This would seem to be my most popular story in terms of feedback!
In my opinion its not (see above)
Working in the women's prison
A fantasy about women using a man.
Bob was twenty-five years old and college was long past him. He was an attractive young man but had found it difficult to find a permanent suitable job. He was renting a small flat in the middle of the town and seeing Alexis a tall blonde girl who looked lovely but was a real cool woman and made it very plain that she expected her man to work. Bob was therefore pleased to see in the local paper a position as a lecturer in English advertised with no experience necessary. He was a little put off when on reading the advertisement he discovered it was teaching prisoners in a local jail but applied anyway. Within a few days he was invited to the town hall and interviewed by a sad little man in a brown suit and the next day was offered the position starting the next Monday. This pleased Alexis and she actually went down Bob for only about the third time. Her technique was poor but Bob still enjoyed it as it made a pleasant change from him banging away on top as she lay eyes closed giving little moans of pleasure, as he loved her.
He drove on Monday to the prison clutching his pass. He parked as instructed and was greeted at the back gate by a sore-faced warden. He was let into a side room and after about ten minutes another warden came and collected him. She was an ugly large blonde woman in her forties who introduced herself as Sharon the senior warden in charge of prisoner education. He was let through two sets of doors and each time his pass was carefully checked and a digital photo added to a display in the warden's office. Sharon told him this meant the wardens knew precisely who was on site. As they walked down a corridor Bob had a serious shock as he saw two prisoners being escorted by some more female wardens. The prisoners were women wearing dull green shirts and knee length skirts. When he told Sharon she laughed and said it was typical of town hall not to tell him that this was a women's prison. Apparently it had three hundred inmates serving sentences of several years or more. While Bob was surprised he smiled inwardly as the idea of teaching sex staved women appealed a lot more than teaching a group of dangerous thugs. They arrived in a long corridor with a large table in the middle for a warden to sit at and observe off the corridor were four small cells to teach in. Sharon told Bob he would teach in one of the cells with a warden on duty to ensure nothing happened. Each cell had in it a table and two old scruffy deep arm chairs He was to teach about sixteen women individually for two one-hour sessions a week basic writing and reading skills. These were prisoners who had been in the prison with good records for at least a year. Then Bob was introduced to the other two full time teachers. Guy was a thin man in his fifties with little hair and a distinct body odour slightly covered by the foul smell of his pipe. In the cell next to Bob was Helga. Helga was a woman in her forties or maybe more. She was skinny with mousy hair and bad skin and even at this hour of the morning she smelt strongly of alcohol. Bob realised why the town hall had been keen to employ him and that the prison education service was not a profession for the high flyers. Apparently his predecessor had left suddenly two weeks ago after passing out drunk in the lap of one of the prisoners.
However when he sat down with a coffee and started work he realised that the work was not very demanding indeed it was quite pleasant. His first pupil was a large black woman in her forties due out on parole with in a couple of weeks. She could hardly read at all but seemed pleased by the help Bob gave her and during the lesson she told him that the prison was not a bad place even through it was overcrowded and understaffed with not enough showers, dirty clothes and very poor food. She had been inside for three years and Bob asked her what she was in for and was told selling drugs, which was apparently the offence the majority of the women, were being punished for. This set the pattern for all his pupils. They were mainly very pleased to see him and enjoyed his attempts to teach them. When he mentioned it to Sharon she pointed out that the alternative was the sewing room or locked in their cells and Bob realised that for the prisoners the lessons were a pleasant escape and an hour of normality. This meant they did not want to learn too quickly and as they had to stop lessons if they passed the end of course test. However nearly a third of Bob's classes were cancelled, as wardens were not available to escort the prisoners or even to sometimes sit in the central table observing. Bob noticed that by the end of the day Helga could hardly stand and that she gave the prisoners occasional sips from her various hip flasks. Guy seemed to give his pupils tobacco and by the afternoon both seemed to be asleep sometimes. Bob however did not want to bribe his prisoners nor indeed did they seem to mind. He realised that spending an hour with a handsome young man was bribe enough for some of them. He did however give them regular cups of coffee and biscuits and treated them with respect. He had lunch with the wardens and found the food to be of a very high quality unlike the muck that the poor prisoners were given to eat. The wardens were mainly women and while none would ever win a beauty contest they seemed friendly enough and talked to him readily. When he got home he saw Alexis and while she was pleased he was working in a regular job it did not stop her nagging and Bob wondered if it was not soon time to move on.
Therefore during his third week he started to notice the prisoners more as women. They did not wear make up and their dull green shirts and skirts were frequently dirty but they were women. Most of his pupils did not seem over bright but three stood out. Two of them Donna and Angela had moved over from Helga. Donna was a large dark haired woman in her thirties with a massive full bosom and a tough muscular body and a flat reasonably attractive face. Angela was a mousy blonde a little older but with an equally massive bosom and muscular body with a large blob of a nose. Both could do the work very easily and Bob realised they were with him to skive and he found it difficult to see how they got away with it. Both women had been in the prison for many years even through Donna was soon up for parole Angela had many years still to serve. The third woman was Fay. She was about the same age as Bob with a sexy slim body blonde hair and lovely round full breasts. She smiled a lot at Bob and occasionally touched his sleeve as they sat together. Like many of the women her shirt seemed tight and she left the top buttons undone so every time she lent forward Bob got a glorious view down her ample cleavage. Fay was serving a long sentence for drug dealing and managed to convince a warden that she needed reading lessons even through Bob found nothing wrong with her at all. Most of the time they just talked. Fay hated being inside and missed the freedom to live life as she wanted however she told Bob what she most missed was men. Most of the wardens and many of the prisoners were lesbians and Fay told Bob she had experimented but really missed having a man. Bob ended up telling her all about Alexis and she was very sympathetic. She also told him that Donna and Angela were rival queen bees and a prisoner crossed them at her peril. She also confirmed that getting two hours out of the cell or away from the sewing room was a real perk and the wardens knowing this sometimes used it as a bribe to keep order. Bob realised why he had to teach the other two and commented to Fay that it could be dangerous for him she laughed and told him he was perfectly safe but it was her who had to be careful as if she managed to offend either of them her life would become very difficult. Then she described to Bob various horrendous assaults carried out by the two women on other prisoners.
That evening Bob was pleased to return to the normality of Alexis with her careful make up and neat clean body. The next day when Bob got to the teaching room he was met by two new wardens. Both were grossly fat and extremely ugly. Sharon introduced them as Joyce who had dull black hair and Pamela who had dull brown hair and both women leered at him. Then Sharon told them to go and get a pupil and they waddled off. Sharon complained to Bob that she had been lumbered with them. Apparently they had spent the last three months suspended for sexually assaulting a prisoner but had been found not guilty by a tribunal. They could not go back on general duties but instead the governor had assigned them to the education unit. Sharon did not seem to mind that they had assaulted a prisoner more that they were renowned for being lazy and incompetent. Sharon herself was going to have to spend half her time sorting out a new prisoner induction program and so was not going to have a great deal of time to spare for the education unit.
During the rest of the day Bob saw what she meant. The two women were loud and lazy and extremely rude to the prisoners. They jeered at Helga and Guy and were soon calling him 'Bobbie' and 'cute'. A final lesson with Angela who had deliberately undid the top of her shirt so he could not avoid looking at her large bosom annoyed him even more and it was not a happy boy who went home at the end of the day. He talked to Alexis about giving up work but she made it clear that meant giving her up as well. While Bob found her annoying she was his regular bedmate and being so attractive made him feel important when she was on his arm. Anyway at the end of the evening she refused to have sex with him as she claimed their row had given her a headache.
The next day Joyce and Pam were equally useless and as he returned from lunch they both pinched his bottom. When he told them to 'sod off' they just laughed at him. Bob was slightly surprised by having his bottom pinched as he had assumed the ugly women to be lesbians. To his pleasure his next pupil was Fay. Again her shirt was open at the top but this time Bob enjoyed the view of her full breasts as she lent forward. Bob asked about Joyce and Pam and was told that a prisoner had been going down on them in return for alcohol and had tried to blackmail them. In revenge they had handcuffed the woman and raped her with a wooden baton causing her some nasty internal injuries. However the prisoner faced with losing her parole for attempted blackmail she had withdrawn her claim in return for a transfer to another jail. Then Fay asked about Alexis and Bob told her the full story. Fay was sympathetic and was touching his arm and leaning forward. Bob looked at her lovely breasts in her shirt and felt his dick harden. Then Fay looked him straight in the groin and smiled. She looked around and both realised the two wardens had disappeared. Fay said, “You deserve so much better! Maybe I can help? I have not touched a man for years and miss the feel of a beautiful dick so much!" Then she unzipped him and pulled his dick out of his pants. Bob gasped and did not know what to do but his dick decided for him. As Fay gently stroked him it quickly became hard in her warm hand. Fay said, “How wonderful! It is beautiful! Please let me bring you off darling!" And started to fist him. Bob could not and did not want to resist as the sexy young women masturbated him. Within a couple of minutes he orgasmed desperately trying not to cry out with pleasure his eyes fixed on Fay's heaving breasts. Fay let go of his dick and wiped her hand quickly on her skirt saying, “Oh that was great! How I wish I could make love to you properly! Tonight in my bed I will dream of this all night!" Bob happily zipped himself back up and both of them struggled to continue the lesson as if nothing had happened. The two gross wardens returned but ignored the classes talking and smoking. Finally Fay's time was up and she smiled and said, “Please let me do that again!" And Bob happily agreed. That evening it was a happy young man who took the beautiful Alexis out for dinner but when he was in bed with her glorious but unresponsive body he wished it was Fay under him.
The next day as Bob drove to work he realised that if he wanted to continue his affair with Fay he had to be careful. He also realised that having Pam and Joyce wobbling around ignoring the classes suited him fine. Therefore all morning he did not object even through his bottom was pinched several times by the gross women. Apart from playing with him and getting and returning the prisoners they did not bother to work. They were meant to sit and observe the lessons went well but instead they spent most of their time away from the table in a small side cell eating, drinking and sleeping. Therefore for most of the day Bob was completely unobserved. None of his pupils took advantage of him apart from Donna whom seeing he was alone several times tired to touch his groin and deliberately undid several buttons on her shirt so that her massive plump breasts were nearly spilling out. Each time Bob carefully removed her hand and finally he lost his temper and told her to behave. Donna just laughed and told him to shut up and watch. She pulled up her skirt and exposed her hairy pussy to his horrified gaze them she started to rub herself. Bob told her to stop but again she smiled and within a minute she came gasping with pleasure as the horrified boy looked at her face contorted with lust and pleasure. He told her he was going to report her but she laughed and told him no one would care, as they did not want a nasty riot on their hands. Then as Joyce returned Donna resumed the lesson as if nothing had happened. However at the end of the day he did not mention to anyone what had happened. As he was getting ready to leave Joyce asked him if he wanted to come to their rooms for a drink and more. Bob refused and Joyce laughed at him pinched his bottom and told him he would soon change his mind. It was a confused boy who went home that night very uncertain about what he was letting himself in for.
The next day he taught Fay again. She smiled at him as she sat next to him and then she saw Pam leave. She said, " Great! I cannot wait Bob I must feel you!" And unzipped and fisted his dick in her hot hand. It only took a couple of minutes before Bob exploded with passion in her hand. Fay smiled opened her legs and said, " Darling can you do me a favour please and do me as well!" Bob smiled and slipped his hand under her skirt and onto her warm firm thigh. She was not wearing any panties as he moved his hand between her legs and on to her pussy. Already she was gaping and wet and the heat her pussy was giving off felt like a furnace. He inserted one finger as another finger lightly stroked her clitoris and Fay exploded biting her shirtsleeve to stop herself crying out. He smiled at her as her excitement subsided then deliberately stroked her again. This time it took a couple of minutes to bring her off and again her orgasm was incredibly powerful. Then he saw Joyce was returning and quickly withdrew his hand. They started the lesson but neither could concentrate. As the lesson approached its end Joyce left and Fay said, “Once more together please!" And unzipped him and grabbed his dick while her other hand stuffed his hand up her skirt. They played with each other and within two minutes Fay came. She clutched his dick as she orgasmed then rapidly rubbed it until he to exploded. Then they were forced to quickly disengage however Fay said, “That was the best sex in my life I must have more! Don't you agree?" “Yes! But how? We only get a couple of minutes before one of those old bags comes in!" “Can you not get them to keep away?" “I do not think so, Let me try!" Therefore for the rest of the day Bob racked his brains as he tried to think of a way to get alone with Fay.
Then as the last pupil left Joyce said, “That prisoner Fay is a right stuck up bitch! Anyone would think I was the prisoner the way she looks at me! She may be pretty but she is still a prisoner! I am going to get Sharon to stop her coming to lessons! From what I saw she can read well enough for a whore!" Before he could think Bob begged her not too. Joyce smiled and said, " Oh yeah! You fancy her you naughty little boy! Tough luck cutie the bitch is out of here!" Bob fumed as the corpulent women left him. Then about ten minutes later he saw her talking to Pam and smiling at him. They both approached and Pam said, " Well Bob apparently you like Fay! That is okay a prisoner is just a sex toy for us to play with! Now yesterday you turned a drink down with us and that was very upsetting! If you want to see your Fay and persuade the whore to open her dirty legs for you need us to cooperate! Now how about taking us to the local bar and getting us each a nice big drink?" Bob agreed and was soon in the bar opposite the prison watching the two gross women consuming massive vodkas. Joyce said, “That was nice! Now let’s make our deal!" “What?" “You want us to make ourselves scarce with certain prisoners?" "Yes!" “Okay! We will guarantee to leave you undisturbed but we want something in return!" “I am not rich!" “Oh no money would be blackmail and we hate blackmail! No it is a favour for a favour! We help you and you help us! Do we have a deal?" “Yes! But what do you mean?" “We will tell you soon enough sexy! However we are going extra shifts on the gate. After our suspensions we need the money so we have to go see you on Monday yummy bum!" And with a final laugh both women pinched his bottom and left him alone. Bob drove home extremely confused and was worried all weekend. On one hand he wanted out but on the other he wanted Fay desperately. He had a horrid suspicion of the price Joyce and Pam wanted and realised that if he wanted Fay he had to agree to their demands however disgusting he felt them. However it was Alexis who made up his mind for him with her nagging and claims of another headache on Sunday night when he was fully in the mood for sex.
Therefore on Monday when he returned to work he put up with having his bottom pinched. At the end of the day the two obese women again invited him for a drink. They went out together to the car park but instead of crossing the road they went into a small building attached to the prison which was the warden’s accommodation. They walked along a corridor of small rooms that looked a lot like the cells only it was carpeted and better painted and entered the women's room. Joyce got them all a beer and then said, “Now Bobbie do you like oral sex?" “Yes" " Brilliant! We love oral sex! So here is the deal for tonight you go down on us and then cutie we go down on you! Everybody gets happy okay cutie?" Bob gasped but knew that if he wanted Fay he had to see it through so he nodded. Joyce laughed and said, “Excellent! I get to go first baby! Now get them off I want you naked when you are licking me!" Bob moaned but stood and stripped as the two women leered at him. He expected Joyce also to strip but she lifted her tent like skirt and tugged off a pair of massive white panties and sat legs apart. She said, “Lovely nice cute body you have! Now get your boxers off and show us your dick! Then knell and get busy!" Bob reluctantly removed his boxers and the women starred and leered at his dick. He quickly knelt and approached the monstrous women who sat legs apart. As he got to her he could smell her pussy and nearly choked. However he moved closer took a deep breath and licked her gaping fat hairy pussy. The smell was disgusting but she held him close with her hands and was soon moaning with delight and within a couple of minutes was groaning as she orgasmed. She pushed him off and said, “Great! A boy's tongue is so much nicer than a girl's! And they have a dick to play with as well!" Bob did not respond as Pam grabbed him. She was sitting like Joyce legs apart and knickerless. Her pussy tasted a little cleaner than Joyce's did but not by much however she came very rapidly her massive thighs pinning Bob to her pussy as she exploded. Then he was pulled up and pushed onto one of the beds by the two women who started to rub his dick. It was quickly rock hard and then Joyce lent down and took it in her mouth as Pam kissed him roughly her tongue deep in his mouth. Even Pam's bad breathe could not stop him coming into Joyce's mouth within a few minutes. Bob lay surprised and shattered and realised that Joyce gave better head than Alexis did. Then Pam spoke, “That is not fair! I want to lick his dick! Swop over and let me have a go!" Bob did not want seconds but the women ignored him and soon his tender shaft was in Pam's big mouth being vigorously licked. It took nearly ten minutes for him to become fully excited and then to come. During this time Joyce kissed him and pushed one of his hands up her skirt and got him to stroke her pussy so that when he came she came as well his fingers trapped deep in her wide vagina. After that Joyce said, " We will do that again and more darling! You have a real cute dick and a nice tongue! However we have to get back on duty so you can go! Tomorrow sexy we will leave you alone to charm that whore Fay's pussy open! Not difficult I am sure the stuck up bitch could take a baseball bat up her pussy without it touching the sides!" Bob having licked the women's large pussies did not comment as he dressed and after allowing them to pinch and pat him left. He drove home the disgusting taste of them in his mouth but already looking forward to Fay. He showered and then took Alexis out to a restaurant however the realisation that even two ugly women like Joyce and Pam gave better head than her caused him to just give her a quick kiss and not even to attempt to seduce her. This surprised Alexis who obviously expected to turn him down yet again and the knowledge of this made Bob smile as he went to bed.
The next day he saw the two wardens who smiled and leered at him and found himself blushing. Joyce said, “I enjoyed my drink of beer and spunk with you sexy butt! And for a man you are quite a good pussy licker! Now you want to be left alone with Fay but she is not the only girl who wants you! Angela and Donna both want you desperately so do you want to be left alone with them they look more like real women than that skinny cow?" “No! Just Fay!" and both women laughed. He taught Angela that morning and was pleased that Joyce kept a close watch on the lesson obviously to Angela's annoyance. Then finally just before lunch Fay was escorted in. The two ugly women leered at him and then left him alone. Fay saw them go and said, “I did wonder you have paid them off? Brilliant I want you so much!" Bob nodded as she lent forward and they kissed passionately for several minutes. Then Fay unzipped his pants and pulled his erect dick out. She said, " We still have to be careful for what we are about to do I would lose a years parole and you would get the sack and probably six months as well!" Bob gasped at the feel of her fingers but was extremely worried as he realised she was telling the truth and if he was found out he was risking going inside himself. However his dick was in control as Fay raised her skirt and unbuttoned her shirt exposing her full high breasts to his admiring gaze. Then she mounted his seated body and engulfed him in her hot pussy. She kissed him and then placed his hands on her full breasts and moved up and down on his pole. Both were highly excited and within a minute they came together desperately trying not to scream with pleasure as they came. Fay got off him and buttoned up her shirt saying, “Oh my god! That was so good! Let's have a little rest and do it again darling!" Bob nodded but Fay grabbed and gently petted his dick under the table as they pretended to study the book. However with a few minutes Fay had him hard again and with a smile she undid her shirt and mounted him again. This time it took longer for them both to come. In fact it was nearly five minutes before both exploded together into another powerful orgasm. Afterwards Fay again got off but again she petted his shaft. Bob's head was spinning but it only took a few minutes before he was ready for action again and as soon as he was hard enough they resumed. By now Bob was tired and managed to survive a long time in her tight active pussy. He was able to admire her sexy body as it rose and fell across his lap and explore her glorious breasts and full nipples. Fay had moaned into three orgasms before Bob finally could not contain himself any longer and came. This orgasm was so powerful it virtually knocked him out but Fay tightened her pussy and kept him hard until she came as well. Then finally she helped him zip up saying, “That was beautiful six orgasms! Oh a dick is so good! Please darling lets do it again and again!" Then they sat exhausted together as Fay asked Bob about how he had got rid of the guards. He did not answer but instead told her about Donna and Angela. Fay's face fell and she said, “Oh my god if they find out I have had you and you refused them I am in serious trouble I do not want a baseball bat up my pussy just your beautiful dick!" Bob assured him he would not tell and this seemed to reassure the frightened girl.
Then Joyce and Pam came and escorted her away as Bob went for lunch. At the end of the day he was still tired from the sex when the two fat women waddled over to his desk. Joyce dropped a series of photos on his table saying, “Nice work cutie! I told you she was an easy lay! You can have these photos as a memento. We have plenty more!" Bob glared shocked and accused them of blackmail. Joyce said, “No these are for our entertainment and insurance! We want to enjoy ourselves and earn some money here without risking our jobs. That bitch Sharon is busy so we do not have to worry about her. As for Helga and Guy they are hardly ever sober! You sexy could however sneak on us so we need to make certain you shut up. Of course sexy we still want you to be friendly with us but don't worry! We have seen how Fay drained you and or course she isn't the only one you will have so we will leave you some spunk to play with when you enjoy the girls!" And both laughed. Bob gulped and realised he was deeply trapped by the fat women so he did not object even when he was forced to kiss them goodnight before leaving. As he drove him he realised he could just resign and probably he would be safe however that meant never seeing Fay again and he wanted her desperately so he knew he had to put up with it. That evening again he took Alexis out and again all she got was a good night kiss as he was so satisfied from Fay.
The next day a worried Bob went into work. Sharon was standing giving Joyce and Pam a telling off but as she left they just jeered at her. They saw him and waddled over and demanded a kiss and groped his bottom. He was worried they were going to demand sex but seemed satisfied with a kiss. Then Joyce produced a bag and some empty plastic juice bottles which she started to fill with a brown liquid from another bottle she saw Bob watching and said, " Three whiskeys here for the girls! We get good money for this! I don't intend to spend the rest of my life pampering to these foul bitches the money we make on the side will get us out of here. Now can you see why we need you to keep your mouth shut cutie?" And Bob nodded in agreement. The two women left with the bottles and Bob waited for his first pupil. It was Donna who leered at him. She sat next to him and he could see that yet again she had unbuttoned her shirt so most of her plump bosom was visible. Bob however ignored her for the first ten minutes of the lesson. Then he saw Joyce had left Donna looked up and said, “Was Fay a good screw yesterday!" “What?" “Don’t be coy! When she got back some of the girls stripped her and her pussy was full of your come! Do you like her?" " Get stuffed!"" I take that as a yes sexy! Now she has a message for you darling!" "What?" “Be a good boy and do as the lady says or I get it!" "What?" “It is simple if you don't want her to suffer you are going to be friendly and nice to me and a few more of the girls! Refuse and Fay gets her pussy and arse ripped! Well do you want to save her because if you do not as soon as I get back she is in the hospital darling!" Bob moaned as the woman smiled at him and he realised that she was not joking. Now he was fully trapped, as the sadistic bitch would destroy Fay if he did not co-operate. Therefore he said, “Okay I will do as you say but you are to leave her alone!" "Of course sexy! In fact she is going to benefit as well! I will make certain she gets make up and perfume so you can really enjoy her lovemaking! Of course sexy you will have less energy to love her as you are going to please me as well stud. Of course you will enjoy it as well! Now get your dick out and lean back I want to come on top!"
Bob looked around desperately wishing Joyce would return but she was not there. Therefore he unzipped himself and Donna lent forward and tugged his trousers down. Then she stood and unbuttoned her shirt. Her breasts were massive she said, “Kiss them gently boy and get me in the mood for love!" Donna moved close and pulled his head onto her left breast and tugged the bra out of the way forcing his mouth onto her erect nipple. Bob licked her as she moaned with pleasure and he felt her own fingers pet his penis and balls as he licked. After a couple of minutes she moved him to the other breast and by then his dick was rock hard in her large hand. Then she got on his lap and he groaned as he felt her weight. She smiled and said, " Relax sexy and enjoy! Don't come to quickly however sexy I want a few good bangs first!" Then she lifted her skirt and slipped his dick into her large vagina and started to grind away at him. Her massive breasts bounced up and down as she ravished him. She pushed him back in the chair and lent forward so she was lying on him her breasts mashed against his chest and she kissed him deeply. Her breath was mint fresh as her tongue explored his mouth. Then she grunted and stiffened as she came but soon resumed screwing him. For over ten minutes she ravished him coming twice more and then Bob knew he was getting over excited as well. Donna held him tight her tongue ravishing his mouth as her vagina ravished his dick and took him over the edge. Then her powerful vaginal muscles tightened and she held his tender pole firm forcing him to stay painfully erect as she raped it. Bob tried to break free as her vagina grated against his tender shaft but she was far to strong and easily pinned him down under her conquering body. After a few minutes the pain faded but Donna kept ravishing him coming three more times during the next fifteen minutes as Bob passed from pain to excitement again. Seeing he was close she quickened her pace and drove him through orgasm and as his orgasm turned to agony she came again holding his struggling body firm beneath her. Only then did she get off him and button up her shirt, which was covered in sweat marks. Bob moaned as he pulled his pants up and Donna said, " Great screw darling! I can see why Fay wants you baby you are good! I hope you give head as well because next time sexy I want that as well! Its months since I had a man and he was old and struggled to keep it up for me! You are much more fun! Now remember what I told you be nice to me and Fay is happy!" Then she resumed the lesson as if nothing had happened even though her face was covered in sweat. Bob felt sick from her ravishment and the knowledge that she had him trapped to use whenever she wanted. Finally the lesson finished and with a final smile and thank you Donna left.
Bob was barely aware of the lessons he had until Lunch but noticed he did not see the two guards at all. Helga saw he was looking unwell and offered him a sip from her flask, which nearly knocked his head off, as it was pure tequila. Helga and Guy had lunch with him and told him they were pleased he was settling in and that Sharon was not around to often, as she tended to fuss too much. Bob wondered what they meant but in the afternoon he discovered the answer. By three Helga could not stand and fell asleep and Bob heard the sound of Guy grunting in what he thought was pain. He went to see and looking in he saw Guy leaning back eyes closed with his pupil a young skinny black girl topless kneeling in front of him her head buried in his groin. He returned slightly shocked to his pupil a very pleasant attractive skinny blonde but stupid girl called Ruth who said, " Kitty gets desperate and your mate provides good stuff. " “What do you mean?" “Here every one has a price particularly an addict. Your mate does not just have tobacco in his pouch you know! If you want something extra and he likes you on your knees you have to go!" “Yuck! That is disgusting! He smells!"" I know luckily I can survive without but Kitty gets desperate! In return for giving him head she gets a pleasant trip later. What do you provide?" " Education!"" And sex appeal! All the girls are jealous of the girls who get an hour with you, as you are so cute and nice! However the queen bees want you and soon they will sting you!" Bob weakly smiled as he realised how true she was and got back to trying to explain the alphabet to her. Then it hit Bob that the other two had heard him with Donna and were now happy that he too was breaking the rules. Then Joyce and Pam collected the three prisoners and took them away.
Bob groaned as his last pupil turned up and he saw the massive Angela grinning at him. As soon as they were alone Angela unbuttoned her shirt and Bob saw she was not wearing a bra as her massive breasts flopped out. He went to protest but she said, " Shh! Now the two wardens are busy enjoying my pretty little maids tongue for an hour and in return baby I get to be alone with you and they told me you would co-operate as you fancied me! I wonder if that is true or do they have a hold over you darling? What can that be? Still they are two of my best contacts I am so pleased I managed to get the charges against them dropped and when they were assigned here instead of that straight bitch Sharon I was so pleased!" Bob gasped confused and horrified by the sight of her massive floppy breasts. Angela smiled and said, " Now sexy usually I have my maids tongue to please me but a male tongue is more exciting! Get on your knees and lick me or I will scream and claim you tried to rape me!" Bob gulped and knew the bitch had him trapped so reluctantly he did as she asked as she opened her legs and lifted her skirt so he could see her hairy pussy. He got between her muscular thighs and applied his tongue to her already wet pussy. He was surprised to find she tasted fresh. Her skirt dropped over his head as he licked her and he was surrounded by musky darkness as he licked her to a rapid and powerful orgasm. After she had come she pulled him up and onto the chair and pulled his trousers off him and with a big smile grabbed and petted his dick hard. Then she mounted him and started to roughly ride him. Compared to Donna and Fay she was a monster in the saddle tough and rough her mouth sucking and biting his neck as her fingers scratched his chest and arms. For twenty minutes she rode him coming powerfully on him six times until even the roughness of her lovemaking could not hold him back and Bob painfully filled her pussy with come. Angela smiled and got off him and dragged him down beneath her skirt and forced the tired boy to lick her off until she exploded yet again. She sat back and smiled at him her heavy breasts hanging down and said, " Rumour says sexy you are giving Donna rides as well! That is okay darling but I am the number one queen bee in this jail! You cross me and you will find several of your pupils making lovely dangerous allegations against you and then you can experience the joy of the twenty-four hour lock down and forced gay sex! Of course as my toy boy if you fancy any of the girls let me know and I will deliver the bitch on her knees to lick you to heaven! I am the boss woman in here and your dick is my pleasure toy sexy! Now baby lick my feet clean!" And she lifted a foot and placed it on his chair arm. Bob moaned knowing she was telling the truth and worried if she found out about Fay. Therefore he lent down and licked her large muscular foot. It took him several minutes to clean one foot and then the other and by the time he finished she was purring with pleasure and opened her legs and beckoned him down. He licked her wet pussy and she grabbed his hands and placed them on her breasts and forced him to massage them in time to his licking. For over ten minutes he licked and sucked his face buried in her large tough hairy pussy and her juices flooding his mouth as she orgasmed twice more. Then she pushed him back and redressed smiling at him and telling him she was already looking forward to her next lesson.
Bob sat shattered and worried after she left. His mood was not improved when Pam returned and asked him to come and have a drink with her and Joyce. Again he went to their depressing room and groaned as he entered lying naked on her bed was Joyce. Naked she looked much worse than she did with clothes on. Her fat breasts were flabby and hung down to her waist and her body was covered with rolls of fat. She said, " Did you enjoy Angela? She is a proper woman big and tough! Not like that dirty stick Fay! Anyway Angela wants you as a toy boy and since she was so good to us over our recent problem and also she pays well you get to please her. She gave us her maid to entertain us while she had you! A pretty little thing with such a willing tongue! However darling Pam and myself we prefer a boy to a girl! So cutie pie get naked get hard and get on top and love me nice and gently!" Bob groaned shuddering at the sight of her whale like body. After his experiences with Donna and Angela the last thing he needed was this however reluctantly he stripped for the women. As soon as he was naked Pam grabbed and rubbed his dick forcing him to kiss her. He was amazed by his dick becoming hard and pleased to leave Pam's fat embrace and get on top of Joyce. She grabbed him and shoved him into her massive gaping pussy and hugged him tight. He started to move in and out of her closing his eyes to avoid the sight of her repulsive face. As he loved her he felt Pam petting his bottom. Joyce came with a loud grunt but did not let him stop and he groaned as he realised that tonight they wanted more than one orgasm. In fact he had pleased Joyce three times before she let him off her. He looked around and groaned, as Pam was already naked lying on her bed leering at him from across the room. Joyce pushed him off the bed and he reluctantly joined Pam. She gave him a quick grope and then tugged him into her pussy and lay still grunting, as he reluctantly loved her. After ten minutes she had come twice and Bob felt himself get excited. He did not want to come with these monsters but Pam forced him to carry on loving her and when she came for a third time so did he even though his orgasm was more pain than pleasure. After that he was allowed to dress and leave by the leering women. He was shattered and remembered he had to take Alexis to a party. He was so tired that evening he did not care and just agreed with whatever she said. This seemed to make her happy and when he went to leave her with just a kiss she held him close and asked him if he still loved her. Bob groaned inwardly and went inside with her and was soon lying on her perfect body going through the motions of lovemaking with her but wishing instead to sleep. He gave her two orgasms but could not come himself so he faked an orgasm and then finally was able to leave. However he could not sleep, so stressed was he over the events of the day.
By the next morning he had decided to leave town but went into work anyway. His second pupil was Fay who when they were alone kissed him. She pulled back and asked him what was wrong. He told her and she commiserated and apologised for giving him to Donna. Then she looked at him with her wide eyes and told him she loved him and could not live without him and his heart melted. He asked her what he could do and she begged him to carry on. She pointed out that even if he left Angela would get him arrested and as for her Donna would destroy her. As for Joyce and Pam they had him over a barrel. Bob nodded reluctantly agreeing with the pretty girl and asked about Alexis. Fay considered and replied that while she personally wished Alexis dead she did give Bob a cover and so he should continue with her as well. Bob moaned and said, “Five women a day will kill me!"" I know darling but just think how many men would love that! Anyway you do not have to screw them everyday! Now relax and let me make it better for you! I want to please you!" And with that the sexy minx knelt before him and unzipped his dick. She took it in her warm mouth and soon had him moaning with delight as she gave him a wonderful blowjob and when he exploded into her hot mouth she swallowed without hesitation. Bob lay back happily exhausted and agreed the best thing was to grin and bare it. Then Fay told him about how Donna had stripped her and found his come on her and then bent her fingers until she told Donna all about it. Bob was angry but Fay told him not to worry as long as he kept Donna happy she was safe and already Donna was giving her presents. With that Fay lifted her skirt and said, " See new panties! Six pairs! Here you only get one pair so six new pairs are wonderful they feel so nice!" Bob admired her firm thighs as Fay continued, " Now darling would you do a favour for me I haven't had a man kiss me down there for years! Please!" Bob smiled and got to his knees as Fay carefully removed her new panties and opened her legs. Her pussy was swollen with excitement already and after a couple of licks she convulsed into orgasm on his tongue. Bob stopped then gently carried on. Her pussy tasted clean and fresh as her love juices filled his active mouth and she soon came for a second time even stronger than before. With that she pulled him up and dragged his trousers down pushed him onto the chair and jumped onto his lap grabbing his fully erect dick and driving it deep into her warm pussy. She kissed him passionately sucking her own juices off his face, as she loved him. It only took a few minutes before they both came powerfully together. Then they sat together smiling at each other. Then Fay asked Bob if he loved her and he agreed. She smiled and unbuttoned her shirt and he admired her full breasts. She unclipped her bra and asked him to massage her breasts and moved close and gently grabbed his dick in her warm hand. They sat gently talking Bob petting and kissing her full breasts as Fay gently rubbed his shaft in her firm hands. Bob promised never to desert her and to allow himself to be used by the other women to allow himself to see her again as she petted him closer and closer to orgasm. He came kissing her left breast as she firmly fisted him the sensation nearly causing him to pass out with delight. Then they both composed themselves. Bob was happy for the rest of the day and that evening was very nice and complimentary to Alexis. He made love with care her giving her several orgasms from his tongue and then even more from his dick as she lay eyes closed moaning and finally he came powerfully into her thinking and wishing it was Fay he was loving. Alexis seemed pleased by his lovemaking and was polite to him as he dressed to go home telling him how good it was for him to have a proper job. However when he got home he realised that tomorrow being Friday he had to teach and presumably serve both Donna and Angela. However he knew that in order to see and protect his girl he had to do whatever the sadistic bitches wanted.
Part two
However to his pleasure the next day Joyce and Pam were moved to processing a new intake of prisoners and Bob had a relaxing day with Sharon supervising the classes which did take place. Angela's class was cancelled while Donna had no chance to get to him. The weekend was peaceful with Alexis in a good mood and Bob remembered why he enjoyed her company in the first place. However on Monday he found that his timetable had been changed around and his last lesson was with Donna. Again he was left alone with the large woman who grinned at him as she unbuttoned her shirt and said, “Friday was so disappointing my pussy was leaking with excitement at getting you and that bitch Sharon protected you! Still we are now alone so sexy we can get busy! Now I want to feel your tongue between my legs so get on your knees stud and being me off!" Bob groaned but did as she ordered and was soon kissing and licking her hairy pussy. Donna moaned with delight and soon came holding his head firm against her as she exploded into orgasm. After that she pushed him back into the chair and with her massive breasts bouncing around ripped his trousers down and roughly excited his penis in her strong hands. She mounted him and engulfed his dick in her powerful pussy and started to ride him her massive body bouncing up and down on him. Soon she came again but did not slow down at all. Bob lay pinned in the chair by her muscular body and felt himself slowly getting excited. He came with her as she rode to a powerful coming but again she did not slow and her pussy kept him hard as his ordeal continued. For twenty more long minutes she used him until she had come three more times and then Bob was close himself. Donna smiled and then tightened her vaginal grip and rode him until he spurted under her. Only then did she get off him and allow him to rest. Donna seemed to be very pleased with his lovemaking and smiled and said, “Great! You deserve better than Fay you need a real woman like me who knows who to make a man happy! “Bob just smiled at that and was pleased when the muscular woman was led away by Joyce and Pam.
Then Joyce returned and told him that he was needed. He followed her out and up to their room. He gasped as he entered, as Pam was not alone. Inside were two other women as well. Mary and Norma were both large blonde women with massive bosoms and rough looking faces even through compared to Joyce they were oil paintings. The women had removed their jackets and shoes and were dressed in their white shirts and black skirts and were lounging around drinking and smoking. Joyce said, “After a hard days work serving those stupid sluts we need to relax baby and what better way to relax than with a few drinks and a nice hot naked toy boy to entertain us! Get them off stud and get your dick up for the girls!" Bob groaned as he stripped but was soon naked and erect as all four women had a play with his body. He was handed a tumbler of wine and drunk it quickly knowing as the leering women fondled and taunted him he was going to need to alcohol to get though the session. Suddenly Joyce pushed him on the bed and mounted him and he felt his tired dick being engulfed in her massive pussy. Then the grotesque woman screwed him as the others leered and cheered. After a minute Norma removed her panties and got on his face and he was forced to lick her hairy smelly pussy as she rode his face. He felt Joyce spasm on his dick and then be replaced by the equally massive Pam. Then he satisfied Norma but her pussy was quickly replaced by an equally demanding Mary. Then his dick satisfied Norma followed by Mary while his tongue had the hideous task of licking Joyce and then Pam. Finally he finished and Pam got off his face allowing the exhausted boy to look around. Joyce said, “Not bad baby! You managed to please us all but your dick did not shoot which is a little rude! Still we are nice girls so relax and let us give you a blowjob! Come when you want stud! But the girl you give a load too can do whatever she wants to you in return before we bang you again sexy butt!" Then Pam took his tired member into her large mouth and roughly licked him. After Pam Joyce sucked him and he would have come if Donna had not already drained him, as it was when Norma took him into her warm mouth he rapidly spurted moaning in delight as she licked and sucked him. The women smiled at the shattered boy as Norma said, “I am an anal girl sexy! Lick my arse and bring me off with your tongue!" And turned away. Bob was pulled to his knees and his face forced into her large woman's bottom. He groaned as he licked her massive pale cheeks and then pushed his tongue into her hole. Norma moaned with delight and pulled his hands around onto her large hot gaping pussy and got Bob to massage her. Within a minute she came screaming with pleasure. Then he was tugged up and pushed on the bed and mounted by Pam and Mary. Mary grabbed his semi erect but very tired dick and roughly rubbed him hard as Pam sat her wet pussy on his tired mouth. Soon he was pleasing both of them. His dick was trapped in a hard grating pussy and ravished as his mouth desperately tried to satisfy a dripping pussy. Again all four girls had pleasure from both his mouth and his dick and again the tired boy did not come. By the end he was exhausted and lay shattered as the women decided to bring him off again. This time his tender red shaft was placed between massive fat breasts and massaged and rubbed. All four women had a go on him and still he had not come. He begged for mercy but instead his dick was brutally fisted by Pam then Norma and finally Joyce who managed to make him spurt a few drops of spunk as he screamed. Then he was turned over as Joyce said, “Anal again baby! But this time you receive I want to get my hand up your passage!" She rammed her fingers up him and he screamed in agony and begged her for mercy and she rammed her hand in and out of his behind as the other women cheered and taunted him. Finally after a couple of minutes Joyce stopped saying, “Well stud three months in a male prison would kill you if you scream so much over a few fingers! Now get it back up we all want another ride!" Over he went and Norma fisted him in her hand. It took a couple of painful minutes to get the shattered boy hard but when he was Norma engulfed his dick as Joyce demanded his tongue and his ordeal started again. He lay under the massive weight of two of the giantesses's. His dick was grated in their powerful pussies as his tired tongue struggled to lick their fat gaping pussies until finally he had pleased all four with both. When it was all over he was too tired to move and lay moaning as the four strumpets rubbed petted and poked his supine body. He knew he could not come again and begged when Joyce told him he was. However after several minutes in her mouth he had not come. The women forced him onto his side. Norma lay and took his dick into her mouth as Joyce pushed several fingers into his behind. The other two petted his body and rubbed their sweaty breasts in his face as Norma sucked and Joyce pumped. Soon he was screaming and groaning as his passage was scratched by the women but the stimulation was so intense that his screams turned to agonised pleasure as his dick fired a single drop of thick spunk. Then the world spun and he passed out. When he awoke about thirty minutes had passed. His whole body felt bruised and his groin was on fire. He opened his eyes and saw a muscular naked Norma fisting his red but semi erect dick in her hand. She said, " Welcome back stud! See we have finally got wood again! What a find you are! Joyce and Pam having been keeping you to themselves for a bit but now sexy we will all want some of the action!" “Oh no please!” "Just relax stud and let me do the work!" And with that she mounted him and took his sore dick into her powerful pussy. Bob was too tired to resist as she ravished him. As he looked around he saw the other three had gone and he was alone with his amazon conqueror. For over an hour he lay moaning as she had her wicked way with him until finally she was sated and got off his supine bruised body. She kissed him and left him but returned within a minute with another woman. Bob groaned as he recognised Sally a large blonde guard. Norma said, “Sally wants a ride as well Bob so relax and kiss my bottom while she enjoys you!" Then Sally stripped and soon had his tired member gripped in her rough pussy as his desperately tired tongue licked Norma's bottom. After twenty minutes they swapped over and his red raw dick renewed its acquaintance with Norma's pussy while his tongue sampled the delights of Sally's wet hairy pussy. For ages he served and then suddenly he felt his dick get excited and he exploded into Norma screaming as his empty balls tried and failed to pump any spunk out of his shaft. He passed out as the woman laughed. When he awoke it was dark and he found himself in bed with a naked Norma. She awoke with him and with a smile kissed him as her hands got busy on his dick. He groaned in pain at her harsh touch but to her delight and his horror he became hard. Then he was pinned on his back and forced to serve her again. For over two hours she violated him with her tough pussy as he lay too shafted to protest under her until finally she was satisfied and she allowed the broken boy to return to sleep.
He was woken by her fingers penetrating his behind and she said, “That was great darling! We will do that again! Now time to get up for breakfast and then work!" With a moan Bob pulled her off him and got up. His legs were weak and his whole body hurt and as for his groin it was agony. His balls were empty and hung painfully beneath his red sore shaft. He limped to the shower and moaned as the water cascaded over his body then successfully avoiding the woman's questing fingers he dressed and accompanied her to breakfast. When they got there he was greeted with cheers and taunting comments and saw Joyce and Pam smiling at him having obviously spread the word about his defilement around the canteen. He could not eat but sat shocked as the women taunted him and propositioned him. Then he went to work hardly able to work. Luckily the prison had a few staffing problems that day and most of his classes were cancelled. Therefore he was able to sit and recover. He went home rapidly after work and fell into his own bed still exhausted. A phone call from Alexis cheered him up but he was too tired to see her and told her he was sick. She was very sympathetic and he promised to take her out the next evening.
The next day however he felt fully recovered and went into work. The guards smiled at him and some made sexual comments and he realised that having been gang banged by some of them the rest were more accepting of him. This made him realise yet again what a strange isolated world the prison was. However as he sat he knew he wanted out soon. That was until he saw Fay who looked glorious as she smiled at him. He told her what had happened and she was all sympathy. She asked if his dick was okay and he smiled and the sexy crumpet dropped to her knees and unzipped it and gave him a wonderful blowjob. After he had groaned to a powerful orgasm he returned the compliment and licked Fay's sweet pussy until she had moaned twice with orgasm. By then his dick was fully erect and Fay made him lie back and she sat in his lap and they loved each other until she had come twice more and Bob had exploded with delight into her tight pussy. They rested and talked and Fay begged him to stay on and of course he agreed. As they talked she gently petted him and as soon as he was erect they resumed making love and he managed to bring the sexy nymph off three times before he could contain himself no longer and exploded again. He sat happily sated knowing that he had to stay and suffer for his true love.
However his last lesson was with Angela and he groaned as he entered and leered at him. He hoped Joyce would stay and protect him but she waddled off and left him alone. Angela said, “A little birdie tells me you were busy with the staff! Still your dick should have recovered by now so get your pants down rub it up and then sit back!" Bob groaned but did as she ordered and was soon moaning as the powerful woman ravished his dick in her massive pussy. Again he suffered as she bit and sucked him. For thirty minutes the monstrous woman ravished him bringing herself off four times on his tired pole until her mashing pussy caused Bob to suffer a painful orgasm. After that he was forced to his knees to lick her dirty pussy clean and bring her off twice more. Then finally the tired boy was allowed to rest Angela leered at him and said, “You are a good toy boy! I think I need to work out a way to fully exploit you sexy butt! Just giving Donna and myself a friendly bounce is not enough there are dozens of women who want you! And for the good of the prison they are going to get you baby!" Bob groaned but was pleased when finally she left. Before he could leave for home he was grabbed by Joyce and Norma and forced to strip, knell and please them with his tired tongue. Therefore it was a weary boy who drove home. He took Alexis out for a steak and they talked. The conversation got around to the women he taught and their sex lives. Bob did not want to admit to them fancying him so he talked about some of the forced lesbian sex he had heard about. Alexis listened open mouthed and when they finally went to bed was more animated than he had ever seen her before. In fact she came ten times, as he loved her and her active pussy forced the exhausted boy to lose control twice himself. He was so exhausted that he ended up spending the whole night with her and did not leave as he usually did. He had breakfast with a silent Alexis and therefore was late for work.
When he got to the gate a small blonde warden called Janet who was actually quite pretty said, “Late Bobbie! You know I should put you on report for this but maybe we can strike a deal?" Bob groaned as she leered at him and when she saw he was not protesting she kissed him and unzipped his trousers. She pushed him into a side office and onto a small cot bed and lay next to him kissing. His dick was tired but became erect as she petted him and she soon had him naked erect and on his back. She stripped and mounted him and expertly rode him for over twenty minutes until he moaned and came into her tight pussy as she came for the third time. Then she gave him a final pet and let him go. He quickly dressed and staggered off to teach. He had missed his first two classes but no one seemed to care. His next lesson was Ruth who when they were alone smiled and said, “Angela has agreed I can have you today! She told you to please me or else! I can hardly wait sexy! Get them off I haven't seen a dick for over a year!" Bob gasped but of course he did as he was told. Ruth smiled and grabbed him, and rapidly rubbed his erect dick saying, “Oh yes! Darling you forget how one of these feels! Now don't come to fast I want a real pleasant long ride for my money!" And she leapt on him and pushed him deep into her very wet pussy. She came with a few thrusts of her hips moaning with delight and then gripped him tight and carried on riding him smiling with pleasure as his dick penetrated her wet tight passage. Within a couple of minutes she came again and then again very quickly. After that it took her nearly ten minutes to come for a fourth time and another ten before her fifth orgasm made her moan. By then Bob was getting excited by her sexy body and tight pussy and was flexing his hips as she rode him and when she came he joined her in orgasm. She got off him but forced him to lick her small breasts as she moaned with delight and finally he was between her legs licking her pussy as she came for a sixth time. She pulled him up and said, “That was great! A woman needs a dick between her legs regularly or she goes mad! I reckon it will take me a month to afford you again but my god I am going to save up for you sexy! I do hope Angela can pull of her big plan and I can get you before that!"" What big plan?" “Oh never you mind sexy when the time is right you will find out! Angela says it is bad when some of the girls get easy access to dick and some don't!"
After lunch he had Donna again and was soon naked and under her large body as she ravished him. She rode him for nearly forty minutes until finally he came groaning into her. Then she got off him and they started the lesson. Eventually he asked her what Angela's big plan was and she replied, “Yes! Angela is doing well on you! She has you totally trapped you know as if you try and wiggle free several of her girls will claim you raped them and they have the sperm to back it all up! You would get several years at least! I want to protect you but it is difficult, as I do not want a showdown with Angela. She is inside for many more years but I am due for release soon and don't want trouble! However Angela is correct about one thing a lot of the girls want you and if they don't get you things are going to get nasty around here and that suits no one. Anyway you are a complete idiot, as you seem to think that scheming bitch Fay cares for you at all. I do not know what Angela is up too but be careful baby a slut like that could do you real harm! Any way apart from her you have the wardens to worry about while most prefer pussy enough are keen on guys to break your sexy dick into pieces! Now cutie I feel like another orgasm you give me head stud nice and gently!" Bob groaned and as he knelt and licked her large wet and familiar pussy he was very worried. Things in the prison seemed to be getting out of hand with more and more women demanding him and he did not know how to escape the evil bitches clutches. After a few minutes he heard Donna moan as she came and he was pulled up and she kissed and petted him saying, “You give good head darling you are made to be a woman's toy! Now if you want my advice sexy run away fast and leave that silly cow Fay to me! If not watch yourself darling because you are going to serve more than you could possibly imagine!" And she got up and left him very worried. However when he thought of the glorious Fay he knew he had to stay to help her. Before he could go he was cornered by Joyce who said, “Nice day sexy now tomorrow night the girls are going to have a little party and darling your attendance is compulsory. You can spend the night with Norma she likes to have a hot guy sleeping next to her even through by the time you get to bed sexy you are going to be to knackered for anything!" Bob went home and later went to see Alexis she asked about his day and he made up a story about a girl being forced to give oral sex to the wardens. Alexis listened open mouthed and then virtually dragged Bob to bed. She stripped and made him get naked and go down on her as she screamed to a fast orgasm. Bob was amazed as he realised she found his stories exciting. He licked her off twice and was then dragged on top of her sexy body and made love to her bringing her off five more times before again he came. It was an even more confused boy who went home after that even though Alexis was happy not to see him the next evening as she was working.
He managed to avoid sex until he taught Fay just before lunch. They made love and when both were sated he told her all the things that had happened. She listened and then told him she suspected Alexis was a closet lesbian however she could not help him over Angela as she did not know what the evil queen was planning. Apparently Donna was up for parole shortly and her number two a murderer called Mandy was already trying to take over and a vicious fight between her and one of Angela's gang had already finished with Angela's girl in hospital. Then as the beautiful girl played gently with his dick she asked him if he still loved her and when he said yes she went down and again licked him to heaven. To make Bob even happier after his lover left he discovered that the rest of his lessons were cancelled as Joyce and Pam were needed to do extra lesson checks. Bob was relaxing when Janet came and saw him she smiled and asked him to come and help her with a problem. He followed her into her office and asked what it was and the saucy minx raised her skirt and exposed her naked pussy to him saying, “This is it darling it feels very hot and needs a nice tongue to calm it down! Now get busy sexy you need all the friends you can get!" With a groan Bob knelt and licked her dirty pussy until he heard her moan with orgasm. Then he was ordered to strip and lie on the bed. Janet stripped as well and then mounted him and roughly rode him until she had come three more times and her tight pussy and brought him off as well. Then she allowed him to return. Bob fell asleep in his chair and was woken much later by the touch of female fingers on his dick. He opened his eyes to find his trousers unzipped and his dick hard and in Norma's hand. She said, “Party time stud! But I want one first so lie back!" And she mounted him and pounded away until she moaned with orgasm. Then she pulled off him and with difficulty he zipped his trousers up and followed her out. They went into the guard's accommodation and up into one of the television rooms, which had been covered in balloons with a buffet bar, and masses of drink. He looked around and saw about a dozen of the female guards were there drinking, smoking and laughing and when he entered the room they cheered and taunted him as Norma said, “Now sexy your job is to entertain us and be friendly! When the party is over sexy you can spend the night with me and then tomorrow you can serve my body and a few others as well. Don't expect to get out of here before tomorrow evening and darling no fast shooting you are going to need your energy! Now baby get naked we want to feel the goods!" Bob gasped but about six of the women grabbed him and forcibly stripped him naked.
He was pushed from woman to woman and groped and kissed. To his surprise he noticed that serving the drinks were two of the prettier and younger prisoners. Both were just dressed in their white prison panties and nothing else. They looked harassed as they rushed around their sexy pert breasts bouncing as they moved. He asked Mary about this as she fondled his bottom and she said, “Oh yes sexy we need servants! These two like women so they can serve the drinks and then please us as well when we get busy! They get to wear only their panties because we don't want the cows to escape! Instead of an evening locked in their sad little pens they cows get some fun and a chance to get drunk and laid as well! Tonight darling they also get a go on your dick!" For over an hour he was passed around from woman to woman. He managed to get some food and drink but all the time his body was groped by the women and mostly his dick stayed hard. The two prisoners also suffered from wandering hands and as the time passed the guards got drunker and freer. Then Sally said, “Ladies the door is locked so the show can begin! Okay cunts get busy!" The two prisoners were pushed into the middle of the room and onto a mattress, which had been dumped there. Then as the guards laughed and jeered the two women started to massage each other and then they turned and started to lick each other off. Bob stood amazed his dick gripped in Joyce's fist as they loved each other and when after several minutes both girls came he was highly excited. Then Joyce said, “Your turn Bob! You can pick which cunt you are going to screw first but we want a good show with lots of pussy wetting action!" And pushed the naked boy on to the women. They did not seem surprised and he quickly found himself pulled on top off and into a slim blonde girl, whom smiled and whispered, “Bloody great! I love dick and it is worth a lesbian fuck to get a real live one! Okay sexy screw me good and hard but if you don't let me come first you are going to get your balls crushed!" The other girl a sexy redhead with massive breasts whispered, “No shooting in her baby I want to come on your pole as well!" The redhead gripped his balls as the blonde pushed her hips back and forth and her active pussy ravished his dick as he lay on top of her. The audience was cheering and taunting him, as he loved the blonde. Bob was excited but the pressure on his balls stopped him from coming. The blonde suddenly exploded into orgasm and was rapidly replaced by the sexy redhead. Bob struggled against orgasm as she moaned and writhed beneath him. He knew he was lost even though he had come three times that day already and when the redhead closed her eyes and started to moan into a powerful orgasm he too came. The girl milked his penis with her powerful pussy as her orgasm blasted her and Bob felt the world spin as he screamed in her tight embrace. He lay shattered as he heard Sally say, " Okay bitches get our toy hard again! He has a lot of work to do!" And then he felt two delicious tongues working his soft tender penis. It took a few minutes for the sexy young girls to excite him and they took him close to orgasm under the laughing eyes of the crowd of women before leaving him moaning with exhausted frustration. Sally said, “Okay you two tarts can get back to serving drinks and maybe some of us as well! We will look after our toy and when he needs stiffening again we will get you!" Bob moaned as the girls left him and he looked at the surrounding wall of lustful ugly drunk female flesh.
Norma said, “Okay girls lets get busy! Who fancies a ride on baby’s cute woody?" "Me!" shouted a massive blonde woman with a square face called Fiona. She lifted her skirt and removed a massive pair of panties and then her tree trunk like likes mounted him as she sat down on his dick forcing it painfully into her fat pussy. Bob screamed as his shaft was bent into her making the women laugh but soon he was deep and home and Fiona started to pound away on top of him. Then Norma said, “Pretty boy gives good head ladies! Who wants a go?" “Me!" Laughed a skinny ugly mousy haired woman called Linda and she pulled her skirt up tugged off a pair of panties and sat her smelly pussy right on Bob's mouth. Bob groaned with pain and humiliation as his penis was ravished while his mouth was forced to kiss Linda's foul pussy. After several minutes Linda came and was replaced by another skinny warden older and even uglier whose pussy smelt stale. However Bob had no choice but to please her. Then he felt the massive Fiona explode on his dick and then she was popped out for a moment of freedom before another giantess mounted and started to ride him. The next hour was hideous as woman after woman used his face and dick for pleasure. His gang bang was a hideous ordeal not a pleasure but the ninth woman on his dick was Norma and her powerful pussy was able to make him come screaming his face full of Pam's disgusting pussy as Norma milked him. Then Norma came on him as Pam rubbed herself off on his shattered tongue. He lay broken as they got off him and his sore dick flopped out of Norma's pussy. The women scoffed at him as he lay supine and Norma said, " You two sluts get over here you have a dick to get up!" And Bob soon found his soft red shaft being licked by the two sexy young girls. It took them several minutes to get him even semi stiff and all the time the waiting harridans ridiculed him. When he was hard Sally mounted him and was soon riding away on his tender shaft as he moaned in exhausted pain beneath her. Norma said, “Well done girls you got him up and as a reward for licking him you can have a go on his face." Bob groaned but was soon licking the natural blonde’s wet pussy and after she had screamed with delight on him the redhead enjoyed his oral attention. All the time his dick was painfully twisted bent and rubbed in the women's unforgiving vaginas and he sobbed in pain. After he had pleased the two young girls they were dragged off by two of the women and Norma replaced then on his bruised and exhausted tongue as his painful orgy continued. For nearly two hours the strumpets assaulted him until he could hardly stay awake. Finally instead of serving two of them he only had one to please at a time. He looked around as Sally for a fifth time pounded away on top of him and saw a scene of carnage. Several women were lying unconscious from the alcohol while a few more were only just standing On the other side of the room the two young girls had been tied face to face and as he watched were forced to get to work licking under one of the women's skirt. However she topped over unconscious after a few minutes as Bob felt Sally explode yet again on his tender shaft. Sally got off him and said, “This do is over darling! Still you need a treat!" And pulled him up and over to the two girls and forced him to stand so his groin was between them. The two girls eagerly got to work as Sally urged them to bring him off but Bob was empty and even their eager mouths only hurt his raw shaft. Sally, Norma and Joyce watched and jeered and Joyce said, “Toy boy needs more! You two hold him still!" Bob gasped as he was grabbed then he started to beg as Joyce picked up an empty beer bottle and approached him. Soon he was screaming as the sadistic bitch rammed the bottle up his behind and raped him. No way could he come even with two pretty women sucking him. Joyce pulled the bottle out and then Pam raped him with a cucumber as he begged and screamed his dick trapped in the young women's mouths. Then Norma produced a thick pink vibrator and turned it on. She made the sobbing boy lick it before she drove it deep into his passage. Bob bucked and screamed as it worked away and then after two minutes of hell he felt himself get excited and as the monster reamed his behind and the redhead kissed his shaft while the blonde sucked his empty balls he came. The pain was intense as his balls struggled to expel non-existent sperm and he passed out in shock, pain and humiliation.
When he awoke finally it was morning and he realised he was naked and tied spread eagle to Norma's bed. He recalled dimly being sucked hard and then lying being raped analy and then having his dick ravished by a whole gang of the women before coming and passing out totally. His body ached and his dick felt as if it was covered in blisters and his anus felt on fire. He could not stop himself groaning and Norma who was lying naked next to him woke up and with a smile started to rub his sore shaft in her firm hands. Bob moaned as Norma said, " Excellent sexy you are awake now relax while I get your dick up I want a nice ride!" And to his horror his dick became erect. As soon as he was hard he was mounted and ridden by Norma moaning as her strong pussy ravaged his tender shaft. For ages she rode him moaning with orgasm, as he lay tied and helpless under her powerful body. Finally she got off him and with a smile left him alone. However to his consternation she returned with Sally who rapidly stripped and got on him. After he had suffered in her pussy for ages Norma returned and took over on top of his bruised body. Then as he lay under the pounding Norma Fiona and Linda entered the room and soon he was serving them as well. He spent the whole morning tied to the bed with one of the female guards pounding away on his sore shaft until finally he found himself becoming excited and exploded into Linda screaming in agonised pain as he came.
When he next awoke he was bound hand and foot in another bed and realised he was back in Pam's bed. However he fell back to sleep and was woken by Joyce and Pam in the evening. They got him up and forced him into the shower and then dressed him and took him off for dinner. He sat as several of the women smiled and teased him and was surprised by how good he felt after his gangbang. However his good mood was spoilt by Norma saying, “That was great and darling with have a party at least once a week you can be a regular fixture! We will show you all the tricks of good lovemaking sexy!" Bob groaned, as the idea of going though that again did not appeal. He was worried he was going to be forced to serve again but relived when it became apparent that he was not as most of the guards were either in work or off for a major pub crawl. However as he went to go Joyce reminded him that his keys and jacket were still in the prison. She told him she would let him in and her and Pam went with him. Bob followed the massive women as they entered though a side gate and then went past Linda who smiled at him. They were in one of the side wings not the education blocks and when Bob questioned it Joyce told him it was a short cut. They walked down a line of locked cells when Joyce suddenly stopped and started to unlock one of the cells Bob questioned her and was told she heard a noise. Then the door was opened and before he could fully react the two wardens grabbed him and threw him though the door and slammed it shut behind them. Bob stared in horror at the locked door as he realised he had yet again been set up.
Then he heard voices and turning he shook with terror. The tiny cell had in it two bunk beds and each had a woman in it all staring at him. In one was a slim sexy young blonde called Libby and two of the cells contained massive tough blonde women who looked like night-club bouncers who Bob knew were called Saline and Tara and were serving life for murder. Worse was the fourth bed which containing a smiling Angela who said, " Welcome to our hovel stud! I have paid those two slags a lot of money to have you delivered to me! Tonight baby to serve us fully totally and tomorrow morning you are in for a real treat in the shower room with over thirty excited ladies to please! Now fail or scream to be saved and my friends will castrate you because when you are doing life what is a couple more years compared to the delight of turning a guy into a eunuch? “As she spoke she got out of bed and Bob could see her ugly tough naked body as she approached him. She grabbed him and dragged him close and kissed him hard. Then she broke off and turned Libby had pulled her mattress onto the floor and was standing gloriously naked next to it. Angela said, “Good slave girl! Now you will get some fun tonight but we will blast toy boy first. Okay Bob get naked and lie down on the mattress! It is going to be a long hard night sexy or I get to eat your balls!" Bob groaned but knew he was trapped and when he saw that Saline had an evil knife in her hand he rapidly stripped. When he was naked he lay on the dirty mattress smelling the foul female smell of the tiny locked cell. Angela said, “You are soft cutie! Lie back and let Libby have a lick of your tackle! Usually she pleases pussy but she knows how to do a dick as well!" Bob moaned as the pretty but vacant eyed girl knelt and took him in her mouth. He was tired still from his previous gang bang but she managed to get him hard and as soon as he was fully erect she was pushed off as Angela mounted him and started to roughly ride him. Angela smashed away on him her powerful body crashing up and down on him as he moaned in terror under her.
It only took a couple of minutes for her to come but she did not stop and rode him until he had brought her off four more times. Bob was excited and hard but miles away from an orgasm. Angela got off and said, “Very nice Bobbie! Obviously the guards have drained a few shots of come from you! Okay next!" And Bob groaned as the massive Tara dropped on top of him. She forced him to lick her massive but clean pussy before she started to ride him grinding away on top. After she had come twice he repeated the pleasure for an equally tough Saline. Then Angela said, “Very nice stud! Okay give me seconds!" And she mounted and used him until three more times she had moaned in orgasm. After that he was ridden by Tara and as she rode him Angela pushed her smelly foot into his mouth and forced the shocked boy to lick it clean. After Tara he was used by Saline as he cleaned Angela's other foot. He was excited as Angela fisted his tender pole and said, “Yes you are doing well but this toy is going to fire very soon! Now Libby is a young girl and has many years to go before she gets free. Now I know she would love to have a baby and the timing is just right so Libby lie down and relax and enjoy yourself as Bobbie toy gets you pregnant! A few months in the baby unit will be lovely " Libby smiled sadly and lay down and Bob was pushed on top and into her very tight pussy. Then he felt Angela's fingers enter his back passage and he moaned as she forced him to love the sad girl. He was forced to love her with his pace controlled by Angela. Libby came after a couple of minutes with a soft sign but Bob was still unable to come. However Angela forced him on and as he got excited he felt Libby stiffen on him and as she came for a second time he lost it and he exploded into the moaning girl and the world spun and he passed out on top of her.
He awoke screaming into a foul gag and found he was face down with a pair of filthy panties filling his mouth as Angela raped his anus. She laughed and pulled a large wooden dildo from his sensitive behind. He was turned over and sobbing he lay as Libby sucked his shaft until it was hard yet again. Then Angela, Tara and Saline ravished him. When all three were pleased Angela told him he was to come into Libby again and again he found himself on top of her luscious body. However he could not come and after about fifteen minutes when the pretty girl had twice moaned in orgasm Angela decided to lend a hand. She grabbed the massive wooden dildo and rammed it up him and he was forced in and out of Libby's tight vagina as the monster reamed his behind. It took five minutes of total agony before finally he felt his dick spasm and he orgasmed sobbing in pain into her vagina as the other three insulted him and Libby exploded under him for a third time her tight pussy milking the last drops of spunk from his tender pole. Again he passed out on her but was quickly awake as his testicles were twisted in Angela's strong grip. Then yet again Libby licked him erect but this time it took nearly five minutes to force the crying boy hard. When finally he was erect he was mounted and used by Tara, Saline and finally for ages by Angela until all three were fully sated. Through out this ordeal Bob lay crying under them every twist on his dick making him sob in agony as the heartless bitches enjoyed him. Then Angela told him it was time to sleep and he was forced to help Libby make her bed before lying down next to her to sleep. He lay terrified as Libby whispered, " You think that was bad you soft baby! Imagine spending every night serving those three! I had better be pregnant, as nothing else will get me away from these cunts! Now go to sleep cutie because tomorrow you get to serve the shower block and that darling I can tell you from bitter experience makes tonight seem like a picnic!" Bob sobbed as he fell asleep trapped next to the sexy young lesbian slave.
He was woken up the next morning by having his tender balls pinched and then he was forced to serve under Angela and Tara as they enjoyed his dick once again. As he lay moaning he could hear noises outside and hoped to be released from his bondage soon. However when the door opened he groaned as he saw it was Joyce on duty and she pretended not to see him. This made it easy for Tara and Angela to grab him and with his balls firmly in Angela's hands he was dragged out of the cell down the corridor and into the shower block straight past Joyce. Joyce ignored not only his moans of pain but also the jeers of the many other women as they saw his naked body dragged past. He was pulled into the shower stall and the end and Angela gripped his balls and said, “Now sexy! We get four hours of freedom on a Sunday to socialise and shower and darling you are going to be a busy babe! Some girls have paid to ride your dick and others your mouth and a few just to have your hands or maybe just to give you a feel and watch! When you feel like coming darling let us know because you have two special pussies to fill as they want to get pregnant! Apart from that keep your spunk inside toy you are going to need it for tonight as Libby needs more filling! Remember darling if you cry out or fail to please I am going to take great pleasure in watching Tara rip your balls off!" Then he was thrown to the cold hard floor as Angela said, “Okay Tara let the ladies have a look at the prey! Rub it up toy they do not want to see a softie!" Bob groaned and rubbed his tender penis. It felt incredibly sore but quickly became erect. Then he groaned again as he was surrounded by about a dozen of the female prisoners.
They were a mixture of old and young pretty and ugly as they laughed and jeered him. Angela said, “Okay ladies as promised for one morning only a toy boy to entertain you! Now give the goods a nice feel girls but be gentle remember our pet has four hours of hard and ladies I do mean hard loving to complete!" Then Bob was buried in female flesh as the women stormed him he felt fingers on his dick, his balls and rammed up his bottom as he moaned with his head buried in a fat middle aged woman's massive sweaty bosom. After several minutes of savage abuse he was let go and Angela said, “Okay ladies enjoy the show as we show Bob what women's power really means! Okay Jenny you get to ride on his lovely dick and ladies let me tell you from personal experience that feels good! Sara you get his cute tongue and he knows how to made that hit your sweet spot and if he doesn't just twist his nipples and Denise his hands are yours okay have fun and remember girls he has all of us to serve! So come fast but ladies come good!" Bob moaned as Jenny a large black woman mounted him and engulfed his dick in her massive pussy. Then Sara a young giggling blonde sat her bony pussy hard against his lips as Denise another middle aged fat blonde grabbed his hands and placed them on her massive but flabby breasts. Soon Jenny was smashing and mashing his dick in her strong pussy as Jenny rubbed her smelly dripping vagina hard against his lips and tongue and Denise forced him to rub her nipples then placed one of his hands between her legs and on her hot pussy. As they used him he was aware of the other women laughing and commenting on his humiliation. Jenny came screaming with delight very quickly but was instantly replaced by Denise while his hands were placed on another set of large flabby breasts. Then Sara came and smiling dismounted but instantly a giantess of a black woman who drove her wet hairy smelly pussy hard against him quickly sat on his face. For ninety minutes the horde of women ravished him his hands were forced on breast after breast and sometimes dripping pussy while all the time his tongue was kept busy licking dirty pussy after pussy. While they forced him to serve them with his hands and mouth another woman was grinding and pounding away on his red raw pole. All Bob was aware of was the desperate need to serve female passion and any attempt to slack or draw breath resulted in the instant torture of his balls, anus or nipples. However occasionally as the woman ravishing his face moved he could see and hear the crowd of woman watching his violation and hear Angela acting as ringmistress to his defilement. Then he realised that the pressure of over sixteen excited pussies on his dick was getting him close. Angela realised the same and had his balls pinched until he had pleased the two harlots on his face and dick then she said, "Toy boy wants to lose a load ladies! Now usually we would all like to watch him spurt and waste his spunk but Kim wants a few months of peace and a baby so she gets to use it! Okay Kim dear lie down legs apart and enjoy it I think it will still take a little time for our slave to fire even with this up his arse to keep him going!" And she produced the massive wooden dildo to the women's great amusement. Kim was a fat ugly brute of a woman but Bob was soon pulled on top and buried in her slack pussy as she whispered, " I paid a lot for this spunk so it had better work! I have had four kids already so I am not over tight darling but I am sure you can fill me up!" Then Bob screamed loudly as Angela commenced to ream his tender passage. Soon he was being driven in and out of Kim as the women cheered. Some of the prisoners were naked some were semi dressed but all watched and jeered as Bob felt Kim convulse into orgasm. Then he screamed as he came as well and the dildo and Kim's vagina milked his tender shaft and yet again he passed out in agony.
He was quickly awake as Angela crushed his testicles in her fist to find himself still on Kim as Angela said, “Just squeeze the last few drops out dear! Okay who wants to kiss our baby up again! Get it up fast Bobbie you have a lot of girl's still to please and only another two and half-hours to satisfy them in! “Then he was pulled off Kim and on to his back by the laughing women as Jenny got his soft red raw dick in her mouth and started licking. It took several women and nearly five minutes of abuse before he was hard enough for the women to use again. Then he was mounted by a slim young redhead as an older women with a trim body sat on his face and he felt his hands placed on a pair of pert young breasts and his orgy of service restarted. If it had been painful before now it was ten times worse as for ninety long minutes he was ravished by well over a dozen women. Then he heard Angela say, “Time to milk his shaft again! Okay Rosette get ready for a nice load. Rosette was a slim woman who smiled as the groaning boy was forced on to her body and said, " Hold on tight darling and enjoy my pussy! I am going to milk every drop out of your cute balls!" And she flexed her hips and started to use him as he felt the dildo penetrate his rear. It took several minutes before he came and again he came with the girl and again he came screaming in agony as the minx milked his tender dick and bruised balls of his remaining thick sperm and passed out. He awoke to find himself on his back with his dick in Rosette's mouth and painfully erect. She pulled off and was replaced by Sara and as Jenny sat her massive gaping pussy on his face he heard Angela say, “One hour ladies! Form an orderly queue for seconds at half price!" And his debauch continued as woman after woman demanded pleasure from his broken body. During this last hour of torment he was crying as his penis was grated in over a dozen wet demanding pussies and was only able to please with his bruised tongue because as soon as he stopped his hair was brutally ripped until he resumed serving. Then finally just as he was sure he was going to die he heard a bell ring and Angela said, “Okay everybody off! Don't worry or fret our toy will return next weekend and give another session of fun!" And finally he was left groaning as the women filed away many of them delivering painful kicks to his bruised and battered d body before they departed.
Then Angela said, “Okay get him up! Now Bobbie boy you did well! You have made over thirty girls happy and got me a lot of money and respect! Now we have to get you back to our cell and then sexy boy you can please us all afternoon and then all night before those ugly sluts fetch you in the morning!" Bob started to cry so shattered was he as Tara and Angela dragged out his unresisting naked body. They went down the corridor and were at the entrance to their cell when suddenly they heard a whistle. Bob looked up and saw a very angry Sharon approach. She screamed, “What the hell is going on!" And before the women could move she lashed out with her wooden baton and smashed Tara around the head causing her to drop unconscious to the floor. As Angela swore Sharon told Bob to follow her. He gratefully staggered after Sharon as the female prisoners jeered and Tara lay stunned and bleeding on the ground. They left the prisoners block and Sharon said, “You stupid fool why did you come to the prisoners block! Are you so desperate for sex you allowed them to gang bang you? I knew you were somewhere in the prison because I found your keys you idiot! They could have castrated you!" Bob was too shocked and tired to disagree with her as she threw a blanket over him and continued, “Still I found you before major harm was done! I did wonder why the block was so quiet during the shower period of course the whore's were gang banging you! Now tell me where you live moron and I will drive you home. You will need a couple of days to recover from those scumbags and we do not want the chief to know what happened or the shit will really hit the fan!" Bob told her where he lived and was soon in her car. When he awoke he was lying naked on his bed and alone. He moaned and fell back asleep clutching his burning groin.
Part three
The next day he could not walk and spent it groaning in bed. However the next day he felt a lot better and that evening was able to see Alexis even though he was pleased to avoid sex with her. The next day he went into work and was seen by Sharon. After asking how he was she said, “You put me in a difficult position going slobbering over the prisoners!" Bob tried to explain it was not his fault but she said, “No Bob you are guilty and owe me! When you finish work I will find you and show you the error of your ways! Next time you silly fool you could end up dead and not with just a few blisters on your dick!" And stormed off. Bob unhappily went to work and was pleased to see his first pupil Fay. When they were alone she asked how he was as his gang rape was the talk of the whole prison. Fay told him that the women in Angela's wing were boasting about screwing him and that Donna's gang was determined to get him as well so he had to be careful. Then she lent down so he could see the tops of her perfect breasts and told him she loved him and did he love her. Of course he agreed and soon she was in his lap riding his excited dick. They made love twice and Bob had two wonderful orgasms in the beautiful girl and remembered why and how he had got into the mess he was in. After her he had a couple more lessons before lunch and then after lunch he was meant to teach Donna and then Angela but he pretended to be ill so he did not have to serve the amazons. Then at the end of the day he avoided the leering Pam and went to see Sharon. Again he tried to explain but she did not listen and again told him he owed her and to follow her. Groaning he did as he knew she could get him in serious trouble. They went to her room that was a single room and full of pictures of Christ.
Bob expected she would demand his body so when she ordered him to strip naked he did. However when he was naked she produced some manacles and quickly chained him up. Then she removed her jacket and said, “You have sinned boy and need to be cleansed by my body and my whip!" Bob gasped as the woman produced a selection of terrifying whips. Then Sharon removed all her clothing apart from her white bra and panties and stood staring at him as he looked at her large muscular body. Then suddenly she gripped a long slim leather whip and lashed it hard against the side of his body. Bob screamed and twisted as she landed nearly a dozen blows against him. He fell to his knees as she hit him. Then suddenly she stopped and pulled him still on his knees towards her and rammed her pussy against him. Her panties were wet with excitement as she rubbed herself roughly against his face and within a minute she screamed with orgasm and he was thrown to the floor. Then Bob was screaming as she dropped onto him and turned him to face the carpet and then savagely rammed the whip handle in and out of his bottom. Then he was turned over and the enraged woman spat in his face and gripped his soft penis in her fist and cruelly fisted him up and down. Amazingly he became hard but she carried on roughly wanking him as he begged her to be gentle. She took no notice of him and soon he was moaning in orgasm as she milked his dick. Then again he was screaming as post orgasm she carried on brutally fisting his incredibly tender dick forcing him to stay hard. Then she pulled her panties to one side and roughly ravished him her body smashing him as her fingers gripped and twisted his nipples. For fifteen minutes he suffered under her and three times she exploded into orgasm until finally she got off and resumed roughly fisting his now excited but still tender shaft. Soon he was moaning in orgasm and then screaming as again she carried on rubbing him. Then after five minutes of hell in her hand she stopped. Then her wet panties were pressed against his face as she rubbed herself off on him. She blocked his nose and mouth as she rubbed and Bob struggled for breathe and then passed out. He awoke with a scream as she kicked him hard straight on his balls. She dragged him up and flung him face down on the bed and then sat and pulled him onto her lap. Then she produced a thick leather belt and started to beat his backside. Over thirty times she lashed his behind as he moaned and begged her to stop. Then she got up and turned him over and fixed him spread-eagle and immobile onto the bed and menacingly said, “The organ of your sin must suffer!" She grabbed a wooden ruler and sat on his chest and then Bob gasped as she gripped his dick in one hand and with the other swung the ruler hard against his trapped penis. She hit him dozens of times as he begged and soon he could feel her wiggling on his chest as she got excited. Suddenly she let go of his dick and moved her sodden panties onto his face. Then she lent forward and Bob screamed as she clamped his sore member between her lips and started to pull him as she rubbed herself off. She came and her teeth dug into him as he screamed in agony and terror. She reversed on his body and sat on his thighs and stared at him as he sobbed. She said, “One more thing and your sin is washed away!" And gripped his balls firmly one in each hand. Bob started to desperately beg but she squeezed him tightly and he screamed and tried to escape but the chains held him tight as his tender sacs were crushed. For nearly fifteen minutes she twisted, crushed and tugged at his most sensitive organs. Finally she was finished and he lay broken and crying his face covered with his own vomit as the pain continued to rush through his shattered body. Then she stood over him and removed her panties and said, “Now we wash the final sin away!" and a gush of foul liquid poured over the crying boy. When she had finished she sat on his face and forced him to lick her gaping wet filthy vagina until she had twice more experienced orgasm and only then did she get off him. She said, “That was right and proper baby! Now let me get clean and I will drive you home!" She left him lying still racked with pain to shower and when she returned unchained him and wiped him down. Then she dressed him as he could not walk or move and helped him to her car and took him home. He virtually carried him into his bedroom and undressed him and placed him still racked with pain on the bed. Then she grabbed his bruised balls, which were swollen to nearly twice their normal size and carefully examined them and said, “One day off I think darling for these sweet toys to recover fully! Now next time I have to save you from those whores or I find out you are doing anything else sinful I will give you a full all night session and cleanse you of sin so fully you will need a month before you can walk properly!" Then she gently kissed him, as he lay broken. She left him alone crying and shocked.
The next day he could not walk as his balls were seriously swollen and bruised but by the evening things were returning to normal. He was upset when Alexis turned up unannounced to ask him what was wrong. She accused him of sleeping with another woman and Bob denied it. He did not know what to say so desperately he lied and told her that he had seen two prisoners trying to rape another and stopped them getting a kick in the balls for his pains instantly she was full of sympathy. But later she asked to see the damage and he stripped and showed her. She fondled his balls and got him to describe in detail how the woman was being attacked. Bob became hard and she suddenly pushed him on his back and climbed on top. Her technique was not good but she came within a minute. Bob felt too tender for sex and asked her to stop so she lay beside him but again she asked for details of the woman being raped and this time he was pushed between her slim thighs and made to lick her off twice before she would rest again. After that she was all sympathy and allowed the tired boy to sleep. The next morning he felt fully recovered from Sharon's violent lust and went into work. He was pleased he did because his second pupil was Fay. They made passionate love and Bob had a wonderful orgasm and realised as he spurted into his beautiful lover he was fully recovered. Then as they rested Fay told him she wanted to have him properly and he asked how. She smiled and kissed him and told him she had set it up for lunchtime. Joyce and Pam had agreed to bring Bob to Fay's cell and leave them alone together for an hour and in return a girl called Betty would go down on both of them for the hour. Bob asked what Betty got in return and was told she got a full bottle of whisky that Donna had given to Fay as a thank you present. Bob was slightly worried about going onto the prison block after his last hideous experience but when he saw how happy the idea made the sexy Fay he agreed. They did not made love again as Fay wanted them both to have the energy to enjoy an hour together fully naked.
At lunchtime Joyce and Pam got him and they walked together into the cellblock past the locked cells with the two disgusting women petting his bottom and leering as they walked. They got to one of the cells and Joyce unlocked it. Three women emerged one of whom was Fay who smiled happily at Bob who felt his excitement rise. Joyce said, “Okay whores! Bob gets an hour with you Fay! I hope he enjoys it and we get you Betty! “Pointing at a slim dark haired girl with pert breasts.” I did not know you were a pussy eater but we will enjoy training you whore! As for you Mandy you can have your ugly carcass locked in here and die for all we care! You may think you are a big cheese here but you are just scum you thick tart!" Mandy who was a massive woman with thick muscular arms and a flat ugly face glared back and said, “Yeah! That’s what you think get them!" and before the two fat women could move Mandy had a knife at Pam's face and Betty one pressed hard against Joyce. Bob looked on amazed and turned to Fay who with a happy smile smashed her knee in-between his legs and as he collapsed in pain said, “Foiled you stupid!" As he lay wrapped in pain Mandy got Pam's keys and quickly unlocked all the cells shouting, “Everybody out! Time to have fun and show who runs this joint!" The next few minutes were chaos as women run everywhere screaming and shouting and sirens blared out until they were ripped from the walls. Bob tried to get up but again the smiling laughing Fay kicked him between the legs her boot slamming into his testicles. It was nearly ten minutes before he recovered enough to move and by then the riot was in full swing. Pam, Joyce and Bob were flung into a cell by several of the women and locked inside. For over an hour the three sat as the prisoners jeered and insulted them until finally calm seemed to return as the wardens had managed to isolate the block with about forty women inside. Joyce was listening at the door relaying information inside and shaking with fear. Bob sat stunned and unable fully to understand why Fay had turned against him. The prisoners were left surrounded by the wardens in riot gear that knew that the three staff were trapped. The prisoner's were in two camps those who wanted to carry on and those who wanted to stop and negotiate or just to leave. Fay and Mandy led the violent group while Donna surprisingly led the other group with a few others who were due for release soon. The group led by Mandy were threatening the others but Donna was standing firm and had already started to talk to the governor.
Then the cell door opened and a group of prisoners armed with knifes entered. Mandy waved the knife in Joyce's face and said, “The goons will keep off as so long as we have you three! And girls what a catch two fat whales who enjoyed attacking us! You bitches are going to suffer as you made us suffer!" Betty laughed and said, “Yes cunts I am not going down on your sick pussies instead you are going to eat my shit right out of my arse or I am going to carve your flabby tits off!" “And even better!" Said Mandy, “A boy toy with a well tested dick! Nicely set up by Fay to serve us!" And the leering women laughed as Bob was pulled terrified to his feet. Then Fay approached him and spat in his shocked face and said, “Welcome to hell darling! I am so going to enjoy torturing your sad body! Now let’s get you naked!" And as he was firmly held she used the knife to cut his clothes off occasionally drawing blood as she slashed him. When he was fully naked in front of the jeering women Fay grabbed his balls and said, " I carefully only took one load out cutie because I knew you were going to be our special hostage! I am so pleased I do not have to pretend to care about you anymore! All you are is a nice tongue and a decent wooden stick to ride on and we are going to ride you to hell and back! Now baby you are soft. What a shame! Doesn't the idea of being gang raped to death appeal darling? Shame because that is what you are going to suffer in our hands or do I mean pussies! Still I am sure we can get you hard you cannot resist my nice mouth can you! But why should I get on my knees when we have two fat sluts to get you up for us? Okay you two get naked get knelling and get this bit of filth hard or we cut your breasts off nice and slowly!" Bob was shocked as he realised that this was the real Fay talking and she had played with him like a fish on a line. Then he gasped as the two wardens stripped and knelt in front of him and in front of the jeering women started to lick his dick. So shocked, terrified and humiliated was he that it took nearly five minutes for them to get him hard. Then Fay pushed them off and said, “Finally you ugly elephants have got him up!" Now slave I do not want you to go soft after only a few hours of service so this will keep it nice and hard!" And she placed a loop of thick metal wire around the base of his dick and tightened it up. Soon Bob was moaning as it cut into him but Fay just laughed and said, "That should hold it up whore boy! You can come and you can please but sexy no way is that going down until someone cuts that off you! Of course if it is on to long you lose your dick but after we have finished with you toy you are going to be useless anyway!" Then Mandy said, “Nice work Fay! Okay take toy boy next door! And as for you two sluts some of the girls want to show you just what lesbian rape feels like!" And as Bob was pulled out he saw the two wardens pressed to the floor by a crowd of women one of whom Bob saw was pushing her hand up Pam's pussy as the fat terrified woman screamed in agony.
Bob was flung on a mattress in the middle of a smashed up cell and then he was tied with a torn up sheet so he was fixed spread-eagled and hardly able to move as several of the women leered at him. Mandy smiled and said, “Now you will please all of us however we want and however many times you want! If you do that we may let you keep your balls! Fail and we will cut them off and make you eat them! Okay stud Fay says you are worth a screw so lie still I want to come and come good!" Then the tough evil looking tart pulled her skirt up and gripped his swollen dick in her hand as she sat down saying, “Yeah! Fay's right a hot dick is better than a wooden one! Now relax and maybe cutie pie being gang raped won't be so bad!" As she fed his trapped shaft into her tough and rough pussy and started to ride him roughly. Bob moaned he was white with shock and the wire on his swollen member was extremely painfully but worse was the realisation of how he had been used by Fay. Mandy growled, “Okay girls give a woman some room to enjoy her toy! Get out and check the goons are not going to try anything!" And the rest of the pack withdrew several of them including a smiling Fay kicked Bob as they left.
Mandy carried on riding him and soon she was groaning and moaning as she came. Then she said, “Your dick works fine stud shame no one is going to enjoy it after we have finished with you! Okay now pussy licking time! Get me off nice and gently stud or else!" She moved up him and soon her smelly pussy was presented to his lips for pleasing. Bob groaned as a foul smell washed over him but extended his tongue to please the virago as she said, " That it darling lick me off! I am afraid those cows of wardens could not be bothered to open the shower room this weekend so our pussies are a little dirty! Still sexy they will be the nicest things you get to taste!" Then she started to rotate herself on his mouth as he desperately licked her knowing how important it was for his own life to fully please the gang leader. Soon Mandy came powerfully and loudly on him and then quickly she slipped down engulfed his upright member in her strong vagina and rode him powerfully until after several more minutes she exploded on top, with a loud scream of pure pleasure. She got off and said, “Nice one stud! Now relax and wait you have a lot of very desperate women to satisfy. I think we will keep this rebellion going for a few days until I get fully tired of raping your cute woodie!" And she pinched his inflamed member hard between her fingers and with a deep laugh she left.
Quickly two more women entered the room. Both were young and quite pretty one with short blonde hair and nice pert breasts said, “Nice! My names Pat and this is Nina." Pointing to the other girl who had black hair and small breasts which Bob could clearly see as she had removed her top. “We want pleasing baby! Nina gets first go on your dick but don't think I am going to sit and watch you can use your tongue to please me as well!" And she removed her skirt and sat her tight shaven pussy on his face. As he started to lick her he felt his penis being pushed deeply into a tight vagina and soon he was being ridden again as he licked the dripping pussy on his face. The two girls ravished him savagely laughing and giggling as they came several times on his tied body and then they swapped and Bob was made to kiss and suck on Nina's wet pussy as Pat enjoyed his trapped shaft. Then he started to get excited himself and as Pat came yet again on him he came groaning his mouth full of Nina's pussy and juices. However soon he was sobbing as the wire kept his dick hard and the giggling girls continued to torment him. For five agonising minutes she ravished him as he moaned in pain and then finally both vixens were satisfied and with a final session of ball pinching he was left alone. Next in was a massive black woman who spat in his face and then roughly bent and fingered his penis before bounding onto top and forcing him deep into her large strong pussy. Then she rode him her powerful body smashing up and down until after several minutes she grunted with orgasm. She did not rest but moved up and he was forced to lick her wet smelly black pussy clean and then satisfy her with his tongue as she grunted on top. Then she slipped his swollen member back into her and rode him until moaning she came for a third time. Finally she spat in his face again and twisted his balls until he screamed before leaving. During this whole session the woman had not exchanged one word with him and left Bob feeling like a living dildo as he lay in pain and exhaustion.
Next in was Fay who stripped her sexy body naked as she said, “Wonderful! I love to see a male suffering! And you cutie pie deserve to suffer. The fun we are having is great! The bastards outside know we have you and are terrified we are going to kill you! Maybe we will! I hope I get to cut your balls off baby the sound of you screaming in agony as you bleed to death will amuse me for years! All the time I had to pretend to love you and smile! Still you gave good sex but scum head I could never love a man all they deserve to do is suffer! If I ruled the world I would castrate the lot of you and serve you bastards up for lunch! Now open wide I want your tongue! Feel free to try and hurt me because then I get to torture your sad arse!" Then she sat on his face and he was forced to lick her tight pussy as she moaned with delight above him. For twenty minutes she demanded his tongue as his dick stood firmly upright trapped in its wire and he groaned as Fay came five powerful times on his tongue her juices running down his tired face. Then Fay lent forward and started to lick his dick. Bob moaned as he approached orgasm then screamed in agony as the sadistic tease bent him and twisted his balls as her teeth dug into him. The wire kept him hard and vulnerable as she chewed his shaft and squashed his sacs. For several minutes the white hot pain made him sob and cry until finally she let him go and said, “Nice now suck me off good darling or its fun time again!" The broken boy desperately licked her dripping pussy until three more times Fay had moaned with orgasm. Finally she got off and spat in his face saying, “Not bad darling now Mandy reckons we can hold out for the week here and by then baby you will be either dead or mad! No one will know I set you up! Now scream darling!" And she gripped and twisted his testicles and he screamed in total agony as she laughed at him.
After her he groaned as the pretty Betty entered she stripped and said, “That was fun! Those two old cows hated eating shit from my arse but a couple of nicks with the knife on their flabby breasts and down it went! Now they are licking pussy and learning just how foul we can be! They are lucky of course that we have you because a live dick is a novelty for us in here! Its looks lovely and red! I am glad Fay fixed the wire to it because darling no way would it stay up without it! However sexy buns I want more I want you to make me come on your sunshine stick a dozen times but also baby I want you to fill my pussy with come! Mandy and Fay think we can negotiate our way out of this but I want some more insurance and being pregnant gets me that! So pleasure for me baby but a load of spunk or else!" And with that she got on him and forced his inflamed shaft up her tight hole. Soon the sexy girl was expertly riding him and quickly she moaned into a powerful orgasm. She rested for only a few seconds then resumed. Five more times in the next twenty minutes she moaned into orgasm and then Bob started to feel excited and even the agony of the wire could not stop him as he spurted spunk into her tight vagina as the sexy minx laughed. However as she was in control and tied down he could only sob and beg as she continued to ride him post orgasm until she had come twice more. Then they heard knocking on the door and she said, “You fan club wants more! Relax with them I will be back for many more rides! Now I want to show that slut Joyce what my piss tastes like!"
Next in was Alice a very large black woman. She did not strip but just removed a massive pair of dirty white panties and with a grunt sat on his face. He licked her stale hairy pussy as she rotated on his face her massive bulk suffocating him. When she came her thighs gripped him so tight he could not breathe and groaning he passed out underneath her. He came around to find the massive woman had moved down and was savagely riding his tender shaft grunting with delight. She came again with a loud groan and yet again he was presented with her pussy to lick and again after several minutes she came and he fell unconscious desperately struggling for air between her sweaty thighs. When he awoke he moaned as he saw Alice had been joined by Susan another black giantess. She pulled her shirt off and buried his face in her massive sweaty breasts as Alice took control again of his trapped dick. He groaned as the massive woman bounced away her vagina tugging and bending his dick painfully as he struggled to breathe in Susan's sweaty embrace. After a few minutes he heard Alice moan with delight and then it was Susan smashing his shaft while Alice forced him to lick her massive breasts and then her sodden pussy until she joined Susan in orgasm. Then as Alice engulfed him Susan stood and ordered the trapped boy to lick her feet clean. Bob nearly gagged as he licked her feet and after that disgusting job worse was to follow as she then forced him to lick her armpits the smell making him choke and nearly vomit. However he was forced to obey and all the time Alice pounded his poor dick. Eventually Alice screamed with delight as he cleaned Susan's armpit and finally both women were finished and after giving his balls a hard pinching they left.
Bob groaned as Donna entered the room but she said, " Still alive? What a mess this is! I am trying to get us all out of this without loss of life! I always knew Mandy was mad but Fay has taken the silly cow right over the edge! Now let me check your dick baby!" She lent down and rubbed him as he moaned and then she said, " Your dick is suffering that bitch has put the wire on far to tight it will fall off soon! However if I loosen it you will go soft! So enjoy this baby!" And she took him in her mouth and started to suck him. Bob moaned and groaned but was soon excited and was on the point of coming when Donna loosened the wire. The rush of blood was total agony and for a minute he lay mouth open gasping in pain. Then Donna resumed licking and his moans turned to pleasure as she got him close however on the point of orgasm she tightened the wire back on his penis saying, " The change over will save it for a bit! And I have put it on better it will keep you up but should not cause gangrene for many hours! Now relax and try and satisfy them! If you can hold out for a few more hours I think I can save you! Fail to please and they will kill you!" And with a final sad smile she left him confused and helpless.
Next in was Sonia a small skinny mousy girl who stripped her disappointing body naked and clambered on top of him. She forced his tender shaft in her tight pussy and rode him slobbering over him and biting his neck as she rode. After about twenty minutes she had come three times and was building up for a fourth when the door opened and May a much bigger blonde girl entered and said, " Hurry up Sonia! I want a go and some of the big girls are demanding seconds! Move on to the toys face I want his dick in me!" And pulled Sonia painfully off him and pushed her gaping pussy onto his mouth as she mounted him and took control of his tender dick. Soon both girls were moaning with delight as they used him and for ten minutes he struggled to please both until finally they seemed happy and left him alone. However within a few seconds Rita another massive black girl entered and as she stripped her unappetising body naked said, " Well sexy only a dozen of us wanted to ride you! The rest are worried about the guards I think! Or they prefer the two wardens! Those two bitches certainly know the taste of pussy now! They are giving a nice sex show in the corridor for the girls and when I have finished on you they are going to perform with you! Now lick me wet and then get ready to rock!" And she drove her massive pussy onto his tired tongue and he was forced to lick her stale pussy. After a couple of minutes she moved and used his dick until three times she had shook with pleasure and then without a word she left him alone.
He lay exhausted and confused and had time to hear female laughter and realised it was the prisoners insulting Joyce and Pam. Then the door was pushed open and about eight of his rapists entered dragging the two guards with them. Joyce and Pam were naked and seemed to be in shock their flabby fat bodies covered in bruises and little cut marks. Mandy said, " Nice Bob but that was just round one of the gang bang! Now these two bitches are going to perform on you! Okay Joyce on his dick Pam on his face and ladies I want to see him in pain and I want to see some breast kissing as well!" Bob groaned as the two wardens desperately did as they were told and was soon moaning under them as the two giantesses used him and the women laughed and jeered. For five minutes he was used before Mandy made them swap positions and then after a further five minutes the two women were forced to lie on him and lick each other pussies. Bob's legs were untied then pulled over his head and retied so his was left his bottom ominously in the air. The two guards were forced to lick his bottom clean and suck his hanging sacs before they were taken away and Bob could hear them being ordered again to go down on a prisoner. Soon Bob had more serious things to worry about as Fay smacked his naked bottom and said, " Hey stud! Time for you to find out the joys of being a woman! Men always reckon bigger is better so this little toy should make you really happy! We use it on a any girl who goes giving away secrets!" Bob groaned as he saw Fay was holding a massive thick dildo made out of a wooden bedpost. Then he screamed, as the monster was driven violently up his back passage. Fay jammed it in deep then tugged it out and then rammed it back in as he screamed in absolute agony. Over a dozen times he suffered its ravaging and by the end he was crying and his anus felt torn and on fire. Fay laughed at him and produced a thick leather belt saying, " Now darling let me hear you beg! This whip is going to make your balls sting!" And she raised the belt above her head and then brought swinging around at high speed its buckle smashing into his testicles. He screamed but she was merciless and over a dozen times he screamed until finally Mandy stopped her violent assault on his defenceless body saying, " Enough of that dear! Some of the girls want his sad sperm remember!" " Okay!" Laughed Fay, " Last thing stud before we resume the gang bang! A dick looks bigger naked! Time to say goodbye to that hair!" And with that Fay grabbed a handful of pubic hair and tugged. Bob screamed again as the sadistic girl ripped his pubes out. It took her several goes to remove all the hair and by the end he was bleeding and sobbing as the women laughed. Then he was retied and several of the women kicked his swollen balls as they left as Mandy leered at him and stripped saying, " Time to give us seconds stud! We have only just began and if you fail to please I will let Fay have you to play with!"
Then she got on top and gripped his sore shaft saying, " Still hard baby! The wire gives you no choice! Okay make me happy!" And rammed him into her pussy and roughly rode him. He lay underneath her crying as pain rushed around his body. His groin ached and his balls were swollen and throbbing but worse was the agony from his torn backside. After about twenty minutes when Mandy had come four times on him she got off and was instantly replaced by the nameless black woman and then Nina and then Pat. All three rode him roughly but he was barely conscious. Then Betty entered she demanded he lick her off and as he did so she returned the compliment and soon had him feeling excited. Then she ravished him until he had a painful orgasm under her and spurted his remaining spunk into her tight pussy. She did not stop but drove on until she had come again laughing as he begged and twisted under she as her tight pussy rasped his penis in its firm grip.
He did not think it could get worse but then Fay entered she stripped and forced him to lick her off as she fondled his dick and after she had come she said, " I always liked your dick baby in fact to me you were a dick on legs! Shame I have to damage such a nice woodie stick! Still some of the girls have been complaining you are nearly asleep as they enjoy you and that will not so cutie pie! A few blisters will keep you nice and active!" And sitting on his chest she grabbed a cigarette and lit it. She lent forwards and said, " Where to begin? I think we will start at the top!" And stuck the red-hot end of the cigarette against the left side of his penis head. Bob screamed as it burnt him begging her for mercy. But Fay just laughed and stuck the cigarette on the right side and giggled as he screamed again. Then she slowly ran the burning end of the cigarette around the head of his penis for over a minute until the entire surface had been burnt. By the end Bob was in too much pain to scream but could only whimper. Fay said, " Much nicer! Now this fag is finished and I need to stub it out! But where? I know!" And crushed it against his swollen left testicle. Then she lit another cigarettes and said, " Now for the shaft baby!" And for two minutes she burnt his trapped penis until Bob could not even whimper so great was the pain. Then finally she crushed the burning cigarette out on his right testicle. She gripped his distended balls in her firm hands and said, " Nice tackle baby! I wonder if they stretch? Let's find out!" And pulled savagely at them. Bob was soon screaming as she tugged and twisted his balls and for nearly five minutes she tortured them until finally she seemed bored. Again she gripped his penis and she started to roughly fist and bend it and said, " Much nicer! See how much more you respond! Now relax and tell me if you enjoy this?" And she moved and pushed his red dick into her pussy and started to ride him. Bob screamed as she ravished him and her hard pussy grated his blistered shaft. Fay laughed and said, " Oh dear! I guess you are not enjoying it! Still you are our whore!" And for nearly ten minutes she raped him as he lay sobbing until three times she had stiffened in orgasm and then she dismounted. Fay spat in his face and then delivered several hard kicks between his legs before saying, " No way are you going to survive baby! Either you will have a heart attack or you will die of the pain!"
After that he was had by May, Sonia and then Susan and Alice together. If he had been in pain before it was now a hundred times worse and he realised that the women were soon going finish him off. As Alice and Susan left him having first forced him to lick their bottoms clean Donna entered the cell. She looked at him and said, “This has gone far enough!" And opened the door and shouted for Mandy. When Mandy got to her she said, " You are going to kill this boy and then what do you think they are going to do? No one will get out of here alive!" Mandy blinked and Fay standing next to her said, " Who cares! Let him die!" But as she spoke several of the other women spoke and seemed to agree with Donna that murdering a hostage would lead to a massive response by the waiting guards. Mandy waited then said, " Shut up Fay! You said it would be fun to catch a boy and we could then use him to buy privileges as well as seduce him! But look what you have done to him! The poor sod is bleeding to death! Okay Donna what do we do now?" "Negotiate! Our complaint was about several of the guards! We make a few demands they say no but secretly agree and we get a bit of agro from the guards as the governor clears the worse offenders out!" " But what about these three? We gave Bob a real hard time and those two cows have been given it good as well!" " They will not want the scandal and will cover it up, you wait and see!" Mandy nodded and said, " Okay!" But Fay screamed and swore and went to attack Donna who contemptibly smacked her around the head and Fay fell over. Fay stood back up still swearing and suddenly turned and smashed her foot full down onto Bob's balls crushing them under her foot. Bob screamed and was dimly aware of Donna thumping Fay as he passed out in shock.
When he came around he was in hospital. For several days he lay in a drugged stupor recovering from being stitched up both internally and externally his groin and bottom covered in bandages. After about a week several senior prison officers interviewed him still in his hospital bed he told them what he could recall making sure to blame Fay as much as possible. A week later he was finally out of hospital and was seen by the prison governor before he went home. She told him the rioters had been punished but gave him no details. Then she told him she considered him unsuitable for prison work but had arranged for him to lecture in the local university. However she placed him on sick leave for six months to fully recover and told him if he spoke to the press about the riot he would lose his job. Bob realised he was being brought off by the authorities. However the deal proposed suited him so he accepted. Alexis had visited him in hospital and seemed full of sympathy for him. However it was over a month before they resumed having sex and Bob found the only way to get her excited was to casually tell her about the female prisoners raping each other and then wait for her to pull him into bed.
After about three months he was fully recovered. He felt fine and was enjoying not working and had started to write a crime novel but had not got far. He was still dating Alexis but worried about her lesbian tendencies. One evening they were in a quiet bar and looking up Bob shuddered, as walking towards them was a familiar figure. It was Donna her dark hair had been cut and fashioned but her body was still as massive as ever and dressed in a low cut expensive top her breasts were exposed to the gaze of any man brave or foolish enough to take her on. She said, " Long time no see Bob! How is my favourite pussy slave!" “Sod off!" " Now that is no way to talk to a lady particularly one who saved your life! Without me darling you would have bleed to death on that cell floor! Let me buy you two a drink and we can catch up on our news!" Bob nodded as he realised he should be civil to Donna after all she had saved his life. He looked at Alexis who was staring fascinated at Donna and introduced Donna. Then he saw Alexi’s lips part, as the two women locked eyes, in a familiar look of high excitement and he realised that most of his stories about lesbian rape featured Donna. Donna after a minute left and returned with a fresh round of drinks and sat with them. She did not touch Bob but instead she smiled at and gave Alexis her attention and Bob gasped as he watched Alexis respond positively to Donna and Bob knew Donna was doing it deliberately and intended to seduce his girlfriend.
To dampen things down Bob asked about some of the people who had been involved in his time at the prison and Donna explained to him fully what had happened after the riot. The authorities had interrogated all the prisoners and had quickly decided to cover it up as the mass rape both lesbian and heterosexual of the hostages would lead to the mass sackings of the prison authorities if it became public knowledge. Bob had been paid off and Joyce and Pam had been transferred rapidly after agreeing to remain silent. They had been transferred to a male young offenders unit and had proved an instant success. After their enforced lesbian toilet training their perverse tendencies had come fully to the fore but in their new prison the governor used them fully. Any of the young male prisoners who broke the rules risked spending two weeks with them on special training. Alexis asked what this was and Donna explained that Joyce and Pam gave them two weeks of sexual slavery. Their poor victim shared his cell with another unfortunate. Both were kept naked in a padded empty cell and had to satisfy the fat sluts on demand. Worse they were forced to have gay sex with each other most of the time the hags were not using them as well as act as the women's toilets. Bob asked why their victims did not rebel and Donna simply said, " They get thirsty after a couple of days and will do anything for a glass of water! Discipline in the prison has improved a 100% as who wants to suffer that! As we speak two poor saps are desperately screwing each other for the twentieth time today and contemplating an evening meal of dirty pussy and woman dung!" Bob shuddered as he sympathised with the women's unfortunate victims and then as he saw Alexis lick her lips he asked about the prisoners. Donna told them that most of his attackers had got off with a month without privileges. Mandy and Betty had lost parole and spent a month locked together in a small cell before both had been transferred to Angela's wing. A fight had taken place between the two women gangs that had ended with Mandy in hospital with a knife in the chest and Angela getting a transfer and a year in solitary. Donna added that no one had managed to get pregnant from him and laughed as she told him she reckoned that was because he was so stressed out. Bob glared both saddened and relived by this news and asked about Fay. Donna smiled and said that Fay had taken the main blame not only for starting the riot but also for assaulting him. The authorities had added five more years to her sentence and then decided she must spend at least the next three in special solitary. Bob smiled and Donna asked him if he wanted some even more good news and he nodded. Then she told him Sharon had been placed in charge of the solitary block as the education unit had been moved to an open area under the cameras. Donna asked Bob if Sharon had ever tried to cleanse him and Bob nodded remembering his session in her hands. Donna told them Sharon regarded Fay as the spawn of a devil in need of serious cleansing and as the authorities blamed Fay for the riot they were happy to let Sharon have her way with her. Sharon kept Fay chained and naked and forced her to spend twelve hours a day on her knees praying. Every morning and evening she gave Fay a cleansing using her whips to beat and rape her with. Fay's body was apparently a mass of bruises with her breasts a swollen blue mass. Bob smiled thinking of the woman who had deceived him suffering at the sadistic hands of Sharon.
Happier now they had another drink and then Donna told them she lived near by and did they want a night-cap. Bob wanted to say no but Alexis instantly said yes so along they went with Donna gripping Alexis by the arm. They got to a large house owned by Donna and were let into a very richly furnished room. Bob asked Donna what had happened to her and Donna laughed and said she got the credit for ending the riot and had spent a couple of months in an open unit before her early release. She told them that just before her arrest she had managed to transfer most of the money she had made from her massage parlours and drug deals into a chain of fashion boutiques and during her imprisonment they had done very well. Bob nodded drinking the whisky she had given him and suddenly he groaned. He could not move and realised that Donna had drugged him. Donna smiled and said, " Oh yes sexy! Now since my release I have had you followed and investigated and tonight is the sting! I am a strong rich woman with a very powerful sex drive! I like both men and women but now I want to settle down but do I settle down with a boy or a girl? No it is simple I settle down with a matching pair of love toys! Now Bobbie watch this!" Then she turned to Alexis and as Bob watched unable to move she grabbed her and dragged her close. Alexis did not resist as Donna ripped her clothes off and was soon naked in her arms. Donna said, " You want to submit to a strong woman girl! I am that woman and together darling we will keep little Bobbie under control! Now normally girl you will orgasm from Bobbie's dick or tongue! But to start with I want to taste you!" Then she pushed the sexy girl to the floor and opened her legs. Alexis lay silent as Donna lent forward and then Donna licked her tongue across Alexis's vagina. Instantly her tongue touched Alexis went rigid and screamed at the top of her voice her whole body shaking and as Donna flicked her clitoris she passed out.
Donna left her lying unconscious on the floor and walked towards Bob saying, " See baby that is what the girl wanted! Now I am going to own you two as my personal love pets! Let's get you naked and tied baby! I want to see if you have healed or if Fay did permanent damage!" She ripped Bob's clothing and as soon as he was naked she groped him as he sat unable to move. Then she pulled naked next door into a big bedroom dominated by a large double bed. The bed had chains on its massive posts and Bob was expertly tied to the bed. Donna said, " The drug will wear off in a few minutes darling and then we can have some real fun! Now when I had you in prison you loved Fay and believed she loved you! However that bitch just wanted to kill you however baby from the moment I first saw you I wanted to have you! Such a cute innocent boy needing to be controlled by a woman! The price Fay charged to let me screw you was massive but worth it baby! Now tonight she is enjoying the taste of Sharon's whip and pussy and you sexy are going to please my strong pussy! And even better with a nice sexy submissive girlfriend! Now you belong to me don't worry sexy I will look after you but you are mine! Now wait here baby Alexis has recovered from her orgasm and I have to introduce her to her new world of lesbian service as my slave!" And with a final passionate kiss she left him. Bob lay feeling life come back into his limbs. Then he heard Donna moan in orgasm and realised she had seduced Alexis into licking her and then within seconds the sound of Alexis herself screaming in passionate orgasm. Then for over thirty minutes it was silent.
Suddenly Alexis entered the room and Bob gasped. She was dressed in pink stockings, suspenders and a baby doll nightdress. She said, " Do you like? Donna likes her toys to wear this so from now on we both will dress like this to entertain her!" " Alexis be sensible we do not want to be her slaves!" " Yes I do! I have never fully enjoyed sex until tonight! I want to serve her and you are going to as well! The authorities are already wary of you and Donna has some friends in the police. How would you like me to claim rape? Ten years inside sound like fun? Instead Bob we can spend the rest of our lives serving her! No need to go to work just to obey and make her happy! Now Donna wants me to get you excited for her so enjoy!" And the sexy girl lent forward and started to suck his dick. He was instantly hard and found it difficult to think as she licked him. She broke off and said, " I never was very good at this but Donna tells me it a matter of practice. She has ordered me to spend several hours a day learning how to use my breasts, mouth and hands to excite and please you. Sometimes to orgasm and sometimes to tease you to distraction she will decide! Does that appeal?" And Alexis rang a bell by the bed. Donna entered the room her massive body naked and climbed on the bed and said, " Okay Alexis I want your pussy on his face and your tongue on my breasts!" Alexis sat on his face as Donna engulfed his dick and started to ride him. Soon her was licking the tight wet vagina of Alexis as Donna enjoyed his dick and the occasional sight of Alexis sucking Donna's massive breasts excited him even more. Donna came and carried on and as she exploded for a second time both Bob and Alexis did as well. Donna used her powerful vagina to force him to stay hard and got Alexis to dismount and lick his balls and her bottom as she rode him until she enjoyed a third orgasm. By then Bob was hard again and Donna got off and said, " Okay girl your turn!" And Alexis was pulled onto his upright dick and Donna massaged her pert breasts as she bounced away on top. Donna said, " Excellent girl! Now after this ride I will get my strap-on and ravish both of you! Alexis I will have both your holes but Bob you get twice as long on my love stick! Then Girl I want you to start practising your strap on technique on Bobbie boy. You are going to become an expert at all forms of lovemaking using toy boy as your model!" And as she spoke she slipped her hands between the heaving girl's legs. Alexis exploded on Bob and her orgasm was so strong she passed out and would have fallen if Donna did not catch her. Donna laid her down next to Bob started to fist his dick as she saw he was close to coming and said, " See baby! Your girl wants to serve me and so shall you! From now on baby you are the prisoner! You will wear a uniform of stockings suspenders and a sexy pink nightdress. Most of your time you will be tied to this bed but you will never leave this house. You will obey orders instantly and be punished if you do not and you will be forced to engage in nearly constant sexual activity either with me or with Alexis as I demand!" Bob started to come and Donna milked him as his world spun saying, " One final thing darling! This is a life sentence without any hope of parole!" And as he passed out in her firm grip he knew he was trapped, as the amazons love prisoner until the day he died.
The start/end.
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