7 comments/ 139217 views/ 58 favorites Turning the Teacher By: Dave933 The youngest of three boys, I guess you would have expected me to get used to the sight of the male nude. But my parents were real prudes, and went on about nudity being dirty. They never really differentiated between male and female nudity, so I never did either. I realised that I was bi as soon as I was old enough to learn about sex at all. There weren't many bi guys at college, which is why I spent time surfing for mates online. I found plenty too. All sorts of different guys, with all sorts of ideas. I mean, I had a girlfriend or two as well - I didn't want people to know I was that way. College is tough enough, but my parents had sent me to an Evangelical school! Anyway, I was going through the archives of one of my favorite sites, Buck Hunter, when I found something a couple of years old that made me sit up with a bolt. A young face with a stiff cock in his mouth looked very familiar! Clicking on the link, I went to the index page and gasped. It was unmistakably one of my college tutors! Mr Wild, one of the youngest teachers, was there on the screen before me! The video was outstanding! Like all the Buck hunter videos, it showed one of the team cruising normal (i.e. Straight) bars for pick-ups, offering cash if necessary for poor straight guys to bend a little. Mr Wild took little persuasion to head 'back to their place' to hang out by the pool, appearing in a tight pair of bikini pants lent to him by one of his seducers. In no time, he was getting oiled up by Brad and Andy, clearly a little drunk. It wasn't long before they all 'decided' to go nude, revealing a trio of half-hard and very handsome cocks. From the sideways glances Mr Wild (or 'Charlie') was giving the other men, it was obvious he was attracted to them, and Brad started the bidding low. Just fifty dollars later, Charlie had Brad's hard cock in his mouth. He was a bit inexperienced, and choked on Brad's load, covering his face, but Brad wasn't complaining. Andy went next, whilst Brad started teasing Charlie's cock. After Mr Wild swallowed Andy's jizz, they lay him down, stroking his body all over, but hardly touching his cock, which stood up a proud six or seven inches. Brad eventually started teasing the base of Mr Wild's prick as Andy went for the kill, getting Mr Wild to beg for oral sex. Andy got Mr Wild to agree to be fucked, even to beg for it, before producing a contract. Supposedly it was an agreement to sex, so he couldn't accuse them of anything later, but I'm sure there was a rider about film release in there. Once the contract was signed, Mr Wild's cock disappeared into Brad's talented mouth. The next few minutes of the film showed Mr Wild writhing as his cock was expertly sucked by Brad. Andy disappeared briefly, returning with a massive hard-on, gleaming with lube. As Andy stroked his thick shaft, Mr Wild cried out, bucking at the hips as his come poured into Brad's warm throat. The two of them moved as one for several seconds, until Brad sat back and wiped his mouth. Mr Wild lay gasping for breath, legs wide apart, and his almost-hard cock visibly pulsing on his belly. Brad moved aside, and lifted Mr Wild's lower body, whilst Andy shoved a cushioned wedge under him. This left Mr Wild with his body bent up at the waist, his arse exposed completely. Andy knelt between his legs, whilst Brad lifted his legs up. The camera moved round to show Andy's thick shaft pushing into Mr Wild's virgin arse as he cried aloud. This was one of the sexiest videos ever! Admittedly, knowing it was my teacher made it sexier, but watching Andy expertly fuck the arse of a slim but handsome man was incredibly erotic. Mr Wild must have been tight, as Andy was clearly getting excited after just a few minutes. He pulled out, and flipped Mr Wild over onto all fours before thrusting back in again, buggering him vigorously. As Mr Wild howled, his erect cock spurting onto the floor beneath him, my own cock began to jerk and I came into my fist as I wanked in front of the computer. I cleaned myself up as the video kept playing; Mr Wild taking Brad's cock in his ass, then spit-roasted between the two men. Mr Wild showering, and sucking off Andy in the shower. Then they made him wank in front of them, catching his come in his hand and making him drink it. They kept the drink flowing, so he was clearly pretty lubed as they reached a finale, dressing him up in a tiny cheerleader's outfit and a wig. He blew them both once more before they waved him off, clearly forgetting the way he was dressed, tottering down the street in a tiny skirt, panties and a boob tube. I saved the video to my hard drive, and set the computer to burn a copy. Then I set it to play again, and took my cock in my hand... I knew that the Buck Hunter films were genuine now, having wondered whether they were actually actors. But this one was kind of special. It showed me that Mr Wild (nicknamed 'Mr Mild' at school) was not just bisexual, but something of a submissive. The more I watched it, the more I could see him getting into it. He was clearly resistant at first, but the offer of cash (and not very much cash) had been enough to overcome his inhibitions, and presumably stop worrying about his motivations. By the time he was turned on, he had really been begging to be fucked, and had clearly enjoyed being humiliated and used. He also looked pretty good as a girl. My own thoughts were following the plot of the film. With the threat of exposure, my newly-qualified teacher would have little choice but to do what I wanted. And I wanted him... I waited until I had thought out what I wanted. I borrowed a digital camera and camcorder from a friend in the photography club. I also did some shopping on line. Mr Wild was going to be mine completely. It was coming up to a four-day weekend, and most everyone was making plans. But I'm sure no-one else's were like mine. When the girls in class asked, Mr Wild said he was planning just to relax at home. I told my own parents I'd be hanging out at the lake camping with friends. I wasn't due to see Mr Wild on Thursday, so I made my move on Wednesday after class. I made an excuse to stay back, and then slipped a DVD into the computer. I closed the blinds, taking the time to lock the door as I did. Then I put it on. Poor Mr Wild. I actually felt a little sorry for him at first. He went pale at the Buck Hunter logo, and his jaw hit the floor when he saw himself. We didn't watch the whole thing - this DVD was all about the edited highlights, and only lasted five minutes. At the end, he was trembling and ashen-faced. He begged me not to show anyone. "I wasn't planning to," I said. "I think it's a great video. But I figure a lot of the guys around here wouldn't find it as hot as I do. Some might even think it was a bit weird. I can't imagine what the principal might think - you know what he says about homos. Asshole." "No, that's right. Just between us." Said Mr Wild gratefully. "Thank you Matt" "Oh that's okay," I said. "You can thank me later. I really wanted to share this with you - the way you were so wild and sexy back then. Maybe see if you could ever be that way again some time." "I, uh... I don't know Matt. I don't even remember that much of what happened, I was so drunk" he said warily. "Really. Well, we should watch the whole thing", I said brightly, holding up a second DVD. "I'll come round to your place after school tomorrow. It'll be great!" "Matt - I could get fired for that" he said in a low tone. "It's like, corrupting a minor. You're only just eighteen." "You let me worry about that, Mr Wild. In fact, just relax about it and let me make the decisions. I'll be there at six." I tossed him the DVD, and walked off. He called after me plaintively, but I ignored him. He had to learn there was no room for debate. He was mine. Mr Wild called in sick the next day. I can't say I was all that surprised. I'd be worried sick in his place. Luckily I had already done my research, and knew where he lived. I had a great day, laughing to myself when I palmed people off with some lie about the weekend. Everyone thought I'd be visiting relatives, and in fact I'd be having the wildest weekend of all, fucking one of the cutest men I'd met in years. I could hardly wait, and ended up knocking on his door at just after four. When Mr Wild opened the door, he wasn't looking his best. He had long dirty-blonde hair, usually pulled back in a shoulder-length ponytail but now astrew in a big jumble. His trimmed goatee had a piece of fluff in it, and his shirt was untucked. "Matt! How did you..?" he started. "I just didn't want to wait, Mr Wild. I mean, I've been looking forward to tonight for weeks!" "Matt, you can't expect me to... To DO anything like this again, can you?" "Oh yes!" I said abruptly and definitely. "Pretty much everything like that actually." His eyes widened. "I can't, Matt." he whined. I stepped inside and pulled the door closed. "You can. And you will." He shook visibly, his mouth opening but no sound coming out. God, this was easy. He was a born submissive. I put my hands on his shoulders, gently pressing down. He sank to his knees in front of me, barely into his house. "You know what to do," I said firmly. One last time, he tried shaking his head. "Please, Matt?" he begged. "Take it out, and kiss it." I ordered him. His head hung, but after a moment, his hands were unzipping my fly, and I felt air on my already half-hard cock as he pulled it out. Uncut, I had five inches soft, and as he began to kiss my shaft it expanded, rapidly reaching its full eight and a half inches. I didn't need to give him any more instructions, and he stretched his lips around my thick shaft - almost seven inches around - and began to suck. His technique was simple, but he made up for this in enthusiasm as his head bobbed back and forth on my heavy cock. I was close in minutes, and was sure he could tell. "I'm going to come in a minute," I said in a slightly strained voice. "And I want you to swallow it all." He didn't respond in any way, so I pressed him. "Look at me! Now, blink slowly if you understand me." He obeyed, slowly closing his deep blue eyes. "Now, you're going to swallow my load, understood?" Blink. "Oh yeah! Yeah that's it." I got more excited seeing him so subservient, and my orgasm came on fast. "Aaaaaah!" I cried, orgasming excitedly into his mouth. His cheeks bulged as I pumped his mouth full of my spunk, and he took a gulp, swallowing deeply. I watched as my orgasm faded, more come pumping into his waiting mouth. He didn't miss a drop. After recovering, I took him upstairs to the bathroom where I told him to shower, shave his legs, and then shave off his goatee. I talked over his protests, ignoring them as I gave him a couple of razors, and shaving gel. "You've got twenty minutes," I said. Then I went to unload the bags from my car. Twenty minutes later, he was clean-shaven and showered, dressed in a light shirt and chinos. "Right, we're off out." I announced. "Bring your wallet". "Where are we going?" he asked as he locked the house. I held my hand out for the keys. "I made an appointment at the Springs day Spa for you." I told him. "Come on, I'm driving." I took him down to the day spa, briefly explaining that I had booked a course of treatments for him. He would get a slight haircut and salon conditioning, a 'back, sack and crack' waxing, a facial, an enema, and a whole-body seaweed wrap. I'd pick him up in two hours. I'd missed out a few details. The waxing included a full Brazilian, the facial included plucking his eyebrows, and I'd spoken with the hair stylist about going brunette, and a more feminine style. He was going to come out of this evening at the spa looking very different! Whilst he was in the spa, I drove back to his place, where I showered and shaved, then nosed around the place. If he had any porn, I couldn't find it, although he had a lot of books by someone called 'DH Lawrence' on his shelves. I stripped his bed, and replaced the bed sheet with a silk one I had bought cheap online. Then I put out a couple of candles, placed one of his mirrors at the head of the bed, and laid out a change of clothes for him. After that, I put dinner in the oven, and went back to get Mr Wild. When I picked him up, I hardly recognised him. His hair was chestnut brown, and floated around his head in a carefully layered cut. He already looked incredibly feminine, but there was much more to come. He was almost silent on the drive home, and I could tell he was feeling both confused, and kind of excited. Back at the house, I poured him a glass of wine, and toasted his new look. "Please Matt; I know what you're doing. But it's not right. You can't make me do this." he pleaded pitifully s he put his cup down. "Of course I can," I replied. "I'm just trying to make it more fun for both of us." "Now," I said after a swig of wine. "Dinner is in ten minutes, so you'd better get changed. I want you to make an effort, and I've put things out on the bed for you." I had indeed. Mostly stuff that Kasey, my on-off girlfriend had left at my place, with some purchases off the internet. Mr Wild dragged himself upstairs, and that was the last I saw of him, as someone entirely new came downstairs. I heard the heels coming downstairs, and turned to watch as my dinner date came into view. High heels capped long legs, shimmering faintly in transparent hose which I knew to be stockings. After the long legs, exposing just the hint of a stocking-top, came the shortest of crushed velvet skirts, deep blue and clinging tightly to the firm thighs beneath. Above the belt, the dress seemed modest enough, with a high neck above the gentle swell of breasts, but again I knew differently. Then came a face of soft curves, scarlet lipstick, mascara and eye shadow, framed in those gorgeous brunette locks. A beautiful feminine face, smiling nervously. I grinned as the vision walked carefully towards me. "You look gorgeous," I said with pride. "Just gorgeous. Show me the back..." My date obeyed, revealing the dress's hidden secret. It was completely backless! I had bought a special padded bra which went around the shoulders, to give the illusion of breasts. Aside from the strap around the neck, concealed anyway by the shoulder-length hair, the whole of the flawless skin of my teacher's back was exposed, right down to just skimming the top of the pert buttocks covered in crushed velvet. I wolf-whistled appreciatively, and he hung his head as he turned back to me. I stepped forward, lifting his smooth chin in a rough hand. "You look fabulous," I said again, firmly. "I shall call you Charlotte." A blush arose on Charlotte's face, and I bent to kiss her/him on the lips. After a minute, she began to kiss back, and after another minute, her hands were on my back. I stroked my hands through her long brown hair, and down the sweep of her naked back. I drew back, noticing how she moved towards me, and then led her to the table, where I pulled out her chair for her. I brought out the first course, a simple classic of oven-roasted asparagus drizzled in olive oil. Its perfect erotic finger food, and I enjoyed watching her greedy lipstick-coated mouth suck in whole shafts from my hands. The next course was a fancy ready-meal of baked salmon and vegetables, nice and light with the white wine I kept topping her up with. Barefoot, I played with her stocking-clad legs as we ate. Then dessert was a single bowl of chocolate ice cream with a single spoon. At first, I fed us both alternate spoons, and we flirted away, and then I pulled her onto my lap where I could feed her ice cream, and whisper rude words into her ear. By the time we had finished the bowl, I knew she was ready. She had drunk several glasses, and if she was really a woman, I was sure she'd be creaming by now. I stood and kissed her, then led her gently to the stairs. She was no good on high heels, and not wanting the mood spoiled, I swept her up, easily lifting her and carrying her upstairs. I only put her down at the end of the bed, trying not to show the strain (I had to admit it was harder than I thought to carry him upstairs!) and stood close. "Take off the dress" I said quietly, standing only inches away, but not touching her. She blushed, but obediently reached for the clasp behind her neck. After fumbling a moment, she was able to pull forward, peeling the dress down her front like a banana. The backless bra was virginal white, as were the French knickers and stockings she revealed as the dress dropped to the floor, and she straightened. Still close but not touching, I told her to take off the panties. She did, pulling them down to reveal a hardening but hairless cock, arising from her/his naked groin. "Crawl onto the bed, facing the top" I said, still fully dressed, and totally in control. I watched as my fantastic androgynous plaything crawled away from me, buttocks flexing. Charlotte still wore 'her' high heels. "Brace your hands on the end, and move your legs apart" I ordered. "Keep your eyes on me in the mirror." I added, wanting as much to see my teacher's mixture of tortured embarrassment and honest lust as for him to witness my own arousal. I drank in the sight of his hairless ass and balls, hard cock bobbing between his legs, all framed by white stockings, as he watched me in the mirror in turn. At last, I began stripping off my own clothes, quickly getting naked. I'm in pretty good shape, as you might guess, and blessed with a cock that whilst not quite porno-freaky, is a respectable size. It was bigger than ever tonight, and I could see a little fear in 'Charlotte's' eyes as I lubed it from an oil bottle I had secreted by the bed. Then I climbed aboard, moving up to my reluctantly eager lover. I plunged an oily finger straight into her tight arse, provoking a gasp, but only for a moment as 'she' pressed back. I knew it wasn't her first time, but it had been a long time! I pulled out and took hold of my cock, guiding the thick shaft to Charlotte's eager bottom. The thick oiled-up head pressed against her anus. Charlotte pressed back, bracing her arms against the headboard, and moaned as my stiff cock began to spread the tight knot of her arse. I could feel the muscle slowly giving way, and I pressed on firmly. In a few more seconds, the head of my cock slid between her butt-cheeks with a sudden jolt, bringing a deep loud cry from my older lover. I paused a second to let him/her recover before beginning to press the wide shaft of my cock deeper inside 'her'. Slowly, I began to fuck her tight anus, my cock gripped by a tight ring of muscle. God! She was glorious! Mr Wild, my teacher, transformed into a brunette stocking-clad cocksucking slut, pressing his hot hairless ass back onto my thick cock! I could hardly believe it myself, and turned for a minute to check I had flicked on the camera when I came in. Yep, the red light glowed steadily, recording forever me plundering my teachers' ass for the first time. I began to build up a rhythm, sliding in and out the length of my shaft. With each stroke, Charlotte gasped and groaned, hungry for more. With Charlotte pushing back hard, I didn't need to pull so hard on her hips, and ran a free hand around her waist, reaching between her wide-spread thighs. Her hard cock bobbed about, and I grabbed it with another groan from my lover. I gripped tightly, allowing our thrusting thighs to do the job of masturbating the hard shaft as we moved back and forth. Charlotte was panting with pleasure now, and I started talking dirty to her. "Oh yeah, bitch. You're loving this aren't you? Loving me fucking your tight hole as I stroke your little cock. Look at you thrusting back at me. Your body is begging to be fucked, isn't it?" Turning the Teacher Ch. 02 I woke up early, sunlight pushing through the feeble barrier provided by pale yellow curtains. I was lying on a double bed in a strange room, and for a moment I wondered where I was. Then it came back to me. I was at my teacher's house, Mr. Wild. I had found a sordid and sexy video he had starred in before he became a teacher, and used it to blackmail him into becoming my very own sexy cock-slave. I looked over, and he was lying next to me, his face still wearing make-up which was a little dry. His newly-dyed brunette hair surrounded his head on the pillow. I looked down. His chest was hairless, right down past the navel, where the sheet covered him. Lower, a stocking-clad leg protruded from under the covers. I grinned, and gently slipped out from the far side of the bed. I padded through to the bathroom for a slash, and then jumped into the shower for a wash. Ten minutes later, I was dry, and came back to the bedroom. My teacher was still lying asleep in bed. Even with the overnight makeup, he looked very sexy. I can't deny that a big butch man is damned sexy, but my personal preference is a more androgynous look. Maybe that's because I'm really bi, and I love women's bodies too. Last night, I spent about half the time thinking of him as Mr. Wild, and the other half seeing him as a 'her', the sexy Charlotte. He was definitely a he at the moment though. There was a definite bulge at his midriff, poking through the thin sheet. I smiled, and went to pick up the video camera set up in the corner of the room. I took out the memory disc, replacing it, and set up the tripod so the camera was looking closely at Mr. Wild. Once it was set up, I went to pick up the still camera, and turned it on, taking a couple of shots. Gently, I reached out and lifted the cover, pulling it back over his body. In a few moments, I had revealed his hard cock, a slim white snake coiled up in his naked crotch. Not a whisper of hair was left on his cock and balls, carefully stripped at the spa yesterday. Below the sexy sight of his nude crotch, he still wore the creamy-white stockings from yesterday. Nice. I took a few more shots, both at a distance, and right up close. Man, these were good. But I had even sexier pictures in mind. I reached out, gently taking his semi-hard cock between my fingers, and stroking it back and forth. It quickly grew to a proud but slim six inches, uncut, the glans pressing out through his foreskin like a flower bud. I stepped back and took a few more pictures of him lying there, the zoomed in close on his stiff cock. I didn't just play with my camera for long. Putting it down, I reached out for the stiff shaft and bent forward, sliding my mouth over the swollen head. With my hand, I kept stroking the stiff shaft as I swished my tongue around the head of my teacher's cock, savouring the salty taste of his cum. Softly, he moaned, and his legs parted as he rolled onto his back. I kept the hard shaft in my mouth, teasing the tip with my tongue as I stroked the end with my hand. Resting on my belly, I brought my other hand around, and began to caress his balls. Obviously now awake, Mr. Wild moaned again, and I felt his hands gently rest on the back of my head. Bobbing back and forth, I momentarily released his cock to wet my forefinger in my mouth before diving back onto the salty treat. A moment later, my wet finger was pressing against his anus. Mr. Wild's stocking-clad legs parted as wide as they would go, allowing my finger to press deep into his bottom without resistance. I pumped it back and forth as best I could, a little awkwardly due to my position on the bed. Nevertheless, it was obviously pleasant for Mr. Wild, who began groaning with pleasure. After a couple of minutes, I could feel his anus contracting around my finger, and his cock swell as his orgasm approached. His back arched as his orgasm surged through him, and his cock filled my mouth with jet after jet of warm cum. I kept my mouth full, letting his cock slide out, and slid along his body, over the heaving chest, and pressed my lips against his. As he kissed me back, our lips parted, and I let the mouthful of sperm slide from my mouth into his. His eyes bulged, but he took the mouthful obediently, swallowing his sperm without a murmur. I knelt back between his legs, and licked my palm with the last of his slimy sperm, reaching down to transfer it to the hard thick shaft erupting from my crotch. Mr. Wild stared at me with deep blue eyes, breathing hard. He looked nervous, horny and confused all at once - I loved it! So sexy! I reached down, pulling his legs up in front of me, pushing them back towards his chest until his ass began to lift off the bed. With his feet now up on my shoulders, I reached down to my cock, placing it at the entrance to his tight butt. He whimpered, eyes fearful but longing, but didn't move away as I pressed my stiff come-soaked shaft deep into his dark passage. We groaned together, both enjoying the tightness of his anus around my thick shaft. Mr. Wild lay back and closed his eyes in wanton surrender as I thrust again and again deep into his ass. Pressing against his thighs, I looked down at him, then over at the camera recording his hard fucking. "Open your eyes," I ordered him. He obeyed me, looking up with eyes bursting with passion, clearly almost delirious with pleasure. I told him to look over to the window, and he finally saw the camera filming his debauchery. His face fell a little, but he didn't protest. After staring at the camera for several seconds, he just closed his eyes and lay back again, getting lost in the pleasure I was giving him. I decided to let him enjoy himself a little longer, but after a minute, I pressed him. "God you're tight!" I said. "I'm loving this. Loving fucking your tight ass. Are you loving it? Tell me if you're loving it..." His lips parted a moment, as if to speak, but he stopped. I wasn't going to let him away with that! "Do you want me to stop?" I asked, slowing down my rapid jerks into long slow thrusts in and out of his rectum. "Do you want me to stop fucking you?" "N...no!" he cried eventually, eyes screwed shut. "What was that? I didn't hear you." "NO! Please don't stop!" he cried. "You want me to keep fucking you?" "Yes! Please keep fucking me," he gasped, hands clutching at the bed sheets in desperation as he got closer to another climax. I wasn't even touching his cock, now hard again between his thighs and belly. "Are you my little girl?" "Yes! I'm your... Your little girl... I'm....aaaaaaah!" he cried out as he came again. I stopped thrusting, but the feeling of his ass contracting around my cock was too much, and I erupted myself, spurting my hot cum deep inside him. We jerked and bucked together with pleasure, and then held an odd tableau for several seconds, me pressing hard into his ass as I looked down at his helpless features. Eventually, I pulled out and sat on the edge of the bed, a little out of breath. He was silent. "I'm going for a shower again," I said. "Get us some breakfast in bed, and then you can have your own shower. And don't forget to shave!" ... Mr. Wild fixed us a breakfast of coffee, juice and toast with marmalade, eating quietly. He didn't seem ready to make conversation yet, although I would have been happy to. After eating, he went to shower, and I went about choosing him an outfit to wear. I had brought a bag full of women's clothes that various girlfriends of mine, and my brothers, had left over, as well as stuff I had picked up from charity shops. I had had to guess the right size, and had only managed a couple of pairs of shoes. I put an outfit out on the bed for Mr. Wild to wear, and turn from Charles Wild, school teacher, into Charlotte Wild, sex kitten and general cock slut. I left a set of (unfortunately mismatched) bra and knickers, along with fake boobs and stockings. To wear on top, there was a short red skirt and a white blouse, and a small red scarf, like some air stewardesses wear. I sat back and enjoyed my coffee until Mr. Wild returned from the bathroom freshly showered and shaved. "I've picked out an outfit for you," I said. "Why not put the underwear on, and then fix your hair?" "Matt, please..." started Mr. Wild. "Can't you stop? Why make me do this?" I stood up, walking over to him. "Because I want to. Because it brings me pleasure. Because you don't have a choice." Actually of course, he did have a choice. He just didn't like it. But the last reason was the real one - the reason I didn't say. Because he was loving it! He still tried to beg off a little. But I wasn't having any of it. "Get your ass into that underwear! This weekend, you're MY little girl, and you're gonna dress the part!" I pointed at the bed. Head down, he walked silently to the bed, and started slipping on the stockings. I watched as the knickers and bra followed, and then told him to sit in front of the mirror and put on makeup. As he did, slowly picking through mascara and eyeliner, I stood behind him, and pulled his hair into a tight plait, fixing it with a red ribbon. I tossed him the breast padding, and he slipped them into the bra. Once again, 'he' had become a convincing 'she'. "You look great! Welcome back, Charlotte! Now stay there and look at me in the mirror." As she did what I said, I raised the camera. After a couple of shots, she burst out "Please Matt, don't take more pictures." "Why not? You look sexy." "I'm scared that you'll... That they'll get out." "They won't. Come over here." She stood and walked over, somehow more graceful than she had been as a man. "I promise no-one will see them without your permission," I said seriously. "I'll keep your secret." She nodded, eyelids batting. "Now, kneel down." She blushed, but knelt obediently at my feet. I raised the camera, taking a shot of her upturned face down the length of my body. "Undo my towel," I ordered. I kept snapping, as she reached out, undoing the towel knotted around my waist. "Take my cock and suck it." I ordered. She did what I said, and I photographed the whole thing as she fed my half-hard cock into her mouth. I called her name, and she looked up at me. Her upturned face, mouth full of my cock, made such a sexy picture! I smiled at her. "This is what you should always be doing. You look so good with my cock in your mouth. For the rest of the weekend, any time you aren't doing something else, whenever the opportunity arises, you should take my cock into your mouth. Understood?" She nodded, eyes fixed on mine. "That's good. Now, you can put the rest of your clothes on." I said benevolently. Charlotte stood, and obediently went to the bed, slipping on the short skirt and blouse. The tiny scarf matched the bow in her hair, and gave her a really jaunty, sexy look. I took a couple more snaps before eventually getting dressed myself. ... Twenty minutes later, we were well on our way out of town, headed to the city thirty miles away. I had plans for something of a shopping spree, on Charlotte's dime. ... I knew Charlotte wasn't rich of course, so we couldn't go too upmarket. And I wanted to try and sort out several outfits, rather than just one expensive one. But I knew a street where there were a string of charity shops, the last one specialising in costumes. After parking, we walked to the shops, Charlotte attracting a few appreciative glances. The first shop wasn't too good, mostly having just casual clothes in fairly poor condition. But the second shop was much better, and we managed to find a couple of dresses in Charlotte's size, as well as skirts and tops. Then we went to the one specializing in formalwear and costumes. It was like Aladdin's cave! Row upon row of cocktail dresses, shoes, gowns and silks! The rest of the morning was enormous fun, and Charlotte finally got into it as I complimented her over and over on her sexy appearance. We finally got her a total of four full outfits, plus a bikini and grass skirt. The first was a biker-chick outfit, with short leather hotpants, and a half-size leather jacket which just clipped over her false boobs, and left her flat belly exposed. Then we put together a sexy tennis outfit, with a tight white sleeveless T-shirt and short pleated white skirt. We even found some soft white sneakers to go with them. The third thing we picked up was a really sexy little number which was obviously intended as a 'serving maid' outfit. It was made of yellow and white gingham, with a wide open neck that made it look as if the puffed-up shoulders had been pulled down, leaving the top of the chest and the upper arms bare. The rest of the front and back would be covered to the waist, but then the skirt flared out above a wide spray of crinkled petticoats, making it just less than horizontal. The petticoats would conceal, if hardly covering, the very top of Charlotte's long legs. The rest of her legs were exposed, which looked fabulous in the stockings she was wearing. The last outfit was simple -- just two things, a hat and coat! The hat was a wide-brimmed black mesh with feathers in it, looking elegant on her head. The coat was a three-quarter length (fake) fur coat which looked a million dollars! I got her to try it on after undressing, so she was wearing just underwear beneath it, and I got hard thinking about her walking around in public looking respectable, but decadently indecent underneath! Once Charlotte was back in her 'air stewardess' outfit, we took the bags back to the car and drove to a café for lunch. I talked softly to hear, teasing her a little about seeing her in the sexy outfits, and she giggled girlishly. After lunch, we had another part of town to go to, which the locals called 'little soho'. It was where the strip clubs and sex shops were, and it was a sex shop we headed to. I had never been to one, but I'd got a catalogue from one on-line, and had a few ideas about what to buy. There were a couple of guys in the shop, and they both ogled Charlotte every chance they got. "That guy's looking at your legs," I said to her, as we were looking at a display of toys. Charlotte turned briefly, and then looked back, blushing. "Give him a show -- bend over and pick up that box of body paint," I said quietly. Charlotte's face froze, then she did what I ordered, bending over at the waist to pick up the item, and even staying down for several seconds, pretending to rifle through the display. I glanced at the guy, who was staring at Charlotte's legs, her stockings, and the bottom of her exposed ass-cheeks. He saw me looking, and blanched, but I winked and gave him a thumbs-up. A few minutes later, I had gathered a small basket of goods which I was keen for Charlotte to use or experience, and had gotten into a conversation with my new friend. He was just in town for the a few days, and was planning to go to a lap-dancing club when they opened that evening. For now, he was just killing time. I pushed him a little. "So lap-dancing, huh? I guess you like looking at naked women. Did you enjoy looking at my girlfriend's ass?" He looked a bit freaked out, but answered me "Yeah... yeah" "Well she hated showing it to you, Mike. She's a shy girl is my Charlotte. Hey, Charlotte, get over here!" I called. Charlotte came over obediently, holding a box of edible underwear. "Mike here was checking out your ass earlier," I said breezily. "Why not tell him how much you enjoyed it?" Charlotte shook her head, biting her lip charmingly. "No...no I didn't" she said in the soft tones she had adopted for the day. "You didn't? Didn't like showing him your ass?" She shook her head, looking at the ground. "That's a shame -- Mike loved it, didn't you Mike?" "Yeah -- she's real hot!" Mike grinned, clearly amused at the blushing girl. "Bend over and show Mike again," I said. "Please...no..." said Charlotte a little desperately. I didn't reply, simply twirling my hand to gesture at her to turn around. Reluctantly, she did what I said, and then slowly bent at the waist. Her skirt rose up, revealing her stocking-tops. I put one hand on her lower back, turning to face Mike proudly, grinning at him. Mike had a big shit-eating grin on his face, and was fixed on her ass. I knew what he wanted, and pulled the back of her skirt up a little to expose the curves of her buttocks, and the tight thong between them. The two of them stood in tableau for several seconds, until I dropped the skirt and lifted my hand, letting Charlotte rise. Bright red, she straightened her clothes as I trotted over to the girl behind the counter. Two minutes later, I was leading the two of them into a back room, both knowing what would happen next. The back room was a storage space, half-filled with boxes, and I sat on one as Mike closed the door behind him, his erection obvious as he turned towards us. Charlotte stood mutely in the middle of the room until I told her to kneel. I made a 'carry on' motion to Mike, sitting back and taking out my mobile phone. I switched the phone to video-camera mode, and made a short film of what happened next. Mike took out his cock, a good seven-inches, and stood in front of Charlotte. Without being told to, she knelt forward and took the thick shaft into her mouth, reaching out with her hands to grasp the base. Mike's hands came down to Charlotte's head as she bobbed back and forth. Mike was clearly very turned on, as he didn't last long. In just a few minutes, he grunted and groaned, shooting his load into Charlotte's willing mouth. Charlotte swallowed, milking his cock of every drop, and letting it slide out almost with regret. She held his shrinking cock tenderly and licked it clean before tucking it away into his pants. Mike excused himself and disappeared pretty quickly, and I helped Charlotte to her feet. She looked at me accusingly, and I smiled at her. It was pretty obvious she had been willing -- I hadn't had to say a word, and Mike hadn't needed to do much persuading! Back in the main shop, I stood Charlotte in front of the vibrator display, and told her to choose one. Unsurprisingly, she picked a tiny model, barely four inches long, and I said "think again!" She was still looking at the smaller models though. "Listen, choose a good one, or I'll choose one. From the back shelf!" I didn't let her know I was kidding. Those things on the back shelf were actually a bit frightening! And they'd certainly over-stretch Charlotte's nice tight arse. Luckily, Charlotte got the message, and started picking out some a bit more my size. "Would you like a hand?" came an enquiring voice from behind me. The shop girl stood behind us, a pleasant smile on her face. "Are you looking for a dildo or a vibrator" she asked casually. She leaned in closer to me, and whispered into me ear so Charlotte couldn't hear "or would you prefer a butt plug?" I was taken aback at first, but realized that this girl must see all sorts of people in this shop, and had been more than willing to let us use the back room. She had obviously clocked Charlotte as a man. "Err -- is there one you'd recommend?" I asked politely, trying not to leer at her. She was a pretty girl; not beautiful, but pretty and well made up. She smiled, one eyebrow rising. "Oh they've all got their pluses. I rather like this one as a vibrator -- small enough for my handbag, but surprisingly powerful." She said, licking her lips as she trailed one finger over a short brass-plated phallus. "But there are times for a vibrator, and times for a plain old-fashioned rubber cock. This is my favorite." She picked up a ten-inch black rubber dong, which was as thick as my wrist, and smiled. Charlotte looked distinctively nervous. Turning the Teacher Ch. 02 "There's another possibility you might not have considered though," she said. "What about making your own?" "What, making a cock?" "Well yes, making a cast of your cock, and then using the cast to make a dildo." She said by way of explanation. This sounded interesting, and I said so. I was kind of excited by the thought that Charlotte would be fucking herself in the ass with my cock! The shop-girl, Kay, explained how it worked. There was a kit consisting of a quick-setting plaster, a mould, and enough quick-setting gel to make one to four dildos -- 'depending on the size of your equipment' she said with an obvious wink. "I don't know -- it sounds kind of complicated. Could you help us?" I asked, my voice laced with suggestion. "Well I'd hate to lose a sale!" she giggled. "Let me lock up the shop and we'll see what we can do." Kay locked up the shop, then grabbed Charlotte by the hand and pulled her along. She led us into a different back room, this one walled with videos. Kay pulled the door closed behind us, then helped me open the mould, informing me to fill it from the foam can that came with the kit. "Now get your trousers off," she giggled. Kay grabbed Charlotte by the hand, and pulled her over to a simple chair against the wall. Kay sat down, and pulled Charlotte onto her lap, where they started kissing gently, but with increasing passion. My cock began to stiffen as I took my trousers off, watching the two girls kiss. Kay pulled Charlotte's hands up to her breasts, where my 'girly' schoolteacher started squeezing and stroking them. Within a couple of minutes, Kay's shirt was open, and her bra exposed. She pushed Charlotte's head down to her bosom and looked at me, flushed and breathing a little hard. "Rub your cock with the oil -- make it good and hard," she told me. There was no need for that advice -- I had been stroking for some time, but the oil sounded like a good idea! After I had done this, Kay called out again, telling me how to close the mould around my cock, to create a cast. "You can't rub anymore," she panted, groaning as Charlotte nibbled on her breasts, "just keep still and watch." With that, she pushed Charlotte to the ground, and reached under her bottom before pulling down a pair of black panties. Leaving them in a puddle on the floor, Kay sat back and spread her legs wide. Her short skirt slid up, revealing her pussy, which was neatly trimmed, but still with a good bush. I have to say, I do like a bit of hair on my girls, and Kay looked fabulous, her long legs gleaming with sweat as they converged on her hot cunt, and her breasts heaving, nipples fat and erect from being played with. Charlotte didn't need telling what to do, and crawled eagerly between Kay's legs, nuzzling into her hairy cleft. Kay groaned, rolling her head back. I watched for the next ten minutes as Charlotte licked Kay out, coming close enough to play with Kay's boobs myself as I looked down on Charlotte hungrily eating the shop-girl's wet cunt. Kay came several times, eventually calming down a little, and pushing Charlotte back so that she could close her legs. "That was fabulous," she said, bending down to peck Charlotte on her gleaming lips. "But I really have to get back to work before my boss notices the shop is closed. Sometimes he checks the cameras from home." I blinked in surprise. "We aren't on camera here, are we?" "No -- but you were in the stockroom. It looked like fun, which is why I brought you back here -- no cameras. I don't need to be on video!" Pulling her top back down, Kay looked almost decent again, aside from the nipples pressing through the thin fabric. She came over, and helped me open the mould. There was a solid block of foamy glue attached to my cock, and even with the oil it was kind of uncomfortable pulling it off, and my cock had shrunk by the time it was free. As Kay directed Charlotte to the staff toilet to clean herself up, I picked up the small butt plug, and pressed it into her hand. "Put this in your sexy arse. Make tonight a bit more comfortable." Charlotte blushed once again as she took the rubber plug, and skipped away. As I paid Kay for our investments, she told me about another shop a couple of roads over, specializing in cross dressers. It sounded ideal for Charlotte, and Kay offered to make us dildos from my mould whilst we visited the other place. Anyway, we went round to the cross-dressing shop, which was surprisingly normal. Not like a sex shop at all. There weren't any actual sex toys or aids there, but there was a wide variety of plus-size women's shoes and underwear, makeup, wigs, that sort of thing. Charlotte didn't need a wig, but we bought her two pairs of heels, and some sandals, before choosing a pair of stick-on fake breasts. We chose one of the smallest pairs they had, but these would still be a C-cup. We also got some glue to stick them on, and a small bottle of perfume. When we went back to the first shop, Kay supplied us with the dildo mould and two life-size rubber replicas of my cock, with every vein picked out in detail. The base was a coarse knob of rubber, making the whole thing an inch or so longer. I had to be impressed actually, as the dildo matched up pretty well to all but the back shelf of their professional stock! "I'm looking forward to trying mine out," she said, patting the pink rubber copy on the desk beside her. "If it's a good fit, I may even try the real thing." I grinned at her. This girl was fun! We exchanged phone numbers, and I found out that she wasn't working the next day. I began to think of a few things she might like to do with the two of us tomorrow... * In the next chapter, Matt tries out Mr Wild in his sexy tennis girl outfit. Hope you like the writing -- I've enjoyed getting all the feedback -- thanks so much! For those of you who've suggested more dramatic physical changes for Charlotte -- I don't see Matt going there! He's enjoying Charlotte the way she is! But check out 'Transformed' on the Transsexuals & Crossdressers page... Turning the Teacher Ch. 03 Finally, we had everything I had been looking for, and 'Charlotte' and I loaded back into the car, and I drove us back to the home she owned as Charles Wild. It was mid-afternoon. "Okay Charlotte, I think you should wear one of your sexy new outfits this afternoon, but I'll let you pick. Tennis girl or Hawaiian beach babe?" "Um - I think tennis girl," she said softly. 'Her' voice was getting more feminine all the time. "Okay, so you go and get changed. Don't forget to put your new boobs on, and to keep your butt plug in." I ordered her. Charlotte nodded, and went upstairs with the bags full of stuff. I turned on the TV, tuning it to the Saturday afternoon Match of the Day, and wandered through to the kitchen to raid the fridge as the familiar music filled the air. I grabbed a beer and picked up the camera from where it lay on the kitchen top went back to the couch in front of the screen, kicking off my shoes. A few minutes later, Charlotte appeared. She was dressed in her new 'tennis girl' outfit, with a thin tight white top clearly showing the now well-filled bra underneath. Below she wore a pleated white skirt barely a foot long, and her long legs were nude down to the flimsy sandals she wore with white ankle socks. Her hair was in a simple ponytail, held back with a white ribbon, and she had white sweatbands at each wrist. She looked delicious, and I told her so as I took her picture. "Come on in sweetie," I told her. "Curl up next to me on the couch" Charlotte came obediently, sitting on the couch next to me. Her skirt came up on her thighs as she sat, exposing her legs high on the thighs. I put my arm around her shoulders, enjoying the feel of 'her' feminine frame as I drank my beer and watched the football. After a few minutes, my beer was empty, and I told her to get me another one, and to get herself a glass of white wine. When she returned with our drinks, and sat sipping her wine, I decided to remind her of some of my earlier orders. "Hey, why are you just sitting there?" I asked bluntly. Charlotte looked confused. "I was just having my wine," she said in her soft new voice. "I thought we agreed this morning what you'd do when you didn't have anything else to do." I said firmly. I could almost see the cogs turning in her head as she rewound the day. Before we went out shopping, I had told her that when she had nothing else to do, she should suck on my cock. When her gaze dropped to my crotch, I knew that she had remembered. Charlotte reached out a manicured hand towards my jeans, pulling at the fly. As it popped open, I told her to stop, and finish her wine. She glanced at her full glass, holding perhaps a quarter of a bottle, then glanced at me, and then back at her glass. She raised it to her lips, and drank deeply. With a series of gulps, she drained the wine, and put the glass down to one side. Then she reached for my jeans again, and I lifted up to allow her to pull them down to my ankles. I kicked them off as she gracefully curled her legs up onto the couch, lying down with her head on my lap. My half-erect cock was easily visible through the fly of my shorts, and she took it out, sucking the warm flesh into her mouth hungrily. I grinned, swigging my beer as my sexy and eager cocksucker sucked and licked at my shaft. I had almost forgotten how good she was at it though, and I was soon getting distracted from the game. It was on a digital box, so I paused the live TV and turned my attention to the slut in my lap. Charlotte was bobbing up and down on my cock vigorously, running her lips up and down the sides of my stiff prick. I was getting very aroused, and decided to stop her before I came, as I wanted more fun before I did. I decided to get her to put on a show for me and told her to stop and stand up. "Dance for me." I said, taking my cock in my hand as I watched her. For a moment, she hesitated, pouting, then she began to sway her hips and shuffle her feet. My sweet, not-quite-innocent tennis girl danced in front of me, her skirt flaring out when she twirled. "Stand in front of me." I told her. She did what I said, and I told her to stand with her legs apart and show me her ass. She reached behind her and slowly lifted the pleated white skirt, showing the pert ass cheeks bisected by a thin white thong. "Now pull your panties down slowly, keeping your legs straight," I ordered. She did what I said, leaving the skirt piled up on the small of her back and pushing the panties down her legs. After a moment, her ass was visible, the butt plug gleaming darkly between her cheeks, then her cock and balls were dangling below the spread curves of her ass. She kept pushing until the panties were a tight band just below her knees, where I told her to stop. "Grind for me - grind your hips. Keep your legs straight, and - yeah, that's it. Really work that ass!" Following my instruction, Charlotte rotated her hips, her ass flexing back and forth as she did. She let out a small grunt as she did, and I knew that the butt plug was stimulating her rectum. "Are you enjoying that?" I asked innocently. "Ah-huh," Charlotte moaned, eagerly assenting to being ordered to display herself in this sexy way. "In that case, I want you to lift your skirt up round your waist and keep it there as you go and bring me back the bag from the sex shop. And bring the digital camcorder from the bedroom." Charlotte stood up straight, lifting her pleated skirt above her waist, and walked away. Her panties fell as she moved, eventually catching around one ankle as she walked. I watched her flexing buttocks as she ran upstairs. Whilst she was gone, I kicked off my jeans and boxer shorts, leaving me in just a T-shirt, and drank from my beer. My cock was still hard, and I was keeping my hand on it. A few moments later, she came back. Her frontal appearance was sexy and androgynous, with a pair of full bouncing breasts beneath her short top, but with her skirt lifted she displayed her bobbing cock, smooth and slim above the balls drawn tight up against the base. "Get down on your knees, sexy" I said after she dropped the bag in front of me. Charlotte handed over the camera, and obeyed eagerly, her knees apart. I opened the camera and started filming my sweet little slut. She was facing me, and I told her to take hold of her cock. She let the dress fall around her waist, taking her sweet cock in one well-manicured hand. "That's right. Start pumping away on your sweet little cock. Just like that, yes." I kept the video camera on my submissive schoolteacher as he knelt in front of me, masturbating his/her cock whilst dressed as a sexy girl. I told her to turn around and bend forwards on hands and knees, taking a long close-up of her well-curved ass before leaning forward and pulling on the butt plug. With an audible pop, the plug came out, and Charlotte groaned passionately as she felt suddenly empty. I took one of the dildos, and lubricated it with a heating gel, sliding it into her gaping anus, producing another series of low groans from my submissive partner. She kept jerking at her cock though, breathing hard and clearly excited. "Let go of your cock and take hold of the dildo," I told her, "and then fuck yourself with it." As her hand came back and took over thrusting the rubber cock in and out of her ass, I hunted out the second dildo, coating this one in a little strawberry lube. I moved up towards her head, and slid it easily between her soft, open lips. Charlotte took this dildo too, sliding it in and out of her mouth, her tongue flickering over the head. I sat back and admired my work. My schoolteacher, Mr. Wild, had now become a completely submissive, sexy woman, penetrated at both ends by a replica of my own cock. She was half up on her knees, her own cock erupting from her skirt, thrusting one dildo in and out between her pert ass-cheeks and the other between her cherry-red lips. The look on her face was amazing - lust, pain, desperation... This film was going to be superb! Shame no-one else was going to see it - but I could see myself building up quite a collection... Charlotte's face began to tighten as she panted around the dildo in her mouth, and her cock began darker pink and swollen. As I zoomed in on her face and cock, it was obvious that she was going to come. "Take that dildo out of your mouth, Charlotte," I said. Charlotte slid the rubber phallus out of her mouth with a gasp, panting for air. With the other hand, she was still pumping the second dildo in and out of her ass. I put out a hand to gently stop her with the cock deep inside her. "Do you want to come, Charlotte?" I said as she groaned hungrily. "Oh God! Oh God, yes! Please!" "Were you going to ask my permission?" "Yes! Yes, please... please, I need to come" she begged, eyes rimmed with desperate tears. "Please let me come." "Okay, you can start fucking yourself again. Do you like fucking yourself with my cock?" "Yes... it feels so good... so good to have your cock in my ass..." she moaned. "Good, because you'll be having the real thing again later," I said. "Now, I want you to make yourself come with the dildo, and to hold your skirt up so we can see your cock as you come." Half-hunched over, Charlotte pulled the waistband of her short skirt up her midriff, completely baring her buttocks and groin. She leant forward, thrusting the dildo in and out of her hard-working rectum, emitting little groans and grunts. Finally she came with a loud wail, burying the dildo in her ass, her cock swelling and pulsing as it shot jets of thick spunk into the air. I filmed the whole thing, her come flying nearly two feet from her jerking cock. She sank down, almost spent, eyes heavy-lidded. Balancing the camera on the arm of the sofa to keep her in frame, I called out to her. "Charlotte... Charlotte... Hi there! Did you enjoy that?" "Yes... Yes sir" she half-giggled excitedly. "You've made quite a mess, Charlotte. Don't you think you should clear it up?" Charlotte looked down to the laminate wood floor, where the white spray of her come streaked the surface in front of her. "Lick it up," I ordered. Charlotte managed one of her increasingly brief moments of rebellion. "Do I have to?" "Yes. Oh yes, you do. And you'd better do it thoroughly. And whilst you do it, I'll be working behind you, so bend over and put that butt in the air!" Charlotte sighed, but bent over, lifting her ass and pulling up the little tennis skirt to expose it fully. Reaching into our shopping case, I brought out an enema bag. As Charlotte began to lick her come off the floor, I picked up the bottle of wine and used it to half-fill the enema bag. It wasn't enough, so I jogged to the kitchen for another bottle to top it up. Then I moved behind my obedient slut, her tongue working away on the hard floor, and told her what I was going to do. "I'm going to clean you out, little girl. I'm going to give you an enema to make you ready for me to fuck you again," I said as I pulled the dildo from her rectum. She moaned, strands of come sticky between her lips and the floor as her anus gaped at me. I easily slipped the nozzle of the enema bag into her. "Now clench down on this, we don't want to waste any." Charlotte's butt-cheeks clenched, and I lifted the enema bag, letting a bottle and a half of wine begin to flow into her bowels. She finished licking the floor, and lifted her head, waiting for me to finish on all fours. "That feels strange," she said in a somewhat strained voice. "I know. I've done it once or twice myself. I'd usually just use salty water, but I thought this might be more fun for you - I'm filling you up with wine." "Wine!" her head snapped round to me. "You're putting wine up my ass!" "Hey don't worry. I read that the Greeks and Romans used to do it all the time. And in Victorian times, people used to use coffee for enemas. It means that the alcohol or caffeine gets absorbed really quickly. It should be fun!" Charlotte sighed again. "Oh, Matt..." She didn't move however, and I turned to grin at the camera, silently recording me giving my cross-dressing teacher a wine enema. I winked at the camera as the enema finished. "Now you have to clench down tight when I pull out," I said firmly. Charlotte nodded, and I gently pulled out the nozzle of the bag. Her puckered hole tightened up behind it, and not a drop was lost. I pulled over a footstool, and told Charlotte to lie on her back, with her legs over the footstool. She got into the position I wanted with some reluctance, feet dangling off the other side of the stool as her butt was lifted into the air. I told her to gently massage her stomach in an anticlockwise direction, which should help the enema go around her insides. Then I finally reached down and paused the camera. With Charlotte lying there rubbing her stomach, I wandered into the kitchen to find Charlotte's collection of takeout menu's. I ordered a couple of pizzas, gazing at my sexy schoolteacher, lying on the floor in the other room. As I hung up, I called her over. "Charlotte - come over here." I said. Charlotte's head turned slowly towards me, and smiled happily. "Hi, Matt." She said softly, real warmth in her voice. "Come over her, Charlotte." A little awkwardly, she slid her legs off the sides of the footstool, and tottered over to me unsteadily. Her eyes were a little glazed, and I could see that she was already drunk. Charlotte threw her arms around me, planting her lips to mine in a passionate kiss. Her tongue slid into my mouth, and I felt her breasts pressing against me. Our tongues tangled as we searched each others mouths passionately. After kissing for a minute, we separated, and she looked puzzled, then uncomfortable. "I need to go to the bathroom," she announced. I smiled at her. "Okay, off you go. Then come back down for me. I'll be in the living room." Charlotte walked carefully, but unsteadily upstairs as I wandered into the living room. After a minute, I heard a deep groan upstairs, and the sound of water splashing. I grinned. I took off my T-shirt, leaving me naked, and stood in the living room. I opened the double doors into the garden, and stepped outside. Charlotte's house stood alone, and her garden was surrounded by hedges. This was pretty private, which suited me fine. It was a warm evening, and the sun was low in the sky, giving the sky a beautiful pink cast. Back in the house, Charlotte bounced down the stairs, clearly much more comfortable, smiling broadly. I picked up the video camera and tripod, fixing the two together, and told her to follow me outside. With my slut on the grass in front of me, I told her to wave and blow me a kiss, which she did with a giggle. I told her to skip around the garden, and she did what I wanted, her short skirt bouncing to show glimpses of her arse, and her dangling cock. "Come into the middle of the grass, Charlotte - and do a striptease for me." I told her. Charlotte smiled and sauntered into the middle of the lawn, flicking her hair back over her shoulders. She started to gyrate, turning her hips in circles once more as she reached down to her stomach, which was displayed by her cropped white top. As she started to lift the top, she turned her back, looking over her shoulder teasingly as she started to lift the material up, exposing her upper back, and the straps of her bra. The top came off with a shower of black hair, falling back into her ponytail. She turned slowly and deliberately, stroking her hands across her flat stomach and pert boobs, encased in white silk. I kept filming as her hands came down to her waistband, slowly pushing her hand down the front of her skirt. The other hand pushed the skirt down at the back, before moving to do the same at the back. As the skirt dropped to her ankles, I saw that she was cupping her cock and balls in one hand, keeping the illusion that she was just an ordinary tennis girl. She turned away again, moving her hands behind her back to undo her bra, which she stripped off with her back to me. Dancing for a few moments with her bottom towards me, she turned once more. Now, Charlotte was clearly a man again. Her hard cock stood up stiff in front of him, his balls tight up against the base. The breast-forms looked surprisingly realistic, still glued to his chest, the nipples pink, erect and ready to be sucked. She toyed with one of them with a well-manicured nail. "Is this what you wanted to see?" 'she' purred at me. I nodded, starting to place the camera on the tripod. "Get on all fours facing me," I told him. My androgynous teacher did what I told him, planting his hands and knees several inches apart on the grass. I focused on him, pulling back slightly so that I would be fully in the shot, and walked around behind him, leaving the camera running. I stood behind him, curvaceous butt gleaming in the pale evening light. He was naked aside from the breast-forms, hairband, and white sweatbands around his wrists. So sexy - you could still see him as a sexy tennis girl but also as a boy at the same time. My favorite! I dropped to my knees behind him, bringing my face down to his ass. There was a fresh smell of wine, and I investigated, one finger sliding into his rectum. The cavern was warm and empty, less tight than it had been just yesterday. I brought my head down, pressing my tongue to his anus with pleasure, tasting the sharpness of his rectum mixed with the sweet wine as my tongue invaded him. I rimmed him for a couple of minutes, enjoying the groans and moans he made. Under his waist, I toyed with his cock with a free hand, gently stroking his foreskin back and forth over his thin shaft. Pulling my face back from his ass, I knelt up behind him. I took my cock, placing the glans at his anus. He pressed back against me, and my cock slid easily into his dark passage. This time we both groaned together, as his tight anus bit down on my own much larger cock. I started slowly fucking him, sliding my thick-veined shaft in and out, and began talking dirty to him again. "You like that? You like my cock in your ass?" I asked harshly. "Yes... Oh, yes, I love it," said Mr. Wild happily. He was so much more active than he had been before - clearly the alcohol had wrecked any remaining inhibitions he had, making him a complete cock-slut. Just the perfect man for me. And the perfect woman, for that matter. "Tell me how much you like it." I said. "I ... ah! I love the feel of your stiff hard cock as it... aaah... as it goes in and out of me. I - uh! - I love the feeling of my ass getting stretched around you!" Mr. Wild panted, but carried on with his own dirty talk. "I love it when you fuck me - I feel so dirty, but so good! So sexy and special... Aaaah!" His words dried up as I began thrusting in and out with greater force, my own urgency taking over me. I hadn't come earlier, and wanted to come now, deep in his ass. We began to move as one, and he cried out as he felt my cock begin to swell inside him, stretching his bottom to its limit. Finally, I came, shooting jets of spunk deep inside his hot bowels. I felt him jerking, his rectum tightening around my shaft, and I knew he had come too even before the cry escaped his lips. We jerked back and forth for over half a minute, each stimulating the other even after orgasm. Eventually, I withdrew, sitting back on my haunches. Mr. Wild collapsed in front of me, curling up on the grass, naked legs curled up. As I stood to turn off the camera, I heard the doorbell ring. The delivery guy! "Quick, get up!" I hissed at him. "Put on your skirt and top, and follow me. Don't bother with underwear." I ran inside, picking up my T-shirt and shorts and jumping into them. The doorbell rang again, and I ran over. Turning the Teacher Ch. 03 At the door, a young guy of maybe seventeen held a bag with two boxes in it. "Pizza for you? Twelve-fifty." He said politely. "Sure, I'll get some cash. Come in a moment," I said kindly. He stepped inside, pulling the door behind him. He stopped with a start when he saw Charlotte walking towards him. Barefoot, wearing just her tight top and short skirt, she was clearly a girl again. She swayed as she walked, and I realised that she seemed pretty drunk. Her breasts bounced as she walked, and her hard nipples pressed against the tight top so prominently, I'm sure he never noticed the slight bulge in the front of her skirt. "Oh, this is my girlfriend Charlotte," I said. They shook hands as I looked in my wallet. There was plenty of cash in there, but I had had an idea, and put on a disappointed expression. "I'm really sorry - I've only got ten pounds," I said. The delivery guy looked confused. "But it's twelve fifty. I mean, if you can't pay, I can't - you know, give you the pizzas." "Listen, maybe we can work something out," I said coolly, handing him the tenner. "Charlotte, why don't you see if you can give our friend a big tip? Something to persuade him to let us keep the food." I suggested. Charlotte raised an eyebrow, and then giggled. She stroked one hand up her tight top, playing with the hard nipple, and put the other hand on the guy's chest. "I don't know... I'm not supposed to..." he stuttered. "Sweetie," said Charlotte in a sultry voice "who's going to know?" As her hand came down his chest towards his pants, she looked him in the eye as she licked her lips. Once her hand hit his waistband, she sank down on her knees, reaching for his fly. His stiffening prick jutted out, and Charlotte took it eagerly into her mouth. I watched as her head bobbed back and forth. The delivery guy's surprised expression slowly faded into a huge grin as he realized that we were serious, and I was cool with him getting a blowjob from what he thought was my girlfriend. I wondered what he would think if he realised Charlotte was actually a man. As Charlotte sucked his cock, she brought a hand up to encase the shaft, firmly wanking him as she sucked on the head. He didn't last long! Within a few minutes, he was jerking and moaning, and Charlotte's cheeks bulged as she took his load in her mouth. She kept sucking until every drop was released before she sat back on her haunches, wiping her mouth with the back of her hand. The pizza guy stumbled back, cock hanging limply out of his fly until he scooped it up and tucked himself up again. Charlotte sat back watching him with a broad smile, gently swaying side to side, and with a slightly dazed look in her eyes. She looked totally hammered now, I realised. Maybe using nearly 1 1/2 bottles of wine as an enema hadn't been quite as brilliant an idea as I'd thought! The delivery guy looked at me and gave me a nervous grin. I gave him a thumbs up, and moved to open the door. In a few moments, we were alone again, and I started laughing at the whole situation. My school teacher, freshly arse-fucked, steaming drunk from a wine enema, dressed as a girl, blowing the delivery guy for pizza. It was fantastic! Charlotte was pretty far gone though, and I made her drink a pint of water before joining me back on the couch for pizza. I was only on my second slice when she was gone, fast asleep on my lap. I was pretty happy with the evening, although I had anticipated fucking Charlotte at last once more. Munching on pizza, I lifted one of her arms; limp as a rag-doll. I shrugged, and turned on the TV again. It as a long weekend after all - still two more days to go.... I sat back, watching TV as I considered what to do with my obedient cock-slut the next day... * Enjoyed this? Put some comments down, let me know... Turning the Teacher Charlotte was no longer a reluctant lover, but a lustful sexy one, moaning almost incoherently. "I've got big plans for you this weekend, Charlotte. I'm going to spend the whole time finding new ways to fuck you!" Charlotte began to make tiny moans, close to orgasm. "You're going to love it all, love being fucked by me. All dressed up, you're being fucked by one of your students, and you love it!" "Aaaaahhhh!" With a great cry, `Charlotte' came mightily; his cock swelling in my fist as jet after jet of hot sperm came pouring out. I could see his face in the mirror, twisted into a mask of desperation, pain and pleasure. His hips bucked, and his asshole contracted, and it was all too much for me. With a roar, I thrust fully inside and blasted my come into his sore ass. We bucked back and forth together, in the throes of orgasm, till we finally collapsed together... After I made Charlotte lick up the spunk `she' had deposited on the duvet, we curled up on the silk sheets beneath, her head cradled on my chest as fat tears ran slowly down her face. I wasn't sure if she was happy or sad. But I knew she was mine.