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 latter 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 lets 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 wardens
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 this 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 latter. 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.
