1 comments/ 41331 views/ 30 favorites Wife Totally Trained Ch. 01 By: roissy9753 The blackmail starts Jane was now in a very difficult situation. After a long, sex-filled, affair with another man she was desperate for her husband not to find out the details. However, her erstwhile 'boyfriend' from the affair had told one of his friends all about it. This friend of her ex-boyfriend had taken advantage of the opportunity and had threaten to tell Jane's husband all the details unless she met with him to discuss it. Initially, he phoned her on the phone she kept solely for her affair. Only her ex-boyfriend had known that number! "Meet me at the waterfront coffee shop at 11" he told her, "I'll explain the little arrangement we can have that will stop me telling hubby everything." "Oh, god, OK, don't tell him, please" she gasped. "I'll be there at 11 like you say." The day was rainy and dark, even at 11 in the morning. Jane was a very slim, 5 foot 7 inches tall, 42-year-old blond, with small, perky tits and long legs. Her ex-boyfriend had always said she had a body of a 25 year old! It was true that she had no fat or wrinkles at all on her body and liked to keep herself slim and attractive. As soon as Jane entered the coffee shop a short, bearded man got up and walked straight up to her. "You're here to see me Jane." he said as he came close to her. "Come outside with me now." Jane turned and followed him, this must be her ex-boyfriend's friend. She had not seen him before. He was in his late 40s. But he was fat and ugly, and he had a beard! She hated beards! She followed him to a side street during a brief gap in the rain. He opened the door of an old car. "Get in" he said simply. Jane, just wanting to stop him telling her husband, did as he said. He got into the driver's seat beside her. "Now, I know all about the things you got up to with old Paul" he smiled. " I am sure hubby will be shocked to hear how much you have lied to him as well as what you have done." "I know, please don't tell him, please" she wailed quietly. "I beseech you." She was desperate to keep it all a secret. "Well, that depends on whether you agree to a little arrangement. I want you to do as I tell you and not question or object. Do you understand?" "What do you want me to do?" she asked. "In order for me not to have the pleasure of telling your poor husband everything then I want you to have sex with me whenever I want it" he grinned, wondering what she would say. Jane was dumbstruck, she had suspected this would be what he wanted given the way he had spoken on the phone about the sex she had during her affair, but having to answer him directly now was too much for her. "oh, no. please don't tell anyone" she gasps back. "Is that a yes then?" he asks. "We will keep it all our secret provided you do as I tell you and you keep me completely satisfied" he says the last two words slowly to re-emphasise them and their meaning. Jane looks at him, he is not at all nice in any way, but what can she do. During her affair her boyfriend had persuaded her to have sex often, two or three times a week, and in lots of different places. It had always been in daylight and she had become used to taking her clothes off for him and being seen naked and then sucking and fucking in a way that, years ago, she would never have done. She knew she could do it again with this man, but she really didn't want to. Yet she wanted to keep the affair a secret from her husband. "Oh god, OK. But please don't be too rough with me" she whispers. Bob Gregory grins broadly; he hadn't expected it to be this easy. "Good, now I think we need to test your agreement", he says. "Pull your jeans down to your knees." "What? Here? Oh not here please." 'Yes here. No-one is about, it is pouring with rain and no-one comes down this side street anyway. Look, if you are not going to do what I want straight away then we are wasting our time, I may as well go now to where your husband works to wait for him." "Sorry, OK." Jane quickly realises that she has to do it. She undoes the jeans and, lifting her bottom off the car seat, pulls them down to her knees. "Good, that's better." He looks appreciatively at her red panties. " Panties down as well now" he orders. Jane lifts herself off the seat again and pulls her panties down. She did this for her boyfriend many times after all. Bob Gregory slides his hand up her thigh, enjoying the soft feel of her skin. "Legs apart as much as you can" he says. With a reluctant sigh, Jane parts her legs. The man slides his middle finger along her cunt lips from bottom to top. Then he pinches the thick labia right at the top over her clit. He wiggles it slightly, pulling it away from her body. "In future I want your cunt totally shaved Jane, is that clear?" Now that her affair has finished and her husband sleeps in the spare room, Jane is not having sex with anyone and she knew no one, except this man now, would know if she did shave herself. "OK, If I must" she replied. "You must" he snapped. He pulled her labia out further. He knew from things his friend had said that she liked this during her affair; his friend had said it was a good way to get her wet and excited. He pulled the nub of skin out and allowed it to fall back, then pulled it out again. Jane wasn't expecting this. She loved her clit hood being pinched usually, but by this man in this situation, she was not sure she should be liking it. Gregory twists her labia slightly, still maintaining the repetitive pulling on it. He then uses his other hand, palm down over her pubic bone with his fingers running down either side of her cunt. He presses gently and moves his hand in a rubbing motion, further pressuring the area around her clit. Jane shuts her eyes. She hadn't expected to like being touched by this ugly man but she couldn't help herself when she was rubbed like that. She tries not to, but eventually succumbs to pushing herself slightly against his hand. Fantastic! Gregory couldn't believe she was this easy. His friend had said she was willing to do most things, but this easy? the first time! What a slut! He continues to stimulate her clit without ever rubbing too hard. He then takes his hands away and traces his finger along her puffy cunt lips. Again, his friend told him that she likes this. Jane was lost to the feelings now. Eyes shut she wantonly pushes her hips forward against his fingers, desperate for more pleasure. She stifles a moan; she doesn't usually make much noise during sex until she orgasms. During her affair her ex-boyfriend had gradually trained her to moan more and to ask for things she wanted; but she still found it difficult, and knew she shouldn't be doing it now, this first time, in a situation where she was basically being blackmailed! "Like that?" asks Bob Gregory, breaking the silence. "Yeh" Jane replies quietly. "Want me to finger your wet cunt?" he knew that her ex-boyfriend had made her talk dirty at times. "Yeh" comes the same short reply. "Yes please, is what you should be saying Jane. Let me hear you ask properly for it." He is more than enjoying his power in the situation now. "Please finger my cunt" Jane asks, just slightly breathlessly. Gregory slides his index finger in over her swelling clit, pressuring the clit gently as he does so. "Paul tells me you can take quite a few fingers in here" he leers. "But to do it properly I think you need your jeans and panties right down to your ankles, don't you?" Jane immediately reaches down to start pulling her jeans down further. "Stop!" Gregory snaps. He holds both her wrists with both his hands to stop her. "I asked you a question and I expect an answer" he states very clearly. "I want to hear you ask for permission to take your jeans and panties down so that you can then spread your legs wide open for me, do you hear?" Jane is confused by this. Here they are in a steaming up car in a side street and she is willing to let him play with her, but now he wants her to basically beg for it! She recalls her ex-boyfriend gradually making her ask for it herself more during their relationship, obviously he has been telling this man quite a lot of what they did! To keep her affair a secret from her husband she has agreed to do what this man says. The way he has played with her so far has made her excited and wet, she can't help it. She wants him to carry on but wishes they weren't doing it here. Should she tell him that she wants him to drive somewhere more secluded before carrying on? She looks at him, the beard is horrible, he is horrible, but... she gives in. "Please may I pull down my jeans and panties so that I can spread my legs wide for you?" she asks in a voice that is similar to her normal voice when asking for things in a shop. "Good, you may, and I always want you asking politely for things do you understand? Especially I want you to ask to be fucked and for permission to suck my cock whenever I ask you to do it. Clear?" "Yes" Jane replies, now completely realising the extent of obedience this man was going to demand of her. It frightened her, but she had to put the fear from her mind and concentrate on doing what he wanted so that he would not tell her husband the full details of her affair. Gregory uses his thumb and middle finger to push apart her cunt lips. Her cunt is puffy and spreads easily. Smiling inwardly, he pushes two fingers into her to the second knuckle. He then puts his thump on the area between her clit hood and the bottom of her public bone, he rubs his thumb around, pulling the skin of her clit hood tight. Jane, feels her nipples thicken and her cunt get wetter. 'God, he knows what he is doing' she thinks. He is better at this than her ex-boyfriend! Gregory now slides the two fingers out, brings all four fingers together and slides them firmly into her cunt, stretching her out easily as he does so. Jane loves it. But she is so worried about being seen by someone in the street that she has to say something. "Please can we go somewhere else? I am too worried that someone will recognise me here" she implores Gregory. Bob Gregory considers this. This attractive, slim, middle-aged woman has clearly become quite a slut during her affair with his friend. She seems so willing to do whatever it takes to stop him telling her husband. He could insist they carry on here, but maybe he can use her request to accelerate her submission by getting even more from her on this first meeting. "If I take you somewhere else then you will need to show me how thankful you are," he suggests. "If I take you somewhere nice and secluded then I want you to strip completely for me and show me how good you are at sucking cock, Paul tells me you are really good at it!" This is further humiliation for Jane. Her ex-boyfriend has clearly told this man a lot about her. She was starting to hate her ex-boyfriend! "OK" she says. "I just don't like it here." "You will be really thankful to me?" he prompts. "When we get there I want you to strip without me having to tell you and then I want you to beg to be allowed to suck my cock. I want you to talk dirty and show me what a slut you can be. Understood?" "Understood. Oh God, you are really demanding aren't you? Paul was never as bad as this with me. Please, I can only stand so much embarrassment. Please see that I am trying my best to do what you want" she was nearly crying now. "You need to get used to the embarrassment Jane" was his stern reply. "I have no time for you if you are reluctant or disobedient. I'll just tell your husband and be done with it. But," he paused, knowing that his friend Paul had ensnared this women by complimenting her and seemingly being nice to her, "if you agree to what I want then I will take it slowly and not force you, you can get a bit more used to it slowly and I am sure you will like being made to cum regularly." Again his friend had told him how much Jane liked being made to cum and how she was happy to do most things to achieve orgasm. "Oh thank you" she replied, seemingly relieved that he was not the demanding monster he appeared. "I'll try to do what you want. I don't mind the sex too much if you are not too rough, but please don't ever tell anyone at all. Paul shouldn't have told you about me really then I wouldn't have to do this." "Pull up your pants and jeans and think about what you are going to say to me when we get there, it needs to be something that shows me how slutty you can be and how much you want to please me, OK?" "OK." Wife Totally Trained Ch. 02 They drive in silence a short distance out of the city to a wooded area. As they drive Jane is almost paralysed with shock. She alternates from wanting to scream and run out of the car, to praying that this man would do as he promised and not tell her husband all her secrets. To make the man keep silent she was thinking of what she could do to please him. During her affair, her ex-boyfriend had persuaded her to do all kinds of sex. Together they had sex 4 or 5 times a week. She was very used to it. She thought of some things she could say that might keep the man happy when they stopped and she already knew he was expecting a blowjob. God, what would his cock be like, she thought. Bob Gregory is joyous inside as he drives through the rain. He is amazed by how easy this women is, how she seems to shyly do all she is told. He can think of absolutely loads of things to do to her, and it looks like he might be able to do it all! He decided on a mix of sternness coupled with complementing her on her slim body. That seemed to work for his friend Paul who had had the affair with her. He drives to a quiet, narrow country lane. The rain has stopped and the sun is just starting to come weakly through the clouds. He parks so that the front of the car faces the sun. That way the sunlight will make her naked body clear and intimately visible. He turns to Jane. "Time for you to keep your part of the bargain for coming away from where we were parked" he smiles. "You can start by asking permission to take all of your clothes off." "Ok" she meekly replies. "Please may I take all of my clothes off now?" "Start with the top, then take off your jeans and panties. Give your clothes to me as you take them off and I will put them down here between my seat and my door; well out of your reach." Jane takes off her jumper and her tee shirt. Gregory can see that the bra is cupping her skinny tits. He watches as she hesitates, then seeming to cross a mental boundary, takes off her bra and hands it to him. Her nipples are hard and pointy, just like his friend had described them. Shoving her clothes down beside him he awaits the next set of clothes. Jane slips off her shoes and pop-socks. Then, undoing her jeans, she pulls them and her panties down in one go. She simply hands it all to him and sits there naked with one hand across her breasts and the other over her pubic region. "Hands behind your back" he says with a sigh as if fed up with her. "Never cover yourself up with me" he warns. "Sorry" she says very quietly. She sits squarely in the seat and puts her hands behind her back. "Spread your legs wide apart and tell me what you want to do, to show that you are a slut" he demands. Jane collapses inside. She spreads her legs, pushing one knee against the door and the other against the gear-lever of the small old car. Taking a gulp she says "Please can I suck your cock?" "Is that it?" Gregory replies as if upset. "I expect much more than that. You need to tell me all you are prepared to do and you need to sound as though you mean it!" "oh god, I'm so embarrassed. Can't you just do things to me that you want without making me beg for it?" She wails. "No! come on, you can do it. You talked dirty for Paul so let me hear it now." "Please, I really want to suck your cock and for you to fuck me really hard in both my cunt and, if you want, my ass. Paul used to fuck me up the ass and I really love it!" she suddenly blurts out in a mix of her deep inner truths and the demands he is now putting on her. Gregory smiles broadly, delighted but amazed at how this slim women is now behaving. He has struck gold! "Excellent" he says. "Make sure that you always ask like that." He slaps the inside of her right leg, hard enough to leave the imprint of his hand. "Now, let's see how much we can stretch that cunt of yours. Time to show me what a slack whore you are." He brings the tips of his four fingers on one hand together and pushes them into Jane's gaping cunt. Twisting them, he then pushes them up and in to her. She moans and wriggles her bum down in the seat so that she can spread her legs wider. She can't help it, she is hot and horny and wants her cunt played with, she wants to be brought to orgasm, something she has been missing badly since Paul stopped their affair. Gregory pinches her right nipple with his other hand. He twirls it around and then pulls it away from her body, stretching her small tit out. He releases it and then does the same to the other whilst pushing his four fingers rhythmically in and out of her, now wet, cunt. Jane stifles a moan, she loves her nipples being squeezed and pulled. "Don't keep quiet Jane" Gregory warns. "I know Paul liked you to moan throughout, so make sure you do with me." Jane releases herself to his hands and demands. "oohh, god, yes, oohh." She humps her hips against his hand, squelching noises now coming from her soaking cunt. Gregory keeps pinching her nipples and fingering her cunt for several minutes. He uses his thumb to stimulate her clitoris, but knows that too much stimulation there will make her cum too quickly. He doesn't want that as he has lots of other plans for her! He takes his fingers from her pussy occasionally to land a sharp slap on one leg or the other. She gasps each time he does this but does not object, again she is used to her ex-boyfriend slapping and spanking her during sex. Gregory loves to see the red hand marks develop on her thighs and to see how hard he can push her before she complains. After a while he decides it is time her ass was stretched out as well. With his fingers soaked in her cunt juice, he pushes two of his fingers remorselessly into her, initially tight, asshole. Jane moans and wriggles around almost as if to refuse to allow this. "Stay still Jane" he snaps. "I want to stretch your ass and I don't want you objecting. Do you understand?" "Oh, please, not too roughly. It hurts a bit." She gasps. But she stops wriggling and lets him push them right in. "I don't think two is enough" he grins. "I think three would be better." He slides his two fingers out and then slides three fingers back in. "That's it, Paul used to push his cock up here didn't he?" he crudely asks. "Oohh, yes, yes he did." Jane is now humping her hips again, her cunt gaping but empty and her ass filled with his fingers. She wants more stimulation to her clitoris and her hand comes from behind her back and drifts down over her tummy as she can't help but rub herself. Gregory watches this with amusement, considering whether to tell her to keep her hands behind her back or watch her play with herself whilst he fingers her ass. He decides to let her play for a while then stops her before she cums. "Put that hand back behind your back you total slut!" he orders. "You will only cum when I let you." Jane puts her hands back behind her back. "Right, now I want you in the back seat" Gregory announces. He takes his fingers from her ass and gets out of the driver's side of the car. Jane is left a bit bewildered what's going on; she is naked and not sure if he wants her to climb over the front seats to the back. All becomes clear as he comes around to her side of the car, opens the door and commands her to get out. Jane is reluctant but feels that she cannot say no. She steps naked out of the car onto the cold earth. Gregory pulls her by the arm away from the car and shuts the door behind her. "Hands behind back" he orders. Jane crosses her wrists behind her back. Gregory stands very close to her and slides two fingers into her cunt. Jane tries to move away. "Stand still. I can do what I like and you shouldn't stop me unless you want your husband knowing all about you and Paul." Jane stands with her eyes closed and her legs only slightly apart in the cold harsh daylight as Bob Gregory, bearded and fat, lewdly fingers her stretched cunt. "We need to make sure you are nicely stretched down here so I can fuck you easily in a moment don't we Jane?" he cruelly asks. "I suppose so" she replies. "Can we get back in the car please? I am cold." Gregory opens the rear door and tells her to get in. Once inside he positions her in the middle of the back seat. "Spread your legs wide open for me Jane" he orders. Jane lifts her knees slightly as she spreads wide open for him. He undoes his own trousers and out pops his 9 inch long, hairy, cock. "oh god, it's really big" Jane gasps, seeing for the first time the cock she is going to get to know very well indeed. "Your going to take it in every hole Jane" he leers. "And that includes up your ass. But that won't be today." With that he pushes his knob into her widely spread cunt hole and thrusts with his hips. "Ooww" Jane gasps as her cunt is spread open and the thick cock forces its way in to her. "Oohh, aagh, oohh, oohh" her initial gasps of slight pain change to moans of lust. She can't help herself, she humps her hips, moving her wet cunt up and down on his cock. Gregory pushes his cock right into her and then starts pushing it in and out very quickly. "I like fucking you really hard Jane, you really are a slut despite what you might think. You only met me an hour ago and look at you! You're naked on the back seat of my car, and enjoying being fucked with my big cock. Let me hear how much you like it Jane, tell me how it feels and tell me you're my slut to do what I want with." Jane is panting now, her head back, eyes closed, cheeks flushed and mouth slackly open. "Oh, your so big! It's lovely, fuck me, fuck me please. Do it harder. I'll be your slut if you don't tell anyone and you can fuck me like this every day!" Gregory decides that making her equate this type of depravity with an orgasm is going to help make her accept it more in the future. He pinches the flesh around her clit and pulls and twists it. Jane gasps, she pumps herself harder onto his cock and then moves her hips right back, the prelude to a huge orgasm that has her crying out so loudly that Gregory is surprised by the noise. "Aaagh, oooh, yes oh god, yes" she screams. Gregory lets her orgasm subside. Then he calmly says "now I am going to come all over you and I want you to ask me to do it." Jane has accepted now that she will do whatever he wants. "Please cum all over me" she whines, "Please, I love spunk, especially in my mouth." Once again Jane's inner desires have spilled over. "Mouth open then slut", and Gregory withdraws his cock from her cunt and shoots several times all over her. Thick white spunk splatters her from her face to her tummy button. "Good girl" says Gregory. "Now I want you to lick my cock clean. Make sure you swallow all the spunk that oozes out." He sits down on the back seat beside Jane and pushes her on the shoulder to get her to kneel in the foot-well at his feet. Jane has never had to lick her husband's or her ex-boyfriend's cocks clean after they have cum. So this is new to her. But she complies, as there seems no other choice. She does like the taste of spunk, she always has, so she licks and swallows the warm semen as it comes out of Gregory's deflating penis. "Good girl again, Jane" Gregory says appreciatively. "I want you to do this every time I cum, understand?" "Ok, if I must" Jane quietly replies. She isn't that keen on licking limp cocks but she does like the spunk. "Next time, we will see how good you are at full blown cock-sucking Jane. I haven't tested you this time as I wanted to fuck you and, anyway, your boyfriend tells me you very good at oral." "OK" is the usual short reply from the middle aged slim blond. Gregory gets back in the driver's seat as Jane hurries back into her clothes. They drive back to the city centre. On the way Gregory tells her that he wants to see her again in two days time at the same café. He wants her cunt shaved and she is to wear no panties or bra. She needs to be ready to do everything he asks and she needs to show him how willing and horny she is. He concludes with "If you don't act like you are a totally willing whore then hubby gets to hear everything, especially about how hard you came today. Understood?" "Oh god, OK, I understand. This is awful but I don't have a choice do I?" she whimpers. Not having a choice is her way of making it easier for herself. She likes doing it but the guilt has to be hidden by seeming coercion. "That's right Jane. Make sure you remember it. You may as well enjoy it as you did today" laughs Gregory as he pulls over to drop here back where he met her. I suppose so, thinks Jane, his cock is big and he is very good at it. As long as no-one finds out and he keeps quiet about it. "Ok, I'll be here on Thursday, you won't tell anyone will you?" she forlornly asks. "As long as you do exactly as I tell you," is the parting reply. Wife Totally Trained Ch. 03 The next Thursday Gregory's plan for today is to start making Jane used to being a cumslut for him. He intends for her to become used to being covered in his and other men's sperm; he wants to see it in her hair, on her face, dripping from her chin, running down her tits and all over her body. He especially likes the idea of loads of cum running out of her cunt and even her ass after men have used her. He just has to take his time conditioning her to this. Once again in the back of his car, parked down a secluded country lane in the middle of the day, Gregory has jane strip naked. Once naked, he has her suck his limp cock until it is hard. She has never sucked a limp cock before; it starts to condition her for the future, in his view. He then directs her in how to suck like a whore. "mouth wide open, tongue over lower teeth" he instructs. "I dont want to feel those teeth at all, do you understand?" "yes, Ok, I'll try" she whimpers. He stuffs his thick cock to the back of her throat, making her gag. He does this repeatedly. "I want to feel my knob in your throat" he hisses. Jane tries her best, this first time, to deep throat him. She slowly manages it a bit. When Gregory has had enough of that , he makes her kneel astride of him and pushes his cock, wet with her saliva, into her cunt. He holds her shoulders and forces her down on it; she groans in humiliation and discomfort. But, as the heartless fucking goes on, she can't help but feel the stimulation. He is clever, he makes sure her clitoris is always well rubbed in every position. After half an hour, he has to open the window to stop the car steaming up. She is fully compliant now, like a willing toy as he gets her up on her knees to fuck her fast and hard from behind. He slams his cock in and out of her. Her boyfriend used to do it this way. With Gregory rubbing her clit she is on her way to orgasm. He roughly shoves two fingers into her ass, his other hand on her clit makes it too much for her and she comes like a whorish prostitute in the back of his car. But her cumslut training is just starting. She is made to deep throat him again, he rubs his cock around her face and in her hair. Eventually, he has her kneel in the footwell at his feet as he cuts heavily over her face and in her mouth. "stay still" he orders, as he wipes his cock clean on her. Jane is on her way to trained, willing cum-whore. Six weeks later - Gregory first introduces Jane to sex with men who are complete strangers to her Jane has been seeing Bob Gregory two to three times a week for the last six weeks. He has found a small cheap hotel he can use and most of their sex has been in the rundown rooms at the back of the hotel, as these are the cheapest. The fat unshaven man who runs the hotel has become used to seeing this unusual pair visiting his hotel for short afternoon sessions. He smiled knowingly when Gregory brokered a discount with him for a room for just an afternoon three times a week. To the hotel manager, seeing the rather up-market slim middle-aged blond come into the hotel and go straight up to the room number so clearly text to her by her 'lover' is surprising given the un-kept appearance of the Gregory. During the sessions Jane has been subjected to increasingly hardcore sex. Gregory always texts her to tell her how to dress each time. She is never allowed to wear panties or bra. He likes her in just hold-up stockings, skirt, blouse or tiny dress. She covers this with a long coat when entering the hotel, but has to take the coat off as soon as Gregory opens the door to her. Inside the room Gregory gives her crude instructions to show her body to him, before she has to strip completely and allow him to do whatever he wants. He likes to use large dildos, making her push herself down on them whilst stood up as he sits, holding the dildos still for her. Once used to this, she finds she likes it and does it quite willingly. The sessions soon take on an S&M slant. He spanks her hard each time. She surprises him by how much of this she can take. "I've a high pain threshold" she admits. He also introduces her to nipple and cunt clamps as well as chains and collars. She is embarrassed at first, but he uses them in a way that doesn't overly hurt her and she becomes used to it after just a few times. She has to perform oral sex on him in front of the full-length mirror in the room each time, she finds this so embarrassing! Soon she is licking his knob and the length of his shaft without being prompted. He teaches her to take his cock from her mouth just as he is about to cum, so that he can ejaculate all over her face, hair and tits. She finds this humiliating, but her love of spunk gets her through it so that she willingly does it each time; holding up her small tits so the spunk gathers in the cleavage. She becomes a cum-dump for him. When he does fuck her, it is hard and fast. He can keep going for ages and his big cock usually brings Jane close to orgasm, Gregory then pulls her clit or rubs it with a vibrator to tip her over the edge and she has the biggest orgasms she has ever had! If this wasn't enough, Gregory started using a butt plug in her after just 2 weeks of their liaison starting. The size of these gradually increased and it was obvious what was coming. During the 5th week, Gregory first uses the butt plug to stretch her ass and then has anal sex with her. Jane complains that it hurts, only to be told to "get used to it", and Gregory uses a vibrator on her clitoris whilst ass-fucking her, bringing her again to a huge orgasm. Gregory cleverly uses the association of orgasms to get her to accept the things he is doing to her at the time he makes her cum. Indeed, she then wants the things done to her again in the future as she hopes it will bring her to orgasm. Most worryingly though for Jane are the pictures Gregory takes of her. Initially, he says its just one or two for his 'collection'. He then takes pictures at the most embarrassing moments for her; he has her look up at him as she sucks his cock, he has her smile into the mirror as he lewdly fucks her whilst he is sat in a chair and she is astride of him but facing away from him into the mirror. He photographs her with his spunk all over her face and dripping from her chin. Jane knows that if these photos are shown to anyone she will die! So, the 6 week point sees her 'trained' and accepting of heavy sex. Gregory then ratchets things up by telling her that he is going to bring a friend with him next time. "I want you to act just as you do with me" he tells her. "But what if he knows me?" she asks horrified. "No chance of that Jane. He lives nearly a hundred miles away. He is travelling here especially to fuck you. You had better make it good for him!" Jane is mortified. But Gregory shows her a large envelope addressed to her husband at his work address, and with a stamp already on it ready for posting. Gregory shows her that inside are all the pictures he has taken of her printed in A4 size in full colour. "Imagine your husband opening this envelope at his desk at work" Gregory warns. He watches the horror in Jane's eyes. "I can't believe this is happening" she sobs. "Ok, Ok, as long as you promise never to send that to him, please, please" she begs. "You had better do what you are told then Jane. I want my friend to be absolutely delighted by your whorish behaviour and I want to see you willingly letting him fuck you in every hole you have, every hole" he says, emphasising 'every'. There is no doubt what he means. Jane must accept anal sex with a stranger! "Yes, alright. I have no choice now", tears well up in her eyes. "When must I do it?" she asks, always practical. "The day after tomorrow. I want you here at one o'clock wearing heels, hold ups and just that little black wool dress I bought you" he says. "I'll be down in the back of the bar with my friend, come and find us there." First time with multiple men On the day specified by Gregory, Jane prepares herself as directed. She douches her ass, shaves her cunt and between her ass cheeks, puts on her hold ups and her tiny black dress. The hem of the dress just reaches below the band at the top of her hold up stockings. When she sits down, the hem rises up nearly above the top of the band, giving glimpses of bare skin only inches from her shaved cunt. She looks, and feels, like a prostitute. Driving to the cheap hotel she wonders what the stranger with Gregory will be like. Deep down she hopes he is good looking so she can fancy him. But she suspects that won't be the case. As she enters the hotel the manager looks up and grins knowingly at her. She tries to ignore him. She hesitantly finds her way to the back of the bar. There are very few people in the bar and she finds Gregory beckoning to her from a small alcove. As she enters the alcove her fears about not fancying the stranger are confirmed. The man with Gregory is short, bald and has thick glasses on. He looks at her with unrestrained lust. "Take off your coat Jane and come and sit between us" Gregory instructs as he sits on the opposite end of the bench seat from the other man. "Did I ought to take it off here?" Jane asks. "what if someone sees me in this dress?" She is worried that the dress is so short that everyone will see she is naked underneath. "Is that reluctance Jane?" Gregory asks. "Remember, any reluctance today and I will post the envelope to hubby's work." "No, sorry, I will do it if you want me to. It is just .." her voice trails off as she takes off the coat and puts it down on a nearby chair. Both men look on appreciatively. She looks every inch a whore! Jane comes over between the men and sits down. Her dress rides up showing the tops of her hold up stockings. She puts her hands in her lap, not daring to try to pull the hem down, as she does not want to make Gregory angry. "This is Mike" Gregory says, introducing his friend. "Tell Mike that you are naked under your dress Jane." Gregory loves embarrassing her. Jane turns to the man. This is much worse than when she first met Gregory, six weeks ago. "I am naked under my dress" she intones as requested. She feels her cheeks burn with shame. "Tell him he can feel your tits and nipples through the dress if he wants" Gregory gives her another demeaning instruction. "You can feel my tits and nipples through my dress if you want to" Jane follows the instruction. "Sit still then" the man called Mike says. He reaches over with his right hand to cup her left tit. He squeezes it mildly, then drags his fingers over the cone of her breast until he has the nipple between his fingers through the material. He rolls the nipple around. "Small tits but bloody good nipples" he says to her. "I like that, means I can pull these nipples a lot when we get upstairs." He tugs the nipple out from her body, making her lean forward to stop it hurting too much. "Now the other" he says, moving his hand from her left tit to the right. He does the same things to this but pinches the nipple harder and pulls it more. Jane silently grimaces with the pain but says nothing. "Good girl" says Gregory. "Now tell him he can put his hand up your dress and feel your cunt if he wants. Tell him you like spreading your legs to have your cunt fingered". God! Here in this hotel public bar she is having to do things she has mainly only done in the bedrooms with Gregory before. She thinks about asking whether it is too risky with people around, but the thought of the envelope and the pictures means she decides she just has to do as asked. "You can put your hand up my dress if you want, you can feel and finger my cunt. I like spreading my legs for that" She whispers, feeling as if she is in some form of dream, or nightmare! Grinning Mike slides his hand under the hem of her dress. He hardly has to reach far up the dress as the hem is only just covering her shaven cunt now anyway. He takes hold of the thick labia lips at the top of her cunt, over her clitoris, and rubs them between his thumb and the side of his index finger. Initially he does this gently but soon tightens his grip and pinches her cunt lips cruelly as he simultaneously pulls them out away from her body. Jane has had this done to her before, but Mike keeps on pulling, making her slide her hips forward almost off of the seat, this makes her dress ride up revealing slightly her cunt and what his hand is doing. "oh, careful" Jane gasps. At which Gregory feigns anger hissing to her, "Shut up Jane or it will be bad for you. Spread your legs and tell him he can pull your cunt lips as much as he fucking likes." "oh, please, you can pull them as much as you like but I am worried someone will come along and see" she says as she spreads her legs lewdly wide making the dress ride up to her hips. "I'll worry about someone coming along not you" Gregory snaps at her. "Here, give this to Mike and ask him to put it tightly on your cunt lips right over your clit." Gregory hands Jane a large plastic clothes-peg, Jane knows these have strong springs as Gregory has used them on her himself before. With a resigned sigh Jane takes the clothes peg and passes it to the other man. "Please put this on my cunt lips over my clit. I know Mr Gregory wants it to hurt" she tells the man she just knows as 'Mike'. Mike takes the clothes peg, pulls her labia lips right out and attaches the clip fully onto her lips, making sure some of her skin is caught in the pinching peg very close to the spring. He knows this will hurt her. "ooww" Jane gasps. The pain is more than she expected, but she knows she must somehow stand it. The peg is very tight and makes her cunt lips immediately throb where it pinches her. "One more thing" says Gregory. He pulls a bright blue plastic butt plug from his pocket. Jane recognises it as one of the plugs he used to stretch her a few weeks ago, all part of her training for anal sex. She can't believe he is going to put this in her in such a public place. "Stand up slut" he tells her. Jane is thankful to pull down the hem of her little dress; even if it is over the clothes peg which bites into her sensitive place so much. She isn't sure what he is going to do. "Hold up the back of your dress my little whore" he instructs her. "You are going to walk all the way to the room upstairs with this butt plug up your ass." Jane pulls the back of her dress up so that her bottom is uncovered. She hangs her head in shame, knowing that anyone could come in at any minute. "Legs apart and then pull your ass cheeks apart for me" Gregory crudely orders. This is even worse shame for Jane. But she follows the orders, hoping it will be over soon. Gregory uses a small amount of KY Jelly on the plug and also rubs some into her held open ass-hole. He then pushes the smooth round head of the plastic plug against her ass and pushes steadily. "Relax your ass Jane. This is going right in whether you like it or not." Jane has become used to having things pushed into her. She relaxes the muscles of her ass and the butt plug slides in. Gregory pushes the base of the plug with his thumb and the plug fits neatly all the way into Jane's ass with her sphincter gripping the narrow neck of the butt plug just as intended. Jane lets out an almost inaudible moan and she feels her own face cheeks heat up as they redden with both embarrassment and the feeling of her ass being stretched. "Good girl" commends Gregory. "put your dress back down now and then turn around and lean down to kiss Mike, open mouthed with your tongue, and tell him how much you want him to take you upstairs and fuck your cunt and ass." Jane was beyond humiliation now. She just wanted to do whatever was wanted. She also was getting turned on and knew her clitoris and cunt wanted stimulation from these horrible men and hopefully they would make her orgasm when they were upstairs. She felt like a whore, and it sometimes excited her. She turns around and bends over to kiss mike, who is still seated. She wantonly pushes her tongue into his mouth and moves it from side to side. Disengaging from the kiss she says in a quiet, husky voice "Please take me upstairs and fuck me hard. Please fuck me in both my cunt and my ass. I love it up the ass and I will be quite stretched open when you take the butt plug out." Again, Jane's inner slut was coming to the fore and she couldn't help herself. Mike grins in glee. "Let's go then" he says, standing and taking Jane's arm. Jane walks beside him somewhat gingerly given the butt plug in her ass and the painful clothes peg on her labia lips. Mr Gregory follows along carrying her discarded coat. They pass a few people, mainly chambermaids on the way to the room. The sight of the tall slim blond in her early 40s dressed as a whore, accompanied by two younger fat and ugly men, did cause some to look and wonder what she was going to do with them. At the door of the room Gregory instructs her to hold her dress up to her waist before they enter the room. As she does so Jane knows the clothes peg is on show and the flat base of the ass plug is visible as well. Down the hallway there are two chambermaids watching in amazement. Jane's face burns with embarrassment, she is keen to get into the room and get on with whatever it is they want rather than stand around outside being exhibited. Eventually, Mike opens the door and they enter the room. Gregory has lined up on the table in the room all of the 'toys' he uses in her. The large dildos look grotesque at first sight. He has also laid out the leather belt that he has recently started using, Jane's heart sinks at this as it hurts a lot and leaves her ass cheeks quite bruised. Gregory tells her to stand near the window such that the sunlight illuminates her body. He tells her to take off the dress and give it to him. His friend, Mike, can barely believe that Jane is so willing to follow all the instructions. "Now we need to take that clothes-peg off your cunt Jane. Its going to hurt as it has been on there a while" Gregory warns. "Stand in front of Mike, legs open and cunt pushed forward and ask him to take it off, make sure you say 'please'." Jane steps over in front of Mike who is sat on the ledge of the large window in the room. "Please would you like to take off the clothes-peg Mike" Jane asks as directed. "This is going to hurt your cunt" Mike smiles as he squeezes the peg to release the grip on jane's labia. "Aaaaggh! Aaagh" Jane screams quietly as the peg release her sensitive skin. Mike rubs the area where the peg was. Initially it hurts but then Jane relaxes and pushes herself against his hand. The relief of the peg gone is coupled with the pleasure of his fingers over her clit. She bends her knees slightly as she presses herself forward. Mike slides three fingers into her slackening cunt. She is starting to get wet. "Do you like that, you whore?" he asks meanly. "oh god yes, it's nice" is her limited reply. He slides four fingers into her cunt, she adjusts her feet, moving them apart to spread her legs and enable him to get the fingers into her easier. He laughs. "You sure have trained her well" he says to Bob Gregory. "She is gagging for it and cant wait to open her legs." "Didn't take much training" says Gregory, although he knows it did. "She is a natural slut. Aren't you Jane?" he prompts. "Oh, I suppose so" Jane gasps as the fingers are moved harshly in and out of her. "You have trained me a lot though. You have made me a slut. I know I like it now but I didn't to start with" she offers. Gregory picks up one of the largest vibrators from the selection he has brought. He hands it to Mike. "Here, use this on her, she loves being stretched and fucked with these vibrators. Don't take it easy with her, she likes it hard!" Wife Totally Trained Ch. 03 Mike takes the 9 inches long vibrator; it is nearly 2 inches in diameter. He rubs the tip against Jane's wet cunt and then, bringing the vibrator into a nearly vertical position he pushes it firmly against the slack sphincter of her cunt. Jane immediately pushes down on it and gets it into herself. As she straightens up so Mike then pushes it up and completely into her. Jane automatically spreads her legs further apart and then starts to push herself up and down on it. Mike reaches up and cruelly pinches first one nipple then the other. For Jane, this just accentuates her pleasure; she loves her nipples being pulled and twisted. "She bloody loves it doesn't she!" mike laughs. "Just keep doing that to her for a while and then you should whip her ass and tits with the belt. She is just learning to take that and I want her trained a bit more." Gregory casually explains. At this Jane is visibly shaken, but she says nothings. She can't help herself, she loves pushing against the huge vibrator in her cunt. She desperately wants the vibrator turned on to give her more pleasure. She is becoming used to the severe sex she has to do for Gregory and so, unlike the women she was before her affair, she decides to ask for the vibrator to be turned on. "Please sir" she starts hesitantly. "If I have to be whipped could I at least have the vibrator turned on now please, please." "That's good Jane, I like you to ask for it" encourages Gregory. "You love the vibrators don't you?" "Oh god yes, it feels so nice when they are turned on. Please can you turn it on to quite a fast speed please. I'll be a good girl when you can whip me then" she gasps. Jane is now lost to the pure physical pleasure and is gagging for her orgasm. "Put the vibrator on setting 4, Mike" Gregory decides. "the setting is on the dial." Mike presses the button to move the vibrator up to setting 4. It immediately starts to oscillate strongly and writhes inside Jane's cunt. Jane puts her head back, eyes closed, mouth slack, cheeks and neck flushed. Gregory knows this is a clear sign she is on her way to orgasm. He knows this should only be allowed for a short time if he wants her horny throughout. After a few minutes he tells mike to turn the vibrator off and take it from her cunt. Jane is clearly disappointed, but is now very turned on and knows she will do whatever they want. Sadly for her, she knows it is the belt next. Gregory takes the heavy leather belt from his stock of 'toys' and hands it to Mike. "You can hit her quite hard with this. Start on her ass and the backs of her legs and then we will turn her back around and train her some more to take it on the tits as well. I have trained her for tits and cunt whipping a bit already." Mike has her stand with hands on her head and her legs apart with her back arched and ass stuck out. He uses the belt cruelly to mark her ass and then the backs of her legs. Each blow making a satisfying 'thwack'. After a while she is told to present her tits and cunt for the belt. Sobbing slightly, she does so. Mike reddens them nicely with the belt. Making her jump with the blows between her legs. Changing the subject Bob Gregory asks her "what were your instructions for this afternoon Jane? I want you to tell Mike in gory detail." "You told me to be a willing whore for him and you said I was going to be fucked in all three of my holes" jane replies breathlessly, the fingers in her cunt making her hump her hips as she tries to pleasure herself on them. "I am being a good girl and doing as you told me as much as I can" she gasps. "so let's see you fucking Mike in your ass" Gregory curtly orders. Without any hesitation jane turns around and holds her ass cheeks apart. "Please fuck me in my ass" she almost whines to Mike. Mike takes the butt plug and slowly pulls it out of her ass. It is covered in KY jelly from the lube used by Bob Gregory earlier. Jane's ass hole gapes as it has been stretched open by the plug. Mike takes his cock out and presses the knob against the semi-open ass hole, he pushes slowly and his knob slides into her. Jane gasps quietly, almost a pant rather than a gasp. Mike pushes his cock right in, this make her both gasp out loud and move her legs wider apart to accommodate the large cock in her ass. "Like that slut?" Bob Gregory asks. "Oh God, it is too deep, it hurts a bit" Jane moans back. She steps forward slightly to reduce the depth the cock is in her. Mike drives his cock rhythmically in and out of her. He is careful not to push it in too deep. He reaches around and pinches her labia above her clit hard. He twists it and pulls it out from her body. She makes no sound but clearly likes it as, after a slight delay she humps her hips against his hand as well as sliding her own ass back against his cock. "see if you can cum like that jane" says Bob Gregory as he takes several pictures of her with his small high definition camera. "The camera has taken some good, clear pictures of you with a big cock fucking your ass. You wouldn't want hubby to see these would you?" "oh, fuck, oh, oh" Jane is too far gone now. She cums heavily and moans loudly as she does so. "Excellent" Gregory says. "I have all that on video, you moaning like a whore. Your hubby would be amazed by it I am sure." "But you aren't going to show him are you? Please don't" Jane begs. "I'm doing everything you tell me to do aren't I?" "I want you to suck Mike off now jane, and when he cums, I don't want you to swallow it until I tell you. I want you to show us the cum in your mouth and I will take some photos of it. Clear?" "Ok, whatever you say" Jane agrees. She kneels down and takes hold of Mike's cock and starts to lick the knob. She then licks his balls and runs her tongue up the shaft until she puts his knob in her mouth. "Great cock-sucker" Mike comments. "Yeh, she's a natural at that. She tells me her husband used to love it and she has been sucking cock for a long time. I had to teach her the ball licking bit though." Jane kneels at Mike's feet and sucks his cock for over 5 minutes. Sometimes she just sucks the knob, other times she tries to deep-throat as much of the cock as she can. Eventually Mike is about to cum. "No swallowing now" he warns. Jane grunts her understanding with her mouth full of his cock. He cums heavily in her mouth. Jane struggles to keep it all in her mouth, some seeps out between her lips and his cock; it trickles down her chin and drips onto her tits. Both men laugh. "keep that spunk in your mouth jane" Gregory instructs. "Now open your mouth and show the camera how your mouth is full of the spunk of a man you have only just met." Jane turns her head towards him and opens her mouth, careful not to let spunk run out. "Good Jane, you will need to do that in future for all the men I invite to cum in your mouth. Is that clear?" Jane nods. "Now let the cum fall out of your mouth all down your naked body, especially over your little tits. I want to take some photos with you covered in spunk like a real whore." Gregory orders cruelly. Jane inclines her head forward and let's the spunk run out of her mouth and down her body, it is still slightly warm as it splashes on her tits and belly. She feels embarrassed but the orgasm she had has completely relaxed her and she does enjoy pleasing men. She knows she will do whatever Gregory asks of her in the future. Jane Tattooed after 3 months Gregory first persuades her to have a small heart tattoo on her shoulder. This will 'introduce' her husband to the fact that she is tattooed prior to Gregory's plans for some far more extensive tattooing and piercing of Jane. He takes her to a small dirty tattoo parlour, dressed just in a short dress and heels. The owner delights in taking her to a small back room and asking her to remove the dress so he can get at the shoulder. Gregory is there with her and tells her to get the dress right off. Stood naked Jane is tattooed on the shoulder. The tattooist takes his time and moves her around to get a good look at her tits, cunt and ass. Gregory tells her not to cover herself with her hands. When finished. Gregory says next time the tattoo will be on her tits or cunt. The owner smiles and says he can't wait to tattoo her there! Jane shows the shoulder tattoo to her husband that night saying that it is just something she fancied and nothing much. Her husband is a bit shocked but is too busy with his job to pay her any attention. Jane decides that she might as well have the other tattoos that Gregory wants her to have. Only a few days later she is back at the tattoo parlour. The owner shuts the shop whilst he takes Jane to the cubicle at the back. Gregory makes her take her dress off in the shop and walk naked with the tattooist to the room at the back. Once there the tattooist makes her sit on a high leather chair, like a barber's chair, with her legs apart. The leather presses against her cunt and ass. Gregory has cleverly timed this for when Jane is high in her monthly desire cycle. She knows she will do anything and is quite keen to be made to cum. The tattooist is rather horrible though! Gregory asks the tattooist to put an inch-high heart low down on her public bone so that it is about an inch above the start of her cunt gash. He also asks for the word 'SLUT' to be tattooed above the heart. The tattooist puts Jane's legs up in callipers on the side of the chair to do this. She is lewdly displayed in this way. "I'll just pull this open so it is relaxed and doesn't pull the skin" the tattooist says. He pulls her cunt open and then lets it relax back. But Jane is so slack now that it hangs open for him. He grins and Jane finds it awful to have him looking at her so clearly displayed. But she lays still and takes the humiliation. The tattooing is painful on her pubic bone but she again takes it stoically. As she lays there afterwards Gregory announces that he would like to have a discount and the tattooist can fuck Jane as she lies there if he gets one! The fat tattooist needs no further prompting. He drops his trousers and roughly pushes his good sized cock in to Jane's gapping cunt. He spits on his cock a bit to lubricate it. This is the most foul and roughest fuck Jane has ever had. But, after a few minutes, her desire gets to her and she starts to hump against the invading cock. Both men comment on this. "That's it Jane, you know you like it" Gregory encourages, "let me hear you tell him you're a whore who needs fucking." "yes, I can feel you wanting it whore. Let me hear you beg for it" the tattooist adds. "oh, oh, OK, I want to be fucked. I am a dirty little whore and I love it. Please fuck me hard!" she gasps. Asking to be 'fucked hard' is one of Jane's admitted desires. The tattooist makes her cum and then cums very heavily in her himself. Gregory laughs at this. As she walks from the shop, relaxed by her own orgasm, Jane has a patch of wet on the back of her dress and the tattooist's cum both running down her legs and dripping straight from her cunt onto the floor. Gregory tells her "you behaved well there Jane, well done. You need to realise that you are happiest when you are doing as you are told and being fucked hard." Jane realises this is true and she knows she wants more! Public Exhibition and Humiliation It is early May and the weather is getting warmer. Gregory has been continually training Jane for over a year. He has a huge amount of pictures and videos of Jane having pornographic sex with many men. The videos show her clearly begging for sex from the men. Gregory made sure the sound was clear when he recorded them and insisted that Jane speak up clearly. They are so humiliating for Jane that just the merest play-back of a few minutes of any of these has her pleading with him not to show them to anyone; especially her husband! Gregory uses this collection as the persuasive reason why Jane must continue to do all he tells her. That and the fact that she always has a huge orgasm 'once they get going' - it is just the start of the sex sessions that she finds embarrassing and difficult. But she is now so used to it that she foes whatever is asked like a professional whore; even better than a professional whore, a whore with no choice but to obey! Today Gregory has a new experience lined up for her. He is going to start making her expose herself in public! He has arranged for a man he has being talking to on the internet to meet them for coffee in a large Costa Coffee shop. The man is in his early sixties and has a grey untrimmed beard; just the kind of man Jane finds repugnant and just the kind to embarrass and humiliate her! Her orders are to wear her stockings, heels, short grey dress and a longish raincoat over the top. She meets Gregory and the man in the Costa. She feels sick when she sees the older bearded man with Bob Gregory. She sits down as instructed opposite them; Gregory has carefully positioned them in a corner with Jane's back to the rest of the shop. Sat in a large leather sofa no-one can see Jane aside from the back of her head. With Gregory and the sixty year-old, now introduced as 'Jeff', sitting opposite her Jane is instructed to open her coat and raise her dress up to her waist so that she is not sat on the dress and her bare ass it directly against the leather sofa. "Spread your knees wide apart" Gregory says quietly as he leans towards her. As Jane does so she reveals her shaved and tattooed cunt to them both. "That says 'Slut' does it?" Jeff asks referring to the tattoo. "I hear you are one, is that right Jane?" "yes, I suppose so" Jane says quietly, nodding sadly. "pull your labia apart" Gregory instructs quietly again. Jane reaches down with her left hand, always the one she uses to play with herself, and spreads her cunt open a little. Gregory takes a few pictures with the busy coffee shop in the background. "Time for Jeff to feel and finger you now. Come on, there is an alleyway around the back where we can get that dress off of you" Gregory tells her. She pulls her dress back down and they leave the shop. Around the back the alley is for dustbins and has a smaller alley off of it that is perfect for hiding what they are going to do whilst still within 10 yards of the busy pavement of shops. "Coat off Jane. Spread those legs and pull the dress up to your waist again so Jeff here can finger that whore's cunt of yours" Gregory laughs. Jane complies as she has now become accustomed to doing. She has been so trained and degraded that her inner slut does things that only paid street prostitutes would do. Gregory hands Jeff the KY tube and Jeff takes some and rubs it into Jane's offered cunt. "She is a bit tight to start with usually but that cunt of her's soon loosens up with the KY" Gregory comments. Jeff has worked three fingers half way into her cunt, Jane has to move her legs wider apart to accommodate them easily. Jeff then pushes his fingers roughly right into her up to his third knuckles. "Ohhh" Jane gasps slightly, but says no more. The slurping sound of the KY around his fingers is the only sound in the alleyway for a few moments. "I think her ass needs the same treatment" Gregory decides. "Turn around Jane and take that dress right off". As he says this he takes her slave collar from his pocket, complete with dog leash and the word 'WHORE' written in big white letters in tipex. He puts the collar on her and holds the end of the chain leash. Jane has worn this several times recently so she makes no comment. But the sixty year old bearded Jeff is amazed by it. "Wow! She wears that collar like a slave girl?" he asks. "She really is a huge whore to do that! She deserves several fingers right up her ass for that" he exclaims. "Pull your ass open for him Jane, show him what a willing slut you are" Gregory commands. Jane reaches back with both hands and pulls her ass cheeks apart. Jeff slides two KYed fingers into her ass, steadily at first then sharply to the third knuckle. Again Jane gasps very slightly. He works the fingers in and out with his right hand and reaches around her with his left to first pinch her left nipple hard and twist it around over 270 degrees, then he reaches down and pinches her labia above her clit, pulling it and twisting it. Jane stays silent. "Put your hands up on the wall Jane" Gregory orders. "Arch your back and stick your ass out for Jeff." Jane again follows the orders. Gregory takes a small knarred vibrator from his pocket. Switching it on he places it against Jane's clitoris as Jeff moves his hand back up to pinch her nipples. The vibrator buzzes against her as Jeff's fingers squelch in and out of her slackening asshole. After a while Jane begins to move her hips, pushing herself rhythmically back and forth on both the fingers and the vibrator. Both men smile silently at each other, they carry on for a few minutes longer until it is clear the slim middle-aged woman is approaching orgasm. Then they stop abruptly, removing both fingers and vibrator from her. "Naughty girl Jane" Gregory chides. "No cumming allowed unless I say so." Jane sighs inwardly, she was nearly there as well! "Sorry sir" she replies, as she knows she must. "it was nice." That is all she normally says, so short and succinct. "Turn around now because I am not happy with you" Gregory says. Jane fears what is coming. She turns around to face them, head bowed. Gregory lifts his hand and slaps her across the face; not hard, but not soft either. "Slave girls like you Jane must do as they are told and not cum straight away must they?" he asks. "No sir, I'm sorry" she says as his handprint appears first white then red on her cheek. She makes no attempt to raise her hands. She has been slapped like this often since one of Gregory's friends first suggested she should be face-slapped for misdemeanours. "You have a lot of fucking and sucking to do today before you are allowed to cum. You understand that don't you?" "yes sir. I know, I must satisfy you and Jeff and who-ever else you want me to, and I will, I promise. The pictures and videos mean I have no choice." This was one of her longer speeches Gregory thought. "Good, now crouch down in front of Jeff, take his cock from his trousers and show him what a good little oral whore you are." Jane kneels before Jeff, but Gregory reminds her that he wants her on her feet, but sat on her haunches with her legs wide open for the camera. This is a more difficult position but Jane moves to it. She undoes Jeff's trousers and a long semi-stiff cock pops from them. Jane starts immediately to lick his balls and then up along his shaft to his knob. She eases back the fore-skin, at least he has washed it! She licks around the knob just like she has been taught and has done so many times now to Bob Gregory and others he has introduced her to. "Pretty good at that" commends Jeff. "Had plenty of practice I assume?" "She certainly has" laughs Bob Gregory. "She is porn star quality at cock sucking as you will see". Over the next 5 minutes Jane licks, sucks and deep throats Jeff's cock until he is nearly cumming. All the while, Bob Gregory takes photos and the noise of people walking by can clearly be heard. Jane clearly starts to get jaw-ache after a while. Gregory decides it is time for another hole. "Stand up now Jane and face the wall" he instructs. "Arch your back and stick your ass out. Jeff is going to fuck your cunt and then your asshole." Jane resignedly stands up and follows the instructions. The sixty-year-old bearded creep, Jeff, then sticks his cock into her without a word. He pushes it all the way in and starts to fuck it in and out of her hard. Jane spreads her legs wider again to make it easier for her more than for him. Her cunt is well lubricated with the KY and she is quite slack given her age and the amount of fucking she has had over the last 2 years. She makes no sound. The alleyway is filled with the 'squelch, squelch' of her middle-aged woman's cunt being used harshly. Wife Totally Trained Ch. 03 Once again Jeff gets close to climax. With no clitoris stimulation Jane can get nowhere near her much-needed orgasm. "Ass now" orders Gregory who has now switched to videoing the whole scene. "Won't take long to fill her ass with cum now" pants Jeff. "Fill her right up Jeff. She will walk back to the car with it dripping out of her. I like to see her like that" grins Gregory. Jeff slides his cock in to her ass much easier than he had expected. She is again well lubricated by the KY and she knows to make her ass relaxed and slack to ensure the penetration doesn't hurt her too much. Even so, the normally silent Jane gasps a small gasp as Jeff's cock slides right into her. Jeff fucks her ass, slowly at first, then harder and harsher. He drives himself to orgasm, using her ass as a receptacle. Jane slides lower down the wall, enabling the cock to go deeper into her ass. Jeff comes, grunting horribly, and cum starts to drip from Jane's ass onto the alley floor. "That's it, fill the whore's ass with your spunk as much as you like" grins Gregory, videoing all the time. "Thank him jane" he instructs. Jane is panting slightly. "Thank you for cumming in my asshole" she obediently says quietly. She moves her hips forward to slide off of Jeff's cock. She still hasn't cum and Gregory considers whether to let her cum now or later. He knows she is best when the urge is with her and that she can be brought gradually back to arousal later. So he decides to make her cum as that will mentally associate the hard ass fuck with orgasm for her. He takes the small vibro from his pocket and, instructing her to turn around he holds it against her clit, turning it on. "Stand up straight, legs apart and hands on the back of your head" he tells her. Jane complies immediately, she is keen to orgasm. The vibrator buzzes quietly. Jane starts to push against it, eyes closed. "Open you eyes Jane" Gregory tells her. Your going to cum in an alleyway after having your ass fucked. Make sure you think about how much you liked it." Jane looks at the horrible Jeff then down at the pool of spunk forming on the floor between her spread legs. The humiliation courses through her at the same time as the small vibrator, expertly held by Mr Gregory, takes her to a huge gasping orgasm. "oh, oh" she pants "oooh" as she comes hard and long against the vibro. She sags a little and immediately looks for her clothes. "Not yet Jane" smiles Gregory. "Thank me for making you cum." "oh thank you Sir for making me cum, you're so good at it. I was a good girl today wasn't I? I did as you told me." She is embarrassed yet wants praise for her acts. "Not bad Jane, A bit quiet as usual. I want you to thank men more in future." "I'll try Sir but it is so embarrassing" she meekly replies. "You cant be embarrassed by saying thank you after you have just been fucked in all three holes in broad daylight by an old pervert like me" laughs Jeff. "Saying thank you should be the least of your embarrassment." "That's right Jane" says Gregory. "I want to you to say thank you now to Jeff, and always in the future, do you understand?" "Oh god, ok, thank you Jeff" mutters Jane. "That's better" says Gregory, "Make sure I hear it every time in future." "Yes Sir, ok, I will say it if that is what you want." Jane has learnt another lesson! Gregory takes her back to the car. Jeff has gone off is own way. Jane has Jeff's spunk running down her legs and into her shoes! The whole experience is yet another step on the way to training her to be a totally willing whore prepared to do anything.