Triumph Act 2 Hell free porn video

TRIUMPH by enduringshades This is the second Act. The final Act is to follow. _____ TRIUMPH (THE COMPLETE STORY) PROLOGUE ACT 1 ROAD TO HELL Our hero borrows a classic sports car and our heroine discovers her new life. Chapter 1 TR3 Chapter 2 Housekeeper Chapter 3 The Plan Chapter 4 Reality ACT 2 HELL Our heroine experiences the good, the bad and the ugly. Chapter 5 Training Chapter 6 Dressing up Chapter 7 Room service Chapter 8 Heaven and Hell ACT 3 ROAD TO HEAVEN Our heroine goes from the worst in her life to the best in his. Chapter 9 Discovery Chapter 10 Reunited Chapter 11 Endgame Chapter 12 Legacy POSTSCRIPT AUTHOR’S NOTES _____ TRIUMPH ACT 2 HELL Our heroine experiences the good, the bad and the ugly ACT 2 PRINCIPAL PLAYERS Charles Austin / Alice Singer / Davina Morris, the storyteller Freda Hillman, Herald House manageress Gina Westfield, Vitesse Pleasures nurse Harriet Williams, Herald House wardrobe mistress Kate Noble, special guest services team leader and trainer Linda, special guest services provider or masseuse Martin, special guest services provider or masseur Nigel, special guest services provider or masseur Lady Olivia Austin-Healey, guest Paul, guest Mummy’s boy, guest Queenie, guest Robert, husband of Queenie, guest Headteacher / headmistress ‘Miss Fritton’, guest CHAPTER 5 TRAINING Monday I was paged by Freda and asked to go to her office. The door was open and Freda waved me in. "Good morning, Davina. I understand you should have recovered sufficiently to start your week’s training as a guest special services provider, your new and exciting destiny at Herald House. Your supervisor will be Kate Noble, she is the special guest services provider team leader and trainer and she reports directly to me. As your supervisor she will look after your interests and well being, but you are to obey any instructions she gives you or passes down from me, whatever they are, without question. You will be disciplined for disregarding or not carrying out an instruction diligently. You will also be disciplined if any guest is not satisfied with your service or there is a complaint against you. Employee disciplinary and complaint procedures do not apply to you. Do you understand?" I nodded, and Freda smiled. "Good, now go and report to Kate in the training room which is down in the basement. She is expecting you, thank you Davina." I reported to Kate as instructed. The basement was extensive and had been converted into a series of recreational rooms by the previous owner, including a small cinema, a gym and a large games room. Kate was in the former games room which had been fitted out with a range of furniture, including a bed, and various items of equipment. Kate beckoned me over to a seating area, as I approached she stood up, smiled and kissed me on the cheek. "Hello Davina, please sit down." Kate was a similar age to me. She was not slim but she looked attractive in her staff uniform of a tunic and trousers. I sat on the sofa and she sat in the armchair next me. "As you know, I’m Kate and I will be spending a lot of time with you. I hope we will get along whatever happens. I will be responsible for your training but I will be seeking the help of other team members when needed. I hope you will work with me, but I have firm instructions to use any means to ensure you comply, something I hope to avoid." I was starting to become anxious. "When you first arrived we were all instructed not to talk to you or ask any questions. I have been told you have lost your voice. However, I need to understand you a little better. I will ask you some questions and you answer me with body language or confirm with a shake or nod of the head," she said. I nodded. "You are a crossdresser," I nodded yes. "Are you transgender?" I shook my head and she looked surprised. "Are you gay or bisexual?" I shook my head. Then with a serious tone she said, "You are straight." I firmly nodded yes. "So you are a crossdresser, a straight man who enjoys women’s clothes?" I nodded firmly to confirm which seemed to be an incongruous reply as I felt my breasts wobble. Kate was quiet for a while, as if she was taking in what she had learnt. She asked me if I would like to join her for a coffee, I nodded and went across with her to an espresso machine and pointed to the cappuccino option and mouthed ‘thank you’. We sat down again and sipped our coffee. "Did you dress all the time or, say, whenever you weren’t at work?" she asked. I shook my head. "So you only dressed occasionally and, based on the clothes you had with you when you came here, I assume your crossdressing was mainly venturing out dressed as a woman, probably to meet other crossdressers or with sympathetic friends." I nodded in agreement. "You have told me you are straight. Notwithstanding, have you had or fantasised any sexual experience with a man?" David’s kiss sprung into mind, but I answered honestly with a shake of my head. "Do you have a wife or partner or serious girlfriend?" I shook my head. "Have you had any serious girlfriends?" I nodded. "Do you understand what I mean my vanilla sex?" I nodded. "And can your relationships with your girlfriends, or any one-night stands, be best described as vanilla sex?" I nodded. "Did you enjoy dressing as a housekeeper?" I shook my head. "And I guess you are not happy with your body and appearance," she stated and I nodded in agreement. "Interesting," she murmured. "Davina, that was very helpful. We must keep this chat to ourselves." She then spent the rest of the day briefing me on the house rules for special guest services providers (or the euphemisms ‘masseurs’ or ‘masseuses’ as we were modestly called), on how I should behave in the presence of guests, including entering and leaving their hotel rooms. She had me practice curtsies as well basic actions, such as walking, sitting and kneeling, but in a respectful or subservient manner. I was to report back to her tomorrow. Having fetched an evening meal from the kitchen I spent the rest of the day in my room although I had no other choice. I could now watch TV, it had arrived during the day but although it was smart TV I could only watch live broadcasts as there was no internet. After checking it out, I switched it off and contemplated what had occurred since my meeting with Freda. My decision to go along with what was happening to me, while looking or waiting for a way out, still seemed to be the right option. With my housekeeper status and role supporting Freda, it wasn’t bad given my circumstances. But something has changed and my new path seemed more like a punishment than a reward and I did not understand why. Although many Fictionmania stories suggest that, in the minds of many authors and readers, I should be taking the opposite view! I was scared of what services I might be instructed to provide. Dressing up in various costumes could be fun and interesting. I could enjoy wearing a fancy dress for an evening. And having sex or making love to a women would also be enjoyable, although I preferred making love to a girlfriend. But it was clear to me that I may be forced to go far beyond my comfort zone. I could resist, but it had been implied I would be punished until I obeyed. If they locked me up, I am quite sure it could be very harsh in order to force me to surrender. Or as a last resort I could take my own life. If I complied with their instructions, I would not be rewarded; I performed well helping Freda but to no avail. But I would be carrying out acts that may repulse and torment me or be very painful. I was the only plump middle-aged feminised crossdresser on the menu and therefore I could be providing the full range of services. I decided with great reluctance to keep to my original approach and comply, it appeared to be the path of the least horror and my only chance of escape, however remote. I will be punished and will suffer, of course, because it will be difficult to suppress reflex actions. Tuesday The following morning I collected my new masseuse uniforms from Harriet. There was a tunic, with matching wide trousers, and also a dress. The tunic and the dress were of white linen with blue piping, wrapped and fastened with a single button at the shoulder and a tie belt. The dress was knee length. I changed into the tunic and trousers and returned what I was wearing. The uniform was flattering and comfortable. I liked it and preferred it to the frumpy housekeeper’s uniform. I then made my way downstairs to join Kate. "Good morning Davina, the uniform looks good on you," beamed Kate as I entered and I smiled in response. "Today’s training you should find enjoyable. We will be focussing on ways to pleasure a woman. I will take it as read that you don’t need training in foreplay and vagina penetration; we can identify any improvements as we go. But I want to cover other ways. You are no doubt familiar with and have experience in today’s topic, but I will be taking a structured approach as no man is ever trained to fully satisfy a woman and is usually guided by his partner and her reactions, okay, perhaps by porn as well! But these are haphazard approaches and you now have some physical attributes that will help you understand the experience." We went into the cinema, which was equipped as a multimedia room and mini-lecture theatre. We sat down and Kate talked her way through a series of images displayed on the screen. She looked frequently at me for feedback that I was following her lecture, for that is what it was. Perhaps somewhere on the internet there was material covering the ‘syllabus’ but unlikely to meet Vitesse Pleasures' standards. She showed me pictures of all types of vagina and their varying characteristics. She explained every woman’s pussy was different and that they would respond in differing ways to stimulation. They did have much in common but I would need to quickly identify any differences so I could maximise her pleasure and the company’s reputation. She then went on to describe the range of techniques available to me using my body and devices such as dildos. Condoms and other forms of birth control were also touched upon. Then she moved on to erogenous zones and described them for both female and male bodies and the variations for those transitioning. After lunch, which she had arranged to be brought in, we moved on to the practical. She was to be my practice model and was therefore able to give me expert feedback afterwards. I admitted to myself that after the morning lecture my efforts will fall far short of what she was used to, although I never had any complaints. We went through a whole range of positions: lying, standing, sitting and everything in between. We stopped for afternoon tea and she gave me feedback, it was quite encouraging but not fully praiseworthy. There was a knock on the door. "Come in," Kate called out (it was of the house rules, you did not enter a room until invited). It was one younger masseuses, she was quite slender. Kate introduced me to her as Linda, one of her team. She explained she was nineteen and therefore physically quite different to herself and she was to be another practice model for me. I did feel quite uncomfortable with the age difference, she could have been my daughter, but I then realised that was probably a minor discomfort compared to what is no doubt to come. I went through similar exercises to those I had with Kate. I then had another feedback session with both of them. Kate then pronounced that she was satisfied with today’s progress (progress?). The girl smiled sweetly, said thank you and left. Apparently the whole session had been videoed. She gave me a USB drive containing the videos and her lecture and suggested, which I took as an instruction, I plug it to my TV and study them. She wished me good evening and said she looked forward to tomorrow’s session. That night I looked back at what happened today. I was quite pleased with what I had learned, I was clearly an amateur, and realised it would hold me in good stead if I ever returned to normality. I had quickly overcome my discomfort in pleasuring the younger girl and I enjoyed her, I wondered if I would overcome more disdainful barriers later. Of course although Kate was more my type I did enjoy the sex with both of them. A relief after a long period of abstinence from having no girlfriend and then wearing the chastity device. It did include giving them anal sex, which was a new experience for me, which I unexpectedly enjoyed, it helped that both women also enjoyed it. I was exhausted and quickly went to sleep. Wednesday The following morning I woke with some trepidation. If yesterday’s topic was pleasuring a woman then it would follow that today’s would be pleasuring a man. And I was not wrong. In the morning Kate gave me another lecture but this time all about the male body and inevitable the focus was on male sex. I may have a body with breasts and curves, but I am male. You cannot go through life without seeing pictures of pricks and balls, and glimpses in changing rooms. But as Kate’s presentation wasn’t porn, as such, I coped with it but didn’t enjoy it. When we finished Kate asked me to remove my trousers (I hadn’t worn the dress yet) and to sit down. "I’m going to give you a blow job, Davina, unless you have had one before." I shook my head. "You will appreciate what the experience is all about. Despite all the action yesterday, relieving you now may reduce the chance of you getting an erection this afternoon. But don’t worry if you do get one, it doesn’t mean you are gay or lean that way, just the association with sex may be enough to arouse you. I won’t judge you." Of course, as I was dreading what was going to happen next, especially after Kate was talking about me being aroused this afternoon. There was a knock on the door and when Kate answered in walked a middle-aged man with a beer belly. Kate introduced him as Martin, one of her staff. That was a surprise and of course he was just like me. Kate explained most of their guests will be older and not in their prime. Older guests are more likely to be able to afford the fees and would also prefer to be discrete. Kate, having taken the effort to get to know me, realised that she had to proceed slowly and carefully in introducing me to what would be gay sex. And I knew if I was going to survive this new life that had been forced on me then this was something I had to get through, I didn’t have to enjoy it, just grin and bear it. Of course, if I did encompass gay sex and enjoy it then that would open up new horizons. I gave myself a brief smile when I remembered that crossdressers in Fictionmania stories seemed to always end up giving blow jobs and enjoying the experience. Martin took off his uniform, the men’s uniform was of similar style to the women’s but with a more masculine cut and narrower trousers. These uniforms are very easy to take off I thought - must be deliberate. He laid down on the bed. His flaccid penis, as far as I could judge, was a typical length and his testicles quite normal. Kate told me to go in closer to examine his tackle. She raised his penis so I could see underneath. The penis started to engorge, which was not unsurprising. She then took my hand and gently placed it on his penis. I closed my eyes in a child-like response in the hope that the horror might go away. She squeezed my hand so that I was then gripping his shaft. I opened my eyes as she let go and found myself touching another man’s organ for the first time. I quickly let go. "See, that was not so bad," said Kate, "it is not much different from holding your own. Isn’t it?" I wasn’t comfortable. But also, I wasn’t disgusted, literally or in my mind. I was then told by Kate with encouragement. "Now I want you to take Martin in hand and examine his member and balls sack all over and then to fondle him. Take your time, and let go if you need to, but you will have to complete this task. He is straight but he will respond to your touch and fondling, it happens every time whether it is a man or woman fondling him, even when Gina is giving him a check up." "You don’t mind me saying that do you Martin?" Kate asked. "Not at all, especially if it gives Davina confidence," he replied. Well I completed the task, much to my (mental) relief, until I realised what she wanted me to do next. "Davina, will you take Martin’s penis and bring it him to an orgasm? He should come quite quickly, it is one of Martin’s strengths, or is it a weakness? It is why he helps me with the practical side. No doubt you masturbate regularly, so you should be familiar with the technique." Well, I timidly took his penis in my hand and started to fondle him tentatively. For some reason it crossed my mind that this is what boys in boarding school do, or so they say, and it didn’t do them any harm, or so I convinced myself. I closed my eyes and pressed on with this familiar task, except my elbow felt different. Unexpectedly I heard Martin groan and felt a hot sticky substance all over my hands. I opened my eyes and Kate was there with a tissue having caught most of the semen. "Oh well done, Davina! How was it Martin?" "Delightful," he replied to which I blushed. "Davina, you can wash your hands in the basin over there," said Kate. Martin cleaned himself. We then set down and had some tea, rather disconcertingly Martin stayed in the nude. I found myself looking and noticed that he was now flaccid. After some discussion between Kate and Martin on my performance for my benefit, generally good but could do better. Kate then turned to me. "Davina, we will repeat the task but this time you will use your mouth. I gave you a blow job this morning and you have just given Martin a successful wank so you should be able to find your way. Use your tongue to bring him on before taking him into your mouth. Martin may help you by gently holding your head, but he will not force you and he will pull out before he climaxes. Remember not to bite!" My face was ashen even though I knew what (and who) was coming. Martin was back on the bed. After composing myself, like a footballer taking a penalty, I leaned over and took his penis in my hand and brought my face towards it. I stuck out my tongue and gently started to lick as if it was an ice lolly. An animation that portrayed licking an ice lolly as innuendo flashed across my mind. After a short while, I was anxious to get it over with, so I took him into my mouth and started sucking up and down getting faster and faster as if I was masturbating. Martin then held my head and pulled out. He came into a tissue which Kate had ready. I collapsed back with a mixture of pride, embarrassment and dread. "Excellent," said Kate, "and well done." "I agree," Martin added. Kate then surprised me by staying. "Davina I want to repeat both the masturbation and the blow job, but this time with Martin sitting down and you kneeling. Then we will call it a day. There are other configurations of course, such as standing or lying together or even in a threesome, but we will leave those for another time." Afterwards, Martin thanked me and said, "Until next time," and he left. Kate turned to me and looked serious. "Love, you will need to cope with swallowing semen. Many of our clients expect or indeed insist on it. So tonight I would like you to wank off and collect your semen, taste it and then swallow. You may be sick or feel nauseous, or you may enjoy your taste, but you will be able to do so in the privacy of your own room. There is a surveillance camera with a microphone in the corridor outside your room, but no surveillance in your room. Despite your status here the management does respect your intimate privacy." That’s useful to know, I thought, I also wondered if that was the case. "It's down to you if you do as I ask, but if you don’t it will be more difficult later with another man’s semen. And as it is your own come, it may be less repulsive for you. See you tomorrow morning," said Davina as she handed me another USB drive. I made my way to my room in a daze. I had no appetite so I gave the kitchen a miss. I sat down and thought about what happened. The reality of it all suddenly dawned on me. On the one hand I did everything I was asked, but to some extent I was on autopilot and was able to tolerate it. But mentally I was in a disarray. The realisation that I gave Martin a wank and then a blow job, twice, I found repugnant. Since the Grand Opening I seemed to be on a slippery slope. I was a woman full-time and I had been intimate with a man. I expect ‘A Level’ gay sex was next on the agenda. And there will be bondage no doubt if I am going to provide a full range of services. I skipped having a wank and tasting my seed, I knew I needed to do it but not tonight. The whole experience today had been exhausting, but, unlike last night, I had a restless night. Thursday After a very long night, while I was still in bed I masturbated and caught my seed in a glass I had placed on the bedside table. I got up and gave myself a thorough scrub in the shower. I put on a fresh uniform, still choosing trousers, after yesterday I wasn’t ready for the dress, it may give Kate the wrong signal. It is said that crossdressers only wear dresses or skirts, but I occasionally enjoy wearing trousers if they were not too manly in style. I decided to carry on being compliant in my behaviour but to resist succumbing mentally. I must develop some mental exercises, pity I couldn’t access the internet. I tasted my semen, didn’t like it, the texture or the taste, but then closed my eyes and swallowed half of the rest. I wondered if I had a cock in deep in my mouth and it squirted would it bypass my taste buds. I am going to find out sooner or later. I also wondered if I was deceiving myself. I skipped breakfast and made my way down to Kate desperate for a cup of coffee. Kate greeted me with a bright good morning and asked how I was. I indicated I was tired by yawning, but could not say I did not enjoy yesterday. I went across to the espresso machine and selected a long black, although I rarely drink coffee without milk. By pointing I asked Kate if she wanted one, she nodded and I selected what I believed to be her usual. "This morning I want to cover and prepare you for anal sex with both women and men," Kate explained, she briefly showed signs of apprehension. We went into the media room with our coffees and Kate talked me through another presentation. She paid particular attention to the male anus and the prostate gland. She also described cleaning, including enema, and anal plugs. I was aware of anal sex, I had become a penetrator the day before yesterday, but I didn’t know the ins and outs of fucking an arse, I joked to myself. She then took me to an adjoining bathroom and gave me a practical demonstration of using a water enema kit. "Pay particular attention to your anus when you are showering and prepare yourself before you head off for a session that may involve anal penetration." She opened a cupboard and gave me a kit. "For you to use in the morning." We returned to the training room and Kate asked me to drop my trousers and knickers and lie down on my front. "Davina, I going to fuck your arse. You will experience fingering and pegging; I will start with my finger and then two fingers and then use a dildo. I’ll be gentle and will not stretch you painfully. It will be uncomfortable at first but once I am further in you should start to enjoy it. I'll then bring you to climax, it should be an interesting orgasm for you." She picked up a tube and lubricated my arse hole and her fingers. She gently pushed her finger into my rectum and I jumped when she reached and passed the sphincter. She slowly moved it and out penetrating a little further with each thrust and I groaned. "Are you okay Davina?" I nodded truthfully. Eventually her finger tip reached my prostate gland and she started to stimulate it. The tension built up and I ejaculated, which despite the briefing caught me by surprise, as neither of us had touched my penis. I did enjoy the orgasm, it was different. She then used a small dildo to reach the prostate gland and brought me to a second orgasm. She cleaned me up while smiling at me. She lubed me again and then produced what I know to be a butt plug. She said, "I need to insert this into your rectum, dear. Our guests may wish to insert a penis or a thicker dildo and I, and specially you, don’t want you to be hurt. This will stretch your anus. I’ll give you a leaflet on the do’s and don'ts as well as FAQ’s. Please keep it for future reference. And here is today’s USB drive." Friday The morning came and I prepared myself for today’s training. When I arrived at the training room Kate was not alone she had one of the young masseurs with her. "Good morning Davina. I know this morning is not going to be easy for you. This is Nigel who is going to help us." We nodded to each other. Kate continued. "Today is more about you becoming familiar with and how to respond to sexual attention from a guest. I’m quite sure you do not need any help with respect to women, but men are a different matter. Nigel is gay and is in a steady relationship with another man. He is more than qualified to initiate you and give you a genuine experience, and he often helped me with training straight men and crossdressers like yourself. If at any time you want to pause, I suggest you give a double tap on Nigel. We will be looking out for any signs of stress. You need to do this, but we will take our time and go at your pace. I want this to be as pleasant an experience as possible for you and for you to be more receptive when servicing guests, so that they have an outstanding experience." "Now let’s get started. Nigel will make love to you, including foreplay, both a handjob and an oral simulation. He will stimulate your prostate through your body. He will explore your anus with his fingers, mouth, penis and a dildo hopefully giving you the experiences of common acts you will experience. We have all morning, which does sound rather clinical! And there are always other times. And plenty of time for rest, we are working so we will stop for a traditional tea break! I hope you will enjoy the different types of orgasms you should experience. There is no need to undress, Nigel will take care of that. I have screened off the bed, but I will be observing discreetly. Go to it!" Well it was quite a morning. Nigel was very gentle but thorough and we got through the ‘syllabus’. Sometimes I closed my eyes and just imagined it was Kate, although that was not so easy when Nigel fucked me with his penis, or I felt his hairy body or the stubble on his chin. Physically it was stimulating and I actually enjoyed the experience. Society pressures had conditioned me to expect the worst. But in my mind I did find it quite disturbing, especially when recalling afterwards; I suppose it must be the basic instinct to reproduce. However, it was Hobson’s Choice and many a worker has to face undesirable situations, but they are trained to cope. After lunch, Nigel left and Kate turned to me, handed me this morning’s USB drive and asked. "Do you need to rest?" I shook my head. "Good, let's go into the media room." Once we were settled down Kate started her briefing. "This afternoon I want to cover BDSM; the range of practices or role-playing involving bondage, discipline, dominance and submission, and, sadomasochism, as you probably know. We do not actively offer such services, but some guests do make specific requests or start introducing BDSM acts during a session. The house rule is that such acts are permitted providing all participants consent and there is no actual bodily harm. None of your standard sessions that we will be offering guests include BDSM. But if we receive a request and you give your consent then we will carry out a risk assessment, this is after all a workplace, before agreeing. If a guest introduces BDSM, then you will have to make a judgement and if you believe you will be harmed, or do not consent, you can then refuse. If they persist and you are not able to just leave there is also a panic button in each room. We are also going to issue you with a personal panic alarm. We will be replacing your collar, which I understand has a GPS tracker, I won't ask why, with a bracelet with a panic alarm and GPS. If you do agree then we will need an alternative for you to the house safeword, which by the way is ‘Standard’." Kate then went on to explain and demonstrate various acts, and the equipment and toys held by Herald House and those which a guest may bring. "Davina are you interested in including BDSM in the services we will be offering?" I shook my head firmly. "That’s no problem, but you will be expected to wear a dominatrix costume if asked," she said with a smile. "But it is only a costume, wearing such a costume or similar fashions is quite popular among the wider community. You can go now, I’ll see you tomorrow." I was relieved that I was not going to get involved in BDSM, well the serious stuff anyway, although I am not sure she knows my status here and she may not realise I am a virtual slave one step away from being a real one. Freda could always instruct me directly or turn a blind eye. I would just have to be wary and hope for the best. Saturday I am not sure what we were going to cover today, I think we have gone through all the basics although I know I have a lot to learn, probably by on-the-job training and their version of CPD (continuous professional development). As I entered the training room, Kate looked at me with a big grin. "Well, Davina, you have finished your basic training and today you are going to graduate. There is no certificate, but there is a ceremony!" She walked up to me and led me to the training centre bed, which was still screened from yesterday morning. She sat me down on the bed, took off my heels and uniform, I was wearing the dress today for the first time. She then took off hers and laid down on the bed. She patted the bed beside and whispered. "Come on Davina, lay down beside me." Much to my surprise we spent the morning making love. It was good old fashioned vanilla sex just for the pleasure, something I had not enjoyed for some time; although there was a lot more fondling of my breasts than before! Once Kate had sprung the surprise, I was soon fully participating. Then after a short while lying together in silence, chatting was not possible, Kate announced, "I need to rush off now love, oh, I nearly forgot you have a wardrobe appointment with Harriet on Monday. And you can use the rest of the day to review your videos for this week, there isn’t one for today." I noticed she had started using common terms of affection instead of Davina (I’ll still don’t think of Davina as being my name), perhaps she was starting to have a feeling of fondness for me. CHAPTER 6 DRESSING UP Wardrobe "Hello Davina," said Harriet as I entered, "sit down please. As you know, guests when booking your service usually specify the costume they want you to wear, they are asked to select from a list of options. You will need your own wardrobe as the standard costumes we have will not fit you. I have ordered from our supplier some of your costumes, the imagination of many guests is limited and stereotypical fancy dress costumes are readily available, but I have also made a couple. Guests may also request costumes not on the list. If they do then we would need advance notice and we negotiate an additional fee. Now I want you to try them on so I can check the fit and carry out any alterations." I thought this should be fun, many crossdressers would like to be in my place. Chambermaid Harriet took a garment from a rail beside her and removed my first costume from the bag. Surprise, surprise, it was a maid’s outfit. She said, "This is a modern hotel chambermaid’s outfit but in a retro style, quite common amongst employers who want their staff to look traditional. We bought it from our uniform suppliers. Please put it on, there is a cubicle behind you where you can change and hang up your own uniform." I did as she asked. The costume, I preferred to think of it as a costume than a uniform, was the usual black. It had short sleeves just below the elbow and a flared skirt that finished below the knee. It was buttoned down the front, which I realised would give easy access to my breasts. There was a removable white peter pan collar and white half apron. It was smart if not exciting. Harriet said, "We found some of our guests like to start off with the illusion that everything is normal and you have come to, say, turn the bed. You will normally wear a matching lingerie set in white lace with this costume. If exposed the white suggests the innocence of the maid, but the lace shows she may be looking for excitement. You will wear nude stockings and, normally, black court shoes with a rounded toe and four inch stiletto heels. I will issue you with appropriate underwear for most of your standard costumes so that you can change before you come here." I have always worn tights with a skirt or dress, but I expect they want me to wear stockings for the effect and quite frankly easy access to my nether regions. "You can wear a simple locket and matching stud earrings," Harriet added. School girl She then took down another garment and removed the bag to reveal not a dress but a jacket and skirt. "Next I want you to try on your school girl costume. It is like a normal uniform, except we have bought adult clothing and created an outfit similar to school uniform. Take off the chambermaid costume and put on these clothes." I returned to the cubicle, changed and when I came out handed Harriet the chambermaid costume. I was wearing a white shirt and a tartan skirt with a normal waist and ended just below mid thigh. The tartan was predominantly blue. I also wore a black blazer, there was a badge sewn on to the top pocket. The combination was quite smart. Actually I quite liked it, although I would have made some changes if I was to wear it as an everyday outfit, the skirt length was really too short for me. Harriet looked me over. "That fits well, we bought the clothes from M&S, their size 20 fits you, but we did shorten the skirt. You will wear 40 denier black stockings and a black bra, knickers and garter belt which I let you have. The outline of your bra can be seen under your shirt and black suggests a hint of rebellion. You will not be wearing a tie, as it may not be safe in certain circumstances. School girls should not wear jewellery, but the jewellery for the chambermaid outfit will be fine. We are making good progress, next the secretary." I heart skipped, I do like to wear smart clothes. Secretary I am glad I had put on a gaff this morning, because I was aroused, well more prominent than so far today. The outfit consisted of a black tailored skirt suit. The jacket was short with sleeves that reached my wrists with a single button below the bust, which when buttoned emphasised my figure. The skirt was a knee-length pencil skirt with a vent at the back. In my case not to reduce my stride, but in practice to give better access for exploring hands. To complete the outfit there was a soft loose fit but tailored long sleeve blouse. I showed a cleavage, more discreet than in your face. Hariet commented. "I’m impressed, it suits you. We will add a bracelet watch and you can carry a shoulder bag. As for underwear I suggest a white lacy bra or may you prefer a contour bra which is popular, I wear one myself, with matching knickers and nude stockings. You will wear the same four inch stilettos as for the chambermaid outfit. We can upgrade, as if it were, if you play the role of a business woman." This was very similar to an outfit I used to wear before I was kidnapped. But I had to temper my pleasure given the services I would no doubt be providing in the role of a secretary. Alice "Well Harriet, the next outfit is based on a fictional character. We bought it from a fancy dress supplier on special order, there aren’t that many Alice’s of your size!" That was a shock! Had someone discovered my identity? Would they now reason out that they got the wrong man! Would I escape this horror? (Although I was enjoying myself this afternoon playing dress up.) Then when Harriet produced the dress it suddenly dawned on me that it was Alice in Wonderland she was talking about. Harriet continued. "This is the classic style from the 1951 Disney movie, it’s the one that springs to most people’s mind. This dress is for adults, but guests will expect you to be role playing a young girl. Try it on." When I put on the dress I had butterflies in my stomach. It is not something I would wear in public, except perhaps to a fancy dress party, but it was delightful. The dress was blue with puffed cap sleeves, high neck with a round collar and a full skirt that fell below the knee, together with a white full apron tied behind with a large bow. I twirled with delight. Although the dress in the 2010 movie was more feminine, I preferred this more innocent Victorian style. "Looks like somebody is enjoying herself!" said Harriet. "You will wear a full petticoat and white stay ups, a garter belt will spoil the illusion. You will wear white lace bra and briefs. You will have to wear your heels of course." Wonder Woman "Now your next costume is based on another fictional character, Wonder Woman. It is not the best of costumes to suit you but the character has become popular with our guests since Gal Gadot started playing her in the DC Extended Universe films. Well the costume was more sexy than Harriet implied. There was a low cut basque in the red with gold similar to the costume worn by Linda Carter, and I was showing a substantial cleavage; it looked as if my breasts were spilling out more than in the original due to my larger implants. Another difference was the very short skirt in the classic blue with white stars. The gold bands were longer covering my wrists and much of my lower arms. There was the gold headband with the central red star. Instead of boots, for which I was rather disappointed, I wore red stockings attached to black garters. Harriet said that they use stockings and shoes instead of boots because they are less costly and more universal. To finish off there was a short red flowing cape tied around my neck and draped over one shoulder. The basque was boned so I didn’t need a bra, not that a strapless bra would have supported my tits. I assumed I could wear knickers, perhaps in red. I wondered how many costumes there were to go and whether the Wonder Woman costume was the ultimate. I had never worn anything like it before, with my enhanced figure I thought I was quite sexy in a cuddly way. But it was rather embarrassing to be truthful. Dominatrix "Well, I see you were quite taken with the super hero costume, wait until try on this next one. Quite frankly we don’t know if it’s going to work on you, but we want to try. Your role will be as a dominatrix. We have clients who like a dominant woman or crossdresser. As you know, there are house rules to protect staff so you need not worry, especially as it is usually the guest who wants the masochistic role. Your costume is work in progress as I believe it will be a matter of trial and error to arrive at a satisfactory outfit. We are putting it together ourselves. Now the first item I want you to put on is this over-bust corset. I will lace you up, but the corset is part of your costume. We are not going to try and achieve a very narrow waist, that might come later." Although she was lacing me up at the back, which was quite low, there also were clasps down the front and more laces across a deep plunge. The corset was black lace over black satin and was boned. There were six narrow suspenders dangling down. "This corset was bought for one of our London guests who was the same size as you, but it is no longer worn and we decided to give it a new lease of life. Oh that fits rather well, does it feel okay?" I nodded yes, it was more than a snug fit and I liked the constrained feeling. I could always indicate to Harriet to loosen the laces before I fainted like a lady living in this house more than a century ago! She handed me a black silk thong and asked me to change. The thong was exposed, of course, my now bare arse, but I supposed that was the idea. Harriet spoke. "We are planning for you to wear 20 denier black stockings, but we won’t bother today. You will also wear long gloves to above your elbow, a large collar and an eye mask all matching the skirt. I have called up a pair of thigh platform boots with six inch heels which are in the London wardrobe and if it goes together we will complete the costume with various embellishments. We are considering including a whip with a holster attached to a belt. But it is for show, If somebody attempts to use it will come apart at the handle. Health and Safety in the workplace you know. Now we have one more fitting today." Bride She disappeared behind the racks of dressers and came back with what looked like a wedding dress and at the same time Kate came through the door. "Hi Davina. Are you enjoying yourself?" I quickly nodded three times. "I’ve come to help get you into your wedding dress. We have a range of dresses in store, brought down from London because we believed dressing and being photographed as a bride in the house and grounds will be a popular request. Some crossdressers want a wedding photo to display or as part of a back story. What we have in mind is adding a bride to the list of roles and costumes to the special services list." "We are not offering a wedding ceremony; that would probably be too expensive with the numbers involved, but the wedding night. The guest would either be the bridegroom or another bride. We are offering a photo service, we would use our own photographer so we retain control, and then the two of you would make your way up to the bridal suite, one of the better guest rooms. We believe that what you wear under your gown is just as important as the gown itself and the guest would want to relish undressing you. So you will have the full bride experience. Harriet has selected what she thought suits you best as well as being practical." "I’m finding this exciting Davina," said Harriet. "This is a plain off the shoulder silk dress with a crossover over your breasts, a tight bodice and a full skirt. It is a size 18, but we think it will be a better fit as you will be wearing a corset. If we go ahead we will dress you with a complete bridal lingerie set, including the corset, silk stockings with lace tops, a veil, a train and not forgetting a garter. And five inch heels. There will also be nightwear available in the room, we have in mind a silk lace trimmed camisole with french knickers and a robe. Kate, you and I are going to assess the idea before we take it any further. Right let’s get the dress on." I was surprised that it took both of them to lift the dress and lower it on to me. All I did was raise my arms and stand straight. Once on they straightened and adjusted the skirt. Kate then started taking some photos. She asked me to walk around, I lifted the skirt and crossed the room, I found the wearing and movement of the dress sensational but easier than I would have expected. But it must be the ultimate experience for a crossdresser and a bride alike. I was hoping they would decide to go on to a full dress rehearsal. Kate then said, "I like it, let's look into and see if we can make it a success. The dress is plain and simple and that’s what makes it elegant and you make a sensational, admittedly mature, bride," she grinned and I grinned back. "OK baby, lets us help you get the dress off and then you can put your masseuse uniform back on. I want to run an idea past Harriet which will interest you also." Lady Mary? An excited Kate looked at us both. "As you know this place was built towards the end of the 19th Century for a wealthy merchant banker and his family as a weekend retreat. The house was the place to be for the County’s high society until the first war brought the extravagant partying to an end. I have been thinking that some of our guests would enjoy recreating those times with the added frisson of our usual services. I am going to show you both some pictures on my tablet of various dresses and outfits which I think are sensational. Harriet I want to consider whether you can source or make these costumes at a reasonable cost, they don’t have to be authentic, we are not making a period drama. Davina I want to get a nod from you on whether you think you could pull it off. I envisage you, and the rest of the team, acting as an escort at a function, tea on the terrace or even a ball, before retreating to the guest’s room to provide our usual services." She then showed us pictures of gorgeous and elegant flowing dresses for day wear through to fabulous evening wear including ball gowns. I particularly liked an elegant dress with an elaborate bustle. Harriet said, "I think it is a brilliant idea, but we should consider dress hire to reflect the additional costs and higher fees for when one of our staff is dressed." I nodded and gave a thumbs up. I looked through the pictures with renewed interest and pointed out a beautiful dress inspired by one worn by the Lady Mary character in Downton Abbey. It was late Edwardian in style. A simple, long gown with a scalloped gold lace over skirt, chiffon floaty sleeves with a sash and velvet bodice trim. I thought that guests could relate to Downton Abbey. I nearly chose a Edwardian black beaded lace and royal blue silk evening dress, but decided it would probably be too expensive. Kate said, "Okay, we’ll do a proposal and then procure or make that dress for Davina as a trial and practical demonstration. I know you will like that Davina! See tomorrow morning." When I got back to my room, I thought about all the enjoyment I had this afternoon and the opportunities to try new things and widen my crossdressing experiences. And then I was saddened when reality struck and what it was all really about. However, I was going to enjoy deciding on what period dresses I would like to wear. CHAPTER 7 ROOM SERVICE Lady Olivia It was Friday when Kate summoned me to her office using the pager. I spent the week wandering around the grounds, I’m allowed out of my room now when not reviewing my training. I found that watching the videos voyeuristic even though I was a constant presence. I was generally encouraged by Freda, well warned actually, not to engage with other staff or guests. I presume she did want anyone to suspect or discover my true status. I had my collar removed and replaced by a pretty gold ladies watch. It featured a fashionable larger dial in which the GPS and panic alarm electronics were embedded. A double tap on the watch face would set off a silent alarm, clever and it tells the time as well! "Hello, Davina. How have you been?" She was not expecting an answer, she was being polite. "I have your first assignment. It is for tomorrow evening with a Lady Olivia Austin-Healey. That is her real name, some of our guests use aliases, but she has given hers in confidence." I wondered if she was a relative of David? Kate continued. "She is one of the regular guests at Vitesse House but decided she would like to visit our retreat. She is a widow, her husband was a High Court Judge and gay. They had a marriage of convenience, she is bi. She uses our services as she wants to maintain confidentiality and she can easily afford our fees. She would like to have dinner with you in our restaurant as her companion and then retire to her room so you can pleasure her. Nothing kinky and she normally likes to have intercourse. Go and see Harriet, she may need some time to sort something out for you to wear as none of your costumes would be suitable. You will debrief me Sunday morning. Thanks." She returned to her paperwork and I left to go and see Harriet. As I walked into Wardrobe, Harriet appeared from behind a rail of dresses. "Hi Davina, you have a date with Lady Olivia I’ve been told. She is very nice and it will be an enjoyable start to your new career. I need to find you a cocktail dress in your size, I may buy one online with next day delivery." I raised my hand as if to stop her and pointed in the general direction of my room and then indicated she should wait. She nodded her acknowledgement and I left for my room. I returned shortly and presented her with my red sleeveless dress that I wore at the Toledo Restaurant in Brighton with David the day before my kidnapping and the start of my nightmare. "Is this yours? It is elegant and would be perfect, if it can accommodate your enhanced bust. Nip into the cubicle and let’s see." I put on my dress and then went out to Harriet. "Davina, that dress suits you, you have good taste. I like the way the material gives and wraps each breast wonderfully, accommodating your larger bust and exposing, I suspect, more cleavage. It’s taffeta isn’t, I have the perfect jacket that matches, but in black." I was pleased about the fit, especially with my altered body shape, and Harriet’s comments; it was my favourite dress after all. Harriet returned with the jacket and a pair of shoes. The jacket had an open front, no collar and three-quarter length sleeves. It’s length was just below my narrowed waist. It complimented my dress well. The shoes were silver sandals with five inch heels, wrap around and cross straps. I put them on, and having had to wear shoes with heels three inches or higher, and with them strapped on, I stood up and moved around easily. Harriet said, "That’s perfect. I have a set of jewellery and a clutch bag that will complete the outfit. Let me have the dress dear and I’ll have it cleaned. Come down tomorrow about 5pm and we will get you dressed, sort out a wig and give you a makeover." I left Harriet, feeling excited about tomorrow, but it was more getting dressed and having a makeover than the service I would be providing, I am a crossdresser after all. Tomorrow came and I went to see Harriet. I was wearing the bra and panties I had been given to go with the school girl costume under my uniform. I had removed my ear studs. Harriet had me sit in a chair at the table used for makeovers and one of her staff started to transform me from a plain middle-aged crossdresser into a younger looking attractive woman. When I do my own, I could never achieve such convincing feminisation and flawless make up. Harriet inserted single strand drop earrings decorated with what I assume were Swarovski crystals, diamonds would be too expensive I would have thought and diamante not in keeping. She handed me a pair of nude sheen tights and said go and change, the rest of your outfit is in the cubicle. I came back out and returned to the dressing table. Harriet produced a silver hair shoulder length wig, placed it on me and carefully brushed until she was satisfied. She handed me a necklace and bracelet, matching the earrings, and said, "Voila!" I was taken aback when I saw myself in the mirror, Harriet and her staff had waved a magic wand and the lady in the mirror certainly gave me butterflies in my tummy. I liked the hair colour, I looked more distinguished. And it is still my favourite dress. However my breasts did spoil the overall look, I thought the prominence with the emphasis given to them by the cut and lie of the dress gave me a jarring tarty look. My original breast forms would have looked much better. After some time admiring myself and listening to teasing compliments from Harriet and Kate, who come to wish me luck (and check up on me), it was time to go wait for my guest. A table had been reserved in the restaurant where I, as the hostess, would wait for Lady Olivia. It wasn’t long before a tall waitress was floating her way through the tables on her five inch heels, and I thought how does she get through her shift wearing those, at least I was sitting down! An elegant woman followed. She wore a spectacular off the shoulder black dress, also in taffeta and showing a small amount of cleavage. She wore little jewellery, just a slim watch set with diamonds. Her figure was that of a young woman although her neck betrayed her age, I reckon she was in her sixties, but she looked like a 40 year old. She wore court shoes with slender four inch heels. She carried a black slim sequinned clutch bag. Her make up was immaculate and her nails bright red. She wore her auburn hair up. The pretty crossdressing waitress (oh to be young again) announced, "Good evening madam." I do like being called madam and the last time seems long ago now. "May I introduce Lady Olivia," and turning to our guest, "Lady Olivia, this is Davina, your hostess for tonight." She helped Lady Olivia to her seat. "I will let you settle down." And she left. I wondered if Lady Olivia knew I couldn’t speak, I’m sure somebody would have told her. "Hello, Davina. You look stunning my dear and I do love that dress it truly suits you. I am sorry to hear that you cannot speak. I would have liked to have learnt more about you, what you enjoy about being a trans woman and working here. But I can talk the hind legs off a donkey, so I will prattle on and you can just nod and smile, and of course enjoy our dinner." She said with a charming smile. She continued. "Please think of me as Olivia, not Lady Olivia." She talked all the way through our dinner and I really took to her. After we had both finished our coffee, she stood up and I quickly followed, she took my arm. "That was wonderful, now let us go up to my room." Once in her room she turned and put her arms around my neck and looked it to my eyes. I was taller than her and had higher heels, a characteristic feature of a male crossdresser! She put her lips to mine and thrust in her tongue, which surprised me. We were soon kissing passionately exploring each other, I could feel her heart racing. She broke away and whispered into my ear. "Undress me Davina." I led her to the bed, sat her down and started by taking off her shoes. As I continued, it became clear she meant all her clothes. Under her dress she wore a strapless bra and matching knickers. Her superb figure shown off by her dress was not the gift of shapewear, there was some sagging of her breasts but not as much as I would have expected. Soon she was lying on her back naked, she opened her legs and pointed to her moist pussy. I sat on the end of the bed quickly unstrapped and took off my shoes, swivelled round and approached her gently stroking her inner thighs. As I got closer to her pussy she groaned a little and she became more moist. I moved onto caressing her vulva, she took hold of my wrists and gently pulled me closer and I started to massage her clit. It wasn’t long before she orgasmed. I imagined it would have taken longer, it takes me longer now I am older. I wondered if she only gets pleasure courtesy of Vitesse Pleasures and through masturbation. I pulled out my fingers and moved my head closer and started to perform cunnilingus bringing a second and then a third climax. I then pulled back and drew up alongside her and laid with her. After a while, Olivia said, "Davina, that was heavenly. Please take off your dress." I sat up, swung my legs over the side of the bed and took off my dress. I stood on my toes to pull the dress off. She looked puzzled. I also removed my tights and laid down again in just my bra and knickers. Olivia reached over and fondled my breasts and said quietly in ear. "Please fuck me, I want you inside me." She rose up and kneeled beside me and unhooked my bra and helped me slip it off and then pulled down my knickers; that was the first time someone had taken off my bra and knickers and it thrilled me. She laid on her back and I lowered myself down on to her with my breasts flattening against hers. I moved my lips closer to hers and started to kiss her, she moaned, took hold of my hardened penis and guided it into her; she was ready sooner than I expected. I spoiled the moment by slipping on a condom that I had left on the bedside table (it was a house rule - no unprotected sex). And then we made love, until Olivia gently pushed me away. "I am not as young as I used to be, just lie here and hold me." She was soon off to sleep and I quickly followed, remaining in her bed all night. I awoke feeling my nipples being stroked. "Sorry I woke you Davina," whispered Olivia. "Please," she said with a smile pointing to her open legs. I slid down and started to kiss her moist pussy. After she came, she kissed me. "Thank you for everything Davina." I smiled, got up, slipped on my shoes, took a hotel robe from the bathroom, picked up things and headed for the door. I turned my head towards her, mouthed ‘your welcome’ and left. As I returned to my room, I thought I could get used to this! Mummy’s boy A few days later, Kate summoned me. "We have a midweek guest, who wants to remain anonymous, asking for your services tonight. He is in his 20’s and is obsessed with his mother. He worships her and doesn’t want to hurt her in any way and she is unaware of his obsession. Your role tonight is to play his mother. I have a photo of her, you can see she is striking and you look nothing like her! However, he asked for you, as are of a similar age and you are male. Please make your way to Wardrobe, Harriet is expecting you." She gave me a smile. "Hello Davina," said Harriet as I entered, "you are here, I take it, about tonight’s booking. This will be quick, we have suggested to the guest and he has agreed, that you wear a white nightdress and a negligee. Your role play is ‘at home’, hence the nightdress which is white for the innocence of mothers. One of my staff has gone into town to buy a set in your size. You can wear a hotel robe over the top when you make your way to the guest’s room, if that would be more comfortable for you, but I don’t think it would be necessary. Although I do suggest you wear a bra and knickers. Come and see me later, but allow time for us to do your makeup." I returned to Wardrobe about an hour before I was due in the guest’s room. When I entered Harriet wasn’t there. While waiting I was admiring a dress intended for one of the younger masseuses. It was a red metallic dress, with a halter neck, a deep plunge down to the waist, no back and a tight mid-thigh length skirt. The dress was too slinky for me, it would be embarrassing. But I was mesmerised by it. When Harriet turned up with a shopping bag from the John Lewis department store in town, she saw me looking at the red dress and said with a smile. "I can run one in your size if you like, but you have to wear it in the privacy of your own room!" I wondered if she was joking or not! "I have your night set here. It is not as we originally envisaged, but I like it and hope you do." She took out a white silk nightdress and handed it to me with matching knickers. "Go put these on, I don’t think you need to wear a bra." The nightdress was a simple silk chemise with thin cross back straps that fell to just above my knee. The bias cut flattered my figure. It looked and felt wonderful. I did have in mind that it was going to be one of those ultra-feminine night dresses from the past which would probably look like I was wearing a tent given my size, but this was more modern, ageless and stylish. Harriet then handed me a matching robe, with dropped shoulders, loose three-quarter length sleeves and tie belt. I would not be wearing a hotel robe! I hope the guest liked it, it could just be what his mother wears and I hope we haven’t shattered his fantasy. Harriet gave me a light touch makeover, mainly to feminise my look, I wore my usual wig and I made my way to the guest’s room. I wore the mules I wear to get around my room. As I left Harriet called out. "You can sleep in the nightdress tonight, but return it tomorrow!" As I made my way, the feeling of the silk over my body and the swirling around my arms and legs as I moved was stimulating and my mind was full of the pleasure to come in wearing the nightdress, at least, for the next twelve hours or so, instead of my mission. When I arrived at the room, I focused my mind on my task and knocked on the door; I heard footsteps. The door was opened by a young man who waved me in. "Please come in." Once I was in and the door closed, he put his arms around me sighed. "Oh Mummy," and plunged his tongue into my mouth as if he was releasing pent up desire, which come to think of it, it was as if he had a suppressed Oedipus complex and I was the pressure valve. He continued his forceful yet passionate exploration of my mouth for some time. Passively I accepted his advances. He pulled back, coming up for breath as if it were, took my hands and led me to the bed. "Mum, please take off your robe," which I did, and he then sat me down on the bed, I slipped off my mules, he turned me and laid me down on my back. He then put his hands under my nightdress and pulled down my panties. He then laid next to me and sighed. "Mummy, Mummy you don't know how long I have waiting to take you my arms and show you my true love." He then spent, what seemed like an hour, caressing and kissing me and paying particular attention to my breasts, but keeping shy of my nether regions. He was very good and despite my sexual orientation, he kept me aroused and on the edge, he certainly knew his way around a male body. Softly, he said, "Thank you Mummy," and then gave a deep sigh. He then pulled up my nightdress and turned me over. I felt his fingers lubricating my arse and then he climbed on top of me and inserted his penis into my hole and pumped away without compassion. He quickly came, pulled out and went to sleep. Despite my lengthy arousal and despite him reaching my prostate, I didn’t come in time, perhaps it was my age. Eventually he woke up, said thank you and signalled I should go. I got up, slipped into my mules, grabbed my panties and put on my robe and left. I thought maybe I should always bring a robe with me, it would be easier for when I leave. I’ll ask Kate. That night I wanked off a number of times to relieve myself from my heightened state, taking extra care to catch my semen so I didn’t spoil the nightie. I didn’t want to take it off with the feel of the silk adding to my pleasure. I debriefed Kate the following morning. Apparently, my performance was praised which surprised me as I was just a passive human doll. We came to the conclusion that he requested me partially because I was old enough to be his mother and mainly because I was a male. I had the body of a stereotypical mother, albeit unlike his own mother, with breasts which he could fixate on, but a body of a male so he knew how to gratify me using his usual love making experience. Once, in his mind, he had made love to his mother, he then switched to normal, as if it were, and just arse fucked me for relief. Kate said, "I have a rather unusual booking for you." The passenger "The scenario is that the guest will be an airline passenger and you will be a member of the cabin crew, an air hostess. The unusual twist is that he has challenged you to make him surrender to you, and if he does he will pay double the fee. If you fail we will waive the fee; do not worry we are not expecting you to succeed! He is a regular client in London and he will be charged for his room." She continued. "There are some rules. House rules with respect to harm will apply, so that avenue will not be open to you. The session will last until one of you falls asleep, the one awake is the winner. If he calls the safeword or if he faints you are the winner. And finally, he will be constrained in an airline seat with a full harness seat belt and bound wrists. It won’t be a real airline seat, of course, we will use the examination chair in the training room; it reclines and has head and arms rests. It also has features not seen on aircraft, part of the seat can be removed to give access to his arse and genitals. Now head off to Wardrobe to try out your costume." "Hi!" said Harriet as I entered Wardrobe. "Are you here to try on your flight attendant costume?" I nodded yes. "I have managed to secure an original Virgin Atlantic ‘Vivienne Westwood’ uniform in your size off eBay, I am very pleased." She handed me the uniform consisting of a bright red jacket with a matching skirt, a blouse, pair of shoes and a bag, but disappointingly no hat. I tried on the costume, and was taken by how Westwood’s design made my silhouette look more hourglass, more woman, despite my size. The red jacket had a nipped-in waist, a curved hip line and a high collar paired with cleverly placed bust pleats. The simple pencil skirt came to just above the knee and had a double-pleated back The white soft blouse had asymmetric button placements that created a voluminous and feminine frill that sat nicely under the low-cut jacket. The skirt was of a simple pencil shape with a double-pleated back. The shoes were also in red and had what I now know to be Westwood's signature hourglass heel. The matching red leather bag featured diamond-shaped handles. Harriet suggested I wore a blond wig with a long high ponytail. The costume was not revealing but it looked glamorous and feminine. This was a real uniform, not a caricature of an airline hostess for a fancy dress party or a stag or hen do, and I loved it. The time had arrived to take up the challenge. I did not have a game plan, I just had to play it by ear. Harriet gave me a light makeover, just enough to feminise my face and in keeping with today's practice for flight attendants. I put some items in my bag and made my way to the guest’s room. I felt like I was a real air hostess in her striking uniform making her away through departures to the gate and I gave myself a small swagger to impress the imaginary passengers admiring me as I passed. I knocked at the door and it opened. Standing there was a quite handsome clean shaven slim man in his thirties wearing a dark business suit with a white shirt and an old school tie. "Ah, you must be Davina, I am Paul. Are you escorting me to the plane?" he asked. I nodded and smiled and waved my arm down the corridor. "But before we start can we confirm the safe word is ‘Standard?’" I nodded my head, he continued. "I don’t have any cabin luggage, so let's go." He followed me through the house to the training room, I caught him staring at my arse, and in this skirt and framed by the jacket I would have done the same if I was him. I shuddered with pleasure. I welcomed him into the training room, pretending it was the aircraft, and showed him to the examination seat, pretending it was his business class cabin seat. I had decided on my first course of action and not to waste too much time on preliminaries, role play or foreplay. So I stood him by the seat and took off his tie and kissed him forcefully. I then undid the buttons of his shirt slipping my hands inside to caress him, I was surprised to feel smooth skin. I slid off his shirt and saw that he had no hair at all on his fit body, not even any soft down. I then undid his belt, unzipped him and pulled out his member. It was starting to stiffen. I kneeled down, lucky my suit was a working uniform, held his balls in one hand and gently stroked him with the other. I still felt uncomfortable holding another man’s penis but I was resigned to it and, if I honest, I was doing it on my own initiative. I gradually increased my grip and the intensity of the strokes of his now erect member. He started to groan and ooze precum, but before he came I pulled back to another disappointed groan from him. My strategy was to increase his frustration without letting him climax. I had never tried this before, I had to use my own experiences and compare them with his behaviour, allowing for the better performance of a younger man. I did not know where on the spectrum was his sexuality. I then took down his trousers and removed his underpants, Paul eagerly lifted his legs. He was now naked, except incongruously his socks. I then noticed he had no body hair at all, interesting. I then went on to the next phase of my strategy and that was to give him a BJ, but again pulling back. But I did not want him to hold my head so couldn’t withdraw so I pointed to the seat. It was time for him to take his seat for ‘take off’. He sat down and made himself comfortable and put on his seat belt. It was a full harness, which held him fast. I leaned forward to check his buckle, as any good flight attendant would do, and locked it, as a flight attendant would not to do in the unlikely event of an emergency. I then placed his arms on the armrests and strapped down his wrists and pulled his legs apart and strapped his ankles, one of the reasons why Kate decided that we should use the examination chair. He could now not move; I wondered why it was necessary to lock the seat harness. I put the chair into full recline, stood back and tried to show my pretend contempt for his hopelessness while taking off my jacket just like cabin crew when they get down to serving the passengers. I knelt down between his legs and gently licked around his glans, it was already glistening from the aborted wank. I then gradually took more and more of his stiff member to my mouth sucking gently and then more forcefully until, not wanting to wait too long, I pulled back and let his penis proudly stand up alone. He groaned in desperation, so I decided to keep on trying and up the ante. I teased him a further two times, also massaging his balls this time. Each time I edged closer to what I judged to be the trigger point for him to climax but withdrew in time. He was clearly getting more desperate to come, but I did not feel he was agitated enough to surrender. So, against my inclinations I decided to finger him next. I reached for the lube on the table nearby, lubrication is always available in the training room, and I prepared my fingers and Paul’s anus. While swallowing his penis yet again, I reached under to his arse hole and inserted one then two fingers, which went in easily. I increased the intensity of the BJ and the fingering and Paul groaned louder and louder and then with more luck than judgement I pulled back my head and pulled out my fingers before I risked him coming. I stood up and stepped back to look at my passenger and noticed his head was back and his eyes closed, just like on a long-haul flight after the cabin crew had served dinner and dimmed the lighting. I came in close to kiss him gently on the lips, I don’t know quite what happened, but as I turned the end of my ponytail brushed across Paul’s midriff. He giggled. "Stop it!." This was the first sign of resistance but it wasn’t the safeword or uttered with undue distress. It couldn’t be that I had brought Paul to a level of frustration where he couldn’t take any more. Then it came to me in a flash, I had tickled him and he didn’t like it! Maybe if I could focus on tickling I could make it unbearable, especially as he was bound and couldn't move! And I would not be causing undue physical harm. I looked around the training centre for something to tickle him with, there I saw what I called ‘the tickling stick’. I had not been briefed on it during my training, but it seemed to be just what I wanted. I seemed to recall that I had read somewhere, or seen in a film, that torturers liked to tickle the soles of their victim’s feet. Paul looked fearful as I crossed to him with the tickling stick. I put it down and pulled off his stocks. I did not know what techniques to apply, my only experience was teasing as a kid, so I thought I would just see how he reacts and respond accordingly. I started on one foot gently swirling the stick and then moved to the other and then switched back and forth varying the frequency and the intensity. I wasn’t long before he was laughing uncontrollably and was frantically moving within the constraints of the bonding. The laughing became hysterical, loud and intense and his wriggling even more frantic with him trying to pull back his feet. He seemed to be in sheer agony but with an undercurrent of joy. I was getting uncomfortable but pressed on; he did consent, it was within house rules and there was the safe word. Of course, he could faint but I hoped he would not be so stubborn. "Standard!" he yelled as he looked at me while laughing uncontrollably with tears streaming down his face and semen squirting; which I was not unexpecting. My first thought was my uniform, which I quickly felt embarrassed about; his come headed north mainly landing on his chest and face. I had won, he had called the safe word, and if there was any doubt he had now fallen asleep. I unstrapped him and then cleaned him up, which woke him. "Thanks, I thought I would win, but I was not expecting you to discover my weak spot and exploit it, well done." He then leaned forward and kissed me affectionately on the lips. I offered him clothes, but he shook his head, he took a robe and headed back to his room; well that's where I think it went. I put on my jacket back on, straightened my skirt, checked and admired my appearance in the mirror and went to see Kate. I entered her room beaming. She looked up surprised and exclaimed. "Don’t tell me you succeeded!" I nodded yes and continued to smile. She got up and gave me a big hug. "Oh, Davina we weren’t expecting this, you did very well!" She then paused in thought. "It is a pity I can’t pay you a bonus, but would you like to keep your uniform? It has no badges or insignia, so would make a very attractive outfit to wear at the right occasion." She hadn’t realised that my only ‘occasions’ were my sessions with guests, but I do live in hope, so I nodded yes and returned her hug. This time when I was walking back to my room, I was no longer cabin crew, I was a smartly dressed lady on her way to a special occasion. I was pleased with myself, but did feel unsettled that yet again I crossed out of my comfort zone; although it was expected of me, and I would not have been successful if I had not done so, but this time it was voluntary. The pensioners My next booking was by a retired couple, Robert and Queenie, who fancied a short stay in the countryside but chose us for a special extra. Kate explained to me that the husband was unable to satisfy his wife due to a serious injury from a road traffic accident. However, he forbade his wife from seeking relief and pleasure from another man. She knew she couldn’t get complete satisfaction from a woman, so they came up with the idea of her making love with a feminised male while he shared in her pleasure by watching. They also preferred someone closer to their own age; apparently I ticked all the boxes. It was decided that the format I enjoyed with Olivia worked well and we offered it to them. They booked a midweek stay, so avoiding weekend rates, as they had no other commitments. They usually looked after the grandchildren on a Monday. So it was on a Tuesday evening when I met them in the restaurant for dinner. Harriet decided that skirt suit from my secretary costume would be suitable but teamed it with a sparkly boat neck top and three inch heels. Showing a cleavage or wearing fuck me shoes may not have been appreciated at this dinner table. I didn’t add any jewellery, my permanently bound ‘watch’ notwithstanding. They both wore suits, he also wore a tie as many of his generation, and she wore a blue suit with a straight skirt and a high round collar dressed with a string of pearls, and court shoes with two inch heels. They were disappointed that I couldn’t speak, that inconvenience having not been noticed (it is mentioned on the special services web page), but they did enjoy telling me about themselves, their travels around the world, their children and not forgetting the grandchildren (how can you not forget the grandchildren?). I smiled and nodded to encourage them and I did find them interesting. I did notice Paul could get quite angry with Queenie over some of the things she said. After dinner we went up to their room. Robert poured himself a drink from the minibar and settled down in an armchair. Queenie took all her clothes off, she had a rather fit body for her age but her lingerie was of her generation; it was a long time since I saw someone wear a slip. I have always fancied wearing one myself; it’s a sign of a properly dressed woman, especially if wearing a skirt or dress with no lining. She got under the bed sheet, the other bed clothes having been taken off, and indicated I should also strip and join her. I wasn’t sure how Robert was going to watch with the bed sheet in the way. Once I had joined her she opened her legs and pointed to her pussy; I started to wonder if this was a universal signal taught to daughters by their mothers. And I proceeded to pleasure her, disturbing the sheet in the process. She was having her second orgasm when Paul started shouting incoherently. He then leapt across the room and started beating me frantically with the sides of his fists. Queenie quickly became alert but did not seem surprised as she tried to restrain him without success, he seemed possessed. I started to fear I would suffer serious harm but thought it might be misinterpreted if I returned blows, so I double tapped my ‘watch’ so as to raise the alarm. Five minutes later there was a knock at the door and someone shouted, "Hotel Security." The door opened and Kate and two security guards entered and quickly restrained Robert. He continued to rant but eventually calmed down. A naked Queenie was holding me saying, "I’m so sorry, I’m so sorry," repeatedly. While things calmed down I fetched a hotel robe from the bathroom. Kate joined me and helped me to my room. She examined my body and concluded I didn’t need medical attention, although there were red patches there were no cuts, and I was only suffering from minor shock. She applied ointment to my bruises and cheerfully announced. "You are going to be black and blue tomorrow!" but added, "I know you're in pain, but are you alright?" with concern. I nodded yes. "Do you want something to help you sleep?" I shook my head. "Brandy?" I nodded yes enthusiastically. "Queenie apologised to me while you were putting on the robe and said that her husband gets incredibly jealous and frustrated. She now realises being intermittent with you was too much for him. I’ll see how you are in the morning, I’ll cancel or postpone all bookings until you have recovered and are up for it again." I’ll never be ‘up for it’, I thought. I couldn't sleep, even after a couple of large brandies, and so I lay awake contemplating the current state of my life. In spite of my virtual imprisonment and lack of freedom I had enjoyed the clothes, the range of outfits, the fun ones, the sexy ones and the ones that suited my female persona, I am a crossdresser after all. I had enjoyed the sex and intimacy with females, in particular Kate and Olivia. As for males, I was coming around and grudgingly accepting it, but mainly as a mandatory duty and not of my own free will. But I had to admit to myself that sometimes the eroticism of the moment trumped my natural inclinations, however, there were still areas where I did not want to go. I did not enjoy the beating, but perhaps it is no different from suffering an accident at work. Although I wasn't holding out for any compensation! I still wanted out but saw no prospect of that happening any time soon. The following morning, Kate came to see how I was. She let herself in as she knew it would not be easy for me to get up. "Hi Davina, how are you feeling this morning? Do you need anything? Gina will be on site today to check you out." I gave her a thumbs up, but I am sure she knew that I was feeling very sore in mind and body. CHAPTER 8 HEAVEN AND HELL Olivia’s treat Kate changed the subject. "I met with Freda before coming to see you. She is not taking any action against Paul, I think she is worried about adverse publicity if the incident went public. But I hope you will be pleased with the news that I managed to wangle a concession from her. Olivia has asked if you could accompany her to an outside private event. Freda was minded to turn her down, as you are not supposed to leave the estate, but this morning in a moment of weakness she agreed," said Kate beaming. "She recognises that Olivia is an important client who has introduced many of her friends and acquaintances to Vitesse Pleasures. As Freda has got to know you, I think she is willing to trust you more. But I expect this will be a one-off." Kate went on to brief me. "It will be a private arrangement, you will not be representing Herald House and we will not be charging her a fee. She has offered to cover any expenses including your outfit. Harriet will help you dress and do your make up on our account. Olivia has a close circle of friends, mainly lesbians or bi. Two of them have been together for some time now and decided to celebrate their relationship in the company of their friends. So they are arranging an informal ceremony. Olivia would like you to accompany her, as her plus one and as a friend. A man would not be invited, but a feminised crossdresser presenting herself as a woman would be welcome. Olivia and her friends are well-off and they like to dress up. You will get the chance to dress for a special occasion, hat and all!" "When you feel up to it, make your way down to Wardrobe and discuss your outfit with Harriet. This will be a wonderful opportunity to enjoy yourself as a woman and not a provider of special personal services! It is a pity you will not be able to engage in conversation with the other women." (Other women? I thought.) "The event is Saturday week in Winchester. I’ll pop in again later. Now you rest." Kate then left. All of a sudden, I felt on top of the world. Gina came and examined me and declared that I had no injuries other than the bruising. She advised that I should rest for the remainder of the week. I was feeling better so I went down to Harriet to discuss what I should wear for my day out. Harriet greeted me with a smile that became a look of concern. "I am sorry. How are you feeling?" I gave her an exaggerated smile. "You have come about your day out with Olivia." It was a statement more than a question, but I confirmed with a thumbs up. "I have had a chat with Olivia about what she would be wearing and I must say I was surprised, it is almost like a society wedding, you are going to enjoy yourself!" We sat down in front of her computer, hers is one of only three that can connect to the outside world; Freda’s, reception’s (restricted to the bookings website) and Harriet’s (online shopping only). "I know you can’t describe to me what you would like to wear, but you can show me." After a long time browsing high street and online shops’ websites we both agreed on a romantic bodycon lace dress in light grey. It was an intricately detailed dress with a semi-sheer panel framing a sweetheart bodice and classic cap sleeves. It was knee length with a round neckline and a hidden zip. There was a matching three-quarter length sleeve jacket with a peplum hem and no fastening, in the same colour. We choose accessories to finish off the outfit. A pair of elegant heels designed with bow detailing at the peep toe and a stylish box clutch bag, featuring an optional gold chain and metallic clasp fastening both in light grey satin shine finish. And to finish off, a matching hat with a slightly-slanting textured disc mounted on a headband adorned with curved loops. My outfit was of a single colour, which I thought suited a middle-aged woman, and I adored the overall look. Harriet said, "I will email Olivia what we have chosen, after all she offered to pay and the total cost is nearly £500," my heart sank when I heard that, "but she would know what to expect." " We have the perfect jewellery to go with that outfit." She rummaged in a box sitting on a shelf. "These faux pearl and pave drop earrings and matching bracelet and necklace will add glamour to your outfit and be perfect for the occasion." I agreed and nodded my head with enthusiasm, at least we would not be asking Olivia to pay for my jewellery. I saw Harriet later that day. "Davina, I’ve heard back from Olivia. She said are you happy wearing an outfit from a high street chain or would prefer to visit her usual dress shop? Looks like she was expecting you to spend far more than £500! But then she is wealthy. If you are happy with what we have chosen, I’ll place an order." I didn’t want to take advantage of Olivia’s hospitality, and I loved the outfit, so I nodded my agreement and went back to my room to rest and dream. There was a knock at the door which woke me, I had nodded off. It was Kate. "How are you feeling? Getting better?" I nodded in reply. "I hear you have been spending Olivia’s money, but not as much as she thought. From what I have seen on the store’s website I can’t wait to see you all dressed up!" "But back to work. We have a headteacher, who wants to remain anonymous, booked in for next Sunday and he has requested your company as a school girl, no surprise there. I am not sure why he wants a school girl of your age, as opposed to one of our younger nubile masseuses, may it because you are more familiar with school life when he first started teaching. He was not very complimentary about modern teaching practices. As you will be out the day before with Olivia perhaps you can do a costume check during the week." Kate leaned down, I was sitting on the bed as I hadn’t put on my mules, and gave me a kiss on the lips. "Thanks!" she said, I wondered if it was for paying attention or for the kiss, I gave her a wave as she left. The rest of the week went quickly as indeed did my recovery. Wardrobe had taken delivery of my outfit for Saturday, but despite everyone’s excitement it had to wait until the school girl costume had been sorted. He had asked for me to be dressed as a six former from St Trinian’s, the fictional antithesis of a girls’ boarding school. So Harriet put together a new stock uniform, it will not be the only time a guest requests a St Trinian’s school girl. She had run up a pleated pinafore with a square neck and a very short skirt to reveal garters and stocking tops. The pinafore was cut suggestively, in the style of the six form uniforms in the films. It was to be worn over a white shirt with a long red tie belt. My usual high heels were an essential part of the look and with a wig of big unruly hair with tails tied with ribbons, I would present as a stereotypical St Trinian’s school girl. But with no tie. Saturday arrived and Olivia was to pick me up at noon on the way to Winchester. I didn’t actually know where Herald House was located, though I knew it was somewhere in the south of England. I am still held against my will with measures in place to make escape almost impossible. I did think about absconding as this was my first time away from Herald House, but I didn’t want to betray Olivia and Kate’s trust and I would be wearing the most exciting outfit and ready for a special experience as a crossdresser. Of course I would be wearing the GPS tracker and later I found out that Freda had arranged one of the security guards to follow us. I went down to Wardrobe mid-morning to get ready and for a makeover. I wore a strawberry blond, with highlights, shoulder length straight hair wig parted a little to one side. I was ready with time to spare. I carried my bag as a clutch, tucking the strap inside. I waited in reception with Kate and Harriet and I couldn’t settle down. When Olivia arrived Freda emerged from her office to greet and fawn over her. Olivia was stunning. She was wearing an ivory silk one shoulder midi dress. The lightweight fabric draped from one shoulder, to fall gently into a wrap- over hem. The dress was cinched at the waist with a self-tie belt. She wore court shoes with a flared stiletto mid heel in a soft blue navy blue suede and carried a matching clutch. I think she was proud to show off her shoulders and the ivory silk set off her skin wonderfully; I suspected she kept ageing at bay through diet and keeping fit. The wide brimmed abaca hat was made from the natural plant fibre. The hat had a square crown in navy with a contrasting brim in ivory trimmed in navy with a statement loop also in navy and a rich flower ornament in ivory. She wore her hair up. We set off in Olivia’s Range Rover Evoque. As we left the main gate, we turned into a narrow rural lane and travelled for some miles through woods. We then joined a ‘B’ Road and soon after a dual carriageway. I soon realised that we were on A31 on the Hogs Back heading west and then realised Herald House was remote but not that far from Guildford. If I had escaped on foot I would have had to walk some distance through woods before reaching ‘civilisation’. I enjoyed the ride through the countryside. Although Herald House had its own grounds I missed being out. We arrived in Winchester and left the car in a public car park, the hotel being in the historic centre and not having parking available. We walked along the High Street thronging with shoppers and tourists. As we were two elegant ladies dressed for a special occasion we attracted attention. Some smiled and whispered to their companion, others just looked up in passing, but I did not see or hear any sniggering. I knew I wouldn’t stand up to close scrutiny but I was reasonably comfortable that I would pass casual observation. I relished the walk with Olivia to the hotel, feeling proud of Olivia and her generosity and in Harriet’s magical touch. We arrived at the hotel and were greeted by a doorman with. "Good Morning ladies," which I felt good about, and made our way to one of the function rooms where we were greeted by our hosts and the guests who had arrived earlier. And what a sight, all these beautiful older ladies decked out in their finest; I felt so privileged. I wish I could have joined in the conversations. Olivia kept hold of me so I would not be left on my own and at least I could listen to the conversations. Of course, I spent most of my time looking at these beautiful women and imagining what they would be like in bed and whether they would want to go beyond lesbian lovemaking, but I perhaps spent more time looking at their stunning outfits and wondering how I would look wearing them! The ceremony was about to start. The loving couple made their way to a podium at the end of the room. They both wore long white dresses in the style of Grecian goddesses. They turned to face the rest of us and declared their own vows to each other celebrating their relationship. Everyone was emotional. I felt very proud that I had been accepted and was surrounded by these elegantly dressed and beautiful women! It was an emotional high for me as Alice. After the ceremony there was a buffet. It was not a large spread and then I noticed my fellow guests were only taking small portions, obviously watching their figures. The afternoon went very quickly and Olivia was soon indicating that it was time to leave. It took some time, I’ve never had so many (genuine) air kisses! We arrived back at Herald House, in the early evening, the traffic on the A31 was horrendous. We did get some admiring glances from the other lane when we were stationary or moving very slowly. I gave Olivia a hug and kiss to give my heartfelt thanks, although my demeanour said it all. I retired to my room, took off my outfit reluctantly and carefully put everything away. I had never worn a lady's hat before and I really enjoyed the opportunity. Oh for the days when a woman didn’t feel properly dressed if she went out without a hat and gloves. Tomorrow it's the St Trinian’s role play, what a contrast! The headmistress I entered Wardrobe to get ready for the evening's session. There were hardly any changes to the planned costume, Harriet and Kate kept to the spirit of the early films and not the sexiness of certain modern fancy dress costumes. So the pinafore dress modestly covered my cleavage, with the very short skirt exposing my stocking tops echoing the naughtiness of the fifties and sixties. I was pleased with the more ‘authentic’ approach taken by the two women. I was even wearing plain navy blue 'schoolgirl’ knickers. It was a pity that the costume suited a girl in her late teens more than an overweight crossdresser! But give the customer (and the crossdresser) what he wants. St Trinian's is depicted as an unorthodox girls' school where the younger girls wreak havoc and the older girls express their femininity overtly, turning their shapeless schoolgirl uniforms into something sexy and risqu?© by the standards of the times. St Trinian's is often invoked in discussions about groups of schoolgirls running amok. I knocked on the guest’s door and heard a high voice call, "Enter." As I opened the door, I saw the guest, dressed as the St Trinian’s headmistress, Miss Fritton, as played by Alastair Sims in drag in the early films. She was wearing an old fashioned lace blouse with a high collar, long loose sleeves and a large bow, a plain midi skirt with pleats, a wide belt with a tassel to the side, and a pair of low heeled shoes with large buckles. And plenty of costume jewellery including a long pearl necklace, bracelets and drop earrings. She wore a wig, well I assume it was a wig, with an elaborate style with the hair pinned up into a large flat bun on the back of the head. I had never seen a style like it, perhaps it was popular with older ladies in the fifties. She spoke. "You are late, girl." I was on time. "In my other school I can’t do anything about such disrespectful behaviour, but back here in a fifties boarding school a headmistress is not fettered by modern day woke do-gooders and their lawyer collaborators. Come here!" I thought she’s not messing around with the niceties and I walked over to her. She sat down and said, "Lay across my knee, girl." I did so, she lifted my skirt and pulled down my knickers but left my gaff in place. She then smacked me on my arse, three times on each cheek. It smarted but was not too painful. She asked. "Have you learnt your lesson not to keep the headmistress waiting?" Of course I couldn’t answer, but I did nod but with my head down she may not have noticed, so I gave a little wiggle. This seemed to rile her, she said, "Get up and go over and stand in the corner while I decide what to do with you and do not pull your knickers up." I stood in the corner trying to look like a repentant girl, with my head lowered, hands clasped in front of me and my toes pointing inwards and my schoolgirl knickers round my ankles. I stood for a long time while she leisurely consumed her dinner and a bottle of wine, which I assume were brought to her earlier by the real room service. I wondered what she had planned next, probably wants me to pleasure her for the first course and possibly anal sex to follow. When she had finished. "Go and lie face down on the bed," she commanded. With my knickers round my ankles I had to hobble over. I positioned myself so she could access my arse. She then unhooked my stockings and used them to tie my wrists to the bed headboard, she removed my belt and tied my ankles together; which I thought odd as I would have expected to be able to open my legs, maybe that will come later. She then said, "I have given you and your situation much consideration and I concluded that you are going to get six of the best. The bleeding hearts can complain all they want." I heard a swishing noise, of what I assumed was a cane, which generally had gone out of use by the sixties. I thought ‘oh, shit’ and braced myself. Whack! Came the first strike and it was more painful than I had expected. Surely school caning should not be this painful. I was of an age that did not experience caning, but I was aware of it. Corporal punishment was no longer in use when I was at school (not that I was bad enough to be caned or smacked!). I was then hit across both cheeks with the same force until I had been stuck six times. She then said, "What do you say girl?" I could not say anything. "So you are not repentant and you want more punishment!" she said more as a statement than a question. I suffered a further six strikes of the cane. And again I couldn’t answer or use body language to answer her question repeated after the sixth strike. Miss Fritton, as I shall call her as I do not know his real name (a guest remains anonymous as a rule). "You will receive more caning until you answer me. She then furiously delivered another set of six strikes. I was close to being seriously injured and my skin was now broken, I could not reach the personal alarm on my wrist as there was no slack in the binding. The intensity of the caning increased until I fell into unconsciousness. I woke and found myself lying on my front; something that is not natural for me in particular given the size of my implants. I was drowsy and could feel a distant soreness in my bottom. My head was turned to the side and I recognised my room and saw Kate sitting in my easy chair. She saw that I had woken and said tearfully. "Thank god, you have come round! Do you remember what happened?" I seemed to remember being in the headmistress’s study and being punished, but I can’t remember what for or was that a dream? I shook my head slightly. Kate looked at me worried, full of sorrow yet relieved. "You have been seriously assaulted by a guest. It was two nights ago, you have been under general anaesthetic. A St Trinian’s role play went out of control. You were caned by the guest, you fainted but it appears that he continued to beat you. We believe that once he realised that he had carried on caning you after you had lost consciousness, he left the hotel. We are trying to contact him through his payment details. You were discovered by the chambermaid the following morning. She immediately called me." Given your condition and the seriousness of your injuries, I wanted to call emergency services to request paramedics to attend, but only Freda can make external calls and she contacted Gina and a private doctor instead. She did not want any adverse publicity or comeback by the guest in question. The doctor examined and dressed your wounds. He also removed your rear inserts, they were leaking having been damaged during the assault. The good news is that the cushioning helped reduce deeper damage. Gina has been nursing you." "I have undertaken an investigation. The guest on his booking form said that the session would involve beating and confirmed the house safe word ‘Standard’. This was overlooked by reception and I was not informed and therefore I did not warn you, advise the guest of the house rules or that you could not speak and to agree to a safe signal instead. Being tied down you couldn’t do anything, you poor dear. I’m speculating that as he hadn’t heard you say the safe word, or otherwise show your distress, he felt he could safely raise the game. Because of reception’s oversight, Freda felt vindicated that she decided not to contact the emergency services which would have involved the police and HSE." Kate then burst into tears. "I’m going to put additional procedures in place, to ensure that there are no further misunderstandings in the future. Twice is two times too many," she sobbed. I couldn’t take it all in at the time, I fell asleep again. When I woke my head was much clearer but I could feel the soreness in my rear and it hurt when I moved. I lay awake for a while when Gina came in to redress my wounds. She told me she had talked to Freda about recovering my voice, but she got a frigid response. Later Kate returned to check up on me and keep me company. As promised, she has improved the booking procedures to guard against a similar incident. She would not ask me to return to work, which I thought was not how I would describe my situation, until I felt comfortable both physically and mentality. That night I found it difficult to sleep. I had gone from heaven to hell in one weekend and was frightened about the future. But I had to rationalise my situation and I came to the same old conclusion. I could not leave and I had to provide sexual services when required to do so. I did enjoy many of the sessions, I enjoyed the crossdressing, I was having so many new experiences that I just did not have the opportunity for in my previous life. I no longer found gay sex intolerable, but I still did not enjoy it. It is the two violent incidents when guests lost control that was intolerable, but I did appear to have Kate, who was my supervisor, looking out for me. I finally drifted off to sleep having come to the conclusion that I had no control over my life, I just had to hang in there. I had almost fully recovered from the viscous caning I received. They could not trace the man who assaulted me and, of course, the police were not made aware. Kate had what she thought was news that would cheer me up (and she didn’t know how right she was). It did mean returning to my assignments, but apparently a couple were booked in for a weekend and they asked for me specially on the recommendation of Olivia. _____ COMING NEXT IN ACT 3 HEAVEN Who are the mysterious couple? Find out in the final Act 3, when I am found and rescued. And then what happens next to the main players over the following six months.