Caroline the Teenage Bum Slut

Caution: This Sex Story contains strong sexual content, including ft/ft, Fa/ft, Consensual, Lesbian, Mother, Sister, Daughter, Anal Sex, Fisting, Sex Toys, Exhibitionism, Doctor/Nurse, Teacher/Student, School, .

Desc: Sex Story: Caroline the Teenage Bum Slut - 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 over sized 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.

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, Amy 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.

Caroline awoke the next morning to the gentle shaking of her mother's hand.

"Morning sweetheart, how did you sleep?"

"Mmm ... really good mum," replied a yawning Caroline.

"Ready to take out your plug, so you can freshen up?" asked her mother.

"Yes please," replied Caroline, as she turned onto her stomach while her mother pulled down her covers to reveal the huge black buttplug still nestled firmly between her daughters stunning round globes.

Caroline sleepily raised her backside into the air and rested on her knees. Her mother using two hands slowly began to pull on the huge plug as Caroline's sphincter began to stretch out and become distended. It didn't take long for the plug to slide out, as her asshole had become extremely pliable and loose from being so massively stretched all night. Caroline couldn't help but feel empty as her red swollen anus hung there wide open waiting to be filled again, she loved the feeling of having such a loose ass, it made her feel so naughty and sexy.

Caroline's mother couldn't resist running her finger around the inside of her daughters gaping rectum as Caroline looked back over her shoulder and smiled, enjoying her mothers gentle and loving touch.

"Can we play a bit please mum?" asked Caroline, in the mood for one of her morning fistings.

"Sorry honey, I'm in a bit of a rush this morning but we can have a nice warm soapy shower together if you'd like."


"Looking forward to your sleepover tonight, honey?" asked Caroline's mother as she lovingly scrubbed and soaped her daughters firm young body in the shower.

"I can hardly wait mum, I'm so horny already, Jodie promised me I won't be able to sit down for a week after tonight."

"Lucky you sweety, I'm sure you will be a good girl and take everything they stuff in this little thing," said her mother, as she focused on cleaning her daughters asshole, which was no longer a hole but more like a two inch long vertical slit

After the shower Caroline's mum helped her pick out an insert a buttplug for the day, before they both got dressed a headed out.

Friday's were casual dress day at Caroline's high school and Caroline looked cute as a button when she arrived at school wearing an ultra short light blue polka dotted summer dress and her favourite head band with a pretty pink bow on it. The cutest part though was the pair of tight white cotton panties that were just visible out the bottom of her ultra short hem line. Caroline felt so slutty dressed this way and did her best to bend over at every occasion to give some lucky girls a good look at her tight panty clad behind.

The first couple of classes dragged on as Caroline did her best to entertain herself by flirtatiously playing footsie under the desk with a pretty girl sitting across from her. By third period she was getting really horny and decided to hitch her dress up around her waist and show off her panties to all the girls sitting nearby. When the bell rang for lunch, her third period teacher Ms. Barker asked her to stay behind to have a word. Caroline wasn't sure what this was about and wondered if her flashing had gotten her in trouble.

"Don't worry Caroline your not in trouble or anything," said a kind voiced Miss Barker, much to Caroline's relief.

"The principal has asked to see you in her office."

"Right now?" asked Caroline.

"Yes please Caroline, she is expecting you."

Although Miss Barker had told her she was not in trouble, she couldn't help but feel slightly nervous at the prospect of having to go to the principals office like a naughty girl.

"I can walk with you if you'd like Caroline," said Miss Barker.

"Yes please Miss ... would you mind if I maybe held your hand?" asked Caroline innocently.

"Um ... I guess that should be ok," answered the slightly flustered teacher at the unusual request.

With that Miss Barker took Caroline by the hand and they walked through the school. Caroline loved the looks they got as she walked with her fingers interlaced with the slightly embarrassed teacher. They walked into the school office together and Miss Barker led her down the hallway to the school principal 'Ms. Schmeer's' office. Miss Barker lightly tapped on the partly opened door as Ms. Schmeer looked up from her desk.

"Caroline is here to see you Ms. Schmeer."

"Thank you Miss Barker, that will be all. Caroline, please come in and close the door behind you," said Ms. Schmeer, in her sweet but domineering voice.

Caroline did as she was instructed and walked to the middle of the room where she stood with her legs pressed tightly together and her hands clasped in front of her. She looked so cute and innocent standing there, but Ms. Schmeer knew what a dirty girl she really was.

Ms. Schmeer was a strict disciplinarian in her mid thirties with shiny black hair cut straight at her shoulders and forehead and always wore lots of glossy makeup that seemed to make her skin shimmer. She completed her intimidating authoritarian look by always dressing in tight business skirts and jackets that accentuated and hugged her hourglass figure.

"Remove your panties for me please, Caroline," said Ms. Schmeer matter of factly, taking Caroline aback at first, but she didn't need convincing and began sliding them down her smooth toned legs.

"Good girl, now put them on my desk please," Caroline stepped forward and did as she was told.

Ms. Schmeer took the panties and placed them in her desk drawer.

"Turn around for me now please Caroline" requested Ms. Schmeer.

"Yes Ms. Schmeer" replied the all to willing Caroline, as she turned around and arched her back to accentuate her magnificent backside as much as possible.

"Be a good girl now and bend over and part your cheeks for me."

Without hesitation Caroline bent over as her dress rode up to fully expose her behind. She placed a hand on each of her cheeks and pulled them wide apart to reveal the pink buttplug nestled tightly in her bumhole.

"Very nice buttplug Caroline, do you always wear one?"

"Yes Ms. Schmeer, It's part of my anal training," replied Caroline.

"Glad to here it, I think anal training is very important for a girl your age. Do you you enjoy having things put up your bottom, Caroline?" asked Ms. Schmeer, as she got up from her desk and made her way round to Caroline.

"Yes Ms. Schmeer, It feels really good." replied Caroline.

Ms. Schmeer came around behind the still bending Caroline and placed a hand on her still spread backside and began to pull on the plug with the other one. She popped the thick plug from Caroline's anus as she made a slight moaning noise.

"My ... you really do have a loose little ass don't you, you dirty girl." said Ms. Schmeer praisingly, as she viewed the full extent of Caroline's well used bumhole.

Ms. Schmeer gently stroked Caroline's smooth bottom like it was a magnificent piece of sculpture as she raised her from her bending position and placed the buttplug to her mouth. Ms. Schmeer then slowly pushed the plug all the way into Caroline's mouth, making her gag slightly at first, but it was clear she was enjoying it as Ms. Schmeer began to slowly push it in and out, fucking the girls pretty mouth with the thing.

Ms. Schmeer pulled the plug from Caroline's mouth and held it up to her face.

"Where has this been today, sweetheart?" asked Ms. Schmeer.

"In my bum," replied Caroline.

"That's right dear, did you enjoy tasting your bum."

"Yes Miss, it was kinda yummy." said Caroline, making her best innocent girl face.

Ms. Schmeer still caressing Caroline's backside stared into her pretty blue eyes with a look of disciplined lust and moved forward and placed an open mouthed kiss right on her lips, which Caroline eagerly returned. The teacher then went wild on Caroline's mouth deeply burying her tongue in the young students willing mouth as they intertwined tongues and liberally exchanged saliva. By now Ms. Schmeer wasn't just stroking Caroline's ass, she had two fingers exploring inside of it too, much to Caroline's delight.

Once the embrace had been broken Ms. Schmeer straightened herself up and took Caroline by the hand and led her out of the office and down the hall to the school nurses room, with Caroline's dress still hitched up around her thighs.

"Hi Caroline, how are you sweety?" asked the schools nurse, who seemed to have been expecting them.

"Good thanks nurse Julie," replied Caroline, curious about what was going to happen as she stood there still holding Ms. Schmeer's hand.

"Come sit down on the end of the bed for me please Caroline," said the nurse, as she patted one of the beds in the room.

Ms. Schmeer placed a hand on Caroline's bottom and led her over to the bed, where she sat down and pondered what naughty things they planned to do to her.

"Ok Caroline, can I get you to lie down on your back and raise your feet onto the edge of the bed for me please," instructed the nurse.

Caroline shifted her body back further onto the bed and lay down, she then lifted her legs and rested her feet flat on the bed with her knees bent above her. The nurse then pulled her legs wide apart to fully expose her naked private parts to the two women standing before her, which clearly turned all three of them on.

Caroline watched as the nurse wheeled over a medical tray containing a box of latex gloves, some wipes and a tub of something, which she assumed was lube. Caroline could see what they were planning on doing to her ass and it caused her pussy to start to become extremely wet with excitement.

Caroline heard the snap of the rubber as both women pulled on a pair of the extra long gloves, she made sure to spread her legs even wider to show them how much she wanted it. The nurse stepped forward and raised Caroline's dress up around her breasts to expose her slightly pudgy stomach and adjusted her position slightly so that her asshole was fully accessible.

Meanwhile Ms. Schmeer was liberally applying the extra strength clear anal jelly to one of her gloves, covering it all the way up her wrist.

Caroline gasped slightly in pleasure as she felt fingers begin to probe the opening to her favourite hole. The nurse stroked her hair and thigh and smiled down at Caroline as her face started to contort with pleasure as more fingers were driven deeper into her ass.

"Do you like that darling?" asked Ms. Schmeer, as she worked her thumb into Caroline's ever widening anus.

"Uhn ... yes miss, please don't stop."

"Don't worry Caroline, we won't be stopping," said Ms. Schmeer as her whole hand slipped into the now moaning girls stretched bumhole.

Ms. Schmeer then began to fist fuck the 16 year old students ass with ever deeper thrusting strokes, massaging the girls insides with her full fist. She continued to pound Caroline's ass relentlessly for the next ten minutes as Caroline lay there taking it like the true bum slut she was.

"Ok Caroline, nurse Julie is now going to join me in your backside, so we're going to have to move you on your side, ok."

Caroline nodded her head as she lowly moaned and grunted. With Ms. Schmeer's hand still buried in her backside, the nurse gently turned Caroline on her side and bent her legs up so they had full access to her smooth glossy ass.

The nurse went over to the table and took a scoop of the lubricant from the tub and greased up her gloved hand. She walked around beside Ms. Schmeer and lined up her hand with Caroline's already fully stretched hole.

Caroline bit her lip and closed her eyes as nurse Julie started to inch her fingers into the small gap between Ms. Schmeer's hand and Caroline's sphincter. The nurse slowly and carefully worked her fingers deeper and deeper in beside Ms. Schmeer's, as Caroline did her best to take the new intrusion in her enormously stretched hole.

"That's it sweety, take it all up that hot little ass," encouraged Ms. Schmeer as the nurses full hand finally slipped all the way into to the double stuffed young girls ass.

Caroline took a moment to adjust to the initial pain, but she now had two fully grown women's arms squeezed into her anus and the feeling of being so fully stuffed was amazing. She couldn't help but loudly moan and groan as the two women began to slowly double fist her all to willing backside.

"You like that, don't you darling," said Ms. Schmeer.

"Uhn ... uhn ... uhn," whimpered Caroline, unable to speak in her pleasure wracked state.

The two women fist fucked Caroline's almost destroyed ass in unison, as she experienced an intense anal orgasm making her squirt vaginal juices all over the bed, which Ms. Schmeer promptly scooped up with her free hand and had Caroline lick from her fingers, something they continued to do with the girls sopping wet vagina.

After nearly half an hour of some seriously intensive anal play it was almost time for Caroline to return to class, so the two women finally reluctantly slid their hands from her ass for the last time. Clearly exhausted and satisfied Caroline turned on her stomach and lay there with a greasy hot sloppy gaping rectal cavity that clearly wouldn't be returning to any closed state for a while.

"Time to get to class now Caroline," said Ms. Schmeer, as she took her by the hand and led her back to her office, leaving nurse Julie to clean up.

Once they were back in her office, Ms. Schmeer slipped the buttplug back in Caroline's tender ass and told her she could collect her panties after school if she wished. With that Ms. Schmeer bid the her farewell with a smack on her behind and sent the well used girl back into the school grounds.

When school finished that day, Caroline didn't bother collecting her panties. Instead she and her five horny friends had barely made it out of the school gate before being the exhibitionist she was, she had her dress pulled up over her head and was walking practically nude through a crowd of surprised schoolgirls and mothers.

Caroline's mother just grinned at her daughters revealing lack of attire as they all piled into her SUV, which ended up being one seat short, so Caroline took the intuitive and made herself comfortable on Jodie's lap.

"Is it ok if we play with Caroline a little bit on the way home Ms. Evens?" asked Amy.

"Of course girls, that's what she's there for," said Caroline's mother, encouraging them to touch her daughter.

"And make sure you girls don't go easy on her tonight either, I want you to make a mess of her slutty little ass."

"Don't worry Ms. Evens, her ass is in good hands," said Mandy, as the girls all giggled and ran their hands over Caroline's body.

Caroline loved when her mother talked about her like such a slut.

On the ride home the girls all got busy feeling up Caroline with lots of kissing and plenty of probing fingers up her bum.

Once they reached Caroline's house, Ms. Evens ordered pizza for the girls who all sat down to eat and watch a movie. While the girls watched the movie, Caroline went upstairs with her mother for an enema and thorough colonic irrigation, to make sure she was all clean for the nights fun.

Once Caroline was thoroughly cleaned out and showered, her mother liberally massaged her body with baby oil, making her all super sexy and slick, she also made sure to massage a good amount of Caroline's favourite anal jelly into her back passage. Next her mother helped her apply a little makeup and finished it all off with a pretty pink ribbon in her hair and some frilly white socks. She now looked like a total sexpot ready to be treated like a slut. When they were done a very nude and very horny Caroline made her way down stairs to the cat calls of her excited friends, while her mother followed behind with a big bag of goodies for the girls to play with.

"Who's first?" asked Caroline as she held up a big ass busting looking strap-on dildo.

"Meee!," called out Amy.

"I don't think so," said Jodie, as all the other girls argued who got to fuck her first.

"I don't care who fucks me girls, but I need something in my ass right now," said Caroline as she handed the strap-on to a smug looking Amy.

Meanwhile Caroline's mother laid down a king-sized inflatable mattress on the lounge room floor and spread out the dildos from the bag, which the girls who had now made themselves comfortable in underwear and singlets helped themselves to.

Amy strapped on the dildo and lay down on the mattress, as Caroline was helped by her friends to sit down and guide the phallic shaped dildo into her pre lubricated ass. Caroline sighed as she slid down onto the pole, opening her ass up once again. The girls all watched on excited as Caroline began to ride her friend, slowly sliding up and down on the big pole at first, before getting right into it and bouncing her slick slutty butt up and down with abandon like the depraved anal pig she was.

"Oh yeah ... that's so hot, look at that ass getting fucked," said Jodie

"Yeah, pound it ... pound that butt," encouraged Jess, as Caroline continued to ride the dildo like a horny cowgirl.

Before Caroline could reach an orgasm her jealous friends pushed her off Amy and bent her over to get a good look at her freshly opened hole.

"Wow, you should see your bumhole Caroline, it's so loose," said Jodie, as Jess and Mandy each took a butt cheek and pulled her gaping hole wide apart.

"I'm next," said Jodie, as she took a big long fat flesh coloured dildo and stuffed it straight into Caroline's slick back passage causing her to groan at the sudden forceful intrusion.

Jodie pumped on the dildo's handle, forcing it deep in an out of Caroline's hole, making a slick gliding sound as it went. Meanwhile Jess and Mandy laid soft kisses on their friends beautiful backside while Amy and Sarah watched on delighted by the hot butt fucking.

"How do you like that slut," said Jodie, as she repeatedly teased Caroline by pulling the dildo all the way out, then stuffing it back in.

"Uhn ... yeah ... it's so good, pound my ass," said Caroline.

"I bet you want it harder don't you?"

"Mmm ... yes please," moaned Caroline breathlessly, desperately loving the anal intrusion.

Jodie picked up the pace, going deeper and harder into her friends ass, causing Caroline's usual pussy seepage, which was quickly scooped up by Sarah and finger fed to Caroline.

After about ten more minutes of intense ass pounding, Jodie finally withdrew the dildo from her friends ass, causing Caroline to collapse in a heap on the mattress with vaginal juices still oozing from her pussy.

"I think she liked that," said Amy, as she looked at the state of her friends sopping wet pussy and the satisfied grin across her face.

The girls didn't let Caroline rest for long before they started taking turns plunging dildos of various sizes and shapes into Caroline's stretchy rubberised ring hole. Each girl then took great delight in sliding their dildo into Caroline's mouth and gently fucking it, making sure she got a good taste of her own slutty ass.

"Yeah, you like that slut," said Jess, as she stuffed Caroline's mouth with the dildo.

"Mm hmm," moaned Caroline through her gagged mouth.

"Your so cute when your taking it up the bum, Caroline," said Mandy, as Jodie began to try and squeeze a second dildo into Caroline's stretched ass.

"Oh yeah, I love it, I want to be fully stuffed, stick them all in!" exclaimed Caroline when her mouth was temporarily freed from the dildo fucking.

"Wow, you really are a dirty girl," called out Mandy.

"Yeah, your gonna take em all, cos your a big nasty girl, aren't you," added Jodie, as her and Mandy pushed their dildo's side by side deep into Caroline ass.

Caroline loved the sensation of having two dildos simultaneously pull apart and fuck her ass, but it got even better when they were joined by Amy, who slowly managed to ease a third dildo into Caroline's now super stretched sphincter, causing her to moan out continually in pleasure at the sensation of being so stuffed full of rubber.

"Lets stuff her like a pig on the spit," said Jess, as her and Sarah both forced their large dildos into Caroline's mouth, sexily stretching her lips out as they double fucked her face causing her to cutely dribble down her chin.

Caroline now felt like a truly well stuffed pig as her friends nastily pumped her from both ends. The three decent sized dildos in her ass were truly pushing Caroline close to her bum stretching capacity, but she took it up the butt like a trooper, loving the feeling of giving over her big sweaty bum to her friends to do as they pleased with. At one point Caroline absent mindedly let her hand stray back onto her ass but had it quickly swatted away by Jodie, who was letting her know they were in control of what went in an out of her bumhole.

Caroline gagged on the dildos in her mouth while her friends tightly packed her ass full of rubber, making her feel so full and complete.

At some point Caroline's mother came back into the room to check on the girls and take some photos of the nights fun.

"Wow! look at you honey, taking three at once you greedy girl," said Caroline's mother.

Caroline could only grunt in reply as Jess and Sarah continued to pack her mouth full of dildo.

"Have you been having fun with Caroline's tushy?" asked her mother.

"Yes Ms. Evens, her bum was just begging to be played with," said Jodie.

"I bet it was," said Ms. Evens, as she started taking snaps of their naughty anal play.

The girls all smiled for the camera as Ms. Evens took plenty of shots of Caroline's magnificent triple stuffed butt, before they pulled out the dildos and posed in individual shots with Caroline's gaping red swollen rear entrance. The girls delighted in running their fingers around the rim of her anus and pulling her open every time her her asshole tried to close. Later that night they posted all the pics on facebook for everyone to see.

By now the air was filled with the smell of rubber dildos and a well fucked ass.

'Thwack!!'

Caroline yelped as Amy's hand slapped her big sweaty backside that she was presenting so invitingly.

"Oh yeah, spank that thing," said Mandy.

"Smack that slutty butt," added Jodie, as Amy laid another hard swat on Caroline's left bum cheek, leaving a red hand print on her smooth round ass.

"Uhhh," moaned Caroline as she looked back at Amy with a naughty pout.

"Mmm yeah ... smack it harder," urged Caroline.

The girls all took turns giving her backside a good hard whack till it was red and hot all over. The hard spanking was getting Caroline really horny again and ready for some more bum fun.

"How does your ass feel sweety?" asked Caroline's mother, who was watching over proceedings dotingly.

"Uhn ... really well spanked, but kind of empty," said Caroline.

"Maybe you'd like to try taking the cannon, honey?"

The cannon was only brought out on special occasions, as it was a real challenge even by Caroline's extreme standards. It was a thick blue intimidating looking rubber monster, that was 5" in diameter along most of its full 10" length and only the nastiest girls like Caroline would ever attempt to stick it up their bumholes.

"Can I mum! that would be totally hot," said an enthusiastic Caroline.

"Of course honey, but you have to promise to take every inch your friends stuff in you. Is that clear." said Caroline's mother.

"You know I will mum, I promise," said Caroline, practically begging for the cannon.

Caroline's mum left the room and returned with the monstrous looking dong, which elicited amazed gasps from Caroline's friends, who had never seen such a big and nasty looking toy.

"Wow Ms. Evens, that things huge," said Amy.

"I can't believe we're going to stick it up her ass ... that's so sexy," added Jodie, as the girls all looked on clearly delighted at the prospect of feeding it up their friends ass.

"Why don't you rub some more lube up her ass for this one, I think she's going to need it," said Caroline's mum, handing a tube of anal jelly to Jodie and the massive dildo to the other girls. The girls pulled apart Caroline's ass as Jodie liberally fisted more lube into her dilated hole.

"How do you want to take it Caroline?" asked Amy.

"Hmm ... why don't you guys lower me down onto it," said Caroline.

"Sounds like a good idea," replied Amy, as Jodie reluctantly slipped her hand from Caroline's ass.

Caroline's arms were placed over the shoulders of Sarah and Jess, who helped her into a squatting position and then slid their hands under her thighs and with the help of Mandy and Amy who pulled apart her ass cheeks, they all lifted Caroline a few inches off the ground and then Jodie using two full hands to hold it in place positioned the 'Cannon' directly under Caroline's waiting hole.

It was hardly conceivable that something so big and thick would be able fit inside Caroline's not exactly tight hole, but they all knew what a huge buttload she was capable and willing of taking.

"Oh we're gonna stretch you so far open you dirty girl, aren't we girls?" said Jodie, to a barrage of lude remarks from Caroline's friends.

"You guys are the best friends a girl could ask for," said Caroline as the big round head of the dildo came into contact with her puckered anus.

Caroline shuddered with anticipation as her friends pulled her ass cheeks wide apart and lowered her down onto the cold rubber that begun to try and force its way into her backside.

"Yeah that's it take it up the ass," encouraged Jess.

Caroline's face began to show signs of pleasurable strain as the dildo pushed further into her ever expanding bumhole.

"Arhnn ... Arhnn ... Arhnn," moaned Caroline, as her friends finally lowered her onto the full girth of the monster ass stretcher.

Caroline's insanely dilated sphincter was now stretched out to an unbelievable almost 16" in circumference ... it was a sight almost to hot for words. Sarah and Jess were super turned on by their friends extreme insertion and were engaged in a passionate three way tongue kiss with Caroline.

Jodie, Amy and Mandy meanwhile worked on ruining their friends ass as best they could, working Caroline's slick back passage up and down on the thick rubber tube.

"Yeah, pound it ... nnnn," moaned Caroline, as her friends slowly rode her up and down while beads of sweat rolled down her tight young body.

The pile driving continued for almost another full fifteen before Caroline was so turned on she ejaculated vaginal juices all over the mattress in a magnificently depraved display. Her friends of course wasted no time in ensuring Caroline got down on all fours and licked up all of her mess as Jess and Sarah lovingly held her hair back, while the others continued to work the giant dildo in an out of her ass.

By the time they were finished that night the girls were all exhausted and collapsed together in Caroline's bed in nice big warm snugly group, with Caroline's rectum unlikely to return to a fully closed state anytime soon.

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