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Subject: {ASSM} Ann the Hapless Babysitter Goes on a Picnic
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Ann the Hapless Babysitter Goes on a Picnic

by Jailbait


Even as she was getting ready, Ann couldn't believe that she had
agreed to do this after what happened before. The humiliation
that Amy aged 10, Chucky aged 8, and even Chad at just 5 had
subjected her to the last time, had kept her awake most of the
night. Yet here she was, getting ready to take all three of them
on a picnic.

She already had on her matching white bra & panties, and her
flesh tone pantyhose would

be going on next. Also on her bed ready to be put on was one of
her long summer dresses. It had a blue floral pattern on white,
with a row of 8 large white buttons. Ann carefully fastened all
the buttons and looked at herself in the mirror. She thought she
looked smart, and well covered as the dress was high necked, long
sleeved, and reached to just below her knees -- for her, a short
length. "Nothing too flowing after last time," she thought with a
shudder.

She slipped on a pair of flat white shoes and reluctantly went to
the house next door. She could hear the children while still on
the road and wondered if she could tell them she wasn't feeling
well and the picnic is canceled. Chad, dressed in just a red T
shirt, came scampering down the path to meet her.

"Not wearing trousers today," he said proudly, then dashed back
indoors where his mother was waiting with his shorts.

Amy waited at the open doorway for Ann.

"You like the way I'm dressed, don't you?" insisted Amy.

For some reason, even though Amy was 7 years younger than she,
Ann found Amy to be very intimidating. "Very nice," said Ann
positively, as she looked at Amy, who was dressed in a white
blouse that was tied up under her virtually non-existent breasts.
Her uneven length cut of jeans, held up with a bright red belt,
had both rear pockets torn off so that they hung down like flaps.
A pair of white trainers with short white socks completed her
outfit.

"Ann likes the way I'm dressed!" Amy shouted through to her
mother.

"It wasn't just that," came the harassed voice from the kitchen,
"it's just that I wished you'd have said something before cutting
the legs off your new jeans."

"If you'd bought cut-offs I wouldn't have needed to," countered
Amy.

"No dear," said her mother, who had been through this argument at
least four times already today.

Amy tied her shoulder length hair back into a pony tail and urged
the two boys to get a move on. Chad, closely followed by Chucky,
who was carrying a softball and a bat, burst out the door, almost
knocking Ann over.

"Come on Mom," whined Amy. "We're ready to go."

Her mother eventually appeared and, after exchanging pleasantries
with Ann, handed her a full picnic basket, wished her good luck,
and went back inside and shut the door.

The spot where they had decided to picnic was only a leisurely
walk directly opposite Amy's house. It started as a small track
amongst some overgrown bushes and brambles that eventually opened
up to a large grassy area with a small river.

They all set off along the track with the boys slightly in front.

"You seem very overdressed for such a lovely hot day," said Amy.
"Wouldn't you have been more comfortable in a nice short skirt
and loose top?"

"No, not at all," said Ann, her cheeks immediately taking on a
red hue. "I much prefer long skirts."

"Long skirts get torn very easily," said Amy, "as you found out
the other day."

"That was so humiliating, when you all ganged up on me," said Ann
softly.

"But you enjoyed it, I could tell, and don't forget the little
game with you as baby," grinned Amy, "that was really funny. I
hope we get to play a game like that today."

I hope we don't, thought Ann miserably.



When they got to the clearing, Ann felt quite cheery as the
children went to play with the bat and ball, while she lay back
on the grass. Ann was so tired that she dozed for a moment, until
Chad suddenly bounced astride her stomach, startling her wide
awake.

"Ball in the nasty bushes," he announced, with his face inches
from her.

"What do you mean?" asked Ann.

"Ball in nasty bushes," he repeated, only louder this time.

Amy by now had wandered over with a face like thunder.

"Chucky threw the ball into the brambles when I told him it was
about time someone else had the chance to bat," said Amy.

"Can't you get it back," Ann suggested helpfully.

"We can't," said Amy, "but you shouldn't have too much trouble."

"Why won't I have too much trouble?" asked Ann with surprise.

"Because we'll get scratched to hell, we haven't got tons of
clothes on like you."

"Can't we just leave it," suggested Ann. "I can get you a new one
tomorrow."

Chad, who was still sitting astride Ann, grabbed her breasts as
convenient hand holds and started to bounce up and down.

"Get ball back! Get ball back! Get ball back!" he chanted while
continuing to squeeze her breasts to keep his balance.

"I'll try," surrendered Ann, "but you'll have to let go of --
of..."

"Chad!" said Amy sharply. "Let go of Ann's tits, or we'll never
get our ball back."



Chucky had made a half-hearted stab at getting the ball back by
reaching with the bat, but he wasn't that bothered about playing
any more if he wouldn't be batting.

Ann could see the ball straight away. She could also see the
vicious thorns that were poised to attack her as she tried to get
it.

"I'm sure I can't get it," said Ann, as she looked again at the
wild thorny barbs.

"I suggest you try," said Amy darkly, "unless you want Chad
swinging on your tits all afternoon."

With that sobering thought in mind, Ann started carefully to
tread the brambles down to reach the ball. Her pantyhose started
to snag with the first step, slashing the fragile material near
her ankles into holes and drawing spots of blood. The nearer she
got to the ball the higher the brambles were, so by the next step
the holes in her pantyhose were above the knees. Ann grimaced in
pain from the painful scratches being inflicted on her soft white
skin. She eventually was near enough to reach the ball but the
reaching down cost her a three inch tear in the sleeve of her
dress, and a one inch cut in her skin beneath. As she slowly and
carefully rose up with the ball, her hair became entangled,
making her look even more disheveled.

On turning around to toss the ball back towards the children, Ann
could feel her dress was hooked. As she took a step forward there
was the ominous sound of the fabric ripping behind her. Her white
panties now peeked out through a small gash in the seat of her
dress. Slowly she took another step towards the children, the
tear across her rear end getting longer as she eased herself
clear of the bushes.

When Ann finally got free of the bushes she could hardly believe
the amount of cuts and rips she had in her pantyhose and dress.
"It seems to cost me a set of clothes every time I baby-sit these
children," she thought, shaking her head.



When they got back to where they had left the picnic basket, Amy
decided they should play a different game.

"We're going to play doctors and patients," said Amy, "and being
as Ann is genuinely injured, she should be the patient."

"What does the person playing the patient have to do?" Ann asked
cautiously.

"Nothing. Just lie back quietly on the grass, while Doctor Amy
carries out her examination of the patient," answered Amy.

"That will suit me fine," said Ann, as she stifled another yawn.

"For the examination, removal of all the patient's clothing will
of course be compulsory," added Amy, grinning broadly. "That's
rule number one."

"Who decided on that as a rule?" protested Ann.

"The doctor with photos of the patient at seventeen years old and
still wearing diapers did, she makes all the rules, and they are
followed, or else," said Amy menacingly.

"Where do you want me to begin?" asked Ann, resigning herself to
her fate.

Deep down she felt the excitement starting to gently stir.

"We do the undressing," replied Amy. "Unbutton the patient's
dress please, Chucky."

Chucky nervously reached for the top button, his hands visibly
shaking so much he couldn't get the first button to release. Ann
reached up with both hands as if to prevent him from undoing the
front of her dress, but she merely gently clasped his wrists to
steady his hands as he pried the first button apart. By the time
he had confidently opened the third one, Ann had released her
grip on him and even gave what seemed to be a fleeting nod of
approval. The rest of the buttons were quickly undone by the now
confident Chucky.

Amy knelt down and flicked both sides of the dress open to reveal
Ann's bra, pantyhose, and panties.

"Chad, you can remove the patient's shoes and pantyhose."

Ann, now resigned to her humiliation, kicked her shoes off
herself. Chad grasped the waistband of the pantyhose and tugged
with all his might but they wouldn't budge.

"Chucky, give Chad some help," said Amy, "and if you could lift
your bottom a bit higher, miss."

Ann thought that the miss on the end made her feel like a young
child.

With both boys pulling, Ann felt her pantyhose start to slide
rapidly down her thighs.

"They're pulling my panties down as well," said Ann with alarm as
she felt the grass on her bare bottom.

"How else are we to get them off, miss?" queried Amy.

"When you said I would be having all my clothes removed," Ann
said weakly as she sat up and looked down at her open dress, with
just her bra underneath, "I just didn't think you really meant
it."

"We did mean it miss," said Amy, "the rules are very clear on
patient's clothing, every item must be removed."

"I'm sorry if you thought I was trying to cheat," said Ann with a
hint of sarcasm, which went over the children's heads.

"Now if you could just stand up, miss, so we can remove your
dress and bra."

"Someone might see," said Ann looking fearfully around.

Amy shrugged her shoulders and started to pull at Ann's arms. She
stood up in a semi-crouch with her dress flapping open. Chucky
stood behind her and pulled her dress down her arms and slid it
completely off. Amy unclipped Ann's bra and, after removing it,
dismissively tossed it some distance away.

"You may lie down," said Amy, "on your front please, miss."

These children have stripped you once again, thought Ann, as she
lowered herself onto the grass face down, as instructed. She put
her hands behind her back, palms up to hide some of her bottom.

"Hands by your sides if you please miss," ordered Amy.

"Is that in the rules?" joked Ann.

It is now!" countered Amy.

Ann waited in anticipation to see what they would do next. Amy
sat astride Ann's back and put her hand in various random places,
tapping with two fingers held together. She had seen doctors on
TV do this and was merely mimicking them, for she didn't have a
clue why they did it.

"Turn over please miss," said Amy, standing up, "arms by your
sides, please."

Ann waited patiently to see what they would do next.

"We ought to take the patient's temperature," said Amy.

"We could pretend by using a straw from the hamper," suggested
Chucky.

"That will have to do, I suppose," agreed Amy.

If she tells me to go back to lying on my front, thought Ann, and
asks the boys to pull the cheeks of my butt apart, I am going to
curl up and die with shame.

Fortunately for Ann, Doctor Amy's TV medical training did not
extend to rectal temperature taking. Amy merely pushed the curly
fluorescent green straw into Ann's mouth, and told her not to
remove it until the doctor said so.

Ann lay in the grass with her eyes closed, hardly believing the
humiliation she was allowing herself to be subjected to. Even
more worrying was deep down she knew why, as the more undressed
she became, and the more Amy dominated her, the more wet her
pussy became.

"Go down to the river," Amy ordered Chucky, "and fill one of the
cups form the picnic basket with water so that I can wash the
scratches."

Unseen by Ann, Chad picked up her shoes and went with Chucky. "My
boats," he said proudly as he trotted to keep up with his elder
brother.

At the river bank Chucky filled the cup with water and peered
into the murky water he had gathered. He tried again, this time
stretching farther out into the river. Observing no visible
improvement in the quality of the water, he decided that he had
done his best.

"Come on Chad, I'm going back now."

They both started to make their way back towards the visible Amy.

"You've forgotten Ann's shoes," said Chucky when they were
halfway.

"Sunk," said Chad, clapping his hands together and laughing.

Amy came running to meet them.

"I can't believe it, she's fallen asleep," said Amy with
surprise.

The group of three children walked carefully towards Ann. They
all gathered around her and watched her chest rising slowly and
evenly as she slept soundly, the make-shift thermometer still in
the corner of her mouth.

"She's playing at being asleep," concluded Chucky.

"She's not playing," asserted Amy. "Watch and I'll prove it."

Amy knelt down and gripped one of Ann's nipples in her thumb and
forefinger, pulled the breast up by it, and wobbled it from side
to side. Ann let out a small grunt, but that was all.

"I'm sure her eyes flicked," said Chucky, still doubtful.

"Try my tit test for yourself if you don't believe me,"
challenged Amy.

"I'm not doing it, I'm sure she's awake."

"Chicken!" said Amy as she got hold of both of Ann's nipples and
wobbled both breasts from side to side.

Ann continued to breathe contentedly. Amy turned to Chucky and
stuck out her tongue before releasing the nipples to let the
breasts flop back into place.

Amy told Chucky to dispose of Her bra, panties, and pantyhose in
the waste bin, which was some distance away, as she rolled them
into a ball and handed them to him. 'We don't want her over
dressed for the journey back. We'll tell her they were stolen
when she was asleep."

"What about her dress?" asked Chucky, bending down to pick it up.

"I need that," replied Amy, "to tear into strips to use as
bandages."

While the boys went to the bin, Amy moved a short distance away
to rip the dress into strips.

Be a shame to wake her before I'm finished, thought Amy, as she
tore he seam apart that ran from the hem to the armpit on the
dress.

When the boys returned, Amy instructed them to lift Ann's legs,
one at a time while the strips were tied around as bandages. Amy
bound the arm on her own while the boys, who had grown bored with
doctors and patients, played softball.

Amy joined them a few minutes later, leaving Ann still slumbering
with her dress strips adorning her arm and legs.


Ann started to wake to a shout

"You should be ashamed of yourself, young lady!" said the male
half of an elderly couple standing 10 feet away.

"Going about dressed like that, have you no shame?" said the
elderly female,

Ann felt ashamed by her enforced nakedness, but it was tempered
by the excitement of the shocked reaction she had elicited from
these strangers.

"She and I were playing a game," Amy said as she returned.

"Thanks," said Ann, as the elderly couple moved quickly away,
muttering about the declining standards of today's children and
how in their day etc.

"We did a good job with the bandages, didn't we?" said Amy
proudly.

"I suppose," replied Ann as she started to look for her other
clothes, thinking that she could at least wear her underwear as a
bikini. "Do any of you know what happened to the rest of my
clothes?" she asked, with a puzzled look on her face.

"Aren't they here," said Amy innocently, "we put them in a neat
pile before we went over there to play, except for your dress,
but that was ruined anyway, so I thought it would be okay to use
it for bandages."

"They might have been stolen while you were asleep," suggested
Chucky.

"Yes, that's probably what happened," agreed Amy, nodding her
head. "We should have stayed to look after you."

"I'm supposed to be looking after you," said Ann with a twinge of
guilt. "If my clothes have been stolen, then it's my fault for
falling asleep and leaving them unguarded. My main problem then
becomes my walk home. I'm practically naked."

"I guess I can't say you're over dressed now," said Amy brightly.

"You could go to my house and get me some more clothes," Ann
said, feeling proud of her feasible suggestion.

"And why do I say you need them?" challenged Amy.

"Tell my parents I fell in the river, and my clothes got wet."

"And what if my mom sees me?"

"What difference will that make?"

"You're supposed to be looking after me, and you're going to let
me go back on my own, along the track, across the busy road,
anything could happen."

"What am I to do then?" Ann said glumly, in the face of Amy's
logic.

"I've a brilliant idea," said Amy proudly, "we'll use the
remaining strips of your dress to make you a bikini."

Ann knelt in the grass as Amy pulled one of the remaining strips
of dress tight across Ann's breasts. Chucky put his finger in the
knot as Amy tied a neat bow in Ann's cleavage. Amy then tied
another piece of material tightly around Ann's waist, before
passing another piece between her legs.

Ann was getting more and more excited as Amy pulled the band of
cloth tight. Ann felt the cloth buried deep into her crotch, with
the lips of her sex bulging obscenely around the cloth. At the
rear her bottom still looked bare as the material hid between her
cheeks. Amy released the pressure, only to pull it tight again a
few seconds later. Amy did this again and again as she tried to
get the material to sit how she wanted it. As Amy pulled the
material up yet again, Ann started to thrust down, forcing the
strip of material so deep into her slit that it disappeared
completely.

Finally as her passion took over, Ann grabbed the material for
herself and wound it tight around her hand and pulled it harder
than Amy ever could. Ann fell back onto the grass thrusting,
thrusting, harder and harder against the taut band between her
legs until her whole body seemed to burst with the release of her
shuddering climax. She lay back on the grass, her trembling body
soaked with perspiration.

"You aren't helping, you know," scolded Amy, "messing about like
that when we're trying to get you dressed to go home."

The End

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