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Trouble for Toby - 4
by Croony (albert2er@yahoo.co.uk)

***

Toby has to satisfy the chairman of the school governors 
and his wife as well as the school's gym mistress's 
bisexual lover. (Mm, Fm, ped, bi, oral)

***

Part 4

Life got back to normal for Toby. His aunt would milk 
him in the morning, his headmistress or the matron at 
lunchtime and his aunt would have her fun with him when 
he got home and before he went to sleep.

That was until one Wednesday when he went as directed by 
Mrs. Atkinson, the school secretary, to the 
headmistress's study at lunchtime.

He knocked on the door and waited. This time it was 
opened by a tall thin gentleman in his early sixties who 
Toby recognised as the chairman of the school governors. 
When Toby entered the door was closed and locked by his 
wife, a comely woman in her late fifties who was 
standing behind Toby. 

The man had grey hair and wore a grey suit while his 
wife had what looked to be dyed blonde hair and was 
dressed in a smart cream blouse and black flared skirt. 
She was a good looking woman with huge breasts. Toby 
couldn't help but stare at them.

'The headmistress has told us of your routine Jones,' 
said Mr. Brown. 'And my wife thought she would like to 
help you with your problem as well.'

Mrs. Brown looked at Toby and licked her lips. Her 
husband noticed. 'You can have him in a moment darling 
but first he has to do something for me,' he said as he 
started to lower the zip on his trousers.

Mrs. Brown took Toby by the arm and walked him over to 
where her husband was standing. 'Kneel down boy,' she 
said.

Toby did as he was told just as Mr. Brown flopped out 
his flaccid cock.

'You know what to do, I believe,' he said. Toby leaned 
forward and took the soft cock in his hand and began to 
stroke it. He licked the head of the cock as it started 
to rise. Soon he was pumping it in his fist. 'S-suck 
it,' ordered Mr. Brown while Mrs. Brown stepped up 
behind Toby and took his head in her hands.

'Let me see you take my husband's cock in your sweet 
little mouth young man.' she said. Toby groaned as he 
opened his mouth wide and sucked down Mr. Brown's cock 
causing the older man to groan.. 

Toby's head bobbed up and down on the now hard cock. 
'Faster!' he heard him say. Mrs. Brown grasped Toby's 
head again and pushed and pulled it until her husband's 
stiff cock was pistoning in and out of the schoolboy's 
mouth.

'I-I'm cumming darling, keep going!' he cried as his cum 
erupted and flew down into Toby's throat. 'Don't swallow 
it,' his wife told Toby. 'Keep it in.'

She then turned Toby's head and kissed him full on the 
mouth and sucked her husband's sperm into her own before 
swallowing.

'My turn now,' she said as she pulled up her navy blue 
flared skirt and sat on the headmistress's desk. Pulling 
her black silk panties to one side she exhibited a clean 
shaven pussy. 'Come on boy, you know what to do. Don't 
be shy,' she said as she unbuttoned her blouse and 
hoisted her large breasts out of her satin bra.

Toby leaned over and placed his head between her thighs 
as she pulled her skirt down covering his upper body.

Toby began to lick and suck on the older woman's pussy. 
Suddenly he felt hands undoing his trousers. His zip was 
pulled down and his trousers and underpants were pushed 
to his ankles. A hand began stroking his cock and balls. 
He started to get hard. 

Toby moaned into the older woman's pussy as her husband 
slowly masturbated him. Above him he could hear Mrs. 
Brown's shouts of encouragement as she played with her 
stiff nipples. Suddenly he felt his head being pushed 
harder into her thighs through the skirt as she fucked 
his face until she finally had her orgasm.

As she slid off the desk Mrs. Brown noticed Toby's big, 
hard erection. 'Mmmm, that looks good enough to eat. 
Should we?' she asked her husband who lifted Toby up and 
laid him on his back on the desk.

They both took it in turns licking and sucking Toby's 
cock and balls which soon had the young boy moaning. 
Mrs. Brown leaned over Toby and dangled her breasts over 
his face while her husband carried on sucking him.

'As you can see we both love hung young boys like you. 
We're going to have you over for the weekend where we're 
going to have a lot of kinky fun together. My husband 
and I love rubber and I'm sure you will love what we are 
going to do to you,' she said before lowering her 
breasts to his eager mouth.

Toby had just begun to suck on the erect nipples when he 
groaned and shot his load into her husband's eager 
mouth. Toby straightened himself up and left the study 
to go to have his lunch.

Two days later Toby's Aunt Margaret received a phone 
call from her friend Julia, his headmistress.

'I've got everything,' she said. 'Got what?' asked 
Margaret. 'The clothes for next weekend for when he 
visits Barbara Braithwaite and her girlfriend,' the 
headmistress responded.

Aunt Margaret had forgotten about Toby visiting the gym 
mistress and her partner.

'You do remember don't you? It's Eileen's fiftieth 
birthday and Toby is to be her present, Dressed as a 
schoolgirl!'

'Err, I forgot actually and I'm not too sure if I'm at 
all comfortable with it if I'm honest,' questioned 
Margaret.

'Don't worry, nothing untoward will happen to him. 
They've agreed that you can stay while he's there. 
They'll give you a large glass of wine so you can watch 
television or read. They only want him for an hour,' 
confirmed Julia.

'Oh well. I suppose.'

'Excellent, I'll be over Saturday morning to get him 
ready,' said Julia before Margaret could change her 
mind. Then she hung up.

***

On Saturday morning Toby wasn't milked in preparation 
for his visit to the lesbian gym mistress and her 
bisexual girlfriend. Julia called over at ten o'clock 
and by noon he was ready. His blonde hair was done up in 
bunches, he wore a crisp white school shirt tied to just 
before his chest in a bow, wearing his school tie tied 
short, a short pleated grey skirt and white bob socks 
with trainers. He had a light coating of lipstick and he 
looked like a cute little flat-chested schoolgirl. Even 
his cock inside of his tight white cotton panties was 
starting to swell.

'Time to go I think,' said his Aunt Margaret as she led 
Toby to her car for the journey across town. He sank 
down in the car seat all the way and luckily they didn't 
have to wait long before Miss Braithwaite answered the 
door. She was dressed in a pair of shirts and a polo 
shirt. Margaret thought she must be the dominant one as 
she looked at her muscley arms and legs. She was a good 
looking woman, she thought, but not especially pretty. 

Once inside Aunt Margaret was settled and Toby was taken 
upstairs to see Eileen who was laying on their big 
double bed wearing only her tan coloured hold up 
stockings and her nude coloured shoes. 

'Wow, you really are a cutie! Come and lie down here 
with me,' she said.

Toby climbed on to the bed and was forced down on his 
back. The older lady began to run her soft hands over 
his face, chest and his bare flat tummy.

'What shall we call you?' she asked as her hand dropped 
down onto his knee. 'We can't call you Toby.'

Her hand slip up his thigh under his pleated short skirt 
and onto his cotton pantie clad crotch. She rubbed his 
swollen cock through his knickers.

'I know, we'll call you Slut!' she stated as she 
squeezed his hard cock. She leaned over him and kissed 
him deep on his mouth, her tongue seeking his as she 
freed his cock and started to slowly masturbate him. 
Toby groaned into her mouth.

She broke from the kiss and exclaimed, 'I must have some 
of this,' as she peeled his panties off and threw them 
on the floor beside the watching Miss Braithwaite.

Eileen dipped her head and swallowed Toby's cock deep 
into her mouth. 'Mmmm, I've not had one of these for a 
long time. Not a real one,' she murmured while sucking 
on his hard meat. 

The older woman licked and sucked Toby's hard cock like 
it was her first ever taste. She could feel the young 
boy's cock swell and knew he was ready to cum.

'Give it to me Slut,' she said as she wanked him hard. 
Toby groaned as the first blast hit her large chest. She 
pulled his cock back into her mouth and took the next 
three blasts down her throat as she sucked him dry.

'Oh god! I loved that!' she exclaimed and she lay back 
on the bed stroking Toby's still hard erection.

Aunt Margaret was sitting down stairs with her glass of 
white wine and trying to read her book but could hear 
Toby's moans and cries as he orgasmed. She wondered what 
they were going to do to him next.

Toby didn't have to wait long to find out. 'Fuck me 
Slut. I need this big hard cock in me now!' Eileen 
ordered.

Toby positioned himself between her thighs and he rubbed 
the head of his cock between her pussy lips. He looked 
down at the older woman and realised she was quite 
attractive. Blonde hair to her shoulders cut into her 
face, large breasts with huge nipples and a reasonably 
flat stomach. He knew it wouldn't be hard to maintain an 
erection with her.

'Stop teasing and push it innnnnn!' she cried as Toby 
slipped his cock deep into her tight pussy walls. 'Oh 
God, that is so good. Fuck me Slut!'

Toby began to thrust into her until he found his rhythm. 
'Pull her skirt up!' ordered Miss Braithwaite who was 
standing to the side of Toby brandishing a leather 
strap. 'Arrgghh!' cried Toby as the strap bit into his 
bare bottom.


'Keep hitting him Barbara, I'm sure his cock just got 
harder!' exclaimed Eileen. Toby humped Eileen as the gym 
mistress struck his arse with the strap.

Downstairs Margaret could hear everything that was 
happening and nearly went upstairs to put an end to it 
but she realised that Toby had not called out for help. 

Oh God I'm cumming,' gasped Eileen as her pussy gripped 
Toby's tool and they both erupted in orgasm at the same 
time.

No sooner had he gotten his breath back than he was 
hauled off the older woman by the gym mistress and told 
to go downstairs and leave. As he walked out of the 
bedroom he saw Miss Braithwaite dive between her lovers 
thighs and start sucking Toby's cum from the overflowing 
pussy.

The ride back home with his aunt was quiet. When they 
went inside he rushed straight upstairs to undress and 
to put on some boys clothes. 

'When you come down we'll have some tea then you can 
tell me all about it!' shouted his aunt.

Toby groaned as he knew what that would mean.

***

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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 83