Entrapment. Two Sides To Every Story. Part 1 free porn video

ENTRAPMENT. TWO SIDES TO EVERY STORY! PART 1 STEVE'S PERSPECTIVE. My first mistake was stealing the damned shirt in the first place! My second mistake was being caught! My third mistake was not calling the bastards bluff and telling him to go fuck himself in the beginning when I still could, before I was in so deep! Now god knows how I was ever going to get out of his trap. But I was young and na?ve, now I would have to keep on responding to the weekly summons to his house until he decides to let me go. It had began last year when I first left school aged eighteen, my first full time job had been working in a department store in the town centre. A very junior position and not great pay as you can imagine, so when I first saw the black Prada shirt we were stocking at the time I knew that I would never be able to afford it. I should have forgot all I about it there and then but of course, being young, I didn't! One day when I was alone in the stockroom I came across a box full of them, still in their packets. I rooted through it and found one my size. As I held it up, temptation got the better of me and in a rash move I lifted up the shirt I was wearing, stuffed the packet underneath and tucked my shirt back in my trousers. Pulling my jacket together, I left the stockroom and hid the stolen item in the male locker room. No-one had seen me and I could pick it up later and smuggle it out, what I hadn't realised was that even the stockroom had a CCTV! Getting the shirt out of the shop on my lunch break was too easy, I nipped home and put it in my bedroom and returned to work. The rest of the day passed without incident and I was looking forward to the weekend, I was meeting up with my girlfriend and could show off my new shirt when we went clubbing. When I got home from work a couple of days later on the Thursday evening my mother told me that a parcel had arrived for me that day. It was a small bubble wrap package, I took it to my room, opened it and saw that it was an unmarked video cassette with a note inside that said WATCH THIS ASAP! THEN SMS TEXT ME ON THE FOLLOWING NUMBER There was a mobile phone number underneath. Intrigued, I put the cassette in my machine and watched in horror as I saw myself in the stockroom at work in the process of stealing the shirt. My blood ran cold, oh god what was I to do? What the fuck was going on here? I took out the tape and destroyed it. I sat in my room for over an hour worrying, whoever had sent me this could have shown it straight to the manager. I would have been fired and prosecuted too; our store had zero tolerance on theft of any sort. However they hadn't! So what did they want then? Only one way to find out, I picked up my phone and wrote a short message. WATCHED THE TAPE NOW WHAT? WHO ARE YOU? WHAT DO YOU WANT? I did not have to wait long for the reply. QUESTIONS, QUESTIONS YOU'LL FIND OUT, YOU WILL COME TO MY HOUSE TONIGHT. WE SHALL DISCUSS IT FURTHER THEN. IF YOU DON'T SHOW I WILL GIVE A COPY OF THAT TAPE TO THE MANAGEMENT TOMORROW. His house? What house? Where? I thought god just what was going on? Hands shaking I replied to the message. ADDRESS?? My phone quickly bleeped again. ADDRESS PLEASE SIR!!!! It looked like someone was playing a game albeit one that I had no choice but to play along with, so I responded. ADDRESS PLEASE SIR Again my phone bleeped. 26 BLACKFRIARS CLOSE. 8PM. YOU KNOW WHERE IT IS? I replied that I did know where it was, it was on a new housing estate on the other side of town from where I lived. So at a couple of minutes past 8PM I walked up the path of the new detached house on Blackfriars close and rang the doorbell, not knowing what to expect from the evening. The door was opened by a guy I had seen before at work a Mr Wilton he was the security manager at the store. Even though I knew who he was I had never actually spoken to him before. He was a big guy, he completely towered over me, I was five foot seven and very slim, he was at least six foot four. Huge barrel chested and thick muscular arms, he looked like he had lifted a lot of weights in his life. He had a broad, hard looking face, the small scars on his face and the shaved head made him look more like an ex-boxer or ex- convict than a store detective I thought. His shirt sleeves were rolled up and the visible tattoos only confirmed that look. I am hopeless at guessing peoples ages but I would say he looked in his mid to late forties. "You're late," he growled. "I said eight o lock, it's now five past, come in." I entered the house. It was tastefully decorated; obviously security manager paid a lot better than my position did. I followed him into the living room, sat in the chair he pointed to and waited for him to speak. MR WILTON'S PERSPECTIVE. I had always liked special girls, you know? Girls with something extra! Dates back to my time in prison, when you are inside with time on your hands you can get very, very horny. As there are no women inside; well, I'm sure you can imagine, a hole is a hole after all. When you are one of the prison tough guys it's a relatively easy task to turn a bitch out. There are lots of young and scared lads in there that will do anything for protection. They are always reluctant at first, until you show them that it is their best option and in their best interests to cooperate. Sometimes violence, sometimes just the fear of violence does the trick. I particularly liked the young, slim, effeminate type myself, easier to think of them as girls that way, because I ain't no fag now am I? I'm just getting what a man needs in an all male environment? I had a selection of different girls during my ten year stretch for armed robbery. Tall ones, short ones, blonde ones, dark ones, White, Afro-Caribbean and Asian. All tough guys at first, all simpering little bitches within an hour of my special persuasion. The best time though was during the last two years of my sentence, when I was transferred to an open prison with a much more relaxed regime We had our own cells, all the better for a bit of privacy with your 'girl'. There were more young first time offenders in there too, the perfect material for making into your 'girl'. Plus myself and the other seasoned lags could mange to get certain items sent in. The Governor of the prison knew what sort of things we wanted and why we wanted them. His attitude was 'if it kept twenty or thirty hardened prisoners happy and quiet ,then so be it'. So he turned a blind-eye to the clothes we ordered from the catalogues, paid for out of our drug earnings and other prison scams. We were the best dressed prisoners in the prison system, we also bought in clothes for our 'girls'. Allsorts of stuff, mini-skirts, tight tops, high- heels, little dresses and of course lots of sexy undies for them. Well what guy doesn't like to see his bird in bra, panties stockings sussies and heels? And believe me some of these 'girls' looked better than some of the real girls you see about! We even got them make-up and the latest fashion magazines. We had our own little harem of bitches, they were dressed like that 24/7. They bought into it too, they realised that it was the only way that they could survive inside. For these softer, more effeminate boys it was better to live on your knees, than to risk death or injury trying to be the man that you are really not! Better to give your mouth and cherry to a man willingly, than to have it brutally taken in a shower rape! You see I have got a taste for boys dressed and acting like girls, not just from fucking them but also from the power trip of making them do it against their will. Breaking them from tough acting boy into submissive obedient girl. This was easier to find in prison than on the outside, in there I had absolute power over them, out here its not so easy to find. I know and sometimes frequent the tranny bars and fetish clubs in town and also go online in the chat rooms and sites but they don't have the exact kind of person I am looking for. As much as I do enjoy my regular sexual conquests on these outings; they are always with experienced trannys that are doing it because they enjoy it too. That's not what I really want, I want a lad that has never done it before, never even thought about it before, a straight lad, a lad that would under normal circumstances never do it. One that I can force to be my bitch, mould him into the perfect girl. That's the thrill for me, the power the domination over him/her! It took my two years to find just what I was looking for. That is, to have a young, slim, boy, the perfect material, putting himself in a position that I can use and abuse! I had got this job as security manager at a department store through my prison network. It's a long story, but the outcome is that one of the main criminal players in this town owns the store to launder his cash. I did time with him and as a result he gave me this well paying job to keep a proper eye on it. The actual store manager is unaware of the true owners' identity and is an honest guy running the store, an unwitting front man. I had seen this lad about before, I often just browsed the CCTV. I had noticed him because of his slight build, only five foot six or so and his shoulder length wavy hair. I would have had him in prison that's for sure, shame I can't have him on the outside I thought! I imagined him in a little mini-skirt, heels and stockings tottering across the shop floor as I manipulated the camera to follow him towards the stock room. As he entered and shut the door I flicked onto the stockroom camera to continue my fantasy. I watched him bending and stretching to reach stuff and I pictured the little skirt I could dream of him wearing, rising up. The flash of the stocking top, a glimpse of 'her' panties. Mmmmmmm I rubbed my crotch feeling my erection grow when, whoa, what was that, I looked up and there he was shoving an item up his shirt and scurrying out. I re-wound the tape and watched it again, there it was, quite clear, he had stolen one of the new Prada shirts. Well now! This was an opportunity wasn't it? How best to exploit it? I made several copies of the tape as a bit of insurance, put all but one in my brief case and put the other in an envelope with a short note. Next I accessed the personal files, found out his name and address and saw that his parents were his next of kin and at the same address. This was good as a young lad living at home with mummy and daddy will be more open to my blackmail plan. He won't want them to find out he has been stealing! I wrote the address on the envelope and took it to the mailbox down the street. I looked forward to the weekend and getting better acquainted with my little 'girl-to-be'. A couple of days later I received the text that I had been waiting for and the next part of my plan began. I knew she, I already thought of her as she! Would turn up that Friday night. So I prepared everything I would need in the bathroom, the living room and the bedroom that we would need for our weekend together. It was five past eight when the doorbell rang and I had specifically told her eight o clock! She would have to learn punctuality as well as many other things. I opened the door and showed her into the living room, indicating for her to sit down. STEVE'S PERSPECTIVE. He offered me a drink which I accepted; he came back in the room with a vodka and redbull for me. I sipped it down, wow it was strong, I also took a blast from the joint he offered me and started to relax a little. He started to make a little small talk with me, I wasn't really sure what the fuck was going on but I humoured him and answered his questions. What my name was? How old was I? How long had I worked at the shop? Was it my first job? Etc. I answered him that my name was Steve, that I was eighteen, been working at the shop for almost a month and yes it was my first job since leaving school. All quite innocent questions he seemed very friendly and genuinely interested, although I am sure he could have looked up all this information from the computer records at work. As I relaxed with drink and joint in hand his questions became a little more personal. He asked me what my hobbies were, to which I replied I didn't really have any beyond drinking, partying and clubbing. He laughed and asked if that was how I spent my days off work, I was then asked if I had a regular girlfriend and if so how long had I been seeing her? I told him that I did and had been doing for over six months now. He looked at me in a pervy, creepy way and said. "Your bird pretty then?" I nodded. "She let you into her knickers?" I laughed and replied that we weren't virgins, but he went on, "She dresses sexy for you? Little short skirts, sexy undies, you know! Is she a good girl?" This really didn't seem like any of his business but I did laugh and say that she did indeed look pretty hot in a mini skirt and yes she did usually wear pretty sexy bras and panties, I even told him about the stockings and suspenders that she sometimes wore as a treat for me. He looked delighted to hear that and said to me quietly, almost under his breath "Good, so you know how a good girl should dress for her man then?" He laughed and I joined him as it all seemed harmless conversation. Then his voice hardened a little, I could tell that he was coming to the point of just why he had summoned me here, it certainly wasn't just for the company! "Well here we are then, been naughty haven't you?" he asked. "Well you have got the tapes," I replied. "Tomorrow I can give a copy to the store manager and one to the police and then that's you fucked ain't it?" he continued. "Unless you are very nice to me that is?" he added. That's probably when I should have run but where to? I could leave easy enough but at the age of eighteen, first job and I am fired and prosecuted for theft. Plus my parents would by mortified, god what a shit predicament, what did this guy actually want? "How you mean nice?" I asked. "You do everything I say and I will consider that being nice," he responded. "Ok," I mumbled, the drink and spliff were beginning to take effect. He sat up and said to me, "First I want you to strip naked and then I want you to suck my cock sweetheart." Wow the drink was strong, my head felt woozy and I belatedly realised that there may have been some drug in it apart from the vodka? I started to protest. I wasn't out from the drug just a little intoxicated. I remember saying NO but he insisted. "Get up and strip naked for me right now or fuck off home and expect the shit to hit the fan tomorrow." "Please I can't," I begged. But he just sneered and replied, "Do as you're fucking told you cunt; don't make me come over there and slap you as well. You're in enough shit as it is." He had me and he knew it. In this state and this position what could I do? He was so much bigger and stronger looking than I was and he had the video-tape of my indiscretion at work. I thought well ok, suck his cock, could be worse, at least I can go home and the matter will be over; so I thought! So I stood up and slowly undressed as he sat there watching me like a tiger watches its prey. He told me to throw my clothes to him as I undressed and he placed them in a big black bin bag. Until finally I stood before him naked swaying slightly from side to side. "I can't do this," I almost sobbed as he glared at me. "On your knees bitch," was his answer as he stood up. I was so humiliated, I could only stammer out, "But I am not gay, I can't suck a mans cock." He laughed, "Neither am I bitch," as he held up a pair of what looked like girls panties. He moved closer to me waving them in front of me. "Know what these are honey?" he whispered. I nodded my head it was obvious what they were. He pushed them closer as he said, "They're pretty little girly panties aren't they?" "What are they?" I acknowledged that they were girl's panties, but he wanted me to repeat his phrases exactly. So I did! "I want you to describe them to me," he whispered again as he held them up. I started to tell him in hushed tones just what he wanted to hear. "They are white girl's panties," I replied, I could feel myself blushing as I spoke. "And?" he demanded. "Are they pretty little girly panties?" "What material are they? Come on I said describe them to me." I felt my resistance ebb away. I just didn't know what to do, in desperation I did as he demanded. "They are white, silky girl's panties," I almost sobbed in despair. "Yes, come on say it," he said menacingly. I gave in any pretence I had in arguing with him and said, "They are pretty little girly panties" "Good," he continued. "That's right, pretty little girly panties. The sort of thing only a girl would wear, right?" he demanded. "The sort of thing your girl wears for you?" "Yea," I agreed trying to play along with him, I didn't like where this was going! "A man wouldn't wear them would he?" "No," I stammered. "I assume you have had other girlfriends," he continued. "Did they wear little panties like this too?" I replied that sometimes they did. "Did they look sexy and girly in them?" I nodded. "And did they ever suck your cock?" Again I nodded. "And was that gay?" he laughed. "No," I said quietly. "So, put them on girl," he said. "Then it won't be gay for either of us will it? I am a man and you are a girl." By now I was just thinking, get it over with, just do whatever he says and get out off there, it will soon be over and no-one will ever know! I slipped on the panties, straightened myself and sunk to my knees. That was my last and biggest mistake. Once you put on girls panties for a man, you are already half beaten, you are vulnerable, he owns you! You are a girl and his girl at that, forever. I realise that now but then at the time, I just wanted an easy way out! As I knelt he took his cock out and waved it in front of my face, he reached down and gave me a sniff from a small bottle (of poppers). On top of the drugs and alcohol I just went bitch up! I surrendered to the moment, opened my mouth and waited. I did not notice him press a little remote in his jacket pocket and the small red light come on in the corner of the room. Didn't realise that the next thirty minutes was being filmed for future blackmailing purposes. That all the film would show was me on my knees, in a pair of white, obviously girls panties, completely compliant and voluntary to the proceedings. "Beg me for the honour of letting you suck my cock bitch," he ordered. "Say please Sir may your worthless little slut have the honour of sucking her Masters cock." I obeyed, too frightened now to stop him. The best thing would be just to get on with it! "Please Sir may your worthless little slut have the honour of sucking her Masters cock," I blubbered. And all the time the camera rolled!! MR WILTON'S PERSPECTIVE. This was easier than I had thought it was gonna be; she had only been in my house for less than twenty minutes and she was already on her knees in just her knickers begging for my cock. The little slut wasn't gonna get it just yet though, this little show was going to perform for the cameras benefit first. I wanted her to appear willing on film so that she couldn't deny it later, a bit more evidence I could blackmail her with if needed. I waved my cock in her face, slapping her cheeks with it, humiliating her. I wanted her to see what it was like to be a slut, to feel the powerlessness of her submission; it was going to be a lot more for her to take than a simple blow-job. Now I had her on film like this I could threaten to send a copy to her family and friends to ensure future compliance. I made her beg like a bitch on heat for several minutes before I decided to grant her request. "Open wide sweetheart," I ordered, she obeyed instantly. "Good girl," I murmured as I rubbed the tip of my hard member across her lips. I pulled her head back by her hair so I could see the look in her eyes as I slowly penetrated her mouth. There was the nervous look of fear in them, just what I wanted too see, she had obviously never done this before. Her little nose scrunched up in revulsion as she tasted her first cock, not a taste she knew or liked, I could tell. She'll get used to it though, they always do! I forced my way further in watching her eyes widen as I hit the back of her throat. I held her hair so she couldn't pull away and slipped my cock head back out to her lips then pushed in again. Tears welled up in her eyes as her gag reflex kicked in but still I didn't stop. This wasn't gonna take long I was already throbbing with my fast approaching climax. God she looked so horny, so vulnerable, so submissive and so sexy. She let out a little yelp as I gripped her hair tighter, pulling it, moaning as I felt my semen shoot up my cock. She tried to wriggle and push me out of her soft wet hole with her tongue as I unloaded my cum in her pretty little mouth. I had her head held firm, there was no escape. She choked and gagged as I filled her up, I am a heavy repeat cummer it was dribbling out over her lips, down her chin. "Swallow it girl," I whispered. Twisting her head round to face the camera I slowly withdrew my now softening penis. It flopped out of her followed by a thick wad of my man cream. I gripped her cum covered face and said to her, "Smile for the camera baby." She was mine now, hook, line and sinker, I reached down to the coffee table for the TV remote and switched it on. "Here watch this bitch," I said as I roughly pulled her round to the TV. The screen showed her on her knees begging to suck my cock, then having it rammed down her throat, finishing with her face splattered in cum. "This will ensure your continuing cooperation I should think," I laughed. "You wouldn't want that little movie arriving at your parents home in a couple of days would you?" She looked horrified. "Especially after I have edited it a bit. It will just show you be a more than willing participant." "But I have done as you asked, I want to go home now," she pleaded. "We are quits aren't we?" her eyes imploring. Poor little cow she still didn't get it. "Oh no sweetheart, we ain't even started yet, that was just the warm-up." "At the moment you're just a lad in panties. You're gonna be a proper little girly for me. "You're gonna be my girlfriend for the rest of the weekend." She shook her head. "I can't," she bleated. "I have arrangements." "Cancel them," I barked. "You will do as you are told or I will find out who all your friends and family are, their addresses, your girlfriends' address and send each a copy of this tape. Plus the management and police will get a copy of the other tape." I could see defeat in her eyes, this was the a sweet moment in any conquest for me. When the silly little bitch first realises that there is no way out. That she is gonna have to go along with everything I say. "Come on stand up, time to go upstairs girl." Guiding her into the bathroom; first I told her to shave her face very closely, taking care not to cut herself. Although she had little body hair there was still some, too much for my tastes anyway. I wanted her smooth all over, like a real girl, it would have to come off, I turned on the shower. "Get in," I snapped at her, as I yanked her panties off. She complied immediately, already on the way to be being completely broken. "Here rub this cream all over your body, wait a minute then wash it off." Again she complied. When she was clear of the cream I gave her a scented soap to use. There was now not a hair on her body, even her pubes had come off. All she was left with was the shoulder length brown hair. One day I may get her to dye that blond I thought to myself. On to the next part of my plan. She dried herself and allowed me to lead her into the bedroom; I had already selected her outfit for tonight. STEVE'S PERSPECTIVE. I honestly thought that he was going to choke me when he first rammed his penis down my throat. I had never realised that it would be so invasive! I was gagging as it hit my tonsils I felt like I was going to be sick. I was relieved that it didn't last for too long; my mouth was soon filled with his hot, thick semen. I swallowed as much of it as I could; he had demanded it and I just naturally complied. It just seemed easier that way! That's when he hit me with my next shock, the camera, the new tape that he had made of me. And worst of all the fact that the evening that I had thought was now almost over; was in fact just beginning and would in fact last for the next two days! He allowed me to SMS text my girlfriend to cancel our arranged evening out together; also my mother telling her that I was staying with friends and wouldn't be home until Sunday night. I then allowed myself to be led upstairs to the bathroom where he ordered me to shave my face then he pulled off the panties I was still wearing and ordered me into the shower. I followed his instructions to rub the cream all over my body. It tingled at first then started to feel a little uncomfortable, I was relieved when he told me to shower it off but a little anxious to see that all my body hair had disapeared; how would I explain that to my girlfriend? When I was dry he took me into a medium sized bedroom with a bed, dressing table, a chest of drawers and a large wardrobe in it. He sat me down in front of the dressing table. Upon which were some items of make-up and what looked like perfume and body-spray. "You stay right here sweetheart, I am just gonna go downstairs and get us a couple of drinks and a joint. We gotta long night ahead of us lets relax and have fun; don't you go away now honey" He laughed as he left the room. Go away? Where was I gonna go away too? I was sat here in this guys' house, with no clothes, so naked I was even devoid of body hair; I had never felt so vulnerable. I was trapped here for however long he wanted and for whatever purpose! He returned and offered me a drink plus a hit on the joint. If I was trapped here then I may as well try and blank it out as much as I could with the drugs and alcohol I reasoned? "Ok girl, time to make you look pretty," he said as he passed me a bottle of pink nail varnish. "Toes first then fingers honey." "Please," I begged him. "Please why are you doing this, what do you want?" I pleaded. But he only replied with a cold hard edge to his voice, "Because I fucking can and because I fucking want to bitch, that's why! "If you wanna be a man and try and fight your way out of this like a man then feel free to try." "But you better make sure you win if you do, coz if you lose I'll beat the fuck out of you, rape you and still get you sacked tomorrow, who's gonna believe your word? I have the tape that proves that you are a thief." I could feel the tears of defeat well up in my eyes, I tried one last protest. "Please, I did as you asked, I sucked your cock, please let me go home now?" But it was to no avail, all he said was, "Do as you are fucking told and I will be as easy on you as I can and that's the best and only offer that you will get all night. Now put the fucking varnish on and stop being a big baby." I put the nail varnish on! After allowing me five minutes for it to dry; he proceeded to hand me a succession of other make-up items with instructions on how to use them. Foundation, black eyeliner, a layer of white thickener on my eyelashes followed by a heavy layer of black mascara. Dark pink eye shadow to go on my eyelids with a paler pink in the socket area, a pink blusher on my cheek bones and a light layer of powder over the top. Finally he handed me some bright pink lipstick, it matched the nail varnish. It was difficult to apply as my hand was shaking and him sat there right next to me watching me intently didn't help! Lastly he told me to brush my shoulder length hair. I watched in amazement as I was transformed from a young man into quite a pretty young girl! I also noticed that he was staring at me in a very disturbing way as he sprayed some perfume on me. "My, my, my," he whispered. "What a pretty little girl you are, my princess. "What are you? "What are you heh?" he demanded again. "I'm a girl," I stammered. "No, I said a pretty little girl, now what are you?" he snapped. Any resistance I had caved in as I capitulated. "I'm a pretty little girl." "A pretty little girl, Sir," he added cruelly. "I'm a pretty little girl Sir," I numbly responded. My transformation however wasn't yet complete; next he wanted me to dress the part too! He told me to stand up and threw a white suspender belt at me. "Put that on, tonight you are going to be my perfect pretty little girlfriend," he snarled. "Perfect in every way, do you understand girl?" Next he tossed over a pair of white stockings; telling me to role them up my arm first then put the foot in and role them up. I pulled them up as high as I could and clipped them to the straps on the suspender belt. I must admit it was quite sensual the way they slid up my smooth skin. He then took a step closer and passed me a white lacy bra with two chicken fillet fillers to pad them out. "As you can see princess, I have been shopping for you. It's very easy when I have full access to our mutual place of work. I can get all sorts of pretty clothes for my beautiful little girlfriend to wear. "Always want you to look your best for Daddy don't we?" he added. He smiled as he passed me the panties. "Here you go sweetheart, put these on. A good little girlfriend would always wear her prettiest panties for her boyfriend. "Even if she was a still a little virgin, just in case, you know," he continued. They were very flimsy, fine mesh, very expensive looking, hot pink. With a sexy lace tie up at the back very girly, very feminine! I felt totally humiliated and beaten as I slipped them on. I realised even then that I had crossed a line that would be difficult to get out from! I was given a short, white lycra mini skirt just long enough to cover my stocking-tops. A tight, stretchy, short sleeved, bright pink blouse that had three buttons on that was cropped to expose my tummy and navel. Then some pink pearl beads to put around my neck. "Here," he said as he passed me a pink bracelet. "The finishing touches that make you a real girl! "And now these," he pointed by the bed. "Now put them on and let's see you." On the floor was a pair of white, four inch heeled, strappy, sandals. I could barely stand in them let alone walk in them. I tottered as I followed his instruction to walk to the bedroom door and back. He laughed as he watched me struggle. "Practice makes perfect honey; you'll see." He was right, although at the time I was thinking that I wouldn't be getting too much practice, as by Sunday this nightmare would be over! How wrong I was! MR WILTON'S PERSPECTIVE. My god she looked pretty! I had really done well this time I thought to myself. She is as good as anything I ever had in prison and it was only the first time for her too! Give her a bit of practice and believe me she was gonna get a lot of practice and she would be a natural at this. She was even quite good at walking in her heels considering her complete inexperience at it. Her slim figure and long legs really suited a mini skirt; her make up and the way she had brushed her hair completed a quite convincing girly look! The way she had naturally submitted to her feminisation made my mind race ahead to the future that I was planning for her! Now that I have got her into my trap there were no limits to what I can 'persuade' her to do! She had shown a little reluctance when I gave her the nail varnish; silly little bitch had even tried begging and reasoning with me. "HA, HA." As if I was going to let her off the hook now. She had completed her make up and dressed for me without any further fuss. When I saw her in her pink and white girly clothes, I knew I had picked the correct look for her. I knew that she was only eighteen and I wanted her to dress, look and feel like an eighteen year old girl. Something that she could relate to; the slutty, sexier look will come tomorrow, when she is a bit more experienced. When she knows what is expected of her; right now she is a little virgin without a clue of what the future holds for her. Although I had already emptied my balls into her mouth I was still horny. Watching her walk about the bedroom, tottering on her heels, made my cock start to stiffen again. Even though I am forty-eight, I can still get hard and shoot a good dollop of cum out several times a night. It was time to take her downstairs and start our 'first date' together. "Come on princess," I said. "Let's go." I took her by the hand and led her out of the bedroom. She had a resigned, defeated look in her pretty little face. My mouth cracked into a wry little smile as I notice her pause and check herself in the full length mirror as we passed. Only a couple of hours in my power and she was already naturally behaving a girl. In my considerable experience of turning out bitches I have learnt that the best technique to employ is a kind of brain-washing. Keep talking to them and make them repeat back to you the phrases you have used. Tell them to describe to you what they are wearing, make them say out aloud just what a pretty little girl they are. Slowly drill into them the instructions of just how you want them to act and think; combined of course with the underlying threat of violence and/or blackmail. If you can get them a little disorientated on drugs and alcohol, then all the better! We entered my living room and I sat down on the large corner style sofa. "Go in the kitchen and get me a beer and a drink for yourself sweetheart," I said reaching for a joint. She hesitated so I said a little more assertively. "Off you go, we both need to relax a bit. We have a long night ahead of us." With a resigned look she disapeared into the kitchen quickly reappearing with the two drinks as I lit the spliff. "Pass me my drink princess." "Don't be shy," I added. She gingerly stepped across the room, bending at the waist to pass me my glass, just like a real girl would. I have noticed over the years that it seems to be the clothing that a person is wearing that dictates their natural movement and body language. You put high-heels and a mini skirt on a guy and he soon find out that girls walk, sit and deport themselves in that, what is considered to be a feminine way for a reason. Balance, modesty and practicality prevail, they soon learn things like, that they have to cross their legs high up when they sit down. That it easier to walk one foot in front of the other in heels, to always smooth their skirts down as they sit, etc. "Put your drink down," I told her, pointing to the coffee table, I gave her a hit of the joint. "Now go and stand over there by the television." She inhaled the smoke, took a quick sip of her drink and dutifully obeyed. Oh yea, she was my bitch already, she will give me everything I want tonight and for a lot longer than that too. Time to move it up a gear! "Well you sure do make a pretty little girl," I said. "What are you?" She hesitated, so I added, "You will repeat everything I say to you girl, what will you do?" "I will repeat everything you say to me," she whispered. "So what are you?" I continued. This time she gave the correct response. "You will always call me Sir." "Yes Sir," she quickly replied. "And I will call you anything I damned well please," I retorted. She bowed her head in silent agreement. "Now tell me what you are wearing starting with your skirt and blouse, tell me what colour they are and how pretty they are." My brain-washing technique began in earnest. She shuffled her feet and looked down to the floor, slowly shaking her head. I pressed the remote control and some gentle back-ground music came on. "Do as you are told girl, you don't want me to come over there and bitch-slap you do you?" I snarled, raising my hand and showing her the back of it to underline my threat. It also showed her that if I ever did have to hit her I would not punch her the way one does to a man! She reluctantly complied; I could hear the shame and humiliation in her voice as she spoke; perfect just as I had hoped! "I am wearing a little white mini skirt Sir," she began. "And a pretty pink blouse." Good, I thought to myself, she is most cooperative. "And?" I added. "White high heeled sandals Sir," she continued. I threw in a couple of adjectives I wished her to use as she described her outfit; all the more to break and humiliate her. Including words like cute, sexy, pretty, girly, etc, I wanted her to accept that only a girl would dress the way she was dressed right now! I told her to move on to her underwear, starting with her stockings. "I am wearing smooth sexy white stockings," my little girl whispered, her voice faltering. "A pretty little white suspender belt and bra Sir," she mumbled. "And what else princess?" I asked adding. "What else have you put on under that horny little mini skirt for your new boyfriend?" "A cute, little, girly pair of flimsy pink panties with a bow at the back Sir," she answered me. "Do you feel sexy and girly sweetheart?" I asked her. She replied that she did, so I told her how pretty she looked, all girls love a bit of flattery. It was something I had noticed with the prison bitches; no matter how much they fought it they always blushed a little when flattered. It must be their inbuilt vanity and she was no exception, everyone wants to be told that they look good; even if it is in something that they don't really wanna be wearing! "I like you looking all pretty and girly," I said. "In all pink and white like a young, pretty little girl; which is just what you are now, a little girl! "Tomorrow when you are a woman, you will dress like a woman. A bit more sophisticated, sexy, classier." I paused to see her reaction, had she spotted the difference between what I classed as a girl and what I classed as I woman? Did she understand just what I was saying and what I meant; did she grasp just what I would do to her tonight, to change her from a girl into a woman? She looked a bit blank, a bit shell-shocked; I have seen this before in their faces. Now to tell her what would be required of her! "You are my girlfriend now, my pretty, little, perfect girlfriend" "You know how a perfect little girlfriend should behave, don't you?" She was looking up at me all doe-eyed; I could see her thinking back to her sexual experiences as a male. The times that as a guy he had been with a girl in this situation, both alone, the house to themselves. Oh yea she knew exactly how a perfect little girlfriend should act. "Well?" I asked. "If you had a pretty little girl all alone to yourself; just what would you be hoping for at some stage of the evening?" I think that is when she finally got it through that dizzy head of hers just what was happening. This was just the scenario that any guy likes to find himself in, a night in with his girlfriend, only this time he was gonna be the girl! She just raised her head slightly and looked at me imploringly; she was so sweet when she did that. She looked like just what she was; a pretty little virgin girl about to give herself to a man for the first time. A little apprehensive, scared even but knowing that tonight is the night she would be made into a woman! STEVE'S PERSPECTIVE. I found his insistence that I repeat his phrases back to him unnerving to say the least and very humiliating. I had no control over this situation and was feeling very vulnerable, he was a little drunk and starting to become slightly aggressive. Staring down submissively to the floor I tried to consider my options and they didn't look good! Firstly he had the tape of me stealing that damned shirt plus the one of me sucking his cock; even though the second one was filmed under duress I knew that an edited version would not show that! It would still be very awkward trying to explain it away to my girlfriend, my family, never mind my mates! Secondly he was a lot bigger and stronger physically than I was and dressed like this was no way for me to try and fight my way out off anything. Even if I could gain a fleeting advantage over him, I could hardly make a break for the front door and run off down the street in high heels and a mini-skirt now could I? Thirdly I was feeling too drunk and stoned, my limbs felt weak, I think he had put something else into that first drink he had given me? Plus the fear of what he would do to me if I did try something silly paralysed me into numbly following his instructions. I felt shell- shocked, scared, mentally beaten into cooperating with him, what else could I do? I knew only too well what he meant when he said; how a man would like his perfect little girlfriend to behave. I had had my girlfriends round when my parents were out and had been round to their houses when they were empty too. I knew just what I wanted as a guy out of the evening and it usually involved them lying back on the sofa with their blouse undone, skirt pulled up and their panties around their ankles! I decided that it would be best to do as he demanded and hope that things didn't get any further out of control. He would probably expect another blow-job though surely nothing more, could he? I mean what else would a guy wanna do to a girl? I shuddered, no surely he would not wanna do that? would he? I didn't notice him pick up the camera until he said, "Hey girl, let's have some souvenir pics to remember you by." "Pose for me like a good girl honey," he laughed. He took several pictures of me standing there, telling me to look and act girly. I posed with my hands on my hips for him, kneeling before him, bending over for him, he seemed happy. "Now sweetheart lift up your little skirt and show me your sexy panties, there's a good girl." I did as he told me, passed caring now I just wanted to keep on his good side! I lifted up my skirt and let him take four or five more pictures, some from the front and a couple from behind with me bending down low. Eventually he was finished and beckoned to me, "Come here darling, come sit next to me on the sofa, let's get better acquainted." He said in his gruff, deep voice. I smoothed my skirt down and walked slowly across the room sitting on the edge of the sofa, to his left hand side, my feet crossed at the ankles, my hands in my lap, looking down to my high heeled feet. The thought went through my mind that I was even behaving like a girl; my attire dictated a certain feminine way of deportment and body language. It was hard not to naturally walk, sit and move like that when you are wearing a mini-skirt and heels! "Closer princess; just like a girl should with her new boyfriend" I slid across the sofa, my thigh almost touching his; I felt his right arm slip around my shoulders. If it hadn't of been for the drugs and alcohol I would have been shaking even more than I felt I was doing. I felt like a girl on a first date, exactly how he wanted me to feel! "I know that this is your first time as a girl so I have got an educational movie for you to watch, watch and learn my pretty little girl." He clicked the remote control and the television came on, he clicked again and the DVD started. As I had already surmised, it was a porn film. He pulled me closer to him as I watched a large breasted blond in a tight pink lycra, dress sat on a sofa next to a well built, dark, Latino guy. He reached over me with a bottle of poppers in his left hand and unscrewed it with his right hand that was around my shoulders. As he did so he was pulling my head down towards the bottle. "This will get you in the mood honey," he whispered. I inhaled deeply, I was completely trapped now; I may as well just go with the flow and use any external help I could get to see this nightmare through! As the chemicals took effect and I passed into a resigned and passive mood I felt his left hand upon my stocking clad knee. His mouth closed in on mine and I meekly surrendered, parting my lips a little to allow his tongue access to my mouth. I had already given my mouth to his cock but this felt different! Whereas before I could have been either male or female to him, now when he kissed me, he kissed me like a man would a woman! As his kisses got harder and deeper, his tongue probing into my ever widening mouth; his hand slid further and further up my thigh. Through the pounding, rushing sound in my ears from the poppers I heard him murmur, "Oh my, my young lady. I'm forgetting my manners now aren't I? "I should remember that you are a pretty little virgin and I should start with your pert little titties first!" His hand went to the top button of my blouse which he deftly unfastened; quickly followed by the next two exposing my white lacy bra. I felt his fingertips gently moving inside it, creeping in between my chest and my false breast. Touching my nipple, stroking it, teasing and squeezing it; I felt it begin to harden like a girls would! I was breathing slower and deeper now, more relaxed and even beginning to mentally accept my new sexual role. It felt different, weird even to be on the other side of this scenario. I knew what it was to be the male in this position but to be the girl was a whole new ballgame; one that I had never before even considered. I thought back to the times I had been the guy sitting here with a sexily dressed young girl. My plan would be to get as far sexually as I could with her, why would he be any different? Especially as when I was with a girl like this, then at least it was all by mutual consent; this time round the girl in the picture, ME! Didn't have any choice in the course of events. He must have read my mind as he lifted his face up only inches from mine and said, "That's it honey, you're my sexy, horny, little girlfriend now. The perfect date, the girl that never says no; the girl that lets her man do just whatever he wants to her, lets his hands roam all over her." He pulled my blouse open as he pushed me back on the sofa. His hands trailed down over my smooth flat tummy, then over my skirt to the hemline. I shuddered involuntarily as he slowly stretched his hand underneath caressing my thigh, reaching my stocking-tops and playing with the attached suspender strap. "Mmmmm I love a girl in stockings and sussies, it shows that she likes to dress to please for her man." Squeezing the bare flesh between them and my panties he continued. "Shows that she is a naughty little girl who knows what a man wants; and knows that she is gonna have to deliver for him." His fingers gently brushed against the little bulge in the front of my panties. "Well you know what a girl has in her panties, don't you princess?" he asked. Then answering his own question he continued to say, "A nice little clitty just like this. "And nice juicy pussy lips like these," he added as he stroked my balls through the flimsy material. "So what have you got in your panties then girl?" I knew that he expected me to repeat that back to him, so I quietly replied, "A nice little clitty and nice juicy pussy lips Sir." His hand slipped further between my legs as he asked me, "And what else does a girl have down there honey?" I jumped a little as his index finger pushed down onto the entrance to my tight little bottom, stroking it with just my panties to protect it from being entered. "Open your legs darling and tell me what this is?" I hesitated, nervous, a little drunk and slowly realising that he was gonna want a lot more than just a blow job from me; he continued his brain washing and seductive technique, saying, "It's a cute, tight, little, virgin, girly, pussy isn't it princess?" He paused for effect between each word. "It's a cute, tight, little, virgin, girly, pussy Sir" I obediently echoed. But he hadn't finished his verbal humiliation yet. "And you no what men like to do to a pretty little girl's cute, virgin pussy don't you sweetheart?" I knew exactly what they like to do but I couldn't bring myself to say it, so he went on to say, "They like to stick their big hard cocks up it and fill it with their cum don't they? Girl!" He spat out the word girl as if to emphasise just what I now was to him. He pushed his finger further; I could feel it rubbing the panties against my 'pussy'. "SAY IT," he demanded. I closed my eyes and said it. "They like to stick their big, hard cocks up it and fill it with their cum Sir." For the first time since I had arrived at his house, he smiled. "So now you know what your pussy is for don't you girl?" I nodded gently, eyes still closed, meekly accepting my fate now. "You are going to be a good little girl aren't you? "You're going to let your boyfriend 'pop your cherry' for you aren't you? "It's a big honour for a sweet little girl like you to give her cherry to a man like me isn't it princess? "So ask me nicely, say please Sir, will you do me the honour of 'popping my cherry' and making me into a real woman for you." I couldn't believe the words that came from my lips; a couple of hours ago I had been a normal hetero-sexual male into girls, football and partying. Now here I was dressed like a girl, clothes dishevelled, legs open, begging a man to fuck me. Wow this was some weird trip! "Can you feel my hands in your panties you little slut?" he said as he slipped his fingers over my smooth skin between my thighs. "Say after me, I am a nasty little slut letting a man put his hands in my panties." Again I repeated it back to him. "I am a nasty little slut letting a man put his hands inside my panties Sir." He stood up and positioned himself between my legs placing his hands behind my knees he pulled them forward so I was laying slouched back on the sofa. My skirt had ridden up to my waist, exposing my stocking- tops, panties and suspender belt. "Oh what pretty little pink panties you are wearing for me," he laughed. "Very girly, what are they?" "V-v-very girl little panties Sir" I stammered. "That's right sweetheart; very flimsy, girly little panties aren't they?" "I- I-Im wearing very flimsy, girly, little pink panties for my man." I was almost in tears now. I must have looked like a complete slut, lying there like that! My blouse was open my skirt up and my legs open; an inviting picture for his perverse sexual fantasies. He must be telepathic as he always seemed to know just what I was thinking as he said, "That's how I like to see my girls, dressed all sexy on their back with their titties out, skirt up and legs open, waiting for their mans cock. "A real man would never present this image to another guy would they bitch? So you must be a real girl then; and you know what real girls get when they behave like sluts don't you princess?" I was well aware of exactly what real girls got when they were in this position and the fear of what would happen next made my body tremble. "Awww look," he said. "The little virgin is trembling with anticipation of her first cock. "All filled with excitement about giving her cherry up for the first time." Even in my drunk and drugged state I had realised by now that the actual sex was only part of the thrill for him. What really turned him on was the power he held over me; the power to make a normal, straight, young guy dress like and act like a girl for him. "Time to make a real woman out of you bitch," he growled as he slipped his shirt off and unfastened his belt. MR WILTON'S PERSPECTIVE. Things were progressing better than I could have even hoped for; she really was weak and girly. Even some of the young lads in prison, scared young lads in a new, dangerous environment had put up more mental resistance than this little bitch had. Ok I had evidence that would make her life awkward; but still a real man would have told me to fuck off and dealt with the consequences like a real man! Not this little pussy though; she was already mentally fucked and I hadn't even shagged her yet! I know that you may think me something of a bully, but who cares? Forcing a lad to dress like a girl, act like a girl and serve my cock like a girl against his, or should I say her will, is the most powerful aphrodisiac for me! And looking down at her with her legs open in her pretty little panties; trembling with fear, the wide eyed scared look on her face was making my cock bulge. This was the moment of triumph for me, when she realises that she is gonna get fucked like a bitch and there isn't a damned thing she can do about it. Her complete surrender into her new feminine role in life, humiliating her as I tell her exactly what I am gonna do to her. I stood between her open legs as she lay back on the sofa and slowly stripped off. Letting her see my broad hairy chest, my thick muscled, tattooed arms; showing her my masculine strength to emphasise my domination of her. I felt like a predator over his kill, the alpha male asserting his will over a weaker one. Removing my jeans and boxer shorts I knelt down between her thighs, running my hands over her stockings and panties. Slipping my fingers inside them to tickle her pussy-lips and the tight entrance to her fuck-hole. I didn't want to handle her too roughly at this stage; I wanted her to know that she was being touched like a woman not a gay man! To push this new experience further for her I ordered her to act like a girl would when a man plays with her cunt. "Come on sweetheart, have another hit of poppers," I said as I passed her the bottle. "Wriggle and moan like a bitch on heat for me." She let out little whimpering, moans as the drug took effect and I could feel her body go limp. "We don't need these any more do we?" I slowly tugged her panties down pulling one leg hole over her heels leaving them still hanging from her other ankle. "I already know that you are a dirty little girl; your knickers will only get in the way now," I laughed. Cute little panties look sexy on a girl, sends out the right message to her boyfriend; but they always look sexier round the bitches' ankles. Dipping my finger into the pot of lube that I had placed under the sofa earlier; I proceeded to prepare her for the main event! She was gonna have her cherry popped, gonna lose her virginity; lube was crucial I'm not a complete bastard! Besides it would make it easier for me as well; virgin pussy can be very, very tight at first! I loved the way she flinched as my index finger pressed passed her sphincter muscle. They always do when they get their bums penetrated for the first time. "Relax honey," I murmured. "I promise that I will be gentle with you," I lied! First one finger then two fingers slipped up her tight virgin fuck- hole; I rubbed the lube up around inside her; then placed a dollop on the end of my cock. I held her ankles and pulled her legs up in the air spreading them wide. I wanted her to feel just how open and vulnerable she was; how easy it would be for me to fuck her, how much she was at my mercy! "God you look so pretty, princess. "So sexy. "So horny," I added. "I'm going to slide my cock up your tight little virgin pussy, what am I gonna do?" I asked. She repeated what I said to her word for word, what a clever little girl she was. "I'm gonna fuck you real good bitch, your pussy belongs to me now doesn't it; who does it belong to?" Again she repeated her lines. "My pussy belongs to you now Sir." She was completely defeated mentally and physically, I owned her now. I could have her however, wherever and whenever I wanted; she didn't know it yet but I had a lot of plans for her! I placed her ankles over my shoulders taking care not to poke my own eye out with her heels; and positioned my cock at the slippy entrance to her cunt. I leaned forward pushing her legs into her chest, bending her double; her virgin love tunnel opened to accept my cock. She was shaking and gently sobbing with fear and anticipation of the pain to come; just how I liked em! "P-p-please don't hurt me," she begged in vain. "Oh it's gonna hurt a bit I'm afraid sweetheart," I laughed. "It's gotta hurt a bit babe. "That's the fun part, I get off on knowing that you are enduring some pain for my pleasure," I sneered. It was true, the more she cried and begged the better, I was the MASTER here and she was my bitch! I passed her more poppers, she was gonna fucking need them! "Now say please Sir, please put your big hard cock up my tight virgin pussy and pop my little cherry, Sir!" I was really pushing the slut now, I wanted to completely humiliate her my making her beg to have her cunt fucked. Again she quickly obeyed me through gritted teeth, tears running down her pretty face. My cock penetrated her outer muscle and I pushed it in an inch or so; her muscles tightened around me, she wasn't relaxing. I have had much experience with 'girls' getting scared and not giving their pussy up easily; so I knew just what to do. I reached down to her bra and pulled out the false tits; then gripped her nipples between my thumb and forefingers. I gave them a good squeeze and she let out a little girly yelp. Good, she really was getting into to her new role in life! My tried and tested diversionary manoeuvre worked according to plan, as usual! The sharp twinge of pain from her tits made her momentarily forget what was happening at the other end of her body. This along with the poppers she had just taken made her cunt muscles loosen up. I knew the moment had come and rammed my hard cock deep inside her; she responded with a scream of shock and pain. "OH MY GOD," she wailed. "OH MY FUCKING GOD," she moaned. She had tears streaming from her eyes making her mascara run, making her look more like a rape victim than a willing slut; she would learn in time I thought to myself. I started to pound her pussy, in and out, each stroke making her wriggle and gasp. The more she moved her hips the more I fucked her; she was trying to break free from my cock but I had her well pinned down. Leaning down close over her face I kissed her, my tongue probing deep into her mouth as she continued to sob. "Mmmm oh yea that's the sweetest taste a man can get, the sweet little girly tears of a virgin as she gives her pussy up to a man for the first time," I said as I licked her salty tears from her cheek. "Oh please Sir it hurts," she continued to bleat. My only reply was, "It's fucking meant to hurt you stupid fucking bimbo!" "You're my bitch now! What are you?" "I'm your bitch now," she obediently replied. "Say my man is fucking my cute virgin pussy hard." She repeated it like a good girl should, she really knew her place now. "Now repeat after me and tell me what you are." I gave her a list of things to repeat and she did so as my orgasm drew closer. "I am a pretty little girl." "I am your good little girlfriend." "I am your nasty little slut." "I am my man's bitch." "I am my Masters slave." "I am his cheap, dirty whore." "I am his personal fuck-toy." "My pussy belongs to him, please fuck me harder Sir." I could feel my balls start to unload my wad of man cream; and I was going to do it deep inside her. Filling her cunt full of cum would let her know that she has been fucked properly like a girl. I wanted her to feel the mixture of cum and lube dribbling out of her and into her panties afterwards when she was in bed. This was so she could not deny to herself at a later date that this thing had happened to her. She had not been fucked like a gay man, had not been raped, she had submitted herself to becoming a girl sexually and had been taken as one! "Beg for my cum bitch," I ordered. She did so probably realising that the quicker I did cum then the quicker her ordeal would be over. "P-p-please Sir, please fill my pussy with your cum," she cried. "P- please empty your big hairy balls inside me Sir." That was it for me, that final abject surrender made me blow my load there and then; filling her up with my hot sticky cream. I pumped away a bit more making sure that she had got the lot inside her. Pushing the drops that had squirted out of the sides back into her stretched, sore fuck-hole with the tip of my cock. "Say thank you Sir," I demanded. "Say thank you for taking my virginity and making me into a more useful woman from now on." With a hushed voice she complied. "Good girl; now put your panties back on and straighten your skirt you little slut. "Time to go fix up your make up, pretty yourself up for bed, the night ain't over yet." I pulled her up and slapped her arse as she pulled up her knickers and adjusted her skirt as if trying to protect her modesty now the deed was done, very girly I thought. Taking her hand I led her upstairs to the bedroom. STEVE'S PERSPECTIVE. As we walked along the landing towards his bedroom I could feel his cum running out of my stretched hole. It was soaking into the gusset of my panties, making them wet and sticky between my bum cheeks. My bottom was sore; I hoped it wasn't blood as well running down. God it had hurt like hell, especially when he first thrust into me; although after a while it did ease off until his last frantic vinegar strokes. It was the humiliation of being dressed and forced to act like a girl that hurt more; and to be made to beg for his cock made me really feel like a cheap tart! I knew that I had been broken to his will; I felt so powerless and submissive. The language that he had used and my continual repeating of it had defeated any mental resistance that I felt I should have had! I needed to go to the bathroom; my bladder was bursting with having his weight on me and his penis slamming against my postrate. "Please Sir; I need to go to the toilet," I asked. He laughed out loud pointed to the separate small toilet and replied, "Sure in there." He followed me into the doorway stopping me from closing the door behind me. As I lifted up my skirt to start to urinate he slapped my arse and said, "What the fuck do you think you are doing? You're a girl now and girls always sit down on the toilet. "Turn around, lift up your skirt, wriggle your panties down to your knees and sit down like a girl." I did as he asked feeling even more humiliated by this action than by anything else he had subjected me to so far. I wasn't to be allowed any privacy what so ever; I was gonna have to act completely like a girl at all times until he let me go! As I finished, pulled up my panties and straightened my skirt he pointed towards the bedroom and said. "Come on sweetheart, time for bed, let's go." TO BE CONTINUED.