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THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the training, manipulating and using of these pretty little sissies. First I will introduce myself, I am 50 year old, 6 foot 5 inch tall, weighing in at nearly 17 stone and I am very physically fit. I run my own successful business which means I travel a lot and have been too busy to ever bother settling down, getting married, etc. But it does mean that I can make the time and have the money to indulge my favourite hobby. I have certain sexual peccadilloes that can only be satisfied by one type of person. Which means that I have been an admirer and user of what can loosely be described as transvestites for many years. I say loosely described as transvestites but over the years I have met a broad range of these sissy types, from the stereo-typed trannys in their forties to some quite exceptionally pretty, younger, almost lady- boy types. I can find them all attractive in their own way as it is their mental attitude that is of equal importance. It is no good being with the she- male Miss World if she thinks that she is your equal, or god forbid, superior and doesn't know her place! I have met some 'girls' online that are a little older, though I rarely go above 40, but who have displayed the correct attitude that is required. In my working life I have had to be, decisive, assertive, hard and aggressive to get what I want and this is reflected in my sex-life. I like to be fully in control of the situation in every aspect, I am the alpha-male, and I am the king of the jungle, me Tarzan, you Jane. I see any male that willingly surrenders their masculinity to another man as naturally inferior to me and must be treated as such. To dress up as a bitch for a REAL MAN, to wear her cutest little panties for him is an act of submission in itself. No self respecting man would do that; only a cock sucking sissy slut would humiliate herself in such a way! She has accepted that sexually she is the female, she no longer has a cock and balls like a REAL MAN, and she is the one that will be penetrated by the male. I like to make my sissies refer to their little cocks as a clitty and their smooth shaven little eggs as their pussy- mounds. I find this adds to their sense of vulnerability, humiliation and conditioning to their role Basically she is just a sissy and sissies are worthless unless they have a man to serve. I have learned a couple of golden rules over the years in keeping a sissy under control THE ONLY 3 THINGS THAT ALL SISSY'S NEED 1. DISCIPLINE, TO BE SPANKED OR BEATEN ON A REGULAR BASIS TO CONDITION HER TO BEING SUBMISSIVE. 2. SEX, TO HAVE HER SISSY-CUNT AND HER SLUTTY MOUTH USED AS OFTEN AS POSSIBLE. 3. AND AFTER SEX, SOMETIMES AFFECTION, TO BE CUDDLED, KISSED, FONDLED, CARESSED, AND SHOWN TENDER LOVE BY AN ALPHA MALE. I will explain these three basic principles of sissy control and ownership further. DISCIPLINE. Your sissy MUST obey you at all times. She cannot question your authority or wisdom. Your sissy must faithfully satisfy all your needs. Your sissy must accept that regular punishment is healthy for conditioning her submissiveness. Never ever let the sissy be sassy or disrespectful. SEX All sissies like to have their cunts used frequently... Spanking her during sex keeps her sexually submissive. Oral sex should precede and follow every anal penetration. If you like seeing your sperm, then smear it all over her face, nipples, and clitty. After you've used a condom for anal penetration, empty it over her face, her tits, in her mouth or over her cunt, wherever you wish. Make her wear sexy clothes and heels during sex... it makes her feel more girlish. AFFECTION; OF COURSE ONLY AFTER YOU'RE BALLS ARE EMPTY! Almost all sissies thrive and blossom by feeling cherished and loved. Holding her tightly against your strong body makes her feel secure. There is no sissy alive that doesn't enjoy French kissing. Her breasts and nipples need to be fondled often (even if she's flat). She needs to be fondled inside her panties, tell her that her clitty is pretty. FOLLOW THESE RULES AND DO THIS AND SHE WILL BE HAPPY AND CONTENT TO SERVE YOU FAITHFULLY! When I was younger I dated many t-girls, some one night stands, some that lasted for longer. The problem being that after a while it becomes just like any relationship, they become clingy and needy just like a real woman would. Wanting more time, money and commitment out of me. That's when I decided to be far more specific in what I was looking for online, in short I stopped being a t-girl admirer and became more ruthless in my requirements, I became 'The Sissy-Master'. I started to collect together a stable of bitches to use as my sissy whenever I found the time. I changed my online profile on the various tranny dating sites that I used to a more direct one outlining exactly what I was looking for. I'll give you a brief outline minus my personal description and details, etc. ONLINE PROFILE SISSY BIMBO SLUTS WANTED IN VARIOUS PARTS OF THE UK. I AM LOOKING FOR SUBMISSIVE MINCING SISSY GIRLS THAT CAN ACCOMMODATE WHEN I AM TRAVELLING THE UK ON BUSINESS. I AM NOT LOOKING FOR A GIRLFRIEND OR A RELATIONSHIP. YOU ARE NOT MY EQUAL, YOUR ROLE WILL BE TO SERVE ME AS I USE YOUR HOME AS A HOTEL FOR THE DURATION OF MY STAY. I DO NOT REQUIRE ANY ATTITUDE, ANY DUMB GIRLY CONVERSATION OR ANY OF YOUR OPINIONS, THESE MEAN NOTHING TO ME. YOU WILL DRESS FOR ME AS REQUIRED, YOU WILL MAKE ME FEEL COMFORTABLE AND SERVE ME. I WILL USE YOU AND YOUR HOME AS I WISH. SLUTS THAT DEMONSTRATE THE CORRECT ATTITUDE OF RESPECT, SUBMISSIVENESS AND EAGERNESS TO PLEASE WILL BE CONSIDERED APPLICANTS I didn't post any photos of myself in my profile because it should be irrelevant to a sissy what a REAL MAN looks like. I happen to be quite a good looking guy for my age, a little bit of grey hair but it's all still there. However a real sissy should want to meet a REAL MAN based on his attitude rather than his looks. I wouldn't be so crass as to post a cock-shot, I find them tasteless. The sissy will soon found out for herself that when I say 8.5 inches I am not joking! I did however post some of the photos I have taken of my existing sluts later on. Photos of them in their pretty maids dresses posing, curtsying and displaying themselves. Occasionally I will see a sissy bitch's profile and I will contact her; but for me to do that she must have a very interesting profile description of her sexual desires and fantastic photo's. Mostly I wait to be contacted and make my selections; that way they have come willingly to me. Once I have received a message from a slut I will check out her profile; if she looks up to standard I will arrange to meet up with her in the website's chatroom, to 'interview' her further. There are a lot of timewasters and fantasists on these sites and these have to be weeded out quickly. Firstly she has to live alone and be able to accommodate me, secondly she has to live in an area where I am likely to be travelling to on business. Unless she is a local sissy and in which case I may sometimes accommodate her at my place as well as use her home. I will speak to her many times online over the next few weeks carefully cross examining her story to see how experienced and genuine she really is. I will tell her some of what I will be expecting of her as I want to be sure that she has thought it through and won't have second thoughts just as I knock on her door! This is a reason why I prefer sluts that have met guys before, those that are a little more experienced and will commit to accepting my dominance and control over our meeting. Although as I will explain later a real virgin can be fun but they are so hard to find! Of course I wouldn't tell the stupid dizzy bitch everything that I would have planned for my visit. I have to keep a lot back or she will know what's happening and still feel she still has some control over events. Which would never do as she will have none! If, after many chats and maybe a couple of phone calls I have satisfied myself that this particular sissy-bitch will be worth a visit I will consult my diary to see when I am next on business somewhere within easy range of her address. I will then arrange a visit and if it is successful I will add her to my collection and visit again when I am next in the area. Over the last ten years I have met and used many sissies in this way; I like to keep about a half a dozen on the go any one time dotted around the UK, within reach of some of the towns I frequent on business. Two of my sissies live locally and if I'm every at home on my own I will sometimes have one or both of them for the evening. I usually get to visit each of them all at least once every couple of months. So I expect that when I give them a week's notice of my intention to stay, they will be available and ready to accommodate, with a bottle of brandy and some food stocked. Dressed in the outfit that I have demanded and with a humble, submissive, demur, feminine demeanour and attitude on display to me. A sissy has her uses and a good sissy is hard to find; I am constantly looking for new girls to replace the ones that for some reason drop out of the picture. Usually after a while I get bored with the dumb cunts and want fresh meat, the better lookers and performers they are then the longer they last. Sometimes they just disappear offline and don't reply to my texts. I figure out that they've probably moved on somehow, got girlfriends or got married, decided that they feel too guilty or dirty about their little sissy habit and tried to become men? Who knows and who cares? There are plenty more sissy bitches out there. I prefer to meet my regular sissies as with these I know exactly what I am getting. I know that they have been trained to my standards and will not disappoint me. However it is also exciting to break in a new sissy; I am always happy to add to my collection. The important thing to is search out the good reliable ones that fit the criteria and then turn them into the perfect little, sissy, bimbo fucktoys that they crave to be. They must be willing and enthusiastic to perform their duties and I will generally only ever really consider a sissy that states that she is submissive in her profile. As I will be using their house, flat or apartment as my own personal, private hotel room for the evening I usually demand that the bitch's dress accordingly. I like my sissy sluts dressed in their prettiest little sexy maid's outfits. I prefer this look for a number of reasons, firstly I tend to choose girls that have an element of class about them. I like to see them wearing a more sophisticated look on their profile photos, classy evening dresses, smart skirts and satin blouses, etc. So when I demand that they wear something which is as short and demeaning as a little maids dress they feel a certain loss of control and of being out of their 'comfort zone'. If they can choose what they wear it makes them feel more in control of the meeting; if I decide, it lets them know that they don't, I do! Secondly it re-enforces the natural order of things, it is impossible for a sissy to consider herself your equal when she is dressed in such an obviously subservient way. She will feel awkward and embarrassed if every time she bends or stretches, her stocking-tops and panties are displayed to me. Thirdly it empathises the whole situation and reason for my visit; that I am using their home as a hotel and I expect to the same level of service. They are there solely to serve and please me, not for their pleasure, only mine! I always explain this to any prospective sissies and demand that they have a decent maids outfit with appropriate lingerie, heels and fully fashioned, seamed stockings; not the cheap stretchy everyday use stockings. Before we meet I will demand a recent photo of them wearing the correct attire emailed to me. Finally in the days before I actually meet a new sissy I will email her a copy of the basic rules and instructions on how she is to greet me and behave when I arrive. This is her last chance to back out, if she accepts my rules and confirms the date, then it is, in my view her acceptance of the 'contract' we now have between us. I keep the initial rules short and simple; there will be plenty more for her to learn as her training and service continue; if she is up to the role? RULES 1) A SISSY MUST ONLY SPEAK WHEN SPOKEN TO BY HER MASTER 2) A SISSY WILL ACCEPT PUNISHMENT FROM HER MASTER 3) A SISSY WILL ACCEPT THAT SHE IS THE PROPERTY OF HER MASTER. 4) A SISSY MUST SUBMIT TO HER MASTER 5) A SISSY MUST KNOW HER PLACE AND NEVER CONSIDER HERSELF THE EQUAL OF HER MASTER OR ANY OTHER MAN. YOU WILL ANSWER THE DOOR WHEN I KNOCK, CURTSY AND SAY GOOD EVENING MASTER. THEN STAND IN SILENCE IN A SUBMISSIVE POSE AND BE READY TO OBEY. A CORRECT CURTSY IS AS FOLLOWS, HEM BETWEEN THUMB AND FOREFINGERS, AND BEND AT THE KNEE AND RAISE SKIRT TO DISPLAY TO YOUR MASTER YOUR STOCKING-TOPS. CHAPTER 2, A FIRST MEETING WITH A NEW SISSY. There is always the risk with a first meet with a new sissy, she may be a timewaster, a fantasist, or even just get scared and chicken out. And has given me a non-existent address or refuses to answer her phone, etc. So I never go out of my way and only arrange a meeting at my convenience when I am visiting her location anyway on business. For this reason, on my first visit to a prospective sissy I always get a local hotel room in case of problems; although if there's a next time then I wouldn't need to as I would stay at her place! I arrange a time that will suit me to arrive at her house and I will expect her to be smooth, perfumed, and made-up and dressed for me. During the course of that day I will message her from my phone several times to check that she is indeed in the process of getting prepared. I know from experience that this is about the time that someone that is not genuine or who is having second thoughts now the situation is imminent, will disappear and not respond. I will usually wrap up any business meetings I have by mid-afternoon giving me a chance to return to my hotel, dine and shower before the big evening ahead. I prefer not to have them cook for me on my first visit, the silly little bimbos are usually far too nervous to get it right anyway! On any further visits I will require that they bathe me and prepare a meal for me before any further entertainments. Before I set off from my hotel to the sissy's abode I check my little bag of tricks. I have a small sports bag that I keep my sissy training implements in. I have a ball-gag and restraints in case the sissy won't keep still and quiet when I am mounting her. They are four straps with Velcro and a D-ring to quickly attach to their wrists and ankles. And I have a paddle and a riding-crop to enforce discipline and respect, if needed? I always take a couple of bottles of poppers, I find they keep the sissy relaxed and passive for easier control. There is a leather collar that I like to make them wear. If I decide to use them regularly I will buy them their own personal collar; which they will be wearing at all times in my presence. I don't like to take too much for a first meeting as I don't want to frighten the poor little bitches! Oh and of course a good supply of condoms; it is all very well for a sissy in the fantasy world to dream of being fucked by a man and feeling his cum explode inside her pretty little cunt. And it is always more gratifying from the male perspective as well but this is the real world. I don't know what these sluts have been up to before they met me and to be honest it isn't my business. I don't mind fucking their mouths with my bare cock and cumming down their throats but for fucking their cunts I always take care. There are of course some exceptions which I will come to later in my story. Another method I use for asserting my superior position is to always wear a suit and tie when meeting a sissy. It shows your natural masculine authority especially if she is stood there in a short, girly maids dress. There is no denying who is the Master and who is the servant if the man is literally 'wearing the trousers'! On arriving at their address I will always text them to tell them I am outside, this is to give them a couple of minutes to check that seams are straight, make-up is perfect, hair brushed, etc. Also to give them a last minute of privacy to compose themselves and prepare themselves mentally for the evening ahead. They will already have some idea from our online conversations about a little of what is goning to happen to them. They know they will be spanked and punished, humiliated and have their mouths and sissy-cunts used by my cock. But only the alpha male's attitude and demeanour from the moment she opens the door will decide on the level of submission that the sissy will give. It is no good treating these sluts like wives or girlfriends, they are not. They are sissies, they are inferior, and they are there to be fucked; not made love to. A REAL MAN must be firm and dominant, cool and in control from the first minute. I find that the best way to control a sissy is not to shout but to speak calmly, slowly and with a natural weight of authority in your voice. I will be assessing the sissy's performance from the start, looking for faults to be punished for later and to assess her suitability to become one of my exclusive collection. I will check that she curtsies in the correct manner, holding her hem with her outstretched fingers showing her nail varnish. Then lifting it as she bends at the knee to display her stocking-tops; she will be taught later tonight to display the front of her panties as well in future. I will listen to the sissy's greeting of "Good evening Master" usually whispered in their girlish little voices. This always amuses me to hear them trying their hardest to sound like a breathless, sissy girl. I will respond with a curt "Good evening sissy" in my deep masculine voice. I never refer to them by their tranny names, Rebecca, Rachael, Samantha, or what ever dumb name they have given themselves. To me they are just sissy or later on when I really want to humiliate them, slut, whore, cunt, bitch, etc. Their chosen names are their own chosen identity, I want to strip them of that. From now on they are just my property, my fucktoys they have no need of names! If I keep them on then I will issue them with a number; it will be on their new collars and it will just say, SISSY- SLUT 9 for example. I may call them by a sissy-name like sissy candy-cunt or sissy-cumdump and the silly bitches may think that the name is unique to them as I call them it whilst up to my balls in her sweet little cunt. Or sissy sweet-lips as I ram my cock down her throat. But the reality is I have a few pet-names I use for all of them, they are inter-changeable; as is the pussy! They do not matter and they do not deserve names, they are just numbers. I never use a number twice, when a slut is finished with I drop that number and give my next slut a new one. That way I can keep a record of them including photos for future reference, I have them all filed away, I am currently up to sissy-slut 27 as I keep replacing my property. Once the sissy has invited me into her home I direct her to show me around the place. I tell her to show me each room, the bedrooms, bathroom, kitchen, living area, etc, to tell me which room it is and curtsy every time. I remain silent with cool indifference as I poke my head round each door and learn the lay of the land, so to speak? I will be watching her walk with her sissy mince, trying to wriggle her little ass like she knows a good girl should. I love to see them mincing, tottering and trying to impress me in their wonderfully high heels. It must be so humiliating for them to be having to perform like this in a little dress for a REAL MAN ? The living area is the best place to start a session with a new sissy, there should be some gentle background music on. The lights should be set at just the right setting, bright enough for me to see her properly but not overly bright, as for some sissies the light is not their friend. My first action would be to inspect the sissy; this will be made as humiliating for her as I possibly can . I want her to know that she no longer has any control of events. I will inspect her like a bit of meat, like a whore in a brothel or like a fresh piece of slave-pussy on the auction block? I will check if her seams are straight, if she is wearing open toed heels I will check if her toenails are painted. I will closely examine her fingernails to ensure the bright red varnish is smooth and even. Then as she stares submissively at the floor I will take a close look at her make-up, close enough so she can feel my breath on her face. I will make comments on her thick red lips, her mascara, etc. all the time looking for imperfections to punish her for later. There will be a stocking-tops and panties inspection. I will want to see her pretty little sissy panties, 6-strap suspender-belt and to see if she is wearing the required fully fashioned stockings? It has to be a 6-strap or more suspender belt to hold up real stockings properly. I keep my commands sharp and to the point, I am not here to seduce her! "Skirt up sissy, pantie inspection, show your Master what a sissy girl you are" I demand black panties, preferably frilly ones, with a matching black bra and suspender-belt to be worn at all times with a maids dress. There are times when other coloured lingerie including white is acceptable but not as my maid! As an experienced hand I can quickly judge from a sissy's response to these words whether she will make a good bitch. Any reluctance may signal a change of heart from the sissy now that her darkest fantasies are really happening. Too quick to flash her knickers however would indicate that she has probably been around a bit too much on the scene with lots of men. I am looking for a bitch that still has some dignity left for me to strip away! A measured, respectful compliance will show that she has potential. I will sit in an armchair, the sofa or whichever is the best chair she has and demand a drink in a brusque casual manner. "Sissy, fetch me a brandy and an ashtray." I like to have the occasional cigarette and even better if she is a non-smoker, it shows her that I can do as I please in her dwelling. It also gives me the chance as she goes for the ashtray to see her walking in her heels and seeing if she remembers to curtsy on return? At this stage it is better to keep the sissy standing at all times. she must learn that she is always on display to her Master. She must never be allowed to get comfortable, to feel too relaxed or to think that she can lead events! She must stand in a suitably submissive pose as she is told how I expect her to behave and what I consider her to be. I will patiently explain what sissy submission really means. It means her mouth and cunt are for her Master's cock (and possibly for my friends?). And that as a sissy she will need to remember that ALL men are superior to her and all girls like her are just dumb "cunts". That she is just a slut, a worthless mincing little sissy fairy, only fit to serve REAL MEN such as I, she is here to obey, to suck my cock and be fucked. She will behave in a submissive, obedient role all evening, she must show full respect to her Master as the superior male, she must accept that she is just a silly, bimbo, sissy fucktoy. Her thoughts, opinions, feelings, etc do not matter, only service to her Master is required now. And I will remind her that if she needs to use the toilet she must ask permission. She will be told that as she is just a pantie-wearing sissy-girl she must always sit to pee! It is always better to go hard on the bitches right from the start; if she really wants to be the sissy she has always dreamt of being then it is better to treat her firmly. If she is a real sissy she will ultimately be grateful for the training I will give her and will be back begging for more in the future. If she is not and this evening turns out to be too much for her then she won't contact me again. There's nothing lost I will still have had an evening using her! But no matter how hard she has tried to curtsy correctly, how much she has tried to walk and talk in a girly manner, or how well she has posed for me. No matter how good she did her make-up, no matter how straight she tried to get her seams or make her dress hang right. I will ALWAYS find a reason to punish her. SOME REASONS WHY SISSIES GET PUNISHED Motivation Role Playing Correction Invoke Crying Misogyny My Sexual Arousal Sadomasochism Submissive Conditioning Humiliation Fetish A sissy should be punished early in the session for several reasons, to put her in her place, to show that you are serious and to gauge her pain levels for future reference. Many sissies will say they're ok with being spanked, paddled, caned, etc but every bitch has her limit. Once I have found her limit then I know how to get the best out of her! She will be told to hand me the sports bag I have brought and I will show her my crop and paddle. The reason for her punishment will be given; if she is exceptional and I can find no fault whatsoever I will tell her that her punishment is to stop her getting complacent. There is no escaping the first bottom thrashing of the evening. Often I will start with the sissy over my lap to administer a good spanking and some use of the paddle on her bare bottom; either panties down or pulled up between her bum-cheeks. Then if there's a suitable piece of furniture handy, I will bend her over it and finish her off with the crop. This could be an armchair, an office-chair, the table, anywhere to display and expose her sweet little bottom to me? Many years of beating bare sissy-ass has taught me how to judge their pain threshold. I can tell from their breathing, their sobbing, the way they flinch and squirm to know when I have reached their limit. This is where I stop, I don't want to really injure them I just want to find out how hard I may need to hit them if I ever need to see more enthusiasm or I feel they're not performing to standard. Although I always give them one last harder whack to show I can be crueller if needed! They must know just how far I will go if I am displeased? My final humiliation of my sissy is to make her thank me for the beating I have just given her and tell me how she is going to be a better sissy for me from now on. I can tell by the tone of her voice and general demeanour if she is genuinely grateful and will learn from her experience? Then I let her pull her knickers back up and generally straighten herself up. Looking at a sissy's little face after punishment is a huge turn-on for me. I love to see the mascara run a little from her tears, the dejected, beaten pained expression in her eyes, the realisation that I can treat her however I want and that she wants this too. It is usually round about now that I want something more from the slut. It is a dominant act to make the sissy undress you gradually, hanging your clothes on coat hangers as she removes them. It is submissive for them to kneel before a man like me as they take off my shoes and socks and I command them to kiss their Master's feet. If they become regulars I will send them a silk paisley dressing gown and some boxer shorts for me to wear on future visits? The little sluts breathing will quicken as she removes my trousers and sees for the first time just how big my cock is in my boxer shorts. She will be wondering just how is her Master going to get all that in her mouth, just how she is going to cope with being chocked on it. Then she will take a deep breath as she starts to think how big this will feel inside her cunt! I can read these little sissy-whores like a book now, I know what they crave, and I know what they need to make them feel like the sissy-slut they are. All sissies need a dominant man, they need to feel like they are the property of the stronger, and masculine, alpha male it is inherent of their naturally submissive nature. My earlier comments on how any 'man' that wears panties for another man is not a real man apply here! Every man likes his cock sucked and everyman has a particular way he wants his bitch to do it. The beauty with owning a sissy is that she will suck your cock exactly the way you want it. There is no need to be nice or flattering to the slut, just tell her how you want it and threaten her with another beating if you don't get it! Like most men I like a lot of tongue work on my cock from a bitch. As they are usually on their knees when they first remove my boxer shorts. I tend to give their mouths a good work out first before retiring to the comfort of the chair, I can judge how far she will get my meat down her throat easier as I stand above her. I want to see her gag on me and I want to see the submissive longing in her eyes as she does so. When I am satisfied that she is going to make every attempt to take as much of me in her mouth as she can I will ease off. Then I will sit down with my sissy kneeling between my legs worshipping my cock and balls while I finish my brandy and if available maybe watch some porn? As the sissy will have taken the maximum length of my shaft and will have been required to get both my balls in her mouth her lipstick could be a bit of a mess. I insist that the fucktoys regularly re-fresh their lipstick; there should be the thick red rings around my manhood. When I get the urge for some sissy-pussy action I will order her to place the condom over my cock as she sucks my balls. I want her to willingly submit to what's gonna to happen to her and why should I bother to put it on, it's a slut's duty to prepare my cock for her cunt! The first time I fuck a sissy it is always from behind, with the sissy either on her hands and knees or bent over something, possibly the same piece of furniture she had earlier been bent over to receive the crop. It is the naturally dominant position of the alpha male to mount her cunt like a stallion mounts a mare. I can control how much lube I put on her, I want enough to ease my penetration but I want it still to hurt her a little. More pain from anal makes the sissy cry... A huge turn-on. I want to control how deep I go inside her, hear her gasp, groan and moan. I like to know that she is enduring the pain to please me and that she knows that it is only my pleasure that matters here. I will ram her hard and deep and if she makes too much noise I will use my ball-gag on her. I will use her mouth and cunt as I see fit for the rest of the evening. She will learn the taste of her Masters semen, she will swallow it all on command. She will feel yet more spurting onto her face, her stockings, her thighs and her bright red, sore bottom before I am finished with her. I will strip her, punish her again to help her keep her discipline and focus; then have her put on something for bed. A short baby-doll or a slip with stockings and panties is all that is required for bed. I intend to fuck her again then take of the condom and cum in her panties so that she will have the sticky wetness against her sissy cunt as she sleeps. After I have fucked her again in her little nighty I may cuddle her a bit and show a little affection as I know what these bimbos crave. Then I will tell her to go sleep on the sofa where she belongs. I enjoy having the full bed to relax in and get a good nights sleep to recover from my exertions. She will be instructed to set her alarm for 9am so that she can repair her make-up, put her maids dress back on and prepare me a breakfast of 3 slices of toast with butter and jam and a black coffee. I may fuck it again in the morning or just get the fucktoy to give me a blow-job? It depends how I am feeling and how well she performed the previous evening? Either way once I've shot my final load I will have a quick shower, get dressed and make my departure. I never kiss them good-bye, the best they'll get is a crack on the ass as I walk to the door. But if they have been a good girl and shown promise and enthusiasm I will contact them again and make another rendezvous next time I'm in their area. Only time will tell if I have found a good sissy or one that has fantasies that exceed her abilities? CHAPTER 3, SUBSEQUENT VISITS Once I have established that a sissy is going to be of some use to me the next visits will become more of a routine for them. They will know exactly what is expected of them and they will know the pain they will quickly receive if they fail to deliver. I will expect weekly communication from them now that I consider them to be my property. This will be done via either email, SMS texting, messages on the tranny website I first met them on or a combination of the three? This is done to keep them keen and interested also to show them that I am serious and WILL be visiting them again. When I am next in their area I will inform them the week before so that they can make sure that they are available. I like to have one of my expensive silk dressing gowns and a few pairs of boxer shorts at each of my regular sissy's places as I will be staying the night there and wish to be comfortable. The first thing I want my sissy to do after I have inspected her is to undress me and hold my gown for me to put on, then hang my clothes up neatly. Sissy will then pour me a drink as I sit down, she will understand that I am the Master Of The House now; it and her belong to me for my stay and I will use both accordingly. Whilst I relax, sissy will run me a bath; I find after I have been attending to my busy business schedule that day a bath is perfect for me to unwind. It also shows the sissy that my needs are paramount at all times and that all I require from her is her silent obedience. She will bathe me, towel me dry afterwards then help me back into my dressing-gown. After which she will re-fill my glass and disappear into the kitchen to prepare my meal. she will have been told in advance what I will wish to eat that evening and for breakfast the next morning before I leave. I will expect my meal to be served to me on a correctly set table with a good bottle of wine to wash it down with. Sissy will stand submissively and demurely waiting to re-fill my glass and attend to any other menial chores that are needed. I will be continuingly checking that she is standing correctly, remembering to curtsy after each action and generally behaving in her naturally submissive role. I do not expect any conversation from my bitch she will know only to speak when spoken to and even then only to answer in a sissy-girly voice and say what I want to hear. I may from time to time humiliate her both verbally and physically by insulting her or making her pose in a humiliating manner, skirt up, showing her knickers for example. Or to call her a dumb fucking cunt, etc; It is important to make sure the sissy knows her place at all times! I am never polite or 'nice' to them in any way when I am in private with my sissies; I do not show them any affection until after I am sexually satisfied later, as they need to know that they are only here for one thing. If you show the silly little bitches any consideration they can get the wrong idea and think that you're their boyfriend or something. Once a bitch thinks that you actually like her she starts to think that she can somehow regain some control over events. Another sign that the sissy is trying to gain the initiative is when she speaks during sex without my express permission. On occasions I have had a sissy that forgets her place in the heat of being mounted and makes some dumb unsolicited comment like. "Oh yes that feels good Master" "Please cum Master" etc. like the dumb cunt thinks I'm her boyfriend and I'm interested in her verbal input into the situation; I am not her lover and I am never interested in anything the sissy, fairy, whore has to say! I will sometimes tell the sissy to talk dirty if it pleases me but if she's stupid enough to do so without being told then she will quickly learn her error. My bitches can moan and squeal but that's all. The last sissy that was na?ve enough to think that she was pleasing me by telling me how good my cock felt in her pussy was severely punished. I was fucking her from behind on her bed so I quickly withdrew my cock and slapped her exposed bottom hard. I then grabbed her up by her collar, ball-gagged her and tied her hands behind her back with my straps. She was then bent over the back of a chair, ankles fastened to the legs of the chair and beaten across her bare ass with my crop until I could hear her sobbing through the gag. As I beat her I told her why she was being punished and re-enforced each of my sentences with another hard whack. "Sissy must not speak when Master fucks her" "Master isn't interested in sissy's thoughts or opinions" "Sissy is just a fuckdolly for Master" The best way to keep a sissy in line is to punish her often; however hard she tries, there will always be some reason to remind of just who is the Master. I will always administer at least one over the knee spanking and usually find at least one excuse to use the paddle, crop, etc during my stay at a sissy's home. Although I do prefer my sissy-sluts to wear the maids dress during my stays I do sometimes like a change. With my long-term fuck-toys, the ones I have met many times over the years; I will have checked out their wardrobe and sometimes select something else for my next visit. Usually one of their pretty dresses or maybe a pencil skirt and blouse? By the time I allow them to occasionally wear something showing a little more dignity than a little maids dress they will have been fully trained and conditioned. It will not matter what they wear now because by now they know that they are still just fuck-meat. In fact the classier they dress the more humiliating it is for them to be dominated and abused. If a sissy is very attractive and lives somewhere with a gay friendly area with bars and restaurants' such as London, Manchester, Leeds, etc I may take her out for a couple of hours? Some sluts are comfortable with this and some have never been outside their front door in girly mode before. Either way if they are one of my regular sluts and it suits me to take them out, then I will, their opinions do not matter! As usual I will decide what they will wear; if they are gonna be on my arm then I will want them to look their best. I want other men in the bars and restaurants to look at her with lust and at me with envy. I want to be proud of my property; I like them to wear a cocktail dress, or something like that, something a little more sophisticated than the average tranny! When we dine out I will always order for the sissy, something light like a salad and one maybe two glasses of wine; I don't want her getting drunk, she is still on duty! She will still remember the rules, she will still only speak when spoken to, she will sit, and stand, walk and talk like a sexy, submissive demure young lady. And I will not be slow in verbally chastising her in public should she slip up in anyway. I will pay for the meal and any drinks we have when we are out as I believe that is my responsibility. I am quite old-fashioned and quite the gentleman with the sissy when we are out. It re-enforces our relative roles and positions; the man must treat his sissy as his property in public. He must be seen to be treating her like a 1950s wife if he expects her to perform like one in the bedroom. A sissy shouldn't have to bother her silly little head with money when we are out, or where we go and what she eats. Master will always decide on everything, she just has to concentrate on looking pretty and remembering her place. Sometimes with the older, more experienced sissies they have frequented the gay-bars and clubs of their area; if they have the confidence to go out? And on occasions I have been out with sissies that are known in the bars and have sissy girlfriends there. I will allow them a couple of minutes to say hello to their friends but no more. They have to remember that when they are in my company they are there for me and me alone! Although I do find it amusing to humiliate them in front of their friends in some way. For example, if she is chatting to someone, I will come up to her side and stick my hand up her skirt so everyone can see and say something like. "Come on slut, let's get you home for a damned good fucking, you sexy little bitch" Just so all her dumb girly sissy friends know that she is just my fuck- meat for the evening. SISSY-SLUT 10 was a particular favourite of mine, but she would never guess that from the way I treated her though. I have had the use of her many, many times now since I first met her three years ago. She has never let me down when I have told her I am visiting her town; she is a good sissy and will drop everything at the behest of her Master, especially her knickers! Mostly, like all my sluts, I prefer her wearing her maids outfit upon my arrival; as it is fit and proper for a sissy, fairy slut. As she was in her late thirties, had her own place and seemed quite financially comfortable; she had a large collection of sissy outfits. She a had a particularly sexy little schoolgirl outfit that I liked to see her in. It was exactly the right look for being bent over, skirt pulled up, panties down and being soundly thrashed with the cane. I liked to fuck her roughly from behind with her pert white bottom criss-crossed with red welts. It was my 'Nasty, Perverted, Schoolmaster' fantasy that I loved to play out on her ass. I was punishing a nasty, little sissy fairy, faggot for coming to school dressed like this; it was hilariously good fun! SISSY-SLUT 22 had quite a collection of really sissy dresses, all pink satin and lace with matching frilly panties underneath. She looked like a sissy fairytale, Little Bo-Peep or Alice In Wonderland. I am not a big fan of the overly sissy-look if I'm perfectly honest. As you already know, I like my sissies dressed as maids but I usually prefer my sissies if not in maids to wear something genuinely feminine; not a parody of such. But I did from time to time tell SISSY-SLUT 22 to put her sissy-dress on later in the evening if I was still horny? I used to make her talk with a lisp then prance and mince even more ridiculously than normal. It was hilarious watching her humiliate herself like this and she had an appealing habit of gently sobbing every time I sodomised her. SISSY-SLUT 4 was my longest serving sissy, I had been using her since almost the very beginning of my SISSY-MASTER career. The secret of her longevity was down to the fact that she lived at the other end of the country and I didn't see her often enough to get bored with her. I only ever visited her town when I was at the local trade fair once a year, so she always knew exactly which week I would be in town and made sure she was free for the whole three days of the fair. Her apartment was conveniently located about fifteen minutes walk from the conference centre and I would use her and her place for the whole duration. Every evening she would be waiting in her maids dress to bath me and serve me my meal before being required to submit to me sexually until the late, late hours. In the morning she would make me my breakfast, help me to dress and polish my shoes on her knees before me in her entrance hall before I left. In the afternoon she would iron my shirt and prepare my suit for the following day. All in all a perfect little arrangement for me and one I can see myself using for the foreseeable future. SISSY-SLUT 15 was one of my local girls along with SISSY-SLUT 18, (my perfect virgin , of whom I shall tell more later) with these two sluts I often entertained them in the privacy of my own home. SISSY-SLUT 15 was actually a well educated little bint; a bit brighter than the usual cunts but not bright enough to think for herself when in my company. Due to her education and professional job, I think she was an accountant or something in her normal life? (as you can see I don't really take too much interest in them as a rule!) I decided to take advantage of her and if I needed any clerical assistance for my business I would have her help me in my home-office. I would summon her round during the afternoon and have her dress like my own personal secretary, pencil skirt, satin blouse, seamed stockings, and sexy lingerie. Then she would be put to work in my office for a couple of hours; she was an excellent worker and very diligent. My semi-sadistic nature being what it is though, I would always find an excuse to put her over my knee and spank her, a minor error of grammar on a letter, or mis-filing something somewhere, etc. And after a good long blow-job she would end up bent over my desk with her skirt and knickers round her ankles and my cock up her bottom. There were times when I was at home and both my local sissies-sluts were available and I would summon SISSY-SLUT 15 and SISSY-SLUT 18. Two sissies would equal twice the fun and twice the service of one whore. I would have them both dressed in the finest maids dress for the visit. It was a not only an opportunity to use them both sexually but also an opportunity to get a lot of my housework done. They would do my 'spring-cleaning' between them, spending the weekend scrubbing my bathroom and kitchen clean from top to bottom. They would thoroughly clean my house, changing and washing all the curtains and bedding during the day. In the evenings they would be put to work entertaining me in the most perverted and demeaning ways I could imagine. I would force them into 'sissy-lesbian' sessions, kissing touching, licking and sucking each other while I photographed and filmed it all for my collection. Of course there would never be any other type of penetration permitted between the sluts and as it wasn't something that they particularly enjoyed, their sissy-clittys were usually too soft even if they had have been allowed to fuck. There is nothing more satisfying for a true Dominant such as myself to have two pretty little sexy, sissy-sluts competing with each other to see who can please their Master the most. One of my favourite tricks was to have them both stripped to their lingerie with a pair of leads attached to their collars. I would make them kneel on the floor facing each other and stand in between them naked with my legs astride. One sissy would take my cock in her mouth and the other would use her tongue to pleasure my anus. As a REAL MAN I do not like to be penetrated, that is for sissies; but a tongue is a different matter altogether. It is extremely erotic and Dominant to make a sissy rim me. To make things interesting and a little more competitive for them I would have them bent over the back of the sofa and tied in place with their knickers round their ankles. Then they would be both beaten alternatively with my crop to see which one of them cried first. The loser would then be left there with a butt-plug up her ass and the winner would be rewarded by being untied and given the honour of sucking my cock. Sissies just love the reward of a mouthful of their Master's semen; it is what they live for! The city that I live in is blessed with a very selection of various gay, fetish and kinky clubs, from the usual tranny bars in the gay district to some quite outlandish sex-clubs where anything goes, gay, straight and transgender. I sometimes visit these alone to play with fresh meat and I sometimes take one of my regular local sluts. One evening I took both my local cunts, 15 and 18 to a very sleazy, dark, strictly members-only club on the other side of town. I wanted them to be both completely humiliated by the experience and to feel totally dependant on me for comfort and protection. They were made to wear black, extremely high, six-inch platform heels like a stripper or pole dancer would wear. Tight black satin corsets that squeezed their flesh up at the top to give them the appearance of having real but tiny tits and even meatier bottoms. Fully fashioned, silk, seamed black stockings attached with six straps to the corset and their collars with their numbers on. I did not allow them to wear any panties or bras for the night out, they were to appear in public with their nipples and sissy-clittys exposed and on display to all. To emphasise their inferior sissiness I tied a pink ribbons around each of their clittys and finished it with a large bow. They were allowed the concession of being permitted to wear a coat long enough to cover their modesty for the journey. I drove them to the club in my car and ordered them to sit in the back seat in total silence for the drive. When we arrived they left the coats at the reception and I attached their leads. We made quite stir when we entered, I casually strolled through the club holding a lead in each hand with my two bitches walking behind me. They moved gracefully swaying their bare bottoms with their arms at their sides and their little tied clittys exposed to the audience of leering perverts. They were under instructions to speak to no-one unless given permission, never to attempt to cover themselves and not to dare to even consider getting a stiff clitty. I doubted they could with the tightness of the constraining ribbon but I threatened them with a huge beating if they embarrassed themselves in public! The look of shame and humiliation on their pretty little faces made for a hugely entertaining and enjoyable evening for me if not for them? But who cares really about how a sissy feels? They know and accept that they are just fuck-meat and that their opinions do not matter to anyone. Later on in the evening I took the dumb pair of cunts into one of the playrooms at the rear of the club. It was a test for them, one which they both, I am pleased to say, passed with flying colours. It is a testament to my training and the devotion I elicit from my whores that they willingly let other men of my choosing use their mouths and cunts. It gave them a sharp reminder of their place and that their bodies belong to me. SISSY-SLUT 7 was an average looking whore, she was quite attractive but not as pretty as some sluts in my harem collection. She was a little older than I preferred but she did have one talent that did make her a very viable slut to visit whenever I was in her locality. This bitch could suck a man's cock better than any other fairy slut I have ever had the pleasure of using. She had obviously had many years of practice as she could easily deep-throat my quite large penis. (and believe me guys, when this bitch worked your cock then you would quickly get the biggest erection possible!). I would still use her cunt from time to time but I must confess that I spent more of my visit with her on her knees before me than I did with any other of my whores. She just seemed to have such a warm, velvety inviting mouth and she could bring me to orgasm without any other assistance from her hands in minutes. I could even have the delightful experience of the back to back double- cum with her on a regular basis. The extremely pleasurable moment just after I have filled her mouth with my man cream only to realise that I am still hard and that another load is building. Then a couple of minutes later shooting another wad of sperm deep into her throat and watching her choke and gurgle. SISSY-SLUT 20 was another slut I visited on my usual circuit with a special talent. I think that she must have been blessed by the sissy goddesses with an elastic cunt. As it could be stretched to accommodate the largest of objects and still feel tight enough afterwards around my cock to pleasure me. As a rule I don't like to over stretch a sissy's cunt, I don't want to damage them or put them off for future use. But with SISSY-SLUT 20 I could work her pussy and with the correct amount of lubrication and patience I could get my whole fist inside her without hurting her. (well without hurting her too much anyway, a whore must feel some pain!). The first time I performed such an act on her came as much of a surprise to me as it did to her. She had never been fisted before and I wasn't honestly trying to do so it just kinda happened! She had been my property for almost a year and I had met her twice before. I had already fucked her several times that evening and was just amusing myself by inserting in turn three dildoes, each one bigger than the last, inside her cunt. I was intrigued to notice that her fuck-hole was opening up in such a delightful way. When I put the largest one of the vibrating dildoes inside her, her whole body seemed to relax and submit to me. I just couldn't resist removing the large latex object and replacing it with three of my fingers. My fourth finger slipped in so easily that my whole hand followed quite naturally. After that I used to fist the bitch every time I met her and she almost seemed grateful for it, purring with pleasure as I operated her like a ventriloquist's doll. I have been asked by some guys online about whether I am into water- sports, pissing on my sissy-sluts? They have suggested that it is one of the most dominating and humiliating things that a REAL MAN can do to a sissy. As it shows his total control and disrespect for his bitch and that he can do anything to her he pleases. I can understand the appeal of pissing on some of these dumb cunts for the sheer amusement of it and to see the disgust on their stupid little faces. The only problem that I actually have with it though is that I don't want my sluts soaking wet and stinking of piss all night afterwards. I prefer my bitches to be clean, perfumed and wearing fresh make-up at all times. The only thing I want to see smearing their make-up is my sperm spread across their face. Or their tears running down their cheeks and making the mascara run. I know that some Master's that I have chatted to are very keen on keeping their sissies in chastity. I can certainly see that it has some benefits for humiliation, restraint and focusing the bitch's minds to their true purpose. But my own personal opinion of these devices is that they make it too easy for the sissy. She should show the self restraint herself to control her sissy clitty. Personally I like to see a sissy's useless, soft little clitty in her panties, it emphasises my masculinity over the lack of theirs. I agree that like most REAL MEN I don't want to see an erection in her knickers because if I wanted a cock then that would make me a sissy and I am most certainly not! I will sometimes play with a sissy's little flaccid clitty and her sissy vulva below but only to tease her. A bitch knows that she belongs to you when you stick your hands down the front of her knickers and grip her tight enough to make her catch her breath. My sissies all know now that they must remain focused on my pleasure and will not get aroused from my touch or they will be severely punished. If she looks like she is going to start to harden I will give her poppers this usually works and failing that I will grab her pussy-mound (balls if she were a man?) and give her a good squeeze. She will soon associate the pain with her stimulation and will learn to keep it soft. Over the years I have been in contact with other Dominant Men via the internet and on occasions at the fetish clubs I sometimes visit. We have discussed various methods of training and using these submissive playthings. Some of these online have just been fantasists and dreamers, or aren't the real deal as a Dom. Some will put Dominant in their profiles because they think it is an easy way to get a fuck from a bitch but in reality they are just lazy and want her to do all the work! There are however quite a few genuine Master's out there that I come into contact with. At the moment I am in the process of trying to gather us together as a kind of syndicate. Where we could between us have a geographical spread of sissies around the UK that we could all use. A group of sissy-sluts that would become the property of our club. So if any of my readers are in a similar position to me then please feel free to contact me and we will see what can be arranged. I am more than happy to let many of my stable of bitches be used be any suitable 'Gentleman'. And I am always looking for new willing pussy, especially one that has already been trained. I am not looking to whore my bitches out; although as an act of dominance it has a certain appeal. I do not need the money, I am reasonably wealthy and have no wish to become a pimp. I will happily trade and exchange sissies but not for financial gain for any of the parties involved. CHAPTER 4, VIRGIN SISSIES. Although I prefer my sissies to be a little more experienced I can still sometimes be interested in a first time sissy virgin but only if she is young and pretty enough? I figure that one day they are gonna have to go through with their fantasies and I may as well offer them the opportunity now. As they are even more likely to get cold feet I usually arrange to meet them in my hotel the first time; that way they can always think that they can leave it gets too much. And as a rule if they are still young, 18-23 then they probably live at home or shared college dwelling anyway. Over the last ten years since I became The Sissy-Master I have been fortunate enough to have met a few genuine virgins. Most of them had met men before but had only performed oral but one of them had never even met a man whilst dressed en-femme. I shall refer to her later as SISSY-SLUT 18, popping her cherry was a particular pleasure. I mentioned earlier in my essay that I do sometimes make exceptions to my golden rules and virgin-sissies are a different prospect to the usually older and more experienced cunts. One exception is to the dress-code; I will deviate from the compulsory maids dress with them for their first-time as I think it fitting that a virgin should wear white. They should wear white, preferably bridal style lingerie either bra and 6-strap suspender belt or a white basque is acceptable with white panties, white fully fashioned stockings and heels. Every sissy should own at least one set of white lingerie and I will also require a predominantly white dress. Ideally a bridesmaid dress although any knee-length (at most) cocktail or Prom style dress will work. The first time that a sissy gives her tight little virgin pussy to a REAL MAN should be memorable for her as well as for me. No doubt at times the pain will be hard for her to endure and she may get cold feet and feel a certain reluctance to continue. But as much as I try to be a little more gentle and compromising with her than I am with non virgins; I am still the Master and I WILL fuck them, no matter what? Once they are in my hotel room wearing their sissy-girly outfit then there is no turning back. It is for their own good that I will continue to hold them down and nail their pretty pussies to the bed no matter how much it hurts them. They must learn that they are only sissies, their pain and discomfort is not my concern or the concern of any future men they may meet! Another major exception to my rules I will exercise with a virgin-sissy is the condom rule. If after a thorough examination of their cunts I am satisfied that they really are a virgin I will take the opportunity to experience one of the rarer pleasures of sissy use. I can tell from the look and feel of their tight hole if they have ever had a cock in there before. I can tell by the way they react when I insert a finger or two if they are truly new to this; unbelievably one or two have tried to deceive me and been thoroughly beaten for their troubles! Only a genuine virgin will flinch and squirm on the end of my finger in a unique way that an older whore will not. It is quite difficult to describe in words the difference, only my years of experience has given me this insight. There is a genuine pleasure in breaking in a virgin without a condom; a much more fulfilling experience both for the Master and the sissy. From my point of view it is a rarity to be able to fill a sissy's hole with my seed and from her perspective it is a much more 'real' experience for her first time. I will explain her new role to her and advise her on the best way to endure this new experience; that as a submissive sissy she must remain calm passive and docile. (Poppers are a good idea) That she is to relax and just let me do whatever I wish with her surrendered body. She must accept that all that now matters is my pleasure and that I can hurt her all I want and her pain will be my pleasure. And finally that no matter what, I will eventually break her and she will begin to associate pain with pleasure! I always feel like I cum far heavier when not sheathed in rubber and feeling her pussy stretch as if being given an enema will make the sissy swoon with shock! She will know that she has been mounted and seeded, that she is a sissy and will never be a real man again and that she will belong to me, heart and soul for as long as I wish! If fucked correctly the first time then the sissy will stay fulfilled and loyal to you for the foreseeable future. In which case she can be fully seeded again and again until she gratefully acknowledges that she is now a sissy. Although eventually, sluts being sluts, she will let other men use her cunt in between your visits. Once they have had a cock inside them they realise their true potential and it is wise after a couple of months to start using condoms with them. A couple of the virgin- sissies that I have de-flowered have gone on to become one of my numbered collection. And the rest must have either decided that being fucked up the ass isn't for them or that maybe they needed more time and a more considerate man to do it to them. The first sissy-virgin who's cherry I popped was in her early twenties and had had two meetings with men she had met online before I met her. She had never gone as far as actually having full sex with these men, the first one she had cuddled and played with and performed oral on. The second one had got as far as getting his hand into her knickers and fingering her before she had chickened out. As far as I am concerned, when she told me this in our online conversations I thought it said more about the weakness of the men than of her! If they were prepared to visit a sissy and then be too gentlemanly to take full use of her then they weren't really a REAL MAN either. I would never let a sissy off the hook once I had got to see her in the flesh.! Once she was safely in the privacy of my hotel room and dressed in her pretty little white prom dress she was not going to leave it a virgin. In fairness to her she already knew that from our earlier conversations and had admitted to me (and to herself) that she was ready to take the next step into sissiness. I didn't need to tie her, gag her or even threaten her with my crop to make her co-operate fully. And within an hour of her entering my room and a couple of glasses of wine she was on my bed in her white stockings, bra, suspender-belt and heels with her dress and her knickers laying on the floor where they belong. I took her on her back in the classic missionary position so that I could see the pained expressions on her face as I slowly entered her. She tri