I'll do what I'm told." "Good." He lifted me to my feet and then picked up the plastic device that he had dropped on the floor. Holding me firmly he took hold of my penis and put the device around it. I heard the click of a lock and he straightened up. Feeling down there with my hands I could tell that my manhood was completely trapped, reduced to a small bump on my smooth skin. Master gestured over to the panties, bra and breast forms. "Those first." Not daring to disobey I slipped my feet into the white cotton panties, brought them up my legs and over my still smarting rear. With my cock and balls locked away they fitted very snugly. As I stood up I saw him spraying something onto the backs of the breast forms. He brought them over to me and pressed them against my chest. It must be some kind of adhesive, I thought. I stood there wordlessly until he removed his hands, leaving the breasts in place. I could feel their weight on my chest as I picked up the bra, slipped it over my shoulders and fastened it behind me. I wish I could say that I was familiar with it from all the girls I'd been with, but in truth it was from playing with my sister's bras. "Very good", he said as he picked up the dress and lifted it over my head. I slipped my arms into the sleeves and he lowered the dress over me, pulling it down around my body until it fitted properly. He got down on his knees with the rolled up socks so I could put my dainty feet into them. I put a hand on his shoulder for support and could feel his muscles move as he unrolled them up my legs. They finished just over my knees leaving a gap between them and the skirt which only cover half my thigh. His fingers stroked my bare thighs for a moment before he reached over and picked up the blonde wig. "In front of the mirror," he ordered. I meekly complied. He quickly fastened the wig on top of my head completely covering my short hair and giving me beautiful tresses which spilled down my back. While I was admiring how my new hair looked he had retrieved a make-up box and nail polish from a side pocket of the bag. Swiftly and silently he applied the make-up to my face, first concealer, foundation and highlighter, then a little blush on my cheeks. He then carefully applied eye shadow and eye liner to my eyes, finishing them off with a small amount of mascara. I was shocked at how much my face a changed in such a short period of time. He completed the picture with a dash of red lipstick. "You'll have to learn how to do that yourself, Grace will teach you. Now hold out your fingers." Somewhat dazed I held them out and he applied a coat of red nail polish. I gazed at the reflection in the mirror. I had been totally transformed! The knee socks drew the eyes up over my sheer legs towards my thighs which were covered with just enough skirt to be tantalising. The dress hugged my body in at the waist and out at my breasts giving me a very feminine figure. I could see my chest moving in and out slightly as I breathed. My blonde locks spilled down over my shoulders and back, the red hair band keeping it in place. My face had always been somewhat oval and feminine, but the skilled application of make-up made me look unbelievable! Master set down the red heels in front of me and I stepped into them without question leaning on his shoulder again as I did so. He showed me the red collar he was holding, grinning as he did so. On the front was a small metal tag which read, "Property of Master Jacob". At the back was a small but strong looking lock and a D shaped ring. He put it around my neck, tightened it and fastened the lock. I gulped, shocked at what was happening to me. "You're mine now, do you understand? I am your Master and you are my little Sissy girl," he said. "But I'm not a girl, I'm a boy", I pointed out. "Really?" he said, smiling. "Don't boys have dicks? Show me yours." I lifted up my skirt, showing him the small plastic encased bump that was my penis. "I don't see a dick, all I see is a little sissy clitty. What do you see?" Dejectedly I mumbled, "A little sissy clitty." "A little sissy clitty, what?" "A little sissy clitty, sir." He stepped closer to me, making me even more uncomfortable. "And what are you?" Lowering my head in submission, I admitted, "I'm you're little Sissy girl, sir." "Good, good. Now get down on your knees. Put your towel on the floor so your socks don't get dirty," he commanded. "W-what? Sir? Why?" I spluttered. "Do I need to discipline you again?" he thundered. "N-no, no sir!" The memory of what had happened last time I had questioned him was still painfully fresh in my mind, and on my bum too. Once I was kneeling on the floor he began unbuckling his belt. "You see, this is what real men have down there instead of sissy clitties like you've got." He dropped his trousers and boxers to his ankles letting his large penis flop out before me. He too was shaved, but that only served to make him look even more masculine as it showed every detail of his manhood. It was rapidly getting hard, expanding as it did so. I gasped. "Yeah you'd better get used to having your mouth open like that," he laughed. "What are you doing!?" I exclaimed. In truth I already knew having seen enough porn to know what was going to happen next, but I couldn't believe it was happening to me. "What do Sissies do when presented with a real man's cock?" he asked. "Umm... Umm... I don't know..." I mumbled. "You do know, slut. Hold it in your hands." Gingerly I reached out and grasped it in my petite manicured hands. It was a whopping 8 inches long so I needed both to hold it. He was uncircumcised so his foreskin rolled back to reveal the bulbous head. I was entranced. I held it up in front of my face unable to take my eyes off it. Its impressive girth was laced with popping veins. I could tell that he was really turned on. "Now lick it." I was unable to stop myself. I did it without question, extending my tongue from my red lipped mouth and licking the head of his enormous member. It spasmed slightly and he let out a small groan. I continued, licking around the head and the down the side of the shaft. Feeling the heat of it radiating onto my beautiful face I picked up the pace, licking back and forth and round and round on the head. He placed a firm hand on top of my head and guided his meat towards my waiting mouth. "Look up at me," he ordered. I turned my eyes up to look at him. I knew what this must look like for him. I'd cum myself many times to just this look in porn films. The hulking man standing erect, the girl on her knees in submission. Her eyes upturned begging him for his cock, the look of absolute pleasure as she received it and got to work. I gazed up at him. This was it I guess, I really was about to become his Sissy girl. Gently, almost tenderly he pulled my head forward, pushing his penis between my lips. I opened my mouth to take him. The head was very warm and covered in pre-cum and saliva. I had to open my mouth as wide as I could to accommodate his impressive size. He groaned again, louder this time, and pushed his cock further and further in. It reached the back of my throat and I choked, trying to push him back. His held my head firmly however and I was unable to move him back. "mmMMMhhhMM ... hhHHhhhMMM ... mmMMhhhhhhhMMmm!" I tried to cry out but all that escaped my cock filled mouth was a series of pathetic muffled moans. "Take it Sissy, take it all," he moaned back and pushed his monstrous member deeper into my throat. "MMMMMMMMMMMMMMMMMmmmm HHHH HHHHHhhhMMMMMMMMMMMMM!! HHHHHHmmmhhh MMMMMMMMMMM!!" I was gagging and could barely breathe! "Ohhh I had forgotten how cute new girls are on their first time. You're going to swallow every inch of my cock, Sissy, so listen carefully. Lean forward and lift up your back a bit, arching it, to open up your throat. Try to relax you muscles. Your first few times will be hard but you'll get used to it. You'll be getting a lot of practice." He pulled back a little allowing me space to breathe. I began licking and sucking his head in an attempt to buy more time. He moaned erotically and I swirled my tongue around and around, sucking it with my glossy lips. I felt the pressure again as he moved my head closer. I tried desperately to push him away, but even with both hands I was no match for his strength. "HHHHHHHHHHHHHHHHHhhhhhhMMM MMMMMMMMMMmmmHHHHHH!!" I gagged again. "Relax yourself!" He again drew himself back out but only for a moment before thrusting in again. This time I felt him go further before I gagged. Saliva and pre-cum dribbled out of my mouth onto the floor. He kept going, pulling out just a little then going in again, one inch back two inches forward. I choked and spluttered on his enormous cock and tried to relax. Soon I could feel his head opening up my throat so I had to take breaths in short bursts between thrusts. "Yes that's it," he moaned and began thrusting faster. My face was getting close to his body now and I could now longer look up at him. My vision was filled with his ripped stomach until eventually I had taken all of him. He now had both hands on my head, moaning and groaning as he face fucked me. I was so concentrated on stopping myself from gagging I don't know how long he abused me like that. Eventually though his thrusts sped up and he let out a cry. His hands and his cock tensed as his semen spurted into the back of my throat. I choked on the musky taste coughing it up, but he again pushed his penis deeper into my throat. My whole mouth was filled with cock and semen. He held my face buried in his crotch preventing me from breathing. I choked and grabbed at him trying to cry out. Property of the Master Ch. 01 "Swallow it Sissy, swallow it all!" I obeyed swallowing his seed, swallowing and swallowing. There was so much of it I felt it running down the sides of my mouth onto the floor. When he had finished ejaculating he withdrew his penis and let go of me. I dropped down gasping for breath, more semen and saliva running down my chin. "Good girl, I'm going to enjoy you. Now thank me for allowing you to pleasure me." "T-thank you, Master," I spluttered in between gasps. "Now get on your feet." I arose, balancing carefully on my 5" heels. He fastened his trousers then gave me a tissue to wipe my mouth with before touching up my make-up where it had smudged. "Put your swimsuit and towel into your bag and come outside, I'll get the car started." he said before walking out of the changing rooms. "Yes Master," I replied without hesitation. Go outside, like this? I could run, I thought briefly. Take off these shoes and run back home while he's away. I glanced in the mirror, catching a glimpse of my collar. "Property of Master Jacob" it read. The lock at the back was firm. "Property of Master Jacob". I was dressed as a slut, my manhood was locked away in a cage, and I had just got down on my knees to performed oral sex on a powerful man and swallowed his cum. There was no denying that I was indeed, property of Master Jacob. I sighed, picked up my Playboy bag, and headed out to Master's car. Property of the Master Ch. 02 "Wakey wakey sleepy head." The sound of curtains being drawn open was accompanied by a blinding light as my bleary eyes blinked open. "Wha... What? Huh? Hello?" I struggled to come up with coherent words as my brain wasn't fully awake yet. "Good morning Rosie, I hope you slept well," said the same voice as before. "Umm... Yes. Who are you?" I asked. "My name is Grace, but you address me as Mistress," came the reply. My eyes were quickly becoming accustomed to the bright morning light allowing me to put a face to the voice which had awoken me. And a striking face it was too. Almond shaped with pronounced cheek bones and a pointed chin. Her piercing eyes were brought out by careful application of eye liner and her eyebrows were immaculate. Her auburn hair was tied back in a pony tail and about her neck was a black collar. Overall she looked sharp and firm. Lowering my gaze from her face my eyes were caught by her buxom breasts which seemed to be spilling over her leather corseted top. This sleeveless halter necked garment brought in her waist and gave her a clean hourglass figure. Below her hips her luxurious legs were clad in skin tight leather leggings and on her feet were a pair of elegant black 5" heels. Finally in her hands she was lightly fingering a black riding crop. "You all finished gawping?" she asked startling me. "Umm... sorry," I stammered. She chuckled. "I wouldn't dress like this if I didn't want to be looked at, although really I'm aiming for men not sissies like you. And I told you that you would address me as Mistress." She flicked the riding crop slightly with her fingers. "Umm... sorry Mistress," I said quietly. "Stop saying 'Umm' and 'Sorry' all the time it makes you sound stupid. Keep going like that and you'll find yourself being disciplined," she said sternly. "Um- Sor-" "Just get out of bed so I can get a look at you and then we can get you ready." I kept silent and slipped out of the bed. I blushed as I remembered what I was wearing. The breast forms which were still glued to my chest from the night before were cupped by my smooth white bra. The matching white panties covered the small cage Master had put on my manhood. Over this I was wearing a white babydoll which he had given me to sleep in. He had removed the red collar about my neck and replaced it with a black one. Although red went well with the Sailor Moon costume, black would suit me better on a day to day basis he said. I stood before Mistress Grace looking at the floor using one hand to cover my crotch and the other my breasts. "Hands by your sides, and step forward," she commanded. She tapped my wrists with her crop until they were by my sides and then she took her time circling round me, gazing at my body as keenly as I had been gazing at hers. She tapped my bottom gently causing a shiver to run through me. "Your legs are shaved well, are you shaved completely all over?" she asked. "Y-yes. Last n-night, with M-Master," I squeaked. "Good, good. He's always quite thorough," she murmured, fingering the black collar about her own neck as she did so. "Right, come on Rosie, whip all those off including the undies and go over to the dresser to get ready." "Why do you keep calling me Rosie, my name is-" I began before she cut me off. "Your name is Sissy Rosie and if you have got a problem with that you can take it up with the Master of the house since he is the one who named you." "Why did he pick Rosie?" I asked timidly. "Because your cheeks go a nice rosy red colour when you blush, and because if you don't get over to the dresser to get ready then your bottom cheeks will be a rosy red colour too," she said as she twirled the riding crop. Saying nothing more I obediently stripped off the babydoll and underwear leaving myself in just my collar and cage and went over to the dresser. ------------ There was no clock in the room so I was not sure how long it had been, but we had been quite busy so it must have been a while. Mistress Grace had sat me down in front of a vanity and given me instruction on how to do my makeup. Again and again I applied it and removed it until I was able to do it without any prompting or help from her. I now proudly wore a full face of my own work. I emerged from the bedroom into the upstairs hallway dressed in a sexy French maid's costume and followed by Mistress. The outfit consisted of a black dress with white lace trimmings and a small white apron on the front. The back was tied up tightly although it was not corseted. The petticoat puffed skirt went down to my mid thigh, not quite far enough to reach the white lace tops of my black stockings. The petticoats rustled softly and as I tottered forwards on the high heels I was wearing. Underneath I was wearing a pair of frilly lace panties and a white bra. In my blonde hair was a headpiece, also black with white lace trimming. I see now why Master had swapped my red collar with a black one. It fit snugly about my neck, the D ring at the back and the ownership tag at the front. While getting dressed I had notice that Mistress also had a tag on her collar so I asked her about it. She laughed, explaining that she was Master's property too. He was the Master of this house, and everyone in it. She firmly told me that although she was his property, she was his highest servant and had been given the right to treat me as she saw fit. I wobbled on the high heels again, not used to walking on them. "That'll never do," she said with a sigh. "How can you do the housework if you can't even walk properly? We'll practice that now. Take small steps. Walking in heels isn't like the walking you learnt to do as a child, you have to take shorter, daintier steps and walk heel to toe, heel to toe. Imagine that there is an invisible straight line in front of you and walk on that, one foot directly in front of the other. This will sway your hips too, while looks very sexy I can tell you. It's all about posture. Imagine that there is a book on your head. Actually, you don't need to imagine that. Wait here." She disappear back into the bedroom before quickly returning carrying a book and a bottle of something. "Keep your chin up and look forwards," she instructed as she carefully balanced the book on top of my head. I complied, swaying slightly but managing to keep standing upright with the book balanced atop my head. "Now," she said, poking me with the riding crop, "you're going to walk to the end of the hall, turn around and walk back again and for each time that the book falls you'll get one spank with this." I shivered, dreading the lick of the leather upon my smooth shaven rear. I had worn heels before but only for my own pleasure, I had never really had to walk properly in them. Carefully I moved one foot forward and brought the heel down in front of me, all the while careful to keep my head level. One foot, then the other. On my third step I brought my foot down at a slight angle, and my wobbled severely. The book tumbled off my head and landing on the carpet with a loud thump! "Three steps!" she exclaimed. "Three steps and you've already earned yourself a spank. Pick it up and continue." I knelt down to pick up the book only to receive a shout from Mistress. "No! Not like that Sissy! That is not how a sissy picks something up. A sissy is to show off just how much every part of her is owned by her Master. Keep your legs straight and bend at the waist, show the whole world you panty covered bottom!" she said with a cruel laugh. Ashen faced I stood up and bent over reaching down to the ground for the book. My petticoats rode up revealing the frilly lace panties I was wearing. I blushed deeply, aware that Mistress had a full view of my shame. She came up behind me and stroked my exposed bum cheeks tenderly. Breathing heavily she crooned, "Oh yes Sissy, such a soft behind! Oh yes Rosie, if you keep this up these cheeks are going to be as rosy and the ones on your face!" I blushed even deeper which drew a laugh from Grace. "Continue!" she commanded. With the book replaced on my head I continued down the hallway. One foot in front of the other. Heel toe, heel toe. Three times more the book fell on the way to the end, and then once as I made the turn to come back. One the return journey I was getting better and it only fell twice. Seven times in total. I whimpered softly as I saw the way Mistress was lovingly caressing her riding crop. "Seven," she said. "Bend over like before and hold onto your ankles." Turning away from her I did as commanded, the hem of my dress once again riding up over my panties. She reached in to take hold of my cute white underwear and carefully pulled them down leaving my smooth and sensitive bottom quivering in the air. My whole body trembled as she stroked my legs with the tongue of the crop to tease me. I could tell by her heavy breathing that she was really enjoying holding this power over me. Without warning she pulled the crop back and whipped me on my behind! I yelped and let go of my ankles straightening up as a reflex. Without thinking I put my hands behind me to shelter my exposed rear. "No! Bad Sissy!" Mistress screamed. I was shocked up her sudden change in temperament. "Your punishment is not over yet! You do not get back up until you are instructed to do so!" she continued. "What do you have to say for yourself?" "S-s-s-sorry Mistress! I'm sorry but it hurt!" I sobbed. "Of course it hurt it's a punishment you stupid sissy!" she berated me, "you are the property of Master and you will do as you are told, now get your hands back on your ankles and let me see your bottom! For your impertinence you will receive three additional strokes! And you'll get an extra one for each time that you cry out, understand? Do you understand?!" "Y-y-yes M-mistress, s-sorry Mistress." Three additional strokes! I could barely stand one! I reached back down for my ankles fearful of earning myself more strokes for impertinence. My soft rear was once again exposed to my leather clad whip wielding Mistress. Crack! She brought the whip down again. I almost cried out, but managed to stop myself. Crack! I gripped my ankles tightly; it was the only way that I could keep myself from jerking my arms up to protect myself. Crack! I bit my tongue in a desperate effort to hold back tears. Crack! Crack! Crack! I was unsuccessful and silent tears rolled down my face. By the time she was finished my poor bottom was indeed living up to my name. Red marks showed where the punishment had come down and my tear streaked face showed how much I had felt it. "Oh! Oh my poor sweet sissy. Did that hurt? I'm so sorry! But sissies have to be disciplined, otherwise how will they learn?" Grace said suddenly tender again. "Stay still dear, this will make it better." I stayed perfectly still, again taken aback by the sudden change in her nature. Soon the faint sound of my sobbing was joined by her soft comforting. "Shush shush don't you cry, it's all ok, it's just necessary to have you properly training for Master." Suddenly I felt something cold being spread on my behind. She had squirted it from the bottle she had brought in earlier. As she spread it across my cheeks the stinging seemed to die down. My sobbing died down with it. "That's it dear sissy, calm down now it's all alright," she continued. "Up you get, let's try the walk again." "Oh Mistress that hurt, please don't spank me again, please," I begged. A mischievous smile spread across her face, and she went back to caressing her riding crop as she had done before. "But sissies have to be able to walk properly, how can you do your other tasks if you can't even walk? To avoid making mistakes in future you have to be punished for the ones made now." "But Mistress it's hard! I'm not used to walking with that posture, I keep leaning the wrong way and I'll get spanked again. Please Mistress isn't there some way to help me?" I implored. "Well," she said, her mischievous smile spreading into a mischievous grin, "there is something we could do to help you keep the posture and walk properly. Give me your panties and go into the bedroom." "Oh thank you Mistress, thank you!" I cried happily. I took off my panties and went back into the bed room, doing my best to walk properly. "Stand in the middle of the room by the rings," she ordered. I complied. There were two rings securely bolted to the floor and one ring in the ceiling. I had seen them when I had been dressing in the morning but not though too much about then, being distracted by all the makeup on the dresser and dresses in the wardrobe. She retrieved some things from a chest of drawers and then came over to me and lent over. Properly, I noted, at the waist. She cuffed something around one of my ankles, and then the other. Standing up she pulled my hands behind my back and cuffed them together too. The cuffs felt soft, I could tell that they were padded. "How are those going to help me walk properly?" I asked, genuinely confused and a bit uncomfortable with being cuffed. "No questions," she replied, "put one foot by each ring. It's this or the crop." The crop was hanging from her wrist on a small strapped so I hurriedly put one foot by each ring. The stinging sensation had still not completely left by behind. The rings were spaced apart so I had to spread my legs quite far to comply with Mistress's instruction. Once in position she secured the cuffs on my ankles to the rings in the floor. I was getting quite uncomfortable now and didn't see how any of this would help me walk better. In fact with my ankles cuffed to the floor I could not walk anywhere, I was stuck. She reached up and threaded a rope through the ring in the ceiling, smiling to herself as she did so. She then attached the rope to my cuffed hands behind my back. Why had she wanted my panties I wondered. They were still lying on the floor where she had dumped them and I could feel a slight breeze blowing up my skirts to my now uncovered cock cage. I was very uncomfortable now. Looking me in the eyes and grinning she began pulling on the rope attached to my hands. With the ring in the ceiling acting as a pulley they were pulled upwards. Upwards and upwards they went, I was forced to bend over to keep then going up. Up and up they went, forwards and forwards I bent, unable to move my feet. Soon I was struggling to balance in my high heels. "Mistress!" I cried. She pulled up the rope a little more until I was teetering on the edge of falling and then she tied it to a ring in the wall. I was standing on the tips of my toes, feet tied to the floor, forced to bend over as far and I could go with my arms pulled right up behind me. A cold draught against my bare bottom reminded me that my dress had completely ridden up revealing all, only this time I wasn't even wearing any panties! My soft bottom was exposed to the world and my cute rosebud in the centre was on perfect display. "Mistress!" I cried again, "What's going on? Are you spanking me again? You said this was to help me walk properly to avoid getting spanked, but I can't walk while all tied up like this!" "Don't you worry, dear sissy, I'll let you down in a moment so we can continue your walking practice, but I'm just going to give you a little help first," she said, showing me what she was holding in her hands. She had put thin latex gloves onto her hands, the type used by doctors. In one was a tube of lube, and in the other a was a butt plug! It was black and seemed to me to be quite large. From the tip it expanded out to its maximum before coming back in again. The base was flared and there was a large faux diamond set in it. When fully inserted only the diamond would be visible. "This will help you stand up straight like a good sissy and help you walk like a girl. Now look at yourself, all tied up and unable to move. This is happening, little sissy, and I don't want to hear any more complaints about it. If you make a fuss then I'll have to use this again." She indicated the riding crop which was still handing from her wrist. "No not the whip, it hurt. But please Mistress, I've never put anything that big up there, I've only used my fingers." I was surprised that I had blurted that out, I had never revealed that secret to anyone before. But I got the feeling that a few fingers were going to be a footnote in history once I had that plug inserted into me. "That's going to make this all the more fun!" she said gaily. She walked around behind me out of sight and I heard her squirt out some lube onto her fingers. The sudden cold feeling on the rosebud of my ass was so shocking I nearly toppled over. Mistress moved her fingers around in a circle on my precious hole, each time applying a little more pressure. When the outside of my hole was nicely lubed up she put her index finger in the centre of it and pushed. "Oooooohhh," I went, as it penetrated my anal sanctuary. This was the first time anyone had been near that intimate region. By the time her index finger had gone in as far as the knuckle I felt a second finger next to it with increasing pressure. Soon enough it had forced it's way in too. "Ohhhhhhhhhh," I went as my anal sphincter tried to accommodate them both. She worked them in and out a bit giving me a very pleasant sensation, then began massaging my prostate. A moan of pleasure escaped my lips and she said, "Yeah, you like that don't you sissy." I didn't want to admit it but I did. I felt my cock twitching in its cage, trying to get erect. "Is that you little clitty I see twitching? You won't be using that anymore, the only way you're going to cum is with you sissy pussy," she said as she sped up with her fingers. "Do you want to cum like a sissy girl?" "N-nnn... Yes, yes Mistress," I tried to deny it but in that moment I wanted nothing more to cum like the sissy girl that I was. "Make me cum Mistress, please, I'm your sissy slave please make me cum!" "You're not my sissy slave, you belong to Master," she responded sharply. She also abruptly stopped fingering my prostate. "Sorry Mistress, I'm Master's sissy slave, but please can you make me cum?" I begged. "No, you'll have to ask Master very nicely when you next see him, and you'll have to make sure you're looking especially pretty for him. He has very high standards." I then felt another pressure against my hole. It was a third finger. The pressure build up and up but my tight butt wouldn't let it in. "I don't think I can take another finger Mistress, my hole is too tight," I groaned. "He certainly knows how to pick them, another fresh virgin bud," she chuckled. "Don't worry, you'll be able to manage it. You'll be taking a lot more than just a few fingers up there in your time here." With a quick push of her lube covered finger my sweet sphincter gave way. I now had three of her fingers lodged in by backside. She pulled them in and out slightly to get me used to it. "Oh Mistress my bottom is so full, it feels stretched to the limit!" She chucked again. "Oh no sissy, you'll know what 'full' and 'stretched to the limit' mean in a few moments." She withdrew her fingers. My hole closed up a bit but I could feel that it was still open a little. I felt the tip of the well lubricated butt plug put against it and then pressure being gently applied. The tip slid in with what felt like a little 'pop!' and then the rest began to slide in. Very quickly my hole was stretched as far as it had been with Mistresses fingers and we were back into virgin territory. "Oooohhh Mistress gently!" I begged. Further in the plug was pushed, my butt forced to open up further to accommodate it's girth. "Ooohh Mistress no! I can't take it it's too big!" I cried out. "Yes you can, you're a sissy and you'll take anything and be thankful for it!" came her reply. She was breathing deeply, and sounded very aroused. Property of the Master Ch. 02 Further and further in went the plug. I moaned and groaned; it felt like my whole body was being split in two. I struggled against my bonds but my wrists and ankles were cuffed securely and my I couldn't straighten up with my arms pulled up so high behind my back. "Ahhh Ohhh that's so big! Mistress please I can't do it!" I cried out once more. There was no reply from the dominant woman, only a grunt and she forced the anal invader deeper into my rectum. With what felt like another 'pop!' the widest part of the plug passed my tortured hole and the stretched muscles sucked in the remained of it. Quickly I felt the flared base against the outside of my passage. I was panting from the exertion. I noticed that Mistress was also panting. Her cheeks were flushed red and she was breathing deeply. "Did you enjoy that sissy? I know I did." "My butt feels so full! I didn't think it would be possible to get all that in!" She came over with some make up and touched me up where my earlier tears has spoiled mine. "Now, let's get back to the walking practice. I think you'll find that the plug and heels will make you keep a good posture. We'll have you nice and presentable by the time Master gets home." First she freed me from the handcuffs and then the ankle cuffs. I stood up gingerly. "Whoa! That feels weird." As I straightened up I could feel the distressing volume of the butt plug shifting inside of me. Grace laughed and retrieved the book we had been using before. She balanced it on my head and then went to the door, beckoning. "Come on," she said, "You need to get to the end of the hallway and back without a single spank before Master gets home." Very carefully I turned towards her, the book and the plug shifting slightly. "One foot in front of the other, back straight, head level, come towards me." I started towards her and then continued down the corridor. With each step my hips swayed from one side to the other and my anal invader matched them. As strange and uncomfortable as it was it did keep me in a good posture. I made it all the way to the end of the hallway without dropping the book once. I paraded back down the corridor feeling increasingly confident with each unnatural feeling step. I saw Mistress smiling at me and smiled back, glad to have pleased her. I realised I must look stunning, dressed in my French maid's outfit, one gorgeous leg extending in front of the other, my hips swaying sensually and my face looking radiant in perfect makeup. I made it all the way back to Mistress without dropping the book once! I took it off of my head and in my happiness performed a little curtsy for her. "Bravo!" she exclaimed, clapping. "Perfect! You look amazing!" "Yes well done, bravo." I froze. That wasn't Mistress, that was a deep manly voice and it had come from behind me. Mistress looked past me and smiled. "Master," she breathed, "you're home early. I haven't finished getting her ready yet." "She looked like she's doing pretty well to me," came the reply. I turned around slowly. At the end of the hall was the man who had so dominated me the previous night. I recalled how he had discovered me in the girl's changing rooms wearing my sister's swimming costume and, after forcing me to dress in a slutty costume, had made me pleasure him with my mouth. The memory of the taste came flooding back into my mind and I subconsciously I fingered the tag of ownership attached to my collar. "Curtsy for your master sissy," ordered Mistress. Disturbed from my reverie I dropped into a quick curtsy, bending my knees and lifting my skirt outwards a little. "I'm sorry Master I've hadn't yet trained her how to greet people properly we've been so busy just getting her walk right." "That's alright Grace it's only her first day. She looks delicious and the way she walks is superbly alluring, well done. Spare the rod, spoil the sissy right?" "Indeed Master," she said stroking her riding crop as she did so, "although I also employed another tool to help with her posture. Go and show him sissy." I still had not put back on my panties so I was completely bare under my skirt. Bare except for the faux diamond set in the centre of my delicate rosebud looking as innocent as the tip of an iceberg. I stepped towards him, my heart pounding. Walking like a good sissy was so much harder under the gaze of both my Master and my Mistress. Once before him I turned around so I had my back to him and began to bend at the waist. A grin spread across Mistress Grace's face in sync with my actions. I held onto my ankles for good measure and soon felt the smooth material of my petticoat sliding up to reveal my bejewelled bum. "Very good sissy, very good," he went as he reached out and cupped my dainty bottom in his strong hands. "I knew you were a diamond in the rough as soon as I saw you, and soon we'll have your polished to perfection." The thought of pleasing my master gave me a warm feeling deep inside. "What was it you were asking earlier sissy? Something you wanted to ask Master when he got back?" asked Grace with a glint in her eye. "What? What do I need to ask him?" I asked, confused. "Do you need a little help remembering?" Grace approached us readying her crop as she came. Suddenly I remembered. It had been back when I had been bound with two of Mistress's fingers where the butt plug was now lodged. "No, I don't think I need to ask him that," I said, embarrassed. "May I get up now Master?" "No. Tell me what you wanted to ask me or I'll have to ask Grace to lend me a hand. And a whip." "No please," I squeaked. "I-I uh I wanted to ask if you would let me cum." "That's not what you asked," interjected Mistress Grace sharply. "How do you want him to let you cum?" Dejectedly I said, "I wanted you to let me cum like a sissy girl." "That's nothing to be ashamed of, Sissy Rosie. You are my sissy slave now, cumming like girl is the only way that you're going to ever cum now. But you have to earn it. Stand up and follow me. Grace is this the one with the remote?" "It is Sir, yes." "Very well, you know what to do." By this time I was standing upright, my anal plug shifting inside me as I did so. Remote? Were we going to watch television? I asked Mistress to let me cum like a sissy girl in the heat of the moment when I was all tied up and she was been fingering me. Now I was free of the bonds I was very nervous about it and not sure that I wanted to go through with it. As I followed in Master's footsteps back towards the bedroom I was constantly aware of the foreign mass stuck up inside me. Once in the room Master took a seat on the edge of the bed where I had woken up so disorientated that morning. He tossed my pillow down onto the floor in front of him. "Kneel," he commanded. I put my knees down on the pillow and looked up at him, my head now about level with his navel. "Last night I took you as a conquest because I wanted you. Today you want something from me, to be allowed to cum, so you're going to have to work for it. Show me that you deserve that pleasure," he said gesturing to his crotch. I bit my lower lip nervously. I had never done this before. Although I had taken him in my mouth before that had been by force; I had not really had to do anything, in fact I had struggled against him. Now he wanted me to willingly shame myself. Although, I thought, just look at me. My cock is bound in a tiny cage, I'm dressed up as a domesticated slut and my ass has been violated by an inanimate object. I can't really sink much lower, I might as well enjoy cumming. I reached out with one petite hand and then the other and began unbuckling his belt. "That's it sissy, accept your place," he said. With the belt unbuckled he helped me pull off his trousers and underwear leaving his manhood exposed. The contrast between what was before my face and what I had between my legs could not have been greater. Whereas mine looked almost laughable buried in its small plastic cage his commanded respect. Whereas mine was kept permanently shrunken, unable to expand and to be pleasured, his was free to grow to its fullest extent. And that is exactly what it was doing now before my very eyes. His breaths deepened as his arousal increased. I could hear Mistress's breathing behind me increase too. She seemed to get a lot of pleasure from making or seeing me dominated. Reaching forward I wrapped a hand around his cock and began massaging it up and down, up and down. The tip began to glisten with precum so I lent my head forward and reached out with my tongue. "Work for it sissy, work for your chance cum," he said. Holding my breath I began licking around the bulbous head of his substantial penis. "Yes, that's it, go on," he moaned. I wrapped my lips around the head and began sucking on it, breathing through my nose. At the same time I continued pumping up and down, up and down with my hand. Deeper and deeper I took him into my mouth, using my tongue on the tip. The musky scent of his precum began to fill my mouth. Getting aroused by the memory the scent brought up I moaned gently, allowing some fluid to dribble down his shaft. "...aaaaaahhhhh!" I squeak as I straightened up sharply stopping everything I was doing. The strangest and most shocking sensation had just shot through my body emanating from by butt. It was the butt plug! It had done something, moved somehow! A loud laugh came from behind me. I looked around to see Mistress standing there with one hand down the front of her leather leggings. In the other hand she was holding some kind of remote control. "Don't you want to cum like a girl, little sissy?" she asked. "This remote here controls the plug I buried in your ass, see?" She turned a dial on the remote and the device lodged inside me began pulsing. "Ohhhhh..." I whimpered. It felt so strange, yet so good too. I felt a large hand on my head which turned me back to face Master's engorged member. "This is what you should be concentrating on sissy. Grace with give you some pleasure with that toy but not enough to make you cum, not until you have satisfied me. Get your mouth back where it belongs." Dutifully I took the head of his cock back in my mouth and began working the shaft with both hands this time. After a short while I felt the pulsing in my ass again. Still shocking, but not as unexpected this time. I continued servicing Master's member working my mouth ever downwards while enjoying the sensation of the plug. Soon the tip of his cock was at the back of my mouth but I still have half of the shaft to go! I tried to take it further but started to gag. The moment I pulled my head back the vibrating in my butt stopped. I missed it and wanted it back so I tried to take him deeper again, but gagged again. "Take it slow," he instructed. "Try to suppress your gag reflex. Keep your mouth and throat aligned it makes it easier. If you want to cum you're going to have to master this." I took him again, doing my best to fight my gag reflex. I remembered what it had felt like last night so I knew that I could do it. Come on! I thought. I can do this. I found myself wishing the pleasant pulsing in my rear would return. Then I felt it. The head of his cock had passed through. I redoubled the stroking with my hands and began to take more and more of his great member into my throat. The plug in my ass began vibrating again, this time more vigorously. I began bobbing my head up and down on his cock, his grunts and groans of pleasure telling me what a great job I was doing. My blonde tresses spilled over my shoulders and the silicone breasts attached to my chest heaved with each gasping breath. The butt plug was vibrating strongly now causing me to moan with pleasure. My jailed clitty was straining against its bonds, unable to escape. I reached down between my legs with one hand desperate to pleasure myself and to find release, only to have my efforts thwarted by the plastic chastity cage. The ability to satisfy my most base instinct had been taken from me and now rested in Mistress's hand. She turned up the dial again and the pulsing reached new heights. I was about to cum! "Oh yes please, please let me cum! I want to cum! I'm going to cum!" I cried out. "You will not cum until I permit it sissy!" barked Master. "He's the Master you stupid sissy," chimed in Mistress between laboured breaths. The hand in her crotch was moving vigorously. "Sissies don't get to cum before their masters, if at all, so stop talking and use your mouth for what it was made for: sucking a real man's cock!" I opened my mouth wide and began gulping down his cock once more, bouncing my head up and down. Saliva leaked out of the sides of my mouth lubricating his cock allowing my hands to slide up and down the shaft whenever it was not buried in my throat. Just as he seemed to be getting close to finishing he took a hold of my hair in both hands so that he could control the rhythm of my deep throating. "Almost... there..." he grunted. He picked up the pace, forcing my head up and down faster and faster. I struggled to breathe as the gaps between being choked up on his massive cock got shorter. Mistress matched the increasing pace with increasing power to my enslaved rear. The plug felt like it was writhing inside my ass and I felt like my poor entrapped sissy clitty was going to explode. Once again I wished that I still had even the smallest control over my own pleasure so I could satisfy the pressure built up within me. Suddenly the head of the cock in my mouth begin to pulsate and a hot liquid shot into the back of my throat. I had made Master cum! "Swallow," he commanded as he let go of my hair. I did my best to swallow everything. The first few squirts I caught in their entirety, but as I swallowed them he just kept squirting and squirting. His juices filled my mouth and quickly began to dribble down back onto his cock. I sucked on it and scooped up what I could in my hands but a significant amount still spilled over onto the floor. All the while my ass was still being shaken by the vibrating plug and Mistress was still fingering herself passionately. "Lick it all up sissy, only then can you cum." He was giving permission for me to cum! I was overjoyed. "Yes Master thank you Master," I spluttered through a mouth full of his seed. I bent over to lick up what I had carelessly allowed to spill onto the carpet instinctively doing it as a sissy should: I lent forwards bringing my head to the floor while raising my stuffed ass up into the air. Eagerly I licked up the semen using my fingers to get more of it in my mouth. Seeing my obedience to my master Mistress increased the vibration setting to its maximum. The remote controlled plug shook violently inside my virginal butt while my anal sphincter clenched around the flared base. "Ohhh... ohhh... I'm going... I'm going to..." I moan desperately, "I'm going to c-c-cum!" With a last great erotic moan I did exactly as I said. My little sissy clitty exploded in its humiliating plastic cage. Since I was unable to get erect I was denied a full orgasm; those were reserved for real men. Instead, for the first time in my life, I came like a sissy girl: my sissy pussy stimulated to climax by Mistress's remote control toy and my mouth filled with the semen of my stallion of a master. My own pathetic seed squirted out from between my legs and dripped down onto the pillow I was kneeling on. I had never felt anything like it. All the tension that had been bound up in my body had been released and was now oozing out beneath me. I was panting, exhausted by the exertion. My face was still against the floor licking up every last drop of Master's great load and my ravaged bottom was still held high. Seeing that I had cum Mistress switched off the plug and came over to stand beside me. Her flush cheeks and deep breathing betrayed the fact that she had just cum too. The hand which she had been using on herself now held her riding crop once again. "She's doing well," commented Master, "I think she'll make a great slave." "With proper training and discipline of course," replied Mistress demurely, casually tickling my spent clitty with the end of her crop. "Of course. Have her lick up the mess she's made on her pillow and continue instructing her on her duties. She's not just a sissy, she's a sissy housemaid. I expect all my property to earn its keep." "Yes Master."