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Secret Shared By Karin Roberts Opening Up Right from an early age I knew I was different from other boys. I was always fascinated with women's clothes and in particular high heels, fur coats and long length evening gloves. I remember trying on my mother's high heels and fur coat and loved the silky feel of the gold silk evening gloves she had. At first I thought this was only kid's play and I would change, but it didn't happen. As I progressed into early teens the feelings got stronger. So did my attempts at dressing, experimenting with make-up every chance I got. I did not have access to a wig so it was always a headscarf's to cover my boyish hair. Around the time I turned eighteen my mother and father took an anniversary holiday to give them some privacy together. I was staying at home with minimal supervision from my grandparents and, unbeknownst to them, it was a perfect opportunity for me to obtain some much needed essentials for what was now a serious hobby. I had planned carefully and around two weeks before they left I had ordered a blonde wig from an internet company, "Amanda" it was advertised as and was around shoulder length, tapered at the sides and with a short fringe. Although I could still fit into my mother's shoes they were becoming a bit tight. So, flushed with excitement, I also managed to order a couple of pairs of shoes from another web site I had found. But the prize of my Internet shopping spree had to be the delicious 38B breast forms and a white satin waist clincher that I was convinced would add to my feminine shape. Pleased with my purchases, I sat back waiting their delivery while my parents were on holiday. A few days after their departure my secret purchases started arriving and by the close of the first week everything had been delivered. My grandparents had already let me know that they were planning a shopping trip to Edinburgh at the weekend, so I knew that I would have all of Saturday to myself to play around with my new stuff. With an early rise I ran a bath and sprinkled in some scented bath oil of my mother's and lay back to soak my body. Half an hour later, I was drying myself off and dusting my smooth frame with talc. Slipping on my mother's dressing gown, I went into her bedroom and sat by the dresser. Lifting a tube of her foundation I gently squeezed some on to my finger tips and began to massage it into my face as I had watched her do on many occasions. Once I had an even cover I began to lightly brush on some powder to complete the effect. A slight touch of blusher on my cheekbones and I was ready to do my eye's. Now this is the area that I have always felt let me down and I struggled to get right. A couple of minutes later I had applied some dark pink cr?me eye shadow to by bottom lids and a lighter pink shade fading into dark at deepest part of my eye socket. My eyelashes were coated in a thickening black mascara to complete the look. Looking in the mirror I thought 'not too bad,' but I still needed to do some studying on how to make my eyes look better. I finished off my face by applying some creamy Fuchsia lipstick, creating a perfect bow shape and very kissable I thought as I took a final look in the mirror. Rising from the dresser I stepped over to the bed to continue my transformation. I had read the instructions surrounding how to apply the breast forms and smeared some glue on to the rear of each before lying back on the bed and placing them as evenly on my chest as I could and applying some pressure for them to stick to my chest. A minute or so later I stood up and marvelled at my newly acquired "tits" as they hung from my chest. They could maybe have been a bit straighter but for a first attempt it was not too bad. Crossing to the dresser I opened the drawer and extracted a white lacy underwire bra. Slipping my arms through the straps I and fastened the front catch and dropped the breast forms into the cups. 'Nice,' I thought as I saw the skin coloured globes encased by the white lace bra. I picked up the waist clincher and slipped it round my waist. Although only a 28 waist it said that it could reduce you by six inches. Well, my mother was only 26 so there was no real need for maximum effect so I clipped it in place and only lightly pulled on the laces for a minor reduction in size. Taking out pair of matching white lacy panties I slid them up my legs pushing my maleness back between my legs to hide the bulge. Finally I rolled a pair of tan tights up my legs and stood up walking to my mother's wardrobe to select my outfit for the day. Opening the sliding door I looked at the row of clothing all neatly hung up. My mind wandered back to my early years when my mother had owned lots of really sexy gear. That was when she and my father used to have a really busy social life; Golf Club dances, Social Club events and many parties that their group of friends organised. Around the time I was 10, however, my mother was diagnosed with breast cancer, which was a worrying time for us all. It ended with her having a mastectomy and at that point her dressing habits changed. Gone was the sexy clothes and she became much more practical in her choice of clothing. I suppose it was because of the loss of part of her womanhood, but she was still an attractive woman and had a good figure. How I wished it had not happened and she had still retained her sexy wardrobe. My mind drifted to Mrs. Watson across the road who, when dressed up, was really sex on legs; short skirts, tight tops, sexy high heeled boots and shoes. Indeed, two weeks ago I had watched her going out with her husband to some social event with a knockout tight black shiny dress with a slit right up to her thigh and long evening gloves and shoes which must have had six inch spike heels, Oh how I would have loved a day with her wardrobe at my disposal. I snapped back out of my dream as I could feel a stirring between my legs at the thought of that night. No time for that yet, I need to get dressed. I finally selected a light blue denim skirt, I knew it was a bit tighter and shorter than some of the others my mother had. Slipping it on, I fastened the catch and pulled up the zip at the back. A fuchsia nylon blouse was next. Sliding it up my arms, feeling my light arm hair react to the electricity from the material, I tucked it in and buttoned it up, leaving the top buttons open to leave a sight of my new found cleavage. I took a wide white canvas belt and slipped it round my waist. Shoes next. My mother again had binned most of her higher heels so I had to settle for a pair of navy blue leather shoes with around a two inch chunky heel. Finished dressing, I stepped over to my final purchase and removed the blonde wig from its box. Slipping it on me, I fixed it to my own hair with hair clips and brushed it out. Stepping over to the mirrored wardrobe I took my first look at what I hoped would be the new improved me. 'Wow!' I thought to myself. What a difference! The shape had changed - the hair the breast forms all made a significant difference. I really did look like a young girl. OK, the make up could still do with some improvement but I was sure that with practice I could get it better. With one last look I turned and headed downstairs to begin my day. Downstairs, I made a coffee and sat at the breakfast table my legs crossed looking through one of my mother's mags, taking interest in the articles on fashion and make up and reading my horoscope and doing one of those quizzes on relationships - 'Who is your perfect man?'. You know the kind of thing. Finishing my coffee I set about some household chores ironing, dusting making the beds all the time happy feeling my nylon clad legs rub together at times and the feel of my new breast forms as they moved and bounced as I did. Finishing the housework around lunchtime I made myself a sandwich and a glass of pineapple juice and sat down once again to finish of the mag I had been reading earlier. For the afternoon, before I had to change back, I decided to watch some daytime television. Kicking of my shoes I pulled my nylon covered legs up on to the sofa and with the remote control began to flick through the channels. Soon I became bored and my mind wandered could I squeeze in another hour of my other cross dressing interest before having to transform back to Colin. Yeah I probably could I decided as I got on slipped on my heels and made for the hall. I should probably explain at this point that for a few years now I have been fascinated by the damsel in distress scenario and bondage in particular. My mind strayed back to my first experience and an incident that had probably shaped the way I was today. It was when I was around 9 or 10 and a large group of us used to play Cowboys and Indians, about fifteen of us all in. One week you would be the Cavalry the next week you would play the part of the Indians. We all had a series of clothes that we would use, including two squaws outfits. Anyway this one week when it was our turn to be Indians me and a guy called Jim were kept in after school for talking in class. By the time we got home and went to meet our friends guess what? Me and Jim were left with the last two costumes. Yes you've guessed - it we were the squaws. Anyway we had an imaginary Fort as a base for the Calvary and some distance away in the woods we had created a couple of tepees with some old canvas as the Indian camp. The aim of the game was for the Indians to try and make their way to the Fort and take the soldiers prisoner or for the Calvary to make their way to the camp and do likewise to the Indians. Anyway, that week there was a mix up and instead of one group being asked to attack the other both set off thinking it was their week to attack. Me and Jim left behind as the squaws at the camp to make drinks for all the others for when the game was over. After we had been alone for ten or fifteen minutes there was a great deal of screaming and those playing the Calvary attacked the camp. Both me and Jim were quickly captured and held by the arms as Robert, who was playing the Calvary Captain, asked us questions. "Where are your braves?" We stayed silent, playing out the game. I never really liked Robert as he was a bit of a bully but he was about to change my life. "Well troops, it looks like well just have to wait on those murdering savages to return to the camp so we can set up an ambush." The game was about to take an unexpected turn. "What do we do with these two, then Captain" asked Alan, another of our friends. "Bring them in here" he said walking towards the tepee. Once we were inside he said "Get them on their knees!" and we were forced down. "What you going to do" asked Alan. "Tie them up, of course!" he replied "You don't need to do that" I piped up. "Oh shut up, squaw" he said as he grabbed my hands and with some rope he had found in the corner began to tightly bind my wrists. Once he finished with my wrists he stretched the remainder of the rope down and, grabbing my ankles, he pulled them together and tightly tied them as well. "Ow" I squealed as he cinched the rope around my ankles, pushing me to the ground at the same time. "Alan give me your neck scarf." he demanded and it was handed over. Kneeling down, he knotted it and then forced it between my lips and gagged me tightly. "There! Do the same to that one and get out here. We've got an ambush to set." So a minute or two later there was me and Jim lying dressed as squaws, hogtied and gagged. It really was a momentous event and ,although it only lasted about ten or fifteen minutes until the ambush was over and the war won, it had a much longer affect on me. So here I am in the middle of my mother's kitchen with a bundle of ropes and some cloth and dressed once more as a woman. Sitting on the straight backed kitchen chair I began by taking some rope and tying both my ankles together, at the other end I made a couple of loops and, briefly standing, passed the rest of the rope under me and let it hang loosely through the back of the seat before sitting back down on it. Taking some more rope I tied my knees together just below the knee, before passing another under the seat and tightly tying my hips to the base of the chair. Taking one of the cloths, I scrunched it up into a ball and packed my mouth with it, before taking the other cloth and securing the packing in my mouth as an effective gag. Lastly I slipped my arms through the back of the seat and reached for the loops I had made at the beginning of my self tie. Slipping my wrists through the loops I twisted the rope a little then slipped my wrists through again. Pulling my legs forward a bit had the effect of tightening the loops a bit like a noose and securing my wrists. Not perfect, I know, but the only way I knew at that point to self tie and still be able to get free in time to change. In minutes I was wriggling and mmphing into the gag my mind in overdrive back to that day as the squaw or that I had been kidnapped and tied up in a cellar by some manic unsure of his plans for me and what my fate would be. Another few minutes and my cock was rock hard with the excitement and seconds later spewed out my juice on to my underwear. Relaxing for a few seconds savouring the moment I slipped my feet back a bit and was able to pull the loops round my wrists lose so I could slip my hands out. The fantasy was over for another day as I untied my legs and walked upstairs to begin the transformation back to Colin. How I wished I had someone to share this with someone who could tie me up and role play fantasy kidnaps, only being able to get free when that person untied you. Well, I suppose it would never happen but then life changes and as I stepped into the bath to wash before my grandparents got back little did I realise that in a few months I would have that, but in a surprising and exciting way! *** In the following couple of months I added to my stash of feminine items, another wig this time - a bit more expensive and platinum blonde. It was longer and fuller and a mass of curls which settled nicely just below my shoulders. I finally got round to purchasing a dress as well, a simple black dress about knee length with cap sleeves and silver belt to emphasise the waist. Anyway in the previous couple of months I had not had much opportunity to dress and was dying for the chance. I had practised when I could with make up and was now becoming much more accomplished with my look; I thought becoming much more convincing. Little did I realise that an unexpected opportunity was about to come my way as I sat finishing of my college projects one night. The phone rang, "Colin it's for you" I heard my mother call from downstairs. I closed my book and jumped of the bed and headed downstairs. I picked up the receiver and spoke "Hello?" "Hi Colin. It's Jim here" "Oh. Hiya Jim" I responded. "Just giving you a ring to let you know I'm back from University, fancy meeting up" he asked. "You lucky beggar! I've got a another couple of days at College but I could see you nearer the end of the week if that's OK." "Oh? Not before that?" he asked sounding a bit anxious. "Look you ok you sound a bit down" I asked "It's just I need a friend to talk to" he replied. "Well I could come over Thursday if that OK" "Eh, yeah. OK, see you then," he said quickly before hanging up. I could swear there was a hint of a sob in his voice as he did so. He had me worried. What was going on? Why did he need to talk to me so badly ? Now, if you have been reading closely you'll remember that Jim was the other squaw who had been bound and gagged in the tepee during our childhood games. I would not say that he was my best friend but we had been friendly for years and hung out together before Jim's dad, who had his own business, had struck it lucky in his business ventures. It was local knowledge that the family was now worth 2 or 3 million. Jim had been one of the older members of our group of friends and, while I was only in my first year now at College, Jim was midway through his third year at University. When his family had come into money they had built their own home - a really spacious house with a great view over the Clyde Valley, swimming pool and everything. I had only been there once but it really was a palace. Many of the kids had kind of turned against Jim after that, bad mouthing him, really out of jealousy, but I had stayed silent. Good luck to them I thought I knew his Dad had worked damn hard to get the business up and running so they deserved any rewards that were going. What I did remember about my one visit though was that his mother was a bit snobby, so maybe she attracted the bad feeling towards them. She was, however, an absolute babe; great figure, knock out legs and stunningly attractive. I remember being almost open mouthed in her company and while she must have thought some horny teenager was ogling her legs and her knockers. Really, I was wishing my mother bought the types of sexy gear that she wore! Anyway all would be revealed in a couple of days. So, returning to my books, I put it out of my mind and concentrated on my studies. Come Thursday I was walking up the driveway to Jim's house. It looked bigger than my previous visit and I could see that a Tennis Court had been added out back and what appeared to be another room, which had been built on to the top of the double garage which joined the property. I knocked on the door and waited. A minute or so later the door was answered by Jim's mother. My mouth dropped open, there she stood in a tight red leather skirt with a low cut, black lycra, tight fitting top offering a good view of her cleavage. Make up was flawless and her blonde hair shone in the light, she perched on top of what must have been three or four inch red stilettos. "Eh is Jim here?" I stammered as my speech came back. "He's upstairs, Colin, come in." I stepped into the wooden floored hallway. Her heels clicked on the floor as she led me to the stairway. "Jim dear! Colin's here to see you," she called. "He's in the third door on the right at top of the stairs" she informed me as she walked towards the main lounge. I began to climb the stairs. As I rounded the corner Jim stepped out of his room. "Good to see you Colin, come on in," he gestured me towards his room. As I walked in he gestured to a window settee and I went over and sat down. The next ten to twenty minutes we caught up with each others lives how my college course was going and his University studies were going all pretty general stuff really and not a hint of reason that Jim had so desperately wanted to talk to me about. After about half an hour I decided to try and raise the subject. "Jim, you sounded really desperate to talk on the phone. Is there some problem you want to talk about" Silence descended and Jim looked decidedly awkward. "It's , well, It's kind of personal I've not talked to anyone about this and I need to tell someone. But you need to promise that you won't tell anyone about what I tell you. This is a really big secret so after I've finished you need to tell me something about yourself as well so that I trust you, Ok?" he asked. "Well I'm not sure that I have any deep dark secrets to tell you," I lied. "Look I need a drink before I tell you this, do you want one?" Jim asked as he got up and headed for the door. "Yeah, OL" I replied. "Be back in a minute" he responded as he left the room. This was getting intriguing but what secret was I going to impart to Jim? Could I tell him about my little hobby? Deep inside I was desperate to share it with someone but it was a big risk. Mentally I decided to wait and see what his secret was before I decided if it was worthy enough to match mine! A couple of minutes later Jim returned with a couple of cans of lager handing me one we cracked it open and sipped the cool liquid. "Right, you know I'm at University." "Yeah" I responded with a quizzical look. "Well, I've not been doing too well on the studies front. Spending too much time socialising and not enough studying. So my dad found out about my grades and decided to do something about it. Most of all my English Law was suffering so dad arranged for some private tutoring with a retired lawyer in his fifties to help me catch up." Taking a drink he carried on "Well, I've been taking private lessons for a couple of months twice a week and it has helped but just lately something happened which I never banked on and I'm no so embarrassed about and I can't tell my folks about it. Stopping he drew breath and carried on " Last week I had my mid ?term exam in English Law and low and behold I passed with flying colours. I was so happy I just had to tell my tutor so I went round to his place to let him know how I had done. He was really pleased for me and cracked open a bottle of wine to celebrate, one bottle led to another and before we knew it we were just about finishing the third. Anyway I got up to go to the toilet and in my drunken state I fell on to the sofa beside my tutor." he stopped "Promise again you'll never tall anyone this" he asked again. "I promise" I said. "Well, when I fell I looked up and Brian, that's his name, he had this weird look on his face. We just looked at each other in silence he smiled and then reaching forward he took my hand. Before I knew where we were we were kissing passionately and then undressing each other an hour later we were in bed having had sex with each other," he stopped. I hesitated, taking in what he had just told me. "So are you trying to tell me you are gay?" I asked. "No - oh well I don't know. Maybe. I'm just so confused. I've been with girls before but this was different it felt different. Maybe I'm bisexual." "So what's the problem with telling your folks" "You don't know my dad!" he responded quickly "He's the most homophobic person I've ever seen. He would go apeshit, especially since he knows this Brian personally and arranged the tuition." "Yeah. I suppose he would. how about your mum?" "Hell no! she's almost as bad as him." "So what are you going to do, are you going to see Brian again" I asked. "Maybe. No. Oh I don't know! So what do you think" he asked. "Well, it makes no difference to me, you need to do what makes you happy. It's nobody else's business and I'll still be mates with you whatever you decide." "Thanks Colin," he said, standing up and squeezing my shoulder as he tossed his empty can in the bin. "I need another lager" he announced as he stepped out of the room. His revelation had made my mind up. I could tell him about my hobby ! A couple of minutes later he returned with another can for him and one for me. "Well that's my skeleton out of the closet. How about yours," he asked. "Eh, well. I don't know if you remember when we used to play Cowboy's and Indians in the Bluebell woods all those years ago?" "Yeah that was fun. Seems so long ago now though," he replied. "Well do you remember the one time we were late and ended up as the squaws ?" "Oh yeah! And that prick Robert tied us up in the tepee" "Yeah that's right" I said. "So what he went on? You like getting tied up or something" "Well, yes and no really. It's just that I like dressing up in women's clothes." There! I'd said it. I'd finally admitted it to someone. He looked at me for a second. "Yeah I can see you might quite pull that off. You have the face shape and you are not that muscular. So yeah - that works" "So you don't find it strange" I asked. "Why would I? We have a transsexual at University - a bit butch looking but an OK person. So if it works for you why would it bother me ? You told anyone else," he asked. "No you're the first." "You know, I'd quite like to see you dressed up some time. Maybe we could arrange something" "Oh I don't know. It's hard getting the free time with my parents around" "Well maybe you could come here. Let me think about it." With that revelation over, we spent the rest of the afternoon talking and reminiscing about our school days before it was time for me to leave. As I left Jim said "I'll call you soon." "Fine," I replied as I walked down the driveway. I walked away from the house, a bit relieved that I had told someone else of my hobby but also a bit apprehensive. If I had done the right thing, only time would tell. *** Jim meets Tiffany Christmas came and went and, with the folks and family around, dressing up games were cancelled for the holiday season. A couple of days before New Year I was relaxing in the lounge watching a rerun of an old movie when the telephone rang. My mother answered it and called "Colin it's for you." Stepping out into the lounge I picked up the receiver. "Hello." "Hi Colin. Did you have a good Christmas?" "Oh, it's you Jim. Yes, thanks. What about you" "Yeah it was fine. Look, I've called to put a proposition to you. When do you go back to college ?" he asked. "Not until the ninth." "Well, my parents are off to my Aunts in Dundee the day after New Year and I've slipped out of it." "And?" I asked. "Well you know I said that I wouldn't mind seeing you dressed. How about you come over here and for a couple of days and you can dress up to your hearts content." I paused. The thought was very tempting! A couple of days dressing up with a friend with no chance of getting caught. "Eh, I'm not sure" I said nervously." "Oh go on! When are you going to get a chance like this again? Imight even let you borrow some of my mom's stuff" Well that clinched it! The thought of all her sexy gear? " "OK, then I'll clear it with my folks" "Good! See you Friday then."he said "Yeah, no problem." "See you then," he hung up. For the next couple of days I was in a dreamland, half the time thinking of what the weekend would bring. I was both nervous and excited at the same time with the prospect of getting a couple of days to myself. Maybe I could even talk Jim into a damsel in distress scenario and get him to tie me up , be completely helpless rather than knowing that I could get free any time I wished. My mind was in overdrive with plans and I could not wait ! Clearing my visit with my parents was no problem, I think they quite liked the idea of me being friends with Jim as his parents were rich and came from the better part of town. So when the day came I set of with my bag packed with my limited fem wardrobe and off to a couple of days of my private hobby. As I neared Jim's my nerves increased. What if he laughed? Found me ridiculous, etc.? I reassured myself ,thinking 'what the hell!' If he did at least I would know how good I was and whether I had any chance of looking a convincing female. As I arrived at Jim's I nervously looked around, half expecting his parents had returned and our rendezvous would be cancelled. But no sign as I stepped up to the door and rang the bell. Jim answered "Good to see you" he said as I stepped inside. "Your parents gone then?" "Yeah, they rang this morning from my Aunt's there not coming back till Tuesday now, e have the whole weekend to ourselves. You want a drink first or just get started" "I'd love a coke" I replied. Fine come on through" he said gesturing towards the large lounge. Inside the lounge, which was huge, his dad had built a small bar complete with optics and a couple of bar stools. I walked over and slipped onto one of the stools. "Ice?" Jim asked. "Yes please," I responded. "So what do you want to do?" I asked "Just a normal day, just like it was just Jim and Colin having a day together, only you can dress up. By the way have you given yourself a girl's name when you get dressed." "No, it's only ever been me on my own so I've never needed one," "Well I think you should have one today. What do you want me to call you?" "I don't know. I've never thought about it." I responded. "Well is there any girls names that you like?" "Eh well I've always thought Tiffany was quite nice." "Oh yeah? I wonder why?" he said with a smirk. "What?" I said. "Didn't you used to have a crush on Tiffany West at school" "No, I didn't." "Yes you did, but I not arguing with you. OK Tiffany, it is. So, do you want to go and change Tiff? I'll meet you back down here." I drained the last of my coke and, taking my bag, headed off up stairs. "You can change in my parent's room," he called after me. "It's the first door on the left at the top of the stairs." He was, of course, right. I had had a crush on Tiffany West, who was a lovely looking girl with long blonde hair. Nothing had ever come of it, though. I wondered what had happened to her as I opened his parents bedroom door and stepped inside. The bedroom was huge. There was an in-suite bathroom, a large dressing area and a huge double bed with a fancy, ornate gold metal headboard. 'Ideal for tie up game,' I thought. Easy to secure the wrists and ankles to the metal bars. 'Oh stop it!' I said to myself. Your just here for dressing up - there is no sexual link between me and Jim. I opened my bag and carefully took out the items that I had brought with me. I had bathed at home last night, eager to get my look as good as possible. I had used a hair removal cream as I bathed for the first time, after all it was the dead of winter and some time before I would need to bare any of my now hairless body to the naked eye. I stripped off and pulled on a pair of lacy black panties. Ripping off a piece of tape from the roll in my bag, I taped my manhood back between my legs and pulled the briefs up as tight as possible. I took a matching black bra from the bag and, putting my arms through it, fastened the catch at the back. I stepped over to the dresser and looked at the array of cosmetics on display. Jim's mum owned everything imaginable in a vast array of colours and shades. Expensive foundation and powders perfumes the works. I had brought my own limited make up bag with me but decided to use some of the foundation from his mother. I selected a tone that I thought was close to my own skin tone and, unscrewing the lid carefully, tipped some out on to my fingertips. A couple of minutes I had a nice flat canvas on which to create the look of Tiffany. Twenty minutes later my look was complete. I had not gone too heavy on the makeup as I was trying to achieve just a day look, not the glamorous evening look that I usually try to portray. Light shades of pink on my eyes and some pink lipstick from my own collection a little black eyeliner on my bottom eyelid and some mascara not too heavy. Pulling on my shorter blonde wig, I secured it to my head with a couple of hair clips and brushed it out until the fringe was just resting on my eyebrows. Leaving the dresser, I returned to the bed and began to select my clothing for the day. I chose a simple tan pair of tights and pulled them up my legs, the soft feel on my newly hair-free legs sending tingles up my arms as I slid them on. Standing up, I picked out a denim skirt, around knee length, that I had brought with me and stepped into it, I knew that I did not need my waist clincher for this skirt so decided to go without. As I said earlier, this was more about day wear than glam. I was not sure what we were going to be doing for the afternoon so comfort was more of a priority. A simple white blouse completed the outfit. I stepped over to Jim's mother's closet and looked for some shoes. My high heels did not seem appropriate for day wear so I was looking for something a little more practical. There was a large collection of shoes and heels in the cupboard, some awesome styles and heel heights but I decided on a black pair which had just around two inch Cuban heels. They were a bit tight but I could get them on and they were easy to walk around in. I had borrowed a couple of items of jewellery from my mother, just a gold bracelet and one of her old watches. Risky, I know, but it was good to complete the look. With a glance in the mirror and happy with the way I looked, it was off downstairs to introduce Tiffany to the general public. Well, Jim anyway. I stepped down the wooden staircase, my heels giving that familiar clicking sound on hard surfaces. Walking towards the lounge I opened the door and walked inside. "Jim? You in here?" I asked. A wolf whistle broke out from my left. Jim was standing behind the bar, making a couple of drinks. "What do you think" I asked, intrigued as to what he thought but nervous about how he would react. "Your really good," he said. "I would never have known that you are a guy, you really do look the part" "Really?" I asked. "Yeah, you look even more of a female than the transsexual at University. You would pass no problem outside" "One step at a time , I'm just getting used to being seen by someone else" I responded. "Here drink this," he said, handing me a glass of blackish liquid with some ice in it. "What is it " I enquired. "Vodka and Coke," he answered. "Thought it might settle your nerves a bit." My hand shook a bit as I took the glass from him and walked over to the settee. Carefully trying my best female sit-down, I smoothed the skirt under my rear and lowered myself down. Once seated I crossed my legs and took a sip from the drink. "So how does it feel being here dressed as a girl with me?" he asked. "I'm OK. I was really nervous earlier but I'm OK now." He sat in the settee opposite and continued. "You know, I really meant what I said just now. You are really convincing and would have no problem outside" "Thanks," I responded. "What are we going to do for the rest of the day?" "Oh I thought we would just goof around. Play some PC games, watch a bit of TV and listen to some music. Then you can change and tonight and we can have some dinner and watch some more TV." "Sounds OK to me," I said finishing my drink and placing it on the coffee table in front of me. So for the rest of the day that was entirely what we did, we played some PC games on the Jumbo screen that his dad had installed in the games room. Playing football and golf games which were that much more realistic on this giant screen was almost like being at the game itself. Then, a spot of afternoon TV. Around 4 PM Jim suggested that I go and change for dinner. As I got up to leave he said "Look I've been thinking. Why don't you put some warmer stuff on and we could go out for a walk?" he suggested. "Eh - I don't know." "Look, it's dark now we could go for a walk along the street and up along the river bank. There might be nobody around." "It's a big step for me," I responded. "Look trust me, you'll be fine" he said. "OK," I said, inwardly desperate to try it but nervous still the same as I trotted of to get changed. Back upstairs I began to take out something to wear. In Jim's mum's wardrobe I found a pair of jeans and then in a side cupboard a roll neck sweater I figured they would be a bit tight for me, so the waist clincher would be a necessity for the night ahead. I walked into the bathroom and began to clean the make up from my face with a cleansing lotion and some soft cotton wool. Once I had finished removing my make up I figured I had around an hour before needing to get ready again so I relaxed back on the bed and reflected on the day so far. The reaction from Jim had been great, encouraging and just as if it was how he normally saw me. For him it had just been a day with a friend; for me it had been a landmark and tonight was to get even better with my first trip outdoors. As I thought about what lay ahead I drifted of into a slight cat nap. Waking up about 45 minutes later I realised that it was dark outside and it was time to get ready for Tiffany's first outdoor adventure ! I pulled off my outfit from earlier in the day and slipped into a bathrobe. Once more at the dresser, I began my make up. Foundation and powder this time, with light and dark blue eyeshadow for my eyes and then some blue mascara that I found in Jim's mum's collection, finished off by some red lipstick. Not too bright but a nice shade. I decided to paint my nails and, finding a nail varnish to match the lipstick, I sat about painting them. My nails were short and it did not take long to carry out the task, then wait for them to dry before applying a second coat. Once dry I picked up my waist clincher and slipped it on. Pulling the laces in, I reduced my waist by a couple of inches, which I figured would be enough to fit into the jeans. Sure enough, I pulled on the jeans and they fit nicely. I was even quite impressed with the look of my nice round, firm bum in them. Fastening the catch, I took the wine roll-neck sweater and, having carefully removed my wig, pulled it over my head and tucked it inside my jeans. The sweater, as I expected, clung to my outline, exposing a nice chest size and a nicely reduced waist. Now for shoes. Jim had mentioned the river path, which I knew was not that great a surface, so stilettos would be out. Opening the cupboard I looked for suitable footwear suddenly at the rear I found several pairs of boots. A couple had high, slim heels but there was a pair around 3 inches high with a block heel this would do nicely, I thought. Removing them from the cupboard, I unzipped them and slipped my feet into them pulling, the zips closed with my jeans inside, the black leather settling just below my knees. Perfect! Selecting a black wool coat which came down to just under my waist and a pair of black leather gloves, I left the room and headed of downstairs. As I stepped into the living room I could see Jim was busy on the telephone. "Yes mum, everything is fine. Yes, Colin is here and we've had a good day. Do you want to speak to him? Ok here he is." I waved' n'o at him desperately as he pointed the phone in my direction. I had to take it "Hello Mrs. Evans, Yeah, thanks for letting me stay over. Yes, were just going out for a breath of fresh air and then have some dinner. OK, we won't stay up too late. Do you need to speak to Jim again? No? OK, you two have a nice break." While this was all going on Jim was in knots of laughter until I put the phone down. "You shit" I said. "Well, it was funny, you standing there making small talk with my mother while you're dressed in her clothes!" Walking towards him I slapped him with the gloves and said "Ha. Ha." I paused. "Now, are we going or what?" "OK, let me just get a jacket" and he skipped off upstairs. Once he returned I asked "You sure about this" "Yeah, no problem. You look so convincing and we'll hardly meet anyone at this time, so lets go" He opened the door, I pulled on the gloves and Jim and Tiffany stepped out into the night air for the first time. Walking along the well lit path with Jim, my heart was pounding out of my chest. This was the highlight for me so far. Out dressed as a young woman! Walking along the street, albeit in darkness, but I was outside! Several cars passed us with me half expecting one to stop and the occupants to leap out and ridicule me or should insults. But none did. Jim obviously could sense my nerves and kept up a running conversation, none of which I heard or understood as I was too busy savouring the moment and concentrating on my walking. I was terrified that I would trip in these boots and give myself away. In no time we had reached the river path and turned down it. "We'll just go as far as the bridge and then turn back, that should be far enough for today," Jim said. "OK," I mumbled, finally acknowledging something Jim had said since we left the house. We were around 200 yards down the path when I saw two people approaching us, a man and a woman walking their dog. I froze momentarily Jim, sensing my mood, said "Tiff, it will be OK. Nobody can tell, now just calm down." He began to move on with me following. Closer and closer we got, my stomaching tightening as we moved towards them. Just as we were about 50 yards from them Jim reached down and took my gloved hand. I glanced sideways and he just smiled as we the approached the couple. "Nice night" the gentleman said as we got to them. "Yeah, it I," Jim replied. "I love your jacket" the woman said, looking directly at me. "Eh, thanks," I stuttered as we passed them and walked on. Once out of earshot Jim said "See I told you it would be ok" "Eh, you did," I said as we walked on. What had really calmed me down though were the tingles that were running through my body because Jim was holding my hand. The remainder of our walk went largely unnoticed and we arrived back home, opening the door stepped inside. "Superb!" I said with a broad smile. "I told you it would be OK, you really look good and have no trouble passing." I could have kissed him but was not sure how he would react, so I decided not to. I took of my jacket. We both went into the kitchen and Jim opened the fridge. "What do you fancy for dinner?" he asked. "Oh, anything. I'm on too much of a high" I responded. He laughed and took out a couple of simple microwave dinners for us, opening them out and pushing them inside the microwave. "I think we deserve a treat. How about a couple of glasses of wine?" "Fine by me" "OK, I'll just get a bottle from the cellar" he said, turning and leaving me along in the kitchen. Today had been just perfect so far and I had another day still to go!This was definitely the best experience of my life so far and I was grateful to Jim for giving it to me. I wondered how he would react if I did flirt or come on to him, but as I heard him coming back I decided to leave it for now. I did not want to put tomorrow in jeopardy. We ate in silence. Jim had uncorked the wine and I sipped from my glass, enjoying the moment. Once finished, we retired to the lounge to watch some film that Jim had suggested we watch. In truth, I was too excited to concentrate on it but watched it anyway. Once it was finished Jim went back to the kitchen and brought the remainder of the wine and poured a glass for each of us. "Tiff, there's something I need to tell you." My heart stopped as I looked up at him. "What" I said. "It's about tomorrow. You know I said that we would have the weekend to ourselves. Well, when my mother phoned earlier she told me that we have a heating engineer coming tomorrow to work on the boiler" "So are you saying tomorrow's off?" I asked. "No not off, but the engineer is booked and I can't cancel it." "Oh well. Do you want me to dress as a boy" "Well, I don't want to spoil your time. Could you maybe just stay out of the way? I'll make it up to you, we'll have a good night tomorrow night maybe order in a carry-out meal and have some fun. You know, like a dinner party. You can dress in one of my mother's fancy evening gowns How about it?" "Yeah, that sounds great! You are helping me so much, so I do owe you." "Thanks," he said. "Now lets polish of this wine and I'll get another," pouring another glass. Back with the other bottle, we sat closely on the floor of the lounge, chatting about days gone buy about people we had gone to school with, what they were doing now etc etc. Finally Jim said "I think it's time I gave you your Christmas present." "Eh what?" I said, surprised. "I'm sorry but I never got you anything." I said with regret. "It's OK, my dad gives me such a large allowance I never know what to do with it, so I bought something for you." he said, getting up and heading out into the hallway. Minutes later he returned with a package and handed it to me "There you go, open it!" I tore open the paper and pulled out a box marked Ragazza. "What is it?" I said. "You'll see," he said as I opened the box. I gasped as I looked inside. There was an absolutely stunning blonde wig. I guessed it was just over shoulder length with a front fringe it was really thick and luscious and felt very natural. "What do you think?" he asked. "It's stunning. You shouldn't have!" I said, fighting back the desire once again just to give him a big kiss. "It's real hair," he said "Top of the range, you can wear it tomorrow night." "I will!" I struggled not to start crying. We sat up for around another hour, finishing off out third bottle of wine. As the last glass was drunk Jim said "I'm beat it's been a long day, I think we should call it a night" "Yeah maybe we should" I said, feeling rather the worse for wear and conscious of the fact that I had spent the last half hour staring into Jim's eyes as we had talked. Getting up, I stumbled slightly. Jim grabbed my arm. "Oops. Maybe a little too much wine" "Yeah probably. Look, I'll see you for breakfast. OK?" "I'll just clear up here" "Eh, OK," I said, picking up my gift and heading towards the door. As I reached it I turned "Jim?" "Yeah" "I just wanted to say thanks for today." "No problem," he said "I've enjoyed myself ,too. Now sleep well." "I will. You too." I stepped out of the lounge and towards the stairs. Carefully negotiating my way upstairs I slipped into Jim's parent's room. I wanted the day to go on forever and had an idea. Opening one of the dresser drawers I looked for a suitable nightgown. I finally found a red silk lacy thing, short and sexy, and took it back to my room with me, I was desperate to see what the new wig looked like so, opening the box, I took it out and brushed it out. Removing my own, I tossed it on the bed and pulled my new present on. It was stunning - a short fringe coming to just above my eyes and swept back in a thick mass of hair which, as I had thought, fell just below my shoulders. I quickly removed my clothes, taking off everything except my panties, and stepped into the nightgown, which fell to about five inches above my knee. As I pulled the spaghetti straps over my shoulders I thought I looked very sexy in the short night dress and gorgeous new hair style. I walked towards the bed and climbed up, positioning myself sexily leaning on the pillows I imagined Jim opening the door and coming to me, easing down beside me and reaching out to massage my breast, his mouth moving closer to me as his hand gently moved up my leg, his breath on my neck as he tenderly kissed it as he slid up on to the bed. Gently cradling my cheek he turns my face towards him and moves forward until our lips meet. My mouth opening and out tongue's meeting, as my eyes closed in a perfect bliss his hand moving up my stomach and on to my breast squeezing the nipple me lost in ecstasy as I stoke his firm bottom. And then, nothing. I woke up several hours later, cold and a bit hung over. The alcohol had taken over and half way through my fantasy I had blacked out. Climbing of the bed, I removed the wig and placed it carefully on to the chair before turning out the bedside light and climbing under the covers. I went back to sleep, hoping my dream would return and I would discover the end. Tiffany's Seduction I awoke with a dull headache and stretched out, relaxing back and staring at the ceiling. I never had returned to my dream, but one thing had become clear in my mind - my desire to somehow seduce Jim. Ten minutes later there was a knock on the door. "You decent?" Jim called. "Yeah, come in," I said, pulling myself up on to the pillows but remaining covered by the bedclothes. "You passed out like a light last night," he said. "I popped my head in when I came upstairs and you were out for the count. You looked so peaceful so I hadn't the heart to wake you" "Oh, I see, you don't mind that I borrowed the nightgown, then." "No. Just dump it in the washing basket over there. We have a cleaner comes in on Tuesday and does all the washing. She'll take care of it" "Cheers," I said. He went on. "If you want breakfast it will need to be pretty quick, the engineer will be here in less than an hour" I jumped up and picked up my bag, grabbing a pair of jeans I pulled them on. I slipped on the pink blouse I had brought with me and, grabbing a pair of two inch mules of Jim's mum, I stepped into the bath room to wash my face. Five minutes later I was heading downstairs. Jim was in the kitchen making some toast. "You want some?" he asked. "Yeah, that would be good. Do you have any fruit juice?" "You'll find some in the fridge." He pointed towards the other side of the room. I took out a carton of pineapple juice and, grabbing a glass, poured me a drink before sitting at the breakfast bar. Jim brought over the toast and sat down. "What you gonna do today?" he asked. "Oh, just chill out watch some TV upstairs and relax." "Well, I think we should get glammed up for dinner tonight, so why not choose one of my mothers dresses." "Can I?" "Yeah. Try a few on and pick something out, I'll get smartened up myself, tonight." "OK. What time's dinner?" "About 7.30. What would you like me to order? Indian, Italian , Chinese?" "Italian would be nice." "OK, Italian it is then. I'll keep the engineer company down here and you prepare for tonight" "Great!" I said, draining my drink and finishing my toast. I headed back upstairs, excited at what lay ahead tonight and looking forward to plundering Jim's mum's wardrobe for an outfit. I stepped into Jim's parent's room and began my search for an outfit for tonight. Opening his mother's closet I stared at the array of clothes in front of me. Jim's mum was a pretty sexy lady and her choice of clothing matched that. I selected two or three items from the hangers and carefully laid them on the bed. Stripping off my outerwear I took my waist clincher from my bag and fastened it round my waist Tightening the laces, I picked up the first dress I had selected. It was the classic LBD, although in velvet. Unzipping it, I stepped in to it and pulled it on. It had a rose design on the bust line nice but it was not quite right for me so I took it off. The next dress was a red silk print with a mandarin style neckline, long with a slit up the leg on the left side. Sexy and nice, but I wanted something shorter. The third was a black lacy dress - very sexy but would not have been practical as the lace front and back would have shown my waist clincher. An hour or so later I had tried lots of combinations of skirts and blouses and nearly all the dresses. Then I found it! I'll keep the description for later, but as soon as I set eyes on it I knew this was the one. Taking it carefully off the hanger, I stared at the soft material, just hoping that it would fit. Oh yes! This was the one. As I finally pulled it into place, a bit tight in the rear area but ideal for the plan that was forming in my head, I stepped in front of the full length mirror I admired my figure. This was it, it had to be incredibly sexy and if I could not seduce Jim in this then I never would. There! I had admitted it. My agenda for the night was to get Jim into bed! Having found a dress to wear, I set about finding accessories to match. Carefully, I looked through drawers and uncovered treasures that were a crossdressers paradise. Excitement began to build in me, this was going to be the best night ever. I had a really sexy dress and accessories to make me look even more appealing. This was going to be fun! I settled back on the back and drifted of to sleep for an afternoon nap. I awoke with Jim gently shaking me. "Hey sleepy head" "Eh? What time is it?" I asked. "Just after four." "Oh, has the guy gone then?" "Yeah, about half an hour ago. You ok for tonight?" "Fine," I said eagerly. "Good. I've ordered dinner for around 7.30, so you have a few hours to get ready." "Fine. I'm looking forward to tonight," I said, sitting up and resting my hand on Jim's arm. "Well I'm going to get ready myself, so see you around seven." "OK," I said with a smile as Jim stood up and walked towards the door. I got up off the bed and headed for the bathroom. I started to run a bath, pouring in a sizeable amount of bubble bath and some Ysatis bath scent. My mother used to wear this regularly and I've always liked the smell, so I figured it would be good enough for me. Stripping off, I stepped into the bath and lay back to soak and pamper myself. My mind was in full planning mode for the evening ahead. A cosy dinner with Jim, settle back for a few drinks, then some eye contact, flattery and - hopefully - he would make a move on me. Thing's don't always go entirely to plan, though! Having soaked myself for long enough, I stepped out and patted myself dry. I grabbed a bathrobe from behind the door and, picking up the clothes I had worn earlier, returned to the bedroom to start getting ready. I sat by the dresser and began my transformation. I was definitely going for the sexy look tonight. Taking some light cream foundation I carefully massaged it into my skin. Minutes later I had a flawless flat canvas on which to paint Tiffany for the night. A light dusting of some powder, then I outlined my eyes with black eyeliner some grey eye shadow on the lower lids and a silver eye shadow to my upper eye socket to provide some contrast. I had noticed the latest brand of mascara on Jim's mum's collection. You know the type that claims to thicken and lengthen your lashes? Unscrewing the top, I carefully applied it to my eyelashes. It certainly seemed to do what it claimed as my eye lashes seemed longer than ever before. I took a dark red lip pencil and carefully outlined my lips. Once I had the perfect shape I used a brush to fill in the rest of my lips with a slightly lighter but still bright red lipstick, finishing off with some lip gloss to make my lips shiny. Casting a glance in the mirror I knew even before I had put on my wig to complete the effect that I had achieved my objective and my make up was better than ever. Rising from the dresser, I took off the bathrobe and took my breast forms from their box. A more than generous application of adhesive and then I carefully attached them to my chest. I had lifted some foundation and powder from the dresser to mask the edges. Content that I had achieved my goal, I walked over to retrieve my lingerie for the night. The dress I had mentioned earlier did not require a bra, as it appeared to have some type of built in bra at the front. So, selecting a shiny white g-string from the drawer, I pulled it up my legs. My maleness had been taped up into my abdomen earlier, so when I pulled up the tight g- string it found a nice, flat, lady-like area to rest on. Earlier, I had spotted a pair of hold up stocking's, not even opened. A bit of a risk, I know, but what the hell? I was going all out tonight. Taking them back to the dresser I opened the packet and took them out. They were the latest shiny material which gave your legs a glowing look. Careful not to tear them, I slowly eased them up my legs, marvelling at the smooth feel of them on my skin and looking down at my fake breasts hanging so naturally from my chest. Once I had them both rolled on I smoothed the sticky lace tops to my legs. I picked up my waist clincher and put it back on. I needed it tight for the dress but did not want it to be too uncomfortable. So, tightening it just enough, I set off for the closet and the dress that had me so excited all afternoon. There it was, right where I left it. The dress was white and it had a asymmetrical hem running from left to right, ending in a point just about three inches under the knee. I figured that the shorter side would be just about two inches above my stocking tops and they would be clearly visible if I crossed my legs from left to right. The top of the dress had a built in bra with a pleated effect on the bust cups. There were three pleats running in an arch shape across one cup and then across the other as well. There was no zip in the dress and it was held two spaghetti straps which started at the centre of the cleavage and crossed over before forming a halter neck that you slipped over your head to hold the dress in place. Stepping in to the dress I slid it carefully up my hips and across my chest before slipping my head into the halter and pulling the dress into place. Standing there in this dress I felt so incredibly sexy and desperate to complete other final touches I had planned for the night. I picked out the shoes that I had discovered earlier, a white pair, naturally, which must have been 31/2 or 4 inch high spike heels with a t-bar strap. They fastened at the ankle and the t-bar was made up of diamante stones which spread round to the ankle and down the front of the foot to the leather front of the shoe. Fastening the catch, I stared down at my legs. I'd never really looked at them before but figured that for a guy I had a fairly shapely leg. With my shoes in place, I returned to the dresser to select my jewellery for the evening. Earlier in the day I had spied a simple gold chain with a gold heart hanging from it. Lifting it up, I secured it round my neck. I also selected a pair of clip on gold earrings with what looked like a pear drop at the end. I clipped them in place and felt the unfamiliar weight dropping from my ears as they hung to just around my jaw line. I found a simple gold watch and a couple of gold bangles, also a gold slave bangle which I slipped up my arm. I added a couple of rings and popped them on my fingers. Then I saw a single diamond ring - very simple. It looked like a kind of engagement ring and I expected it was quite expensive. I couldn't resist and popped it on my finger to fantasise that I was engaged. Brushing out the wig that Jim had bought, I placed it on my head right away I could feel a tingle as the real hair dropped on to my bare shoulders. The final two stages before going downstairs were almost as exciting as the dress for me. There were two other discoveries I had made this afternoon while deciding on my outfit. Opening the other drawer I took out the small case. I had found a selection of false nails in all sizes and very long and pointed. The adhesive was by the box, so selecting ten nails that fitted mine and then glued them into place before painting them a matching red to my lipstick. There I was, complete; sitting there, fingers forced apart while I waited on the nails to dry. While searching I had also found some fingerless white lacy gloves. Pulling them on, I stretched them up to just above my elbows. I picked out a small white clutch bag from the closet. There was a purse inside the bag, so I took my money out of my jeans and popped it inside. I dropped in the lipstick I had used and a lip brush the nail varnish and a powder compact. I had also discovered some menthol cigarettes in a carton earlier and, although I did not smoke, at that point decided 'what the hell?' So, dropping two packets and a slim gold lighter into the bag, I was ready to go. I walked over to the full length mirror and stared at what looked back at me. I could not believe the transformation. I had always thought before that I looked OK but not too convincing. Well tonight what stared back at me was a sex bomb. Opening the bag once more I took out the pack of cigarettes and removed the clear film. It was a bit difficult getting one out due to my long nails but once I had I lifted it to my lips with the slim gold lighter I flicked it and heard a slight click as it sparked into life. Moving the cigarette tip into the thin flame I inhaled the cool menthol flavour invading my mouth. Removing the cigarette from my mouth I marvelled at the red ring from my lipstick around the tip as I arched my head skyward and blew the smoke to the ceiling. Looking back in the mirror I saw my slim hands with the red talon pointed nails and the distinct white cigarette jutting from my fingers. I liked the look, but would Jim? I hoped so. Finishing the cigarette, I left the bedroom and headed downstairs, my heels clicking loudly on the wooden floor as I headed towards the lounge. "Oh my god! You look absolutely stunning!" said Jim. "Well thank you, kind sir, you look smart yourself." Jim was dressed in a pair of black trousers with a light blue shirt and contrasting darker blue tie with a black jacket. "Would madam like a drink?" "She would," I replied, stepping towards the bar and sliding up on to one of the stools, making sure I crossed my kegs from left to right to maximise the shortness of the dress at that point and flash a bit of stocking top. If Jim noticed he said nothing, handing me a glass of white wine. "So when's dinner arriving?" I asked. "It's not." answered Jim. "What do you mean it's not?" "Well I've kinda tricked you. We're actually going out for dinner" "Are you mad?" "No, I've booked a table at a local restaurant and we're going out." "I can't!" I said reaching for my bag and taking out the cigarettes. Slipping one from the pack and flicking the lighter I inhaled deeply." "When did you start smoking" Jim asked "Just now, when you told me were going out for dinner." "You'll be fine," Jim said, bringing over my glass of wine. "Look Tiff you're gorgeous, I can't believe the change in you! You're so convincing!" he said taking my hand. Tingles ran all through my body as his hand encased mine, his fingers entwining with my slender hands with the long red nails. He reached forward and lightly kissed my cheek. "Trust me, you'll be fine" he whispered, planting another kiss on my cheek. At that time I really wanted his lips on mine, I wanted to feel his tongue entering my mouth and mine responding to his passion. And I wanted something else to enter me as well, but the night was young and we had dinner to go to. "OK you've convinced me. I'll just get a coat" "Good girl Tiff. See you in a minute." I went back upstairs, my heart racing. I was going out to dinner with a man! I knew just what coat I wanted, I had noticed a three quarter length white fur coat with a couple of black streaks down it. It would be just perfect with this outfit. Grabbing the coat, I pulled it on, the lining cool against my skin and the fur warm on the outside. Picking up my handbag, I headed back downstairs to commence my dinner date. Once back downstairs we stepped out into the night air and into Jim's mum's car. Carefully getting inside in my best female manner, I sat down and pulled on the seatbelt. My dress naturally had ridden up and the stocking tops were clearly showing as I crossed my legs. The drive took around fifteen minutes and we parked about 200 yards from the restaurant. "Can't we get a bit closer?" I asked. Reaching over, Jim place a hand on my knee. Once more shivers raced throughout my body "You will be fine, Tiff. Just take my arm and we'll walk down together." Jim walked round and opened the door I slid my legs out, immediately pulling down the dress to cover myself. Closing the door, I took his arm. "Ready?" he asked. "Ready as I'll ever be. Let's do it." Walking down the quiet street, we reached the restaurant and Jim opened the door. Taking a deep breath I stepped in, closely followed by Jim. In seconds a waiter stepped over. "Do you have a reservation, sir?" he asked. "Yes, for Adams." Checking his book he said "Oh yes for two. Would you like smoking or non smoking?" Jim glanced at me. "Eh, smoking please." "Sir, madam. You can come this way." He led us towards t

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A Secret Shared (Sort Of) Author's Note: This story inspired by true events and shared fantasies. Cheryl and I have known each other for a long time. Each of us had been in relationships with other people but there was an attraction between us that kept us from wandering away from each other. After a few years of trying to ignore that attraction we found ourselves in a situation where we were both unattached. It didn't take long before we acted on the impulses we had kept buried...

2 years ago
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Secret

I close my eyes for a moment and thenreluctantly tear them open again. My desk is a mess and I start to tidy up my desk. I see the time and realize it is so late and by now I should have been home already. I leave my office and walk down the corridor and soon realize that I am completely alone. The quiet is so welcoming after a day of challenges. My iPod is a welcome companion and I put on my earphones and select shuffle. A soft slow song starts off, its just easy listening with almost no...

3 years ago
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Secret Moments 8

Secret Moments 8 By Lorna Elizabeth Black Copyright - Lorna Elizabeth Black 2007 None of this work may be distributed as original by any other person or group. Permission is given to redistribute this work in its entirety and any credit is given to me as the original author. Any resemblance between characters in this work and persons living or dead is purely coincidental. Be also advised, some of the...

3 years ago
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Secret

I close my eyes for a moment and thenreluctantly tear them open again. My desk is a mess and I start to tidy up my desk. I see the time and realize it is so late and by now I should have been home already. I leave my office and walk down the corridor and soon realize that I am completely alone. The quiet is so welcoming after a day of challenges. My iPod is a welcome companion and I put on my earphones and select shuffle. A soft slow song starts off, its just easy listening with almost no...

Voyeur
4 years ago
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Secretarial Skills

Damn it's cold out today! Julia thought as she hurried from the parking garage across the street and into the building she worked in.Stopping by the mailroom on the main floor, she picked up her office mail and then grabbed a cup of coffee and made her way to the elevator to head up to the fourteenth floor where her office was.It was indeed cold out that December morning–one of the coldest her hometown of Buffalo, New York had seen in some time. And the cold was only part of it; the wind...

Oral Sex
3 years ago
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Secretarial Revenge

Secretarial Revenge Ally is happily serving as Mr. Davidson's sexy little secretary, until she discovers the truth about her identity. Chapter 1: Performance Review Mr. Davidson summoned me into his office with a sharp, "Ally, get in here!". I shyly looked up from my computer monitor and tried to avoid the sneers of some of the other staff in the office. No one would say anything, but everyone could see that something was going on whenever I went into his office to 'help'...

1 year ago
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Secret Lives Part 1

Author's forward: This is a work of fiction so any resemblance to persons living or dead, in whole or in part, is purely coincidental. All of the usual copyright rules apply, but this story may be posted freely on any site that does not require a fee for accessing it. Also, the usual rules about legal restrictions on accessing stories like this apply according to where you hail from. I hope you enjoy, Joanne Secret Lives By Joanne Foxcourt, 2004 Chapter 1: Secret Agent...

1 year ago
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Secret SexFight Society Ch 03

Story till now: In the year 2099 the metropolis of Climax City has become one of the most violent and corrupt cities in the world, were the super rich and super poor live mere miles from each other, but are in entirely different worlds. Tommy Gunn, a 19 year old bully, has just joined the Secret Sex-Fight Society, and shadowy organization of the world’s richest people who train erotic martial artists who engage in sexual combat for money, sex, and sadistic joy. He was recruited by the beautiful...

2 years ago
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Secret room

Ann Pham-Monet was a beautiful Eurasian girl with just the right proportions of Asian and European ancestry to produce the classic beauty of love poets. Married in Asia to an American gentleman 35 years her senior at age 16, she had come with him to Washington State where she had divorced him when she was 20. Now, at age 28, she had been married to Bill Martin – age 21 – for the past 2 years. Ann was highly sexed. Bill Martin had a lot in common with her first husband, Claud Monet....

3 years ago
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Secret Spy Surprise Ending Edited

I want to tell you a story from my youth.In the UK with have a six week long holiday/vacation from education during which many sports clubs, youth centres and leisure centres host clubs for k**s that have parents who work and don’t want their k**s left roaming the streets.My story happened when I was attending a summer club at my towns Arts & Leisure Centre. The main sports hall had been set up with different areas. The k**s could play football, basketball, or tennis. Or we could use the...

3 years ago
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secret daddy

the first time i sucked my daddy cock i was so nervousi never met for real or even saw a real big black cockonly my toy at home i have suck on and jump on so many times thinking of a real cock i never stop him the night he found me at the park smoking alone in my tight leggins ,smoking weed finally legally in Montreal canadahe walk right to me and ask if he could smoke with me''yes sure''''thanks boy, iam Mike and you''''Alex''''well you have some nice weed Alex''''you smoke alone at night...

2 years ago
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Secret slaveboy gets ultimate punishment from Mist

Three months slave had been visiting Mistress K for now, all the time he had told her he was single and shared a house with friends so could never accomodate at his place.Slave had told Mistress he was an engineer and was happy in his service on a weekly basis and longed for more if only work would allow.Slave had been keeping a secret from his part time Mistress and had a loving girlfriend at home who knew nothing of his secret life as a submissive and where he went on those occassional...

2 years ago
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Secret Spy Surprise Ending ReEdited Sept

I want to tell you a true story from my youth.In the UK we have a six week long summer holiday/vacation from education during which many sports clubs, youth centres and leisure centres host clubs for older k**s so that working parents can safely leave them and not have them roaming the streets.My story happened when I was attending a summer club at my towns Arts & Leisure Centre. The main sports hall had been set up with different areas. The k**s could play football, basketball, or tennis....

3 years ago
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Secret Must Be Kept

By: AWC Nobody shall ever deny or refute the excessive ability of the boys entering college around the age of 18 or so, to grab the attention, fall in love with many sexy girls at the same time. Julio Adams was no exception. He had Cora, Andrea and Blythe but that was not all, there was Jeanine, Ms. Vanessa; the Math teacher, who had all the sweaters, knit so tight to push up her breasts for him only to look and enjoy. Julio had a very active sex life, actually very, very active. He was in...

3 years ago
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Secret Fantasy

I’ve always had a secret fantasy about watching my wife fuck another man. I wasn’t sure I wanted it to become a reality. I never told her about it, until it actually happened. Last summer my wife and I went on a weekend camping trip with our friend, Doug. Once we arrived at the camp site our friend realized his tent was completely torn and there was no way he would be able to use it. We offered to let him share ours and he accepted. I was a bit disappointed because I figured this...

3 years ago
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Secret Email Account

From: GraceeeDee To: SternoDan4Fun January 20, 2018 1:37 AM Remember me from that party at the Martins before Christmas? You whispered your private email address in my ear. I hope I got this right. I tried SternoDanForFun and that didn't work. Grace D --- Re: Is it you? From: SternoDan4Fun To: GraceeeDee January 20, 2018 1:51 AM Yes, it's me. I do remember you. Who could forget you? Wow. That was a month ago. We were all talking about how Margie got caught when Carl read her...

3 years ago
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Secret SexFight Society Ch 02

Story till now: In the year 2099 the metropolis of Climax City has become one of the most violent and corrupt cities in the world, were the super rich and super poor live mere miles from each other, but are in entirely different worlds. Tommy Gunn, a 19 year old bully, is returning home after a long day fucking someone else’s girlfriend and witnesses an unusual event. Two young woman fighting and fucking each other on a train in an abandoned part of the city, who are each coached by two older...

2 years ago
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Secret Society in School part 1

“Hey, Chris! Anything we need to catch up on?” “No. I’m getting the new scores back in a couple of weeks. I got like three tests tomorrow, so I’m gonna go study for awhile. Thanks.” “Okay! E-mail me for anything!” I walked back, but the lunch room was full. So, I got a sandwich and water, and sat at a low table. The table had three seats, none of which were used. I sat down, pulled out one of the notebooks I needed, and started eating and studying. I had like thirty minutes of lunch...

1 year ago
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Secret Valentine

Roger got off the school bus and made his way to the patios outside his school’s buildings. That’s where most of the students hung out before school. But he wasn’t going to join up with his group of friends today. Today was Valentine’s Day. Every year since he had been 8 he had asked girls to be his Valentine on Valentine’s Day. He gave them poems, Valentine cards, flowers, and candy. He had always asked really nicely, but not one girl had ever said yes so far. He was now 18-years-old and a...

2 years ago
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Secret spy hole surprise ending

I want to tell you a story from my youth.In the UK with have a six week long holiday/vacation from education during which many sports clubs, youth centres and leisure centres host clubs for k**s that have parents that work and don’t want their k**s left roaming the streets.My story happened when I was attending a summer club at my towns Arts & Leisure Centre. The main sports hall had been set up with different areas. The k**s could play football, basketball, or tennis. Or we could use the...

2 years ago
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secret pleasure

Iam craving iti wont tell him because of how shy it makes me wanting him in my mouth but god if he make me do it i wont stop himMike had been my friend since foreverHe grew up so much faster than me i have been looking at him all summer thinking of his bbc in my mouth The first pool time of the year, After dipping in the pool we took shower so many times together but now he was hard and so big when we did, he told me nothing about his bbc hard casually washing it , both washing like we always...

3 years ago
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Secret Lives Chapters 29 30 and 31

Somewhere in the depths of my sleep I began to dream of the previous day’s events. It all felt so real as I dreamt of Sarah’s mouth on my cock. At some point I came to the realisation that it wasn’t a dream at all but I still hadn’t opened my eyes. “Oh Sarah. I love you so much.” “I love you too sweety.” She managed to say this from the other side of the room and without taking my cock from her mouth. What the hell? I opened my eyes and looked straight into Sarah’s smiling eyes as she sat on a...

Exhibitionism
3 years ago
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secret between bois

I was in his room literally a week after i met him for the 3rd night in a row getting another strawberry condom out of the box, my new friend relaxing , smoking his weed looking at me again on my knees on a pillow , going to worship his black veiny bigger cock like a candy3 days ago i was at his party , too drunk to leave , my new college friend joining me in the shower his bigger cock getting up has we wash ourselfjust doing his thing before getting out leaving me to finish showering , making...

2 years ago
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Secret Relation With My Son

My name is Meena and I live in Kerala in Kollam. I going to share my personal sexual experience and sex story because I get happiness when I do that. My husband is working in a Pvt company and he is 43 years old. I am 42 year old housewife and my son(21yrs) is studying in B.com 3rd year. To start with I will tell more about me, I have severe lust. In college days I had a boyfriend but I have no intention to marry him because he belongs to another religion. He too doesn’t want to marry me but he...

Incest
2 years ago
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Secrets

Secrets By Donna Sash [email protected] We all have them, secrets. We have them for many reasons, mine is to keep my self-safe from society. You see my main secrets are the kind that would cause members of my family and myself much humiliation. Ok, I'll just come out with it, I am a cross dresser. A transvestite, a man who wears the clothing of the opposite sex. Sure its ok for women to wear men's clothing, it is even looked at a sexy and it is accepted by society, but a man in...

4 years ago
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Secret worship

It’s got to be secret hasn’t it? You can hardly go up to a girl and tell Her, can you? The conversation would go like this:“Hullo Miss, you don’t know me, but I‘ve been worshipping you for some time. I’m not making a pass, that’s not what I do. I’m just a wanker, I only look at girls, I don’t do dating or anything like that, in fact I’m amazed I’m talking to you as usually I’m too bashful and tongue-tied, specially when it comes to girls I worship so much, like I do you.“I’m not sure what else...

3 years ago
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Secret SexFight Society Ch 04

Story till now: 19 year old bully Tommy Gunn had been accepted in the Secret Sex-Fight Society, an violent underground organization of martial-artists and cage-fighters who use sex as a weapon. Managed by the beautiful and mysterious Ciara Chocolate, Tommy won two of his first three official matches, defying expectations of what a rookie with a big cock can do. But Tommy lost his last match to the bisexual demigod Poseidon, who has taken the macho teen as his personal bitch. Will Tommy be able...

3 years ago
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Secret Sexy lives

Spring is in the air and the county fair is in town. I love this time of year! The flowers blooming, the birds singing and no more layering clothes trying to stay warm. After a long week at work my friends and I decided to check out the fair and have some much needed fun. I can hardly wait to smell the popcorn and cotton candy and ride the farris wheel. "Becca are you ready?" Joanne calls from downstairs. I live with my two room mates in a 3 bedroom town home in what we like to call rural...

Voyeur
1 year ago
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Secretarial Pool Delight

I’m a 27 year old female software engineer, 5’9” tall, not a bad body or hard to look at I’m told and worked my way up to my present job in the company that I have been with since I graduated college. I’ve just recently been promoted to section manager with 30 engineers working under me and I now have my own office with access to the secretarial pool. Now I should tell you that I am kind of bi-sexual but lean more towards the female sex and have been with a few women but never in what you would...

Lesbian
3 years ago
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  • 29
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Secret Journey

Title: Secret Journey Author: DrGonzo124Tags: Transgenders, femdom, non-con, futa on male, creampieDedication:To the wonderful and talented writers whose work I'm rippin-...I mean paying homage to ,most especially ZappaGo who's hentai obviously inspired this. Author's note: Long time reader, first time publisher so please be honest, ...being nice would be nice but definitely be honest 898Five hundred years ago, SO the sages tell us, was a mighty warrior who lead armies to conquest on behalf of...

4 years ago
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Secret Journey

Title: Secret Journey Author:DrGonzo124Tags: Transgenders, femdom, non-con, futa on male, creampieDedication:To the wonderful and talented writers whose work I'm rippin-...I mean paying homage to, most especially ZappaGo who's hentai obviously inspired this. Author's note: Long time reader, first time publisher so please be honest, ...being nice would be nice but definitely be honest 898Five hundred years ago, SO the sages tell us, was a mighty warrior who lead armies to conquest on behalf of...

3 years ago
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Secret Origins of the Wizard Sympathy for the Wizard

This story is conceived as one of many possible origins for the Spells-R- Us wizard. Bill Hart created both the wizard and the Spells-R-Us universe, and only he can ever state with any definitive authority what is "true" about the wizard. This story is merely written as a fun exercise to explore the world of Spells-R-Us. It deliberately contradicts other "what if" tales in an effort to firmly establish the non-canonical nature of this and other unofficial Spells-R-Us stories. This may...

3 years ago
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Secret Suppers

I include this story as a tribute to a special person and the fun we have had xxSECRET SUPPERSLydia was busy preparing the vegetables for another dinner party she was catering for. She dealt in secrets. In fact she’d made a business out of it. ‘Secret Suppers’ had been flourishing for many years now. Her client list was extensive, and impressive. Local civic leaders, company directors, the nouveau riche. The idea was simple, the glamorous hostess passed of Lydia’s delicious food as her own,...

3 years ago
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Secret Urges

Secret UrgesBarefoot RunDave, a 13 year old eighth grader,  grew up before there was an Internet and only a couple primitive computers existed in the whole country so he could not Google or search JackinWorld to discover what was happening to him and the dark urges he felt.  It was before HIV.  It was a time when schools did not teach sex ed and before gay lib made alternate lifestyles thinkable.  Dave's parents  like many parents at the time would not talk about sex and he couldn't dream of...

2 years ago
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  • 17
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Secret Discovery

Secret discovery By silent submissive Jess was shocked, she knew her husband was into bondage, they had played together often and even built up a small box of toys but she hadn?t known his secret. But then one day she found it, she had been using the home computer and discovered that her husband, George, had been reading stories on bondage websites about female domination and S&M. They had discussed before that although neither of them were really into role playing they both enjoyed bondage,...

4 years ago
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A wifes hint at being shared

Once I got past the idea that my husband was a pervert or something because he wanted to share me, I agreed to give him his wish that I have sex with another man.That was a wonderful first experience and I still treasure the memory of that evening and the sensitive, gentle and understanding man who guided me through my nervousness and fear. If he had not been so good for me then, I may never have wanted to try it again.After that first time, I admit that I was anxious to try it again. I was a...

3 years ago
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Secret Desires In France Awakening Part 4

LOUISE That night in bed Louise was reading the latest Peter Robinson thriller, but found it hard to concentrate on it. Her thoughts kept wandering and went from the next exhibition in her art gallery to Rob, who was coming home tomorrow and then to Alex, who had almost been here a week now. Marge, Alex’s mother had called her tonight to ask how things were going.‘Alex only texts us to say that everything is cool and chill,’ she had said, ‘so I thought I’d better ask you.’Louise had assured...

Femdom
4 years ago
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Secret Rendezvous

SECRET RENDEZVOUS   By   Dulaney Browne       I had expected the knock on my hotel door for a long time. When it came, I checked my watch: 7:00PM. Right on time. However, it took a bit before I answered. I wanted to make sure everything was just perfect.   When I opened the door, I could tell she was apprehensive. We had discussed meeting in various exotic locales for a solitary magical night— Paris , Monte Carlo , Rio de Janeiro . I was a bit surprised when she suggested the Caribbean ....

4 years ago
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Secret Garden

After Lizzy arrived at the exclusive resort where she would be spending the following week, she did a reconnaissance of the establishment to find a private spot where she could sunbathe in the nude, determined to get an all-over tan. The resort was encompassed by an enormous garden with delightful nooks and crannies. It was in one of these little alcoves that Lizzy found her secret garden. Lizzy was very impressed by the place her parents had recommended, and the ‘no children’ policy at the...

Straight Sex
2 years ago
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  • 19
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Secret Watcher Part 2 His Story

Note: Please read Secret Watcher Part 1. This two stories are meant to be read as a pair. The follow story is the reverse view and told through the eyes of the Secret Watcher's object of desire. Comments and ratings are appreciated. Enjoy! Several years ago I had been on a business trip to Anaheim for the local trade convention. I was staying next door at the Hilton. They had just remodeled and the rooms were beautiful. One nice addition was that the windows had been increased in size. They...

1 year ago
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Secret Cocksucker And Pussy Boy For My College Roo

Mike was my college roommate for two years. He was a great guy and we became fast friends. Mike is black so he knows about white racism in all its forms. I'm white but my personality and upbringing made me a truly color blind person. All people of color can pick this up about me immediately and they drop their outer defensive walls with me which they rarely do (or should per my opinion) with other white folks, white guys in particular.This is a true story and it happened about 30 years ago. But...

4 years ago
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Secret Sex Lovers

"YES", suddenly said Kendra, with hot sex in mind, love juice and saliva now running from her from the mouth of her black lover, Joachim. As she added, "Can I start sucking you again now?”"...on your mamba snake, right now?" Her eyes in a trance like state, as she slowly, seductively and teasingly, unzipped his trousers, looking to explore her lover.Joachim could only nod dumbly indeed and completely under Kendra’s spell and at at Kendra's hot unsubtle whoring.Joachim’s naked black love pipe...

3 years ago
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Secrets of Slavery

Well now that the whole ordeal is over, I can finally tell my story. It’s been 6 long years and countless horny men and women since it all started. I have been a secret sex slave, secret to my husband, friends, and family all because of one horny encounter that turned into years of sex slavery.Let me back up to when it all started. I (Cindy) was 27 married to my wonderful husband (Dave) and living in an upper class neighborhood outside of Chicago. My husband and I had a few swinging encounters...

2 years ago
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Secret

SECRET by Barney CHAPTER 1 I have always known that my sister is a ball-breaking bitch but I never could have anticipated what she would do to her boyfriend, my best friend. Matt was my best friend through school and when we left and got jobs, we both worked in the same department for the same employer. It was only natural that we would become flat mates. Our friendship was forged due to a number of factors, the most important ones being that we were both underdeveloped as...

1 year ago
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Secret of the Strongman

This is a story for adults. It deals with dark sexual fantasies, especially forced feminization. Don't try any of this stuff at home. If you are under 21, do not read this. Secret of the Strongman By Nancy Rose Copyright 2000 Prologue He picked me up easily, bear hugging me in his big meaty arms. My red-high-heeled feet left the floor as I wrapped my stocking covered legs around his waist. We kissed, and I felt so loved, so protected. While one of his big arms held me...

3 years ago
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Secret Moments 2

Secret Moments 2 By Lorna Elizabeth Black Copyright - Lorna Elizabeth Black 2007 None of this work may be distributed as original by any other person or group. Permission is given to redistribute this work in its entirety and any credit is given to me as the original author. Any resemblance between characters in this work and persons living or dead is purely coincidental. Be also advised,...

3 years ago
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  • 14
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Secret Moments 4

Secret Moments 4 By Lorna Elizabeth Black Copyright - Lorna Elizabeth Black 2007 None of this work may be distributed as original by any other person or group. Permission is given to redistribute this work in its entirety and any credit is given to me as the original author. Any resemblance between characters in this work and persons living or dead is purely coincidental. Be also advised, some of the...

2 years ago
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  • 12
  • 0

Secret Moments 6

Secret Moments 6 By Lorna Elizabeth Black Copyright - Lorna Elizabeth Black 2007 None of this work may be distributed as original by any other person or group. Permission is given to redistribute this work in its entirety and any credit is given to me as the original author. Any resemblance between characters in this work and persons living or dead is purely coincidental. Be also advised, some of the...

4 years ago
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  • 14
  • 0

Secret Moments 7

Secret Moments 7 By Lorna Elizabeth Black Copyright - Lorna Elizabeth Black 2007 None of this work may be distributed as original by any other person or group. Permission is given to redistribute this work in its entirety and any credit is given to me as the original author. Any resemblance between characters in this work and persons living or dead is purely coincidental. Be also advised, some of...

4 years ago
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  • 9
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Secret Soldier

SECRET SOLDIER By Celeste Ann Taylor PROLOGUE The army was not the adventure I'd been led to expect. 3 months of basic training to dehumanise me and turn me into a programmed killer, then 6 months in some backwater war zone as cannon fodder to ?build character' and when I survived that they gave me a real mission, shooting civilians for fun. However after a couple of years of this I was wounded when one of the civilians...

2 years ago
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  • 16
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Secret Relation With Mom 8211 Part IV

Hi Friends, First of all thanks for nice comments and mails on the previous parts of the story. www.indiansexstories2.net/incest/secret-relation-with-mommy-part-i/ www.indiansexstories2.net/incest/secret-relation-with-mommy-part-i-2/ ww.indiansexstories2.net/incest/secret-relation-with-mom-part-iii/ For your feedback and suggestion kindly send mail on ” So moving forward from my fourth part I was in seventh heaven, I was feeling proud that yesterday night I had the best fuck of my life. I...

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