Sentenced to serve

My first attempt at a prison story

Sentenced to serve.

A Fantasy about women using a man for pleasure.

Bob’s life had been going down hill fast after college. No job and zero hope of one he had hoped to change his fortune by assisting a local gang in the distribution of its drugs. However on his first day as a dealer he had been busted by an undercover cop in a classic sting action and was facing a ten-year sentence in the hell of the local prison service. The police wanted information on the gang but Bob had sensibly not co-operated, as he knew this could be a death sentence. His lawyer had given him a message from the gang – Keep your mouth shut and we will sort out an easy time for you inside! speak and die! Bob had agreed not to speak figuring he could always talk later and yesterday had received a sentence of ten years with no parole available for at least eight of the years. This meant that poor Bob would be at least thirty when he was released if he could survive the prison sentence.

That morning Bob had been moved from his solitary assessment cell and taken to see a physiatrist. After a few minutes conversation the man had said, “ Do not worry I have been well paid. My report will say you are completely harmless but are extremely vulnerable and need extra care. It will ensure you get a nice prison and not a hell hole.” The much happier Bob was returned to his cell and then two days later he was abruptly told he was being transferred to Prison six medium security. The next day he was removed from his cell and in a closed van driven away from the holding prison. The van drove for three hours before it stopped inside a grim grey building. Bob was hustled out and saw a collection of sad looking men working in a factory as he entered the reception area. After the usual checks Bob was again dumped in a holding cell and left for the rest of the day and night. The next day he was seen by the senior warden who said, “You will spend between six and ten years with us so do not mess us around. Now I have seen your report from the physiatrist and the regulations mean I have to follow it. Therefore I will put you in G section with the other weirdoes! “Bob protested “ I am not mad” “ No but you need protection. I am sure that the staff on G section can find a use for you! In six years we will do another report and see if you are fit for an open prison but until then you stay in section G!”” With that comment the unhappy Bob was moved out. He was taken through a maze of corridors and doors past many sad prisoners until eventually he entered a separate block in between two larger buildings and was signed in and then assigned a cell. This cell was an individual cell windowless off a long corridor with a small hard bed and bathroom in it.

Bob lay on the bed depressed and sad. However after a bit he started to hear voices and with surprise he realised that some of them were female. He stood and noticed that the next cell contained a small slimy man whom smiled at him and said, “ Welcome to section G. I am called the rat.” Bob questioned him and discovered that prison six had four hundred male prisoners and two hundred female prisoners in separate blocks all serving at least five years. Section G was the isolation block for male and female prisoners who were mad, vulnerable or who had committed the sick crimes that meant the normal prisoners would kill them. Bob asked the rat why he was in section G and discovered to his disgust that the vermin was serving twenty-five for multiple rapes. He also discovered that the prisoners in section G had the worse food and work. Bob returned to his bed and lay sadly on it. For the rest of the day he lay in a depressed heap. However he noticed that the prison staff in the section was female and the rat man said, “ yeah they are cheaper to employ but they are all bitch’s who hate the male prisoners and give the perks to the women.” However during the next long day in his cell Bob noticed that while the rat was thrown his food and was given very small portions he was given larger portions and got a nod smile or comment from the women. When he was returning from his fifteen minute outside exercise he noticed that his cell had written on it Bob/869945 MSV. He asked the rat what that meant and was told the letters MSV meant male safe vulnerable. The rat boasted that he was MDX that meant male dangerous sex crime. Bob realised that the wardens therefore knew about the prisoner inside and treated some better than others.

The next morning the warden serving his breakfast was a mammoth ugly woman with an immense bosom. She looked at the sad boy and said, “ Cheer up! If you like we have a much nicer cell available on the top floor. It has a view from the window and you are away from the shit!” stabbing a finger at the rat who was complaining about his spoilt breakfast. “ Of course if you want it we will want some work from you but nothing a young man like you could not handle or hate!” and she winked at him. Bob gulped as he realised that the woman had propositioned him. However he figured that he had to get away from his current situation and while she was ugly she was at least female and had a gigantic pair of breasts which appealed. So he replied” Yes please I would love to get a better cell!” She smiled and said, “ Okay I will see what I can do” and left him to wait. An hour later she returned with another warden. The second warden was an extremely attractive blonde girl with a slim muscular figure and a pert pair of breasts. They looked in at the rat and the pretty warden spat into the rats’ face and as he screamed and tried to hit her smashed him on the head with her baton. Both women laughed and the ugly one said, “ Excellent shot Sadie!” And Sadie replied “ Yes I hate shit like him. Now what have we here Gina? My he is a handsome one! Okay scum let’s move on out!” Bob was marched out of his cell and then up some steps and into another section of cells. Each of these cells was individual and set inside a small corridor. The women pushed him in and left him. Bob saw that the cell was bigger. It had a shower and toilet set to one side and a large soft bed as well as an armchair and a bookshelf full of paperbacks and yes he had a small high window with a view into the prison yard. As he looked out he realised that he was looking into the women’s side of the jail. He observed a group of women playing basketball and then noticed that some of them had seen him. They whistled and made rude gestures to him and then some of them pulled up their tops and stroked their breasts in front of him Then some of them mooned him however while Bob enjoyed the show their gestures seemed to indicate that they expected to have him soon.

Bob sat down and looked at the books, which he was disappointed, to find were all romantic fiction of the worse kind. Within the hour the large warden Gina returned and entered his cell, as she opened the door Bob saw it said – Bob/ 869945MSVUW and wondered what UW stood for. However before he could speak Gina said, “ Well do you like your new cell?” “ Yes thank you.” Then she sat on the bed and said, “ You know that you have to work for a nice cell like this?” Bob nodded and she went on “ I have checked your record very carefully and think you may be ideal for this work!” What is it?” “ Well it can be very lonely to be a straight women working here and we need friends to talk to and help us relax. On this corridor we keep a small group of men who are happy to make the lives of the female guards pleasant. Does that appeal or do you want six years with the rat?” Bob was surprised that she was so open but realised that even if he did not want to serve he had no choice as the guard’s power was frightening. Therefore he said, “ Yes I am very happy to help the female guards but I am not gay.” Gina smiled and said, “ Do not worry we have prisoners keen to serve the gay guards and women to serve the male and lesbian guards. However you will find enough female guards needing your kindness! One thing twice a week one of you toys has serve the female prisoners who have worked the hardest. The UW who has pleased the least is used for that duty so make certain you work hard to please every client!” Bob said, “UW?” “ Oh yes cute toy that is what you are until you leave here it means – For the use of women!”

Then the ugly women pushed him up and said, “ You do not need clothes in here so get naked!” Bob gulped and undressed in front of her lustful eyes. When he was naked she lent forward and grabbed his dick. As she fondled him he rapidly became hard. Then Gina pushed him on the bed and stood up. She stripped off her uniform exposing a massive fat body with a colossal pair of plump breasts. Then she jumped on the bed and started to kiss the excited boy. As they kissed she placed Bob’s hands on her large erect nipples and he gently stroked them. After several minutes she gently pushed Bob’s face down into her large wet pussy and Bob started to gently lick her. As he tongued her he could feel her getting excited and she came with a loud groan and a shudder of the hips. She pulled him up her but as he went to enter her she pushed him onto his back and said, “ House rules baby. The woman is always on top! You give head but we do not! We come when we like but you only come with permission and then you must come! We are in control!” Then he was mounted by the enormous woman and his excited penis engulfed in her moist pussy. Bob lay looking up at her repulsive face as her large body ground into him. However he was highly excited and struggled not to come. He managed to stave off orgasm until Gina had a second powerful coming on him but then realised that he was done for and shot a large load of spunk deep into her pussy. Gina on top laughed and said, “ Oh baby you did not have permission to do that! Some of the girls would send you to the female prisoners for a real hard gang bang for a mistake like that! Luckily I think it is cute to see a toy lose it but stay hard as I want more!” Then she continued to ride him her pussy rubbing his sore dick. Bob gritted his teeth and moaned as he was used but some how he managed to stay hard as Gina had her third orgasm. He was worried when she did not stop but continued to ride him pushing his hands onto her breasts and fixing her lips to his. For thirty minutes they made love and Gina came another five times as the time went on Bob became more and more excited and it was a struggle not to come at the end. Finally Gina pulled off Bob and knelt on his legs. She grabbed his inflamed erect penis in her hands and said, “ I love to watch a man shoot his load! Come for me!" The excited boy did not need any more time but exploded into her fat fingers his body twisting as he screamed his way to an exhausting orgasm.

When he had finished and was lying exhausted she let go of his sore softening penis and kissed him hard her tongue driving into his mouth. Then she got up and dressed and said, “ More house rules when you have pleased a lady you have to get up clean the room and have a shower and be ready in five minutes for another service. Go!” Bob quickly made the bed and stood under the shower as Gina said, “ Clean your dick well!” Under her amused gaze he washed himself and then returned to the bed. Gina said, “ Four minutes good toy!” then she kissed him as her hands roamed his naked body. After five minutes she stopped and said, “ I will be back soon sexy! Next house rule is that between customers you lie on the bed on your back or side legs apart so that your dick can be seen through the spy hole!” She pushed Bob away and he lay as instructed as she groped his now excited dick. Then she let him go and left saying, “ I think you will be a success here darling! Now wait for some more ladies to come and use your sexy body!” She picked up his clothes and left him alone, naked and excited.

Within ten minutes the door opened and Sadie entered the cell. She leered at the naked boy and said, “ Nice! Lie on your front baby!” Bob did as she ordered as she stripped and revealed her sexy body to him. Bob looked at her and was impressed however she said, “ face into the pillow toy!” and Bob was horrified to see that the naked beauty had a rubber baton in her hand. She leapt on the bed and pinned him down and whispered in his ear, “ I am going to rape your arse toy! You will fake enjoyment or else!” Then Bob felt the baton penetrate his anus. He twisted and screamed with pain as the large rubber object was thrust up his sensitive passage. Then he heard Sadie whisper” Now fake pleasure!” and he realised as the baton started to pump his arse that he had to pretend to enjoy his violation. Therefore the agonised boy mimicked being excited as for ten minutes his anus was abused. Then Sadie turned him over and mounted his face. He was forced to lick her tight wet excited vagina and Sadie quickly had two fast orgasms. As she used his face her slim sensual fingers groped his penis and after some time he became hard. However he was still turned off by the abuse she had inflicted on him and by her enjoyment of her power over him. But he was hard enough to serve her as she moved down his body and engulfed his dick in her tight pussy. Sadie started to ride Bob her breasts bouncing as she moved up and down his body. She used him for over twenty minutes as she had four powerful orgasms on him. Eventually she was satisfied and pulled off his excited dick. Her hands grabbed his balls and squeezed them until Bob lost his erection and screamed in pain. Sadie smiled at the broken boy as she dressed and then she spat in his face and said, “ That’s how I make love! You had better get used to serving me because I am going to use you often. If you fail I can be a lot nastier than that!” and with that ominous comment she left the violated boy.

Bob staggered up and washed and then lay back on his bed. He realised that while Sadie may be pretty her viciousness made her much worse than Gina. He worried about the other guards but he did not have long to wait as the door opened again. The woman who entered was large with a massive bosom and short lank black hair. She smiled at the worried boy and said, “ I am Linda. Yet us have some fun!” with that comment she removed her uniform and exposed her copious body. She joined Bob on the bed and started to kiss him her hands roaming his body. Then Linda pushed one of Bob’s hands onto her breast and the other onto her hairy pussy. Bob gently stroked her erect nipple as his other hand found her clitoris and rotated on top of it as he did so her hands grasped the cheeks of his backside and Bob could feel a finger slip inside his still sore passage. It was not too painful for Bob as her finger violated his passage and to his surprise he was soon extremely hard. He continued to massage her and soon her pussy was extremely wet and she came with a loud groan as his fingers pumped her large vagina. When she had finished coming she pushed Bob onto his back and immersed his erect dick in her large pussy. She started to ride him her massive body slamming into him and soon she was coming again groaning and contorting her face as the pleasure hit her. Bob felt himself on the edge and struggled to stay in control as Linda rode him. He was soon on the edge and her next coming nearly sent him over it. He begged her to stop but she shouted, “ No you sod! I want more! If you come you are going to be fed to the women inmates! Stay hard and please me!” the threat was enough to take the edge off his excitement but when she came again it took all his will to hold off. He begged her for mercy and she stopped riding him and looked down her large pussy trapping his dick. She said, “ Okay sexy you can come! Lie still and I will bring you off!” her hand reached down and Bob felt three of her fingers penetrate him and start to pump his anus. The sensation was unpleasant and Bob felt his body being moved up and down by her fingers and his dick being squeezed in her vagina. While it was not pleasant it was exciting and Bob was unable to stop himself but exploded into her. As he came she rammed her fingers deep into him and pushed his dick deep into her snatch. Bob moaned with pain and pleasure as the large woman milked his dick.

Linda pulled off him and said, “ That was fun but I want more! Use your tongue to please me and while you do that play with yourself to get hard again!” With that comment her large body moved up Bob she turned and pushed her flabby arse into his face and rubbed it against him. Then her large sticky pussy drove onto his tongue and her started to lick her off. As he did so Linda pushed his hands onto his sensitive dick and forced him to stroke himself. Then he felt her hands join his and start to massage his sore penis as he licked her sticky pussy choking on the taste of his own come as it dripped out of her snatch. It took quite a long time for Linda to come on his active tongue and when she had done so his dick was hard enough to be used. Then the massive woman moved down and engulfed his sore dick in her large pussy and started to ride him. For thirty minutes he was used by the giantess giving her several loud comings. Finally Linda seemed to be satisfied and pulled off the poor boy. She sat on his chest and fondled his penis for several minutes and took him to the edge of orgasm before squeezing his balls saying, “ Keep it in! You will need it! Sally is waiting so get ready fast!” Then she dismounted and pushed Bob to wash quickly as she dressed. As she left she said, “ Not bad! You will be popular here sexy! See you soon cutie!”

No sooner had Linda left than a middle aged thin woman entered the cell. She leered at Bob and pulled up her skirt. Bob had a close view of her pussy, as she was not wearing any panties. Sally sat on the bed and said, “ Kneel and lick me!” Bob did as he was ordered and was shocked by the foul taste of her unclean cunt as he applied his tongue to her pleasure. It took a lot of effort for Bob to give her oral satisfaction and his tongue was exhausted when she eventually came with a little scream. Sally pulled him up and said, “ let us masturbate together now!” She pushed her hands onto her pussy and as Bob stood in front of her said, “ Rub your dick!” Bob started to rub himself gently but Sally shouted, “ Now put some effort into it I want to see your hands flying up and down your cute shaft or I am going to make you suffer!” Bob did as she ordered as Sally rubbed herself and shouted advice and encouragement. As she became excited she started to swear and abuse Bob. She had a powerful orgasm then slowed down her rubbing and said, “ Now this time match my pace and when I come I want to see spunk firing from your dick!” Sally rubbed herself gently and then, as she became excited harder as Bob struggled to rub himself at her speed. He was terrified that he would not come at the same time as her and desperately fantasised about the women he had loved before prison. In particular he remembered Flo with her amazing mouth but the realisation that no women would lick him again but only demand oral sex from him reduced his excitement. To his horror he was so tied up with the depression of thinking of the sort of sex he would never have again that he missed Sally’s next orgasm and did not join her in coming. Sally slowed her rubbing and glared at him saying, “ You failure! I wanted to see spunk! As a punishment you can lick my feet. Bob knelt and removed her socks and shoes. Her feet were small and dirty and the smell choked him as he started to lick them. As he licked Sally continued to rub herself and had her forth orgasm as he finished cleaning her feet. Then Sally pulled him onto the bed and mounted his supine body. Sally slammed her pussy onto his tongue and Bob was forced to lick her as her hands roughly rubbed his tender penis. Her skirt fell down over Bob’s face and all he could see was her cunt as her foul smell invaded his nose and he struggled to please her. His dick softened in her hands but luckily she did not mind as Bob brought her to a fast orgasm. Then she moved off his face and said, “ Wimp! You wank yourself now while we please me and this time you had better come the instance I do or it’s a day of rough sex with the inmates!” Then she pushed his hands onto his tender shaft as her pussy slammed back onto him. Bob played with himself as he licked her wet pussy and as he did so he felt one of Sally’s hands seize his balls as her other hand moved and rubbed her clitoris. Luckily it took her a long time to get excited and by then Bob had manipulated his penis to near orgasm. A couple of minutes later he felt her start to come and heard her scream, “ Come now you cunt or its agony for your balls!” As her pussy slammed into his mouth he was able to come and his penis shot a small amount of spunk out. Then to his relief Sally let go of him and moved off. She said, “ six out of ten next time it had better be ten! I do not like to be disappointed by a toy! Wash and be ready you have more pleasure to give.”

When Bob had finished washing he lay on the bed and waited for the next women however he was exhausted and fell into a deep sleep. He awoke to feel his penis being rubbed and opened his eyes to saw a naked Gina leering at him her hands rubbing his semi hard penis. When she saw he was awake she said, “ Exhausting work being a love slave! However you pleased the afternoon shift. I am going off duty now but I want another session before I leave!” And with that she mounted Bob and engulfed his dick in her large pussy. Then she lent forward fixed her lips to his and ravished his mouth with her powerful tongue as her pussy pounded his penis. Bob lay to exhausted to resist as he was used however Gina did not seem to mind as she rode him and gave herself three powerful orgasms in twenty minutes. When she was satisfied she pulled off him with a laugh and fondled his erect tender penis Saying, “ Very nice my little love toy! You have pleased the afternoon shift but in ten minutes the night shift is on duty and they will want pleasing! Wash and get ready to serve another gang of women!” As Gina left the exhausted boy showered and moaned. Eight years of being used by groups of women! How was he to survive? What terrors would happen? Then the door opened and a large woman entered with a smile and Bob realised that the next stage of his sentence was about to start.

The end/start.