Eyl 14, 2018 // By:analsex // No Comment
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Adam Jones had just finished screwing the school
secretary over his desk.
Adam was the headmaster at a prestigious boys school in
London He was in his mid fifties, tall, slim and
handsome in a boyish type of way.
Cheryl Smith was in her early forties, also tall and
quite curvaceous. She was married with no c***dren and
had been fucking her boss for over a year.
As they dressed they made polite conversation. ‘Did you
hear about young Johnson?’ she asked the headmaster.
‘No, who is he and what’s it about?’ replied Adam.
‘It’s rumoured that he was f***ed to suck off one of the
senior boys after gym last Monday. The PE teacher made
him do extra training for next week’s cross country
tournament so he was alone in the shower room when the
older lads came in from rugby practice. Apparently he
sobbed the whole time but swallowed the boys cum and had
a hard on all the while!’
‘Is he worth looking at to maybe have some fun with?
asked the headmaster.
‘Oh, he’s very cute. I should think so,’ replied Cheryl
as she was pulling her tight skirt on over her hold up
stockings and thong.
‘He’s also on a bursary and if it is true he would have
to leave the school,’ she added.
‘Do I know his parents?’ the headmaster asked.
‘Parent, he lives with his mother. A one parent f****y.’
‘What’s she like,’ asked Adam a thought twirling through
Cheryl could see where this was going and painted a
glowing picture of Ms. Johnston. ‘Slim blonde in her
early thirties. I’ve met her at a couple of school
meetings,’ she said. ‘She certainly gets the older boys
hot under the collar. ‘Is she someone we could play
with?’ he asked. ‘Oh I think so.’ replied Cheryl. ‘Ring
her and ask her to come in to see me after school, say
Thursday could you,’ said the headmaster with a knowing
Susie Johnson was waiting outside of the headmaster’s
study on Thursday when Mrs. Smith beckoned her to enter.
Adam thought she was indeed a rather attractive young
woman who had dressed in a short skirt and wearing a
tight white t-shirt which accentuated her small round
breasts. Her blonde hair was tied back in a pony tail
and she looked a lot younger than she was.
‘Thank you for coming Susie, is it alright if I call you
Susie?’ the headmaster asked as he walked towards her
offering his hand. Ms Johnson just nodded and shook it.
‘You’re probably wondering why we’ve asked you here?’
Adam put his other hand on Susie’s shoulder and paused
until Susie answered in the affirmative.
He then explained the situation to her, and kept his
hand on her shoulder to comfort her.
‘So as you can see we have no choice but to expel your
son,’ he stated.
‘Oh no, please. You can’t do that,’ pleaded Susie
‘Unfortunately we have to, unless…’ he said.
‘What? What can be done?’ asked an anxious Susie.
‘Well that’s down to you!’ the headmaster said as his
hand slid off her shoulder and on to her right breast.
It remained there until Ms Johnson grasped what he was
‘N..no, I..I can’t,’ she said as her hands went to
remove his. She hadn’t realised that Mrs. Smith was
standing right behind her until she felt her hands
grabbed and pulled behind her.
‘Unfortunately you have no choice, my dear,’ said the
headmaster in a devilish tone. Mrs. Smith leaned closer
and whispered, ‘you might even enjoy it!’
‘W..what are you going to do?’ Susie asked nervously.
She had an idea when the headmaster pulled her t-shirt
out of her skirt and Mrs. Smith began to unbutton it
from behind before it slid to the floor.
Adam began to caress her breasts while Mrs. Smith with
one hand still holding Susie’s wrists expertly undid her
bra allowing the headmaster access to Susie’s naked
‘Oh God,’ cried Susie as the headmaster lowered his head
and took one of her large erect nipples in his mouth.
Mrs. Smith used her free hand to stroke the front of
Susie’s shiny white silk panties.
Susie moaned as the older couple kissed, sucked and
stroked her body. When Mrs. Smith kissed her neck and
she slid two fingers into her pussy she lost it
completely and came as the headmaster gently bit into
‘There, I told you that you would like it,’ said Cheryl
as she pushed Susie down to her knees by her shoulders.
‘Now it’s our turn,’ she said as the headmaster unzipped
his trousers. Susie gasped as she saw the headmaster’s
thick eight inch hard cock appear from beneath his boxer
He walked over to where Susie was kneeling and ordered
her to suck it. In a trance she took it deep in her
mouth. ‘Get it hard so I can fuck you properly,’ he
While Susie was sucking the headmaster’s cock Cheryl was
slipping off her thong. She slipped a finger over her
shaven pussy and moaned at the thought of Susie’s tongue
licking her to orgasm.
She hopped up onto the headmaster’s desk and as soon as
he was ready he led Susie over and told her to bend
over. Cheryl grabbed her hair and guided Susie’s face
between her open thighs. ‘Lick!’ was all she said. Susie
began to lick and she could feel the headmaster rubbing
his hard cock up and down her pussy lips.
She moaned into Cheryl’s pussy as the headmaster slid
his cock home.
Her groans were muffled by Cheryl’s pussy as the
headmaster pounded her hard from behind. Adam watched
the young lady’s bottom wobble as he fucked her and
decided he had to have it. Cheryl sensed what Adam was
going to do so she wrapped her stocking clad thighs
around Susie’s neck pinning her to her sopping wet
When Adam was sure his cock was well lubricated with
Susie’s juices he pulled out and quickly pushed it up
against her arsehole. Susie guessed what was about to
happen and shook her head trying to get free and shouted
a muffled ‘Nooooo’ which nearly caused Cheryl to cum but
when he slipped his cock deep into Susie’s arse her
scream sent Cheryl over the top and she came all over
the younger woman’s face.
Susie started moaning as the headmaster’s cock slid in
and out of her backside. Cheryl slid off the desk and
knelt down beneath them. She began stroking Susie’s
pussy lips as Adam shagged her arse. ‘Oh God.’ moaned
Susie. She groaned even harder when Cheryl slid two
fingers into her pussy and exploded when the older woman
sucked hard on her clitoris. This caused her hole to
tighten and the headmaster to shoot his load deep into
After they had straightened themselves up the headmaster
explained that they were going to have to speak to Toby,
her son, and get his side of the story. He also went on
to say that her son may need to be punished.
As she was leaving the headmaster told Susie that they
would need to see her again soon. What they didn’t see
was the smile on Susie’s face as she closed the door and
The next day Toby Johnson was summoned to the
headmaster’s office by Cheryl. He was told to enter and
saw them waiting for him.
‘Ah Johnson, so good of you to come,’ said the
headmaster. ‘I hope you don’t mind Mrs. Smith being here
but I felt it wise.’
Adam went on to tell Toby what Cheryl had heard and
asked for his views on the situation. Toby explained
what had happened.
‘Did you enjoy the experience?’ asked the headmaster.
Toby looked aghast and tried to answer. ‘I..I..err..’
‘I heard you had an erection while you swallowed the
senior boy’s jism,’ the headmaster countered. Toby hung
his head in shame.
‘You’re a naughty boy Johnson and you need to be
punished.’ The headmaster nodded at Cheryl who
approached Toby and said, ‘let’s get you ready shall
we?’ as she started to undress the now nervous boy.
‘W..what are you going to do to me?’ he asked ‘Oh you’ll
see,’ replied Cheryl as she stripped him.
Soon Toby was naked and standing with his hands in front
of his crotch.
‘Put your hands on your head Toby,’ asked Mrs. Smith
nicely. ‘Do it!’ barked the headmaster. Toby’s hands
flew up to his head giving the older couple a good view
of his flaccid prick.
‘Come here!’ said the headmaster walking to the center
of the room. Toby did as he was told and when he was
told to kneel he did.
The headmaster took hold of his trouser zip and slowly
lowered it in front of Toby. He took out his cock and
slowly stroked it inches from Toby’s face.
‘You seem to like sucking cock and swallowing cum so
let’s see what you can do with this.’
Toby leaned forward with his hands still on his head and
took the headmaster’s stiff cock deep into his mouth and
started to suck it.
‘Oh, he’s a natural, Mrs. Smith,’ the headmaster stated.
‘Put your hands by your side,’ Toby was told. The
headmaster then took the boy’s head in his hands and
face fucked him hard. Toby could feel the older man’s
cock expand in his mouth and knew what he had to do.
Soon the headmaster’s cum was flowing down his throat as
he fought to swallow it all.
Satisfied the headmaster pulled out and tucked himself
back in his trousers.
‘I think it’s correct what they say Mrs. Smith,’ said
the headmaster as he saw that Johnson was sporting an
erection. ‘Maybe you can do something with that?’
Toby was told to lay on his back on the carpet while
Cheryl hoisted up her tight skirt and removed her soaked
black thong. She straddled the prone boy, took his five
inch cock in her hand and guided it into her pussy as
she sank down on it. He wasn’t as big as the headmaster
but it fit nicely as it had a bit of girth. It didn’t
take long for Toby to shoot off inside her but Mrs.
Smith kept riding him until she had at least two orgasms
and Toby came again.
Toby was told to dress and expect another summons.
A week later Susie Johnson walked into the headmasters
office. She was wearing a little black dress, stockings
and high heels. Since she’d had the call from Mrs. Smith
to attend another meeting regarding her son she had been
looking forward to seeing the headmaster and Cheryl
‘Why, Ms Johnson, you look delightful,’ commented the
headmaster. Susie blushed and said thank you. Behind
her, naked, tied to a chair and gagged was her son.
‘Maybe you’d like to take your dress off so it doesn’t
get stained,’ said the headmaster. ‘Mrs. Smith why don’t
you help Susie get ready for today’s punishment?’
It was only when Susie turned towards Mrs. Smith did she
see the mature school secretary kneeling down and
stroking her restrained son’s hard cock.
‘Oh, my God, what is he doing here?’ screamed Susie.
‘All part of your punishment my dear, do hurry and
undress so we can start,’ said the headmaster. Mrs.
Smith went up to Susie and started to unzip her dress.
‘Oh please no. Not in front of Toby,’ she pleaded. Mrs.
Smith continued to ease the dress from her shoulders
until she was standing in her black half cup bra, tiny
black silk panties and black stockings held up by a
black satin suspender belt. In her high heels she looked
like a porn star and Toby couldn’t take his eyes off his
mother. He was sure his cock got even harder.
Cheryl took hold of Susie’s arms so she couldn’t cover
herself up and turned her to face her son. They heard
the sound of the headmaster’s zip being lowered as he
walked towards Toby. With his half hard cock in one hand
he pulled down the young boy’s gag with the other. ‘Show
your mother what you are good at boy and suck me hard so
I can fuck her.’
‘Nooo,’ moaned his mother as Cheryl plunged her hand
into Susie’s panties and found that her pussy was
dripping wet. Cheryl continued to stroke her pussy as
Susie watched her son fellate the headmaster. Cheryl
pushed her to her knees and spread her own legs. She
pulled her thong to one side and pulled Susie’s face
hard between her thighs.
Toby watched as his mother licked Mrs. Smith, the school
secretary, to orgasm as he sucked on the headmaster’s
now hard cock. As soon as Cheryl let out a long groan of
satisfaction the headmaster pulled his cock out of
Toby’s mouth and both he and Mrs. Smith marched Susie
over to the headmasters desk where they pushed her
gently over it so she was lying on her back.
Cheryl grabbed hold of her black silk panties and drew
then down her thighs and off. She couldn’t help but push
her face into Susie’s freshly shaved pussy and lick her
clitoris until she was moaning with pleasure. ‘I think
she’s ready for you now headmaster,’ she said as she
stood up and walked over to Toby.
The headmaster was as hard as he’d ever been after
watching that and without a pause slid his cock deep
into Susie who groaned and wrapped her stocking clad
thighs around the headmasters back.
Mrs. Smith slowly stroked Toby’s cock as he watched the
headmaster fuck his mother. She took the black silk
panties and rubbed the crotch under his nose. ‘Oh Toby,
I think your cock just got harder. Do you like the smell
of your mother’s pussy?’ she asked. Toby could only
groan as Mrs. Smith masturbated him. He watched as the
headmaster fucked his mother hard and when she squealed
as she had a huge orgasm Toby came all over Mrs. Smith’s
By now the headmaster was pounding Susie through another
orgasm when he felt his balls tighten and twenty seconds
later he unleashed his cum deep into Susie whose pussy
walls milked him dry.
Mrs. Smith untied Toby releasing his gag and walked him
over to where his mother was lying. ‘You like cum so
much why don’t you clean your mother up?’ she said
pushing Toby’s face into his mothers pussy.
Toby began to lick his mother as Mrs. Smith held his
face in place. He could taste the headmaster’s cum as it
seeped out of her pussy.
‘Noooo,’ groaned his mother as she realised what was
happening. ‘Oh God.’ she exclaimed as another orgasm
started to build.
‘Aaarrgghh.’ she cried as her orgasm hit and she clamped
her legs tight around her son’s head.
Cheryl pushed Toby down on the carpeted floor, his
erection sticking up. ‘Oh I think you liked that didn’t
you Toby?’ asked Mrs. Smith.
Susie looked down to see her son on his back on the
floor with his hard cock bobbing up and down.
‘Come on,’ said the headmaster as he lifted Susie of his
desk, ‘We’re not finished with you yet!’
Both he and Cheryl dragged her over to where Toby lay
and f***ed her to straddle her son. ‘Nooo, please. This
isn’t right. Oh my God,’ she cried as she was f***ed
down on to her son’s cock. Automatically she began to
move her hips.
‘That’s right, go on, fuck him.’ ordered the headmaster
as he held on to her.
Soon she was riding her own son without the headmasters
help. ‘Oh God, fuck me darling, fuck mummy. Oh no, I’m
cuuuuummminngg!’ she shouted as she picked up pace.
‘M..M..Mum, I..I..’ stammered Toby as he shot his spunk
into his mother’s pussy. Susie rode him to one more
orgasm until she collapsed on top of her son, smothering
him with kisses.
After they had dressed and left the headmasters office
hand in hand Cheryl turned to the headmaster and said,
‘look at what we may have started!’
‘Yes.’ said the headmaster. ‘I’m sure they will be a lot
closer in future. You know, watching that has made me
‘Me too,’ answered Cheryl as she slipped off her thong
and the headmaster removed his trousers. ‘Lie down. I
want to ride you,’ she said.
As she was fucking the him she said, ‘I’m thinking of
buying a strap on,’ ‘Dear god,’ said the headmaster.
‘What on earth for?’
‘Well Toby has got such a cute little bottom I could
bugger him senseless with it,’ she said.
Just then both of them came imagining it!
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