Date: Sat, 28 May 2011 15:20:56 +1000
From: jasonsemail@hotmail.com
Subject: Caroline the Teenage Bum Slut

Caroline the Teenage Bum Slut (Ff, ff, fist, toys, inc)

by xxjhxx

It was hard to deny, 16 and half year old Caroline Evans loved nothing
better than to have one of her friends sticking something big up her butt,
whether it was an oversized dildo, a butt plug, a large vegetable or most
of all a girls fist. Caroline spent all the free time she could getting her
ass pounded in some way by at least one of her female school friends at the
liberal all girls school she attended.

Caroline was a bright student who was liked by her teachers and easily did
well in her classes, but it's what she did between classes with her fellow
students and even some of her teachers that made her a true bum slut. Not a
day went by without Caroline having as many girls fist's and other large
objects buried deep inside her favourite body part, her loose 'often
obscenely stretched' bumhole.

"Hi Miss Hunter" said Caroline, as she walked into class holding the hands
of two of her friends as was normal for her, she almost never went anywhere
without at least two of her friends either holding her hands or fondling
her behind.

"Hi Caroline, how are you?" said a chirpy Miss hunter.

"Fine thanks Miss Hunter," said Caroline as she walked into class
flirtatiously displaying her bottom to her teacher wearing her usual
uniform of the school blouse and pair of dark green ultra short Lycra bike
pants that only covered three quarters of her behind and rode right up the
crack of her sexy backside.

Caroline got away with wearing such revealing clothing since bike pants
were allowed as part of the sports uniform, she just wore them all the
time. The teachers didn't seem to mind her revealing attire, nor did they
seem to mind when she would frequently walk around the school grounds
surrounded by her friends wearing nothing but her blouse and her Mary Jane
school shoes.

Caroline was an attractive girl and loved to show of her body, she had
athletic toned legs that ended in a perfectly formed gorgeous round bubble
butt that just begged to be stuffed with something, she had round perky
teenaged breasts and just a just a little bit of baby fat which made her
look extra cute. It was all topped off by a pretty round face that was
framed by her sandy brown hair cut into a sexy bob style.

Caroline did her best to pay attention in Miss Hunter's class, but it was
hard as she fantasied about how good it would feel to be on all fours on
the teachers desk, with her pants round her ankles and Miss Hunters fist
deep inside her ass with her friends helping as the class watched on. But
that would have to wait for now.

When the bell rang for lunch, Caroline and her group of five best friends
Jodie, Amy, Sarah, Mandy and Jess all headed for their usual spot in a
quiet and secluded corner just at the top of the school oval beside a small
retaining wall. It was not so hidden that they couldn't be seen by anyone
who wanted to find them, but secluded enough that they could have their
privacy. And privacy is what they needed.

On the way Caroline's friends Jodie and Amy held her hands while Mandy
followed behind fondling her backside. Caroline loved to parade through the
school like this showing off her sexy plump bubble butt stuffed with a
buttplug, when she could get away with it she loved nothing better than to
lose her pants and flaunt her bare backside and smooth bald vagina to as
many girls as possible. Some girls thought she was just a big slut, but as
just many also would've loved to have been her girlfriend. She always
declined their advances however as she liked to share herself around with
as many girls and women as possible.

Caroline and her friends reached their little love nest as she assumed her
favourite position, lying on her stomach with her bottom invitingly poking
into air. Jodie started the days fun by slowly peeling down her friends
Lycra pants to reveal her glorious bum cheeks between which lay a large
black buttplug.

"Oh my god it's so big, how does it feel?" said Caroline's friend Amy.

"Mmmm...it feels so good up there, but a fist would be better," replied a
horny sounding Caroline.

"Who wants to pull out my plug so you guys can fill me up?" beckoned
Caroline.

It was her friend Jess that took the lead and slowly pulled out the large
plug that measured 3.5" wide at it's largest part, not her biggest but
certainly filling for everyday use.

All the girls watched on as the plug slowly stretched out her sphincter
before it finely popped out and her asshole did its best to return to its
usual elongated semi closed position. By now the ever present lube had been
brought out and was being liberally and lovingly applied to Caroline's anus
by Jodie. Her fingers easily slid in and out of Caroline's stretched out
hole as she applied the lubricant four fingers at a time, it wasn't long
before she had slipped her thumb in and her whole fist had disappeared up
Caroline's backside.

Caroline looked back at Jodie with a look of open mouthed ecstasy as her
friend started to slowly and rhythmically fist her best friends ass. It
wasn't long before her friend Amy laid a soft kiss on Caroline's lips that
quickly turned into deep erotic French kissing, Caroline loved to make out
with her friends in their ass play sessions which would usually involve
lots of kissing.

All the girls crowded round gently stroking and caressing Caroline's body,
loving the sight of her distended anus being stretched beyond belief. Amy
gently stroked Caroline's pretty hair telling her what a sexy bum slut she
was. After five minutes of pounding by Jodie, Caroline took over and was
soon wrist deep in an overjoyed Caroline's ass. Caroline moaned and grunted
with pleasure as her friends urged each other on to go harder and
deeper. It was a wonderful sight, all the girls crowded round worshipping
their friends slutty loose bum.

By the end of lunch break all the girls had a turn putting their whole
hands up a hornily moaning Caroline's bumhole. When it was all over her ass
was a gaping sloppy mess, the girls cleaned her up and reinserted her
buttplug, they then all headed back to class to finish off the school day.

When school got out that afternoon Caroline said goodbye to her friends and
went to meet up with her waiting mother in the school carpark.

"Hey honey, how was school?" asked Caroline's mum Susan, as they exchanged
their usual mother daughter kiss as Caroline got in the car.

"Really good, me and my friends had heaps of fun at lunch." replied
Caroline.

"I bet you did," said Caroline's mum with a knowing smile.

"Ready for your appointment with Dr. Michelle, hon?" asked Caroline's mum.

"I've been thinking about it all day," replied Caroline.

Susan always arranged for Caroline to attend fortnightly 'consultations'
with Dr. Michelle at a small privately owned clinic that specialised in the
treatment of teenaged girls. Caroline always looked forward to the
appointments and the special anal examinations she would receive. Caroline
and her mother arrived at the clinic, Caroline still wearing her cute and
revealing school uniform. They walked into the clinic with her mother
holding her hand as was usual for them. After confirming their appointment,
the pretty middled aged receptionist asked Caroline to remove her clothes
and take a seat in the waiting room. Caroline loved this part, as taking
her clothes off in a public place was one of her favourite things. Her
mother helped her strip off her uniform and then folded it in a neat pile
as they sat down and waited.

It wasn't long before they were both greeted by an attractive dominant
looking women in her early thirties wearing a white medical coat.

"Hi Caroline, how have you been?" asked Dr. Michelle as they followed her
back to the examination room.

"Really good thanks Dr. Michelle." replied Caroline.

"Have you been looking after your bottom?"

"Yes, everyday doctor," replied Caroline.

"I'm pleased to hear that," said Dr. Michelle as they entered her
examination room and she closed the door behind them.

The Doctor started by asking some routine and mundane medical questions as
she always did before she moved on to asking Caroline about the frequency
of her bowel movements, flatulence, how often she wore a buttplug and her
daily anal hygiene practices.

"Ok sweety, can I get you to hop up on the examination table for me," said
Dr. Michelle.

Caroline loved this part as her mother helped her hop up onto the
examination table and assume her usual position with her face and chest
flat on the soft padding of the table with her back arched and backside
pointing up into the air.

"That's a good girl," softly said her mother as she stroked her cheek and
caressed her backside.

Dr. Michelle meanwhile pulled on a long surgical rubber glove that reached
up to her elbow and started to cover it with medical strength lubricant.

"Ok honey, first I have to take out your plug so I can examine you, Ok,"
Caroline only moaned in response as the plug was slowly and delicately
removed from her behind.

Once the plug had been removed Caroline's mother pulled open her daughters
cheeks as her anus opened ready to be filled again.

"Ok Caroline are you ready for your anal examination?" asked the doctor.

Caroline nodded as she looked back at the doctor smiling.

Dr. Michelle then wasted no time as she slowly pushed her whole hand
straight into Caroline's willing anus that readily opened to accommodate
the intrusion, she slowly and steadily started to pound the stretched out
hole with medical precision, making Caroline moan with pleasure as she
enjoyed the feeling of being stuffed. Her mother watched on smiling and
proud, as she held her daughters cheeks wide apart.

The fisting continued for a full fifteen minutes as the Doctor got deeper
and deeper inside Caroline's bumhole, exploring every inch of her back
passage with her fist. The poor girl couldn't help herself and was leaking
juices from her sopping wet fully exposed vagina, Dr. Michelle used a
sterile medical sponge to wipe up the girls pretty hairless lips as she
continued to work on her ass.

When the Doctor finally pulled her fist from Caroline's anus, she was a
sweating exhausted mass with a wide satisfied grin across her face. Both
women looked on delighted and satisfied at the sight of Caroline's wide
gaping bumhole. Caroline's buttplug was then reinserted and Caroline was
helped to her shaky feet and redressed. They both thanked the Doctor for
her time and booked her next appointment.

"You did really well today honey," said Caroline's mum.

"Thanks mum it felt so good, I can't wait till next time." replied
Caroline.

"How bout we go and get some Icecream now?" suggested Caroline's mum.

"Sounds good, but do you think afterwards we can go to the toy store?" by
'toy store' Caroline meant the local Adult store.

Her mother not only encouraged and nurtured her daughters anal obsession,
but also took her daughter by her own request to adult shops, where she
would buy Caroline the biggest and nastiest toys to use on her
ass. Caroline had quite a collection of dildos, buttplug's, stimulator's
and anal beads and just about always had one of them up her up her ass,
that was of course when she didn't have a fist up there.

Her favourite toy however was the rocking sex chair her mother had bought
her for her last birthday. It was a rocking seat with a pivoting thrust
arm, that pounded a large dildo in and out of her ass as she rocked back
and forward. She loved it and would sometimes even sit on it and pound her
ass as she watched TV, like some people would use an exercise machine.

After they had Ice cream, they headed down to the local adult
store. Caroline's Mum didn't like her daughter being exposed to some of the
sleazy pornography in there, but she did enjoy the naughty feeling of
taking her 16 year old daughter still wearing her school uniform, out to
buy sex toys to use on her ass. Holding hands they made a beeline for the
sex toy section. Caroline looked around at all the toys in various sizes
and shapes, till something caught her eye.

"Mum what about this one?"

"I don't know Caroline that's huge, do you think you'll be able to take it
all?"

"I'm sure I could mum," said Caroline, holding up the monstrous buttplug
that measured 5.5" in diameter at it largest part.

"Are you sure, I don't want you to be disappointed if it's to much for you
to handle."

"I know I can do it, it will be a challenge but I really want to have it up
my bum, please mum."

"Ok then honey, if you think your ready for it lets get you home and get
that butt stuffed then shall we."

With that they made their purchase and headed for home. Caroline's
household consisted of her divorced mother Susan, her 19 year old sister
Rachel and herself. Although Rachel didn't spend much time at home these
days as she had a boyfriend, she was close with her sister and always
willing to help her out with anal play whenever she asked. When they
arrived home Rachel was there sitting on the couch watching TV.

"Hey Rach look what I got," said an excited Caroline.

"Wow that's huge, do you think you can take all that?" asked her sister.

"Mom's going to help me do it, can you help too?"

"Sure anything for my little sis," replied Rachel as Caroline slipped out
of her tight little pants and sat on her sisters lap, as she loved to do.

"Now honey, first where going to have to get you warmed up, so I want you
to go and get a large dildo and some lube." said Caroline's mum.

It wasn't long before Caroline returned with a huge rubber dildo and some
extra strength anal lube.

Caroline then removed the rest of her clothes and lay across her mothers
waiting lap, her mother removed Caroline's buttplug with a plopping sound
and parted her daughters bum cheeks while her sister applied plenty of lube
to the big nasty toy.

Rachel using two hands to grip the monster dildo, started to work it into
her sisters well used rear entrance. She guided it in and out till she had
9 inches of the dildo sliding and out of Caroline's ass. Rachel always
loved the sight of her sisters cute little slutty pink hole being stretched
wide as she begged for more. After 10 minutes or so of getting her ass
stretched Caroline asked if she could try the plug now.

"Ok honey, if you think your ready."

"I am mum, I want to feel something really big up my bum."

Rachel slid the dildo from Caroline's ass and they made their way over to
the chair that they had set the obscenely large buttplug on. Susan and
Rachel each held one of Caroline's arms to balance her as she began to sit
down onto the tip of the plug. She continued to push down as it got wider
and wider, the strain on her face began to show as she bit down on her lip
and pushed harder.

"That it sweetheart, keep going...take it all in," encouraged her mother.

"Good work Caroline it's almost in, your doing really well," said her
sister urging Caroline on.

"Mmm...it's so big, but I know I can do it," huffed Caroline.

Her mum and sister started to gently force her down onto the chair, as
Caroline looked up at her mother with an open mouthed expression and glazed
over eyes, as she could feel her sphincter starting to be stretched to
breaking point.

"Almost there darling just a little bit more," soothingly reassured her
mother as they forced her down to the very widest part of the plug.

Just as she felt she was stretched to her limit the plug slipped into her
ass and her backside sat down fully on the chair as her sphincter came to
rest around the 4 " stem of the plug. She sat there on the chair trying to
adjust to the size of the object nestled in her rectum.

"Wow Caroline, how does it feel?" asked her sister.

"It...it's good, I feel so full and stuffed back there," stammered a
breathless Caroline.

After Caroline had become comfortable with the plug, she decided she would
like to try wearing it for the rest of the evening. She walked around the
house with a slight waddle as she got used to walking with something so
huge in her backside. Caroline helped her mother cook dinner, before they
all sat down and ate a nice meal together and then settled down to watch a
movie for the evening. Caroline lay on her stomach on the carpet with the
big black base of plug obscenely parting the cheeks of her well stuffed
backside.


End of Part 1....part 2 coming soon.