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85

Detention - 3
by Croony (albert2er@yahoo.co.uk)

***

Toby is used and abused by his form teacher Mrs. Styles 
and bumps into his headmaster. (Fm, MF, ped, reluc, inc, 
mast)

***

PART 3

Toby Johnson had a fitful sleep recalling all the things 
that had happened that afternoon.

How he’d been seduced, sucked and fucked by Mr. Gayson, 
his music teacher, while his mother had been used and 
abused by his headmaster, Adam Jones and Mrs. Smith, the 
school secretary who when Mr. Grayson left came to the 
bedroom he was in and sucked and fucked him for the rest 
of the afternoon.

He’d told his mother that he never wanted to go back to 
the headmaster’s house ever again, but he knew it was a 
lie.

The rest of the week went quietly for Toby until Friday 
when he was caught cheating at a maths test by his form 
teacher Mrs. Styles. When everyone had left the school 
Toby found himself being kept behind. He sat at the 
front of the classroom and waited until his teacher had 
finished some of her marking.

Mrs. Styles was not a good looking woman. She was in her 
mid fifties, with grey hair and a rotund figure. She 
always wore a jumper that covered her large breasts, a 
tweed skirt that covered her even larger bottom and her 
sturdy thighs. 

She stood up, walked over to the classroom door and 
locked it as well as pulling the blinds down.

‘Right young man. Drop your trousers and lean forward 
over my desk,’ she ordered Toby.

She walked behind her desk and took out a thin cane from 
one of the drawers. It was her favourite implement of 
punishment. It stung but it didn’t cause any lasting 
damage.

Toby felt her come up behind him and roll his underpants 
down to his thighs. He jumped slightly as her hand ran 
over his smooth pale buttocks. He was sure he heard her 
gasp as she caressed his bottom.

He felt her tap the cane twice on his bottom before she 
brought it down on him causing him to shriek and bolt 
upright. ‘Get back down boy and stay down. If you do 
that again I’ll double the strokes to twelve.’

Toby gripped tight hold of the desk and managed to 
remain bent over as he endured the beating.

‘Go and stand facing the wall until I tell you 
otherwise. Leave your trousers where they are,’ she told 
him. Toby hobbled over to the wall and stood as he was 
ordered. Soon the pain in his bottom gave way to a dull 
ache and he was surprised to find himself getting an 
erection. He was mortified and hoped that Mrs. Styles 
didn’t notice it. Unfortunately for Toby she did.

She carried on with her marking whilst glancing at the 
young boy’s stiff cock. Toby was willing his cock to go 
down but the fact that he was half naked in front of his 
fully clothed teacher only caused his cock to stiffen 
even more. He hadn’t noticed her standing behind him 
until she reached round and took hold of his throbbing 
erection. 

She gently started to stroke him, ‘You are a naughty boy 
aren’t you?’ she asked. 

Toby nodded. 

‘Tell me you’re a naughty boy,’ she said as she wanked 
him a little harder. 

‘I-I’m a naughty boy,’ whispered Toby, as he felt his 
mature teacher lean into him, her breasts pushing into 
his back through his school shirt. 

‘A very naughty boy indeed,’ she said.

‘M-miss, I’m going to...’

‘Yes, what are you going to do?’ his teacher asked 
masturbating him furiously now.

‘Ughhgh!’ groaned Toby as his cum flew out of his cock 
and landed on the wall and dripped down onto the wooden 
floor.

‘Clean up your mess and go,’ she said walking back to 
her desk to finish her marking. 

As Toby was walking along the corridor on his way out he 
bumped into the headmaster coming out of his office.


‘Ah, Johnson. Just the boy I need,’ he said as he 
dragged Toby back into the room. 'Mrs. Smith is away 
this week and as you are an expert cock sucker I could 
do with some relief now. Get down on your knees.’

Toby groaned as he was forced down and the headmaster 
unzipped his trousers.

‘Come along boy, suck it. You know you like it,’ he 
stated as Toby took the semi hard cock in his mouth.

Toby began to suck and he could feel the cock harden 
when the headmaster  suddenly had an idea. He took his 
phone out of his pocket and dialed Toby’s mother.

‘Susie, Hi it’s Adam. I was feeling a tad horny just now 
and luckily your son was on hand, so to speak. I thought 
it would be a shame to waste such a good hard on so I’ll 
be bringing him home. Wear something suitable won’t you? 
See you in twenty minutes.’ He hung up, pulled his cock 
out of Toby’s mouth and told him to wait by his car. A 
couple of minutes later they were on the way to Toby’s 
house.

Adam was pleased to see that Susie had dressed 
appropriately. She was wearing a white silk dressing 
gown, white fishnet hold up stockings and white high 
heels. As she led him upstairs he marvelled at the way 
the silk clung to her buttocks. ‘Come along Toby,’ he 
said. He couldn’t see the smile on Susie’s face when she 
heard that.

In the bedroom they quickly undressed, Susie wearing 
only her hold up stockings and both her son and his 
headmaster totally naked.

The headmaster laid down on the big double bed and 
ordered Toby to suck him.

‘Get me hard young man so I can fuck your mother.’

Toby once again took his cock into his mouth and sucked 
as his mother french-kissed his headmaster. Adam 
caressed the nubile young mother, playing with her 
nipples and her extremely wet pussy.

‘Okay that’s enough boy. Lie down Susie, I’m more than 
ready.’

Susie laid back on the bed with her knees up and her 
legs open. Her glistening pussy was framed by the white 
stockings she wore. The headmaster joined her and his 
hard cock slid easily into her.

He fucked her slowly at first, ordering Toby to come 
closer. ‘Wank your son!’ he ordered Susie. She reached 
out and Toby placed his hard cock in her hand.

The headmaster picked up pace and started to fuck Susie 
harder which in turn made her masturbate her young son 
faster. Toby was on the verge of cumming when his mother 
squealed and wrapped both her arms around Adam’s neck 
and her legs around his waist as she orgasmed hard. Her 
pussy tightened and started to milk the headmaster’s 
cock. 

‘Oh you bitch,’ he said as he couldn’t help himself 
shoot his cum into her sucking quim. 

Both Adam and Susie were satisfied but poor Toby’s cock 
still throbbed hard at seeing his mother so well fucked.

As they laid on their backs on the bed the headmaster 
told Toby to get up on the bed and clean his mother. 
Toby knew that he was meant to use his tongue.

He started licking his mother’s pussy and he could taste 
the sour cum and sweet pussy juices. Soon Susie was 
pushing back on his tongue then she grabbed his head and 
began to roughly fuck his face. ‘Oh God Toby, that’s it, 
just there. I’m go...oh no, oh fuck yes!’ she cried as 
she came all over his face.

‘Good boy,’ said the headmaster. ‘Now you can come and 
clean my cock!’

Soon the headmaster was hard again. ‘Those little blue 
pills work a treat,’ he thought.

‘Your turn to do the work,’ he said as he pulled Susie 
on top of him. She took his hard cock and slipped it 
between her pussy lips before sliding down on it. 

Adam pulled her towards him and started to kiss her ear 
as he slowly fucked her. ‘Toby, lube up your cock 
there’s a hole that needs filling on your mother.’

Toby didn’t need to be told twice as he took some lube 
out of the bedside drawer and lathered his cock with it 
before climbing on the bed and sliding it deep into his 
mother’s arse causing her to groan loudly. Susie rode 
the headmaster and Toby fucked his mother’s tight arse. 
Susie was the first to cum closely followed by Toby. 

The headmaster ordered her onto her hands and knees and 
he fucked her through two more orgasms before he finally 
came inside her.

As he was leaving he told Toby that he should thank Mrs. 
Styles properly for the caning she gave him. Toby 
wondered how the headmaster knew but agreed that he 
would.

The next day after school Toby stayed behind and when 
everyone had gone he approached his teacher.

She was surprised to see him and asked, ‘Is everything 
okay Toby?’

‘Err...yes miss. I err..just want to thank you properly 
for giving me my caning yesterday,’ he said.

‘Really. Well then,’ Mrs. Styles said as she stood up 
and once again went to the door, locking it and pulling 
down the blinds.

She sat back down in her chair and said, ‘in that case 
come here!’

She leaned back in her chair and eased her tights down 
to her knees. Opening her legs she pulled her loose 
cotton panties to one side. ‘You know what to do, I’m 
sure!’

Toby knelt between her thighs and pushed his face into 
his old teacher’s pussy. Mrs. Styles clamped her thighs 
together on his face as he started to lick her hairy 
pussy then pulled her tights back up trapping the poor 
boy’s head. The aroma of her sweaty pussy was actually 
turning Toby on.

Soon she was moaning and humping his face until she 
screamed out in orgasmic bliss.

She pulled him up and told him to stand  in front of 
her. She noticed his face was covered with her juices 
but she also saw Toby was sporting an erection.

‘Like that did you? I’ll have to do something about 
that,’ she said undoing his trousers and easing his zip 
down. Toby’s hard young cock popped out and she took it 
in her hand, slowly stroking it.

‘We can’t have that going to waste, can we,’ she said as 
she pulled her tights and knickers down around her 
ankles. ‘Come here,’ she said pulling Toby by his cock. 
Toby stepped over her underwear as she rubbed his cock 
up and down her pussy lips. ‘Fuck me boy and fuck me 
good,’ she exclaimed.
Toby pushed himself fully into her eliciting a groan 
from his teacher. He was surprised to find how tight she 
was. 

As he started to fuck her she started to talk dirty. 
This shocked Toby as he’d always thought of her as 
rather straight laced.

‘That’s it boy, fuck your old teachers pussy.’

‘Oh God, I’ve not had a hard cock in me in ages. My dull 
husband can’t get it up.’

‘I’m going to keep you back in class more often. That’s 
it fuck me and give me your cum.’

She pulled up her jumper and eased her huge breasts out 
of her bra then started playing with her nipples. Toby’s 
cock got bigger at the kinky sight before him.

Toby banged away at his old teacher causing her to have 
mini orgasms as she built up to her final one. ‘That’s 
it. Oh God, I’m nearly there. Keep fucking me,’ she 
screamed. Toby could feel his loins throbbing and he 
hoped he could hold out until she had hers. Mrs. Styles 
now had both hands on his buttocks as she pulled him 
tightly to her, her breasts bouncing in front of him. 

Her middle finger sought out his little hole. ‘Oh God,’ 
thought Toby. She slid her podgy digit into him to the 
first knuckle which caused Toby’s to groan. ‘Like that 
do you?’ she smirked.

Suddenly her pussy closed tightly around his throbbing 
cock and she let out a scream as she came and at the 
same time she pushed her finger fully into his arse. 
Toby ejaculated into her seconds later.

Toby slipped out of his teacher and was surprised to see 
his cock was still rock hard. So was Mrs. Styles. 

She leaned forward and took hold of his cock 
masturbating him.

‘You are insatiable,’ she said her fist pounding up and 
down his shaft. ‘Mrs. Turner is going to want to see you 
when I tell her what you are like. She’ll probably put 
you over her knee and spank you before she fucks you!’

Toby groaned at the thought of his middle aged English 
teacher doing that to him. 

This triggered his second orgasm and he gushed his cum 
all over her fingers.
After they had cleaned up a tired and drained Toby made 
his way home.

The Headmaster was sitting at home drinking a large 
glass of red wine and listening to Vivaldi when the 
telephone rang. It was Susie Johnson asking if she could 
pop over. She didn’t say why and a curious Adam agreed.

Half an hour later she turned up and asked if she could 
use his bathroom. Adam nodded and went back to sipping 
his wine. Ten minutes later she returned and Adam looked 
on in amazement.

She had her blonde hair in bunches, she was wearing 
light blue eye shadow and pink lipstick. It was how she 
was dressed that intrigued Adam. She was wearing a tight 
white blouse that was tied under her bra-less breasts 
allowing her hard nipples to poke through the fabric, a 
tiny pleated grey skirt and an old school tie of her 
son’s. On her legs she had pale grey hold up stockings 
and grey high heel shoes.



She looked at Adam and lisped, ‘Headmaster, I seem to 
have been a very naughty girl and forgotten my panties.’ 
She emphasised this by lifting up her short skirt to 
reveal her cleanly shaven pussy.

‘Do you think I need to be spanked?’

She was happy to see the bulge in the headmaster’s 
trousers...

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The author does not condone child abuse, this story is 
meant as an erotic fantasy not depicting anything in 
real life. Anyone acting out such scenarios in "real 
life" can look forward to many unproductive years 
getting it up the butt by a fellow convict in their 
local prison system.
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Kristen's collection - Directory 85