("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text ------------------------------------------------------- This work is copyrighted to the author © 2015. Please do not remove the author information nor make any changes to this story. All rights reserved. Thank you for your consideration. ------------------------------------------------------- Trouble for Toby - 1 by Croony (albert2er@yahoo.co.uk) *** Fourteen year old Toby is orphaned and has to go to live with his spinster Aunt Margaret. (FF/m-teen, ped, d/s, reluc, inc, toys, 1st) *** PART 1 Toby Jones was a 14 year old boy, who recently orphaned, had just moved into his Aunt Margret's huge house in Rottingdean near Brighton. His parents had been killed in a car crash just over a month ago and as Margaret didn't need to work due to a huge inheritance and some excellent investments over the years it was thought it right and proper that she should look after her young nephew. Margaret, a 47 year old spinster had no end of male admirers as she was a very striking woman of 5'10” in her stockinged-feet and a fine hour glass figure with certainly impressive breasts. However she wasn't interested in dating men her own age as she had a predilection for young boys, especially those of Toby's age. Toby was a cute boy. 5'4” tall, slim with wavy blonde hair, bright blue eyes and pouting red lips. He'd just become interested in girls but because of his small stature and feminine looks girls weren't interested in him. If they had know he had a thick 8” cock when erect they may have changed their minds. It was all new to Toby, a new place to live, a new house and a new school where he hadn't yet been able to make any new friends. All he did was go to school, do his homework at night and wank! Toby had recently discovered the joys of masturbation and also recently he began to fantasize about Aunt Margaret. It could have been the tight pencil skirts she wore or the tight blouses with her gleaming white pearls around her neck. Maybe it was the seamed stockings and high heels that got him so excited. Whatever it was he wanked his cock dry most nights thinking about her. Margaret also thought about her nephew and at nights dreamed about how she could snare him and make him her sexual plaything. She began leaving her underwear drying in the main bathroom that Toby used, stockings, panties and once one of her satin corsets. She was sure that Toby would notice them and notice them he did. *** One evening after school he went into the bathroom to freshen up before dinner and he noticed a pair of his aunts shiny black silk panties lying half out of the dirty linen basket. Toby was drawn to these sexy knickers. He sniffed them and groaned. The scent of his aunts mature pussy wafted up his nostrils and his prick pulsed with the excitement. He debated whether to sneak them back to his room but he felt that was too dangerous as his aunt might notice them missing so he kicked off his school trousers and underpants and sat on the edge of the bath and wanked furiously all the while taking in the aroma of the used panties. Little known to Toby but his aunt was sneakily looking through the bathroom keyhole and saw everything as it unfolded. When Toby kicked off his underwear she nearly gasped out loud at the size of his huge young cock. It was at that moment that she realised that she not only wanted him as her lover but that she wanted to own him and possess him entirely. Later that night after Toby was tucked up in bed she made a phone call to Julia Johnson who just happened to be not only Toby's headmistress but also keen on young boys too. After hearing what his aunt had to say Julia said there might be a way Margaret could have what she desired but only if she was willing to share Toby. After what Julia told her what her plan was Margaret readily accepted her offer. The next day Aunt Margret went out and bought some liquid Viagra from a friend of hers and proceeded to lace Toby's bedtime and morning drinks. On Friday Toby was feeling horny all the time and when Mrs. Atkinson the school secretary called him out of class towards the end of the morning lessons his cock started to grow even harder. She told him he had to go to see matron and to follow her. Mrs. Atkinson was a 32 year old, tall, slim blonde with long legs that today were accentuated by black high heels. She was the wank fantasy for most of the young boys in the school. Toby's eyes were glued to Mrs. Atkinson's swaying bottom as she walked a little in front of him and he felt his cock swell. Matron, or Mrs. Jackson as she was also referred to, was a busty redhead. Not as tall as Mrs. Atkinson or even the headmistress but her breasts outweighed her lack of height. Even at 5'4” she was still taller in her cream high heels which today looked even higher than normal. As she walked passed him and locked the door her uniform seemed a lot tighter and shorter too. Her front fastening zip seemed to be lower as her large breasts seemed to burst out and drew Toby's eye line. There were two high backed chairs at an angle to each other and Toby was asked to take a seat in one. Matron then proceeded to bend over to retrieve a file from the bottom drawer of a cabinet and as she did so her uniform crept up showing Tony not only her white stocking tops but the white thong she was wearing. His cock got even harder. She joined Toby on the next chair, asked him some routine heath questions then told him it was time for his physical and to take off all his clothes Toby didn't move. He couldn't, his cock was rock hard from the site of her stockinged-legs and thong, not to mention her large jutting breasts. 'Come on now Toby, place them neatly on the back of his chair.' Toby still hesitated. Matron told him firmly once more to undress and this time he complied. When he was naked he stood before matron with his hands cupped over his growing erection but with little success. She ordered him to put his hands by his side and when she saw his cock she almost salivated. She weighed him, measured his height and even took his inside leg measurements just so she could kneel and let her long red hair tickle his dick. Suddenly Toby heard a snap of a latex glove being pulled on and as he looked over he saw matron reach for a tube of lube. Toby thought he was going to faint as he was then ordered to lean over the examining couch at the back of the room and open his legs with his bottom pushed out. He walked over hesitantly and lay with his chest on the bed and his bottom up for his examination. First he felt the cold lube being rubbed around his anal ring and then the pressure of matrons finger penetrating his hole ever so slowly. He groaned at the insertion and even more so when she pushed her finger the full length to find his prostate. Matron was now finger fucking Toby's arse and Toby was loving it. Suddenly she stopped but only to apply more lube and insert an additional finger. Toby gasped as the two fingers worked on him. By the time three of matrons fingers were working in and out of his arse Toby's cock was leaking copious amounts of pre-cum onto the floor and matron sensed he was about to erupt. Swiftly pulling her fingers out she took Toby back to the middle of the room where she knelt in front of him to examine his penis. She made sure the skin wasn't too tight around the head by taking his cock in her fist and moving it up and down several times quickly. Then when she peeled the foreskin back she coated her finger in his pre-cum and spread it over the crown of his cock. This proved too much. He could only moan and shake as the first rope of cum hit matron on her chin, the second on her throat and the third spurted all over her cleavage. The rest dribbled over her starched white uniform as she gasped in amazement at the amount he produced. 'Jones!' 'Sorry Miss.' 'That is disgusting young man' Matron tried to sound annoyed but practically orgasmed as his fluids dripped from her face onto her heaving bosom. 'Right, we need to go to see the headmistress about your disgusting behaviour.' 'Please miss, I'm sorry miss, I didn't mean to miss.' She pulled him by his still stiff cock to the side door that led into the headmistresses office. She knocked and heard the headmistress beckoning her in. She dragged Toby inside and pushed him in front of the headmistress before locking the door and recounting the incident. Julia Johnson had made sure she was looking particularly sexy for this. Her black suit skirt was shorter than normal and she was wearing the jacket without a blouse but with a black push up bra that pushed her 34DD tits up to maximum effect. Like Toby's Aunt Margaret she often wore her shoulder length black hair in a bun and today was no exception. She looked dominant but extremely sexy. 'Well young man I think you need to be punished, don't you? What do you have to say for yourself?' Toby was so appalled at what had happened that he could tell her how sorry he was and that he didn't mean to. He told her he'd been feeling strange for a couple of days and that he didn't know what was happening to him. The headmistress walked over to a sofa at the side of the room and asked Toby to go over. To Toby's surprise she pulled up her tight black skirt and ordered him across her knees. At the sight of his headmistresses stocking tops held up by suspenders his cock was once again rock hard. As he settled over her lap she opened her legs and trapped his cock between her warm naked thighs and the rough tops of her stockings. She began to spank him, telling him what a dirty little boys he was. This just made Toby more horny. She ordered him to open his legs and when she spanked lower her fingers would catch Toby's balls making him moan even more. Julia then moved forward slightly which caused his cock to rub against her suspender clasp. The quicker she spanked the quicker his cocked rubbed between flesh, stocking and clasp. All of a sudden Toby could feel his cock start to expand and he knew he was about to cum. Julia also noticed his cock growing and spanked harder. 'Oh miss. Please stop. Please, I think I'm going to... oh noooo!' Toby came all over his headmistresses thighs. 'I...I-I'm so sorry miss.' The head mistress pushed him off her lap and on to the floor as a long line of spunk clung to her thigh and the end of his cock. 'Matron, take him to get dressed while I tidy myself up. Toby meet me back here after school. I'm going to take you home and have words with your aunt and discuss what we need to do with you,' Toby just nodded in mortification as he followed the matron to her room. At 3.30pm Toby was sitting on a chair outside the headmistresses off when Mrs. Atkinson walked by. 'Ooh. Have you been a naughty little boy Toby?' He just nodded. 'Can I help you with anything?' she said in a low sexy voice. Toby shook his head. Mrs. Atkinson crouched down next to him and put her hand in his lap to steady herself. 'Well if I can, you just let me know' she said as she squeezed his cock through his trousers. Toby groaned. Just then the headmistresses door opened but Mrs. Atkinson was up and heading back down the corridor. 'Right Toby. Let's be on our way.' Toby was not looking forward to this. Aunt Margaret was home as planned when Toby and Julia got there. The headmistress went on to explain what had happened and Margaret managed to glare at him and tut tut in all the right places whilst at the same time feeling incredibly turned on. 'The thing is,' said Julia, 'matron thinks he is suffering from Priabatism which is a condition where the male is forever sporting and erection and producing a great amount of semen.' Aunt Margaret knew this to be a made up diagnosis but played along with it. 'What can be done?' 'Well matron says Toby will have to be milked regularly on a daily basis. Once in the morning, once at lunchtime, once when he returns from school and once before he goes to sleep.' 'Oh dear, how do you propose I do that?' asked Margaret feigning shock. 'We'll, that is matron and I, will take turns with the lunchtime milking if you can manage the others.' 'B-but how do I ...err... milk him?' 'You can use your hand or even your mouth and for a change you could milk him vaginally.' 'Oh my goodness. Won't that be incest?' 'Nonsense Margaret, this is purely medicinal.' Poor Toby was aghast at what he was hearing. 'Why don't we start now?' asked the headmistress. 'You can practice Margaret while I supervise' 'Toby strip.' Toby didn't move. 'Matron says he responds sexually to anal penetration and I know he enjoys being spanked, of course.' 'Toby, do as Julia has asked and quickly!' Toby slowly peeled off his clothes to the delight of his aunt. When he was naked he was ordered by his headmistress to put his hands by his side. His cock started to grow almost of its own free will. Little did Toby know that the liquid Viagra was complicit in his hardness. 'See what I mean, Margaret. The naughty little boy can't keep it down.' 'Yes Julia, he does seem to have a problem. What do you suggest we do?' 'We milk him, of course!' Aunt Margaret took a long look at her nephews hard cock before standing up from her chair and walking over to him. She reached out and began to lightly stroke his straining cock. Toby moaned at his mature aunt's touch. 'Be careful Margaret. His cum really flies out. I would take off your blouse if you don't want it stained with his cum.' 'Yes, good idea Julia.' Aunt Margaret said as she stood in front of the mesmerised young boy and started to unbutton her tight satin blouse. She went one further and unzipped her skirt and let it fall to the floor. Toby gaped at his statuesque aunt clad only in her black satin girdle that had black seamed stockings attached. Her black silk bra held up her magnificent breasts and in her black shiny high heeled ankle boots she towered over him. She knelt down in front of him and taking hold of his ever harder cock she asked, 'right where we?' She began a slow teasing stroke that soon had Toby groaning and after only a little while he automatically began by moving his hips faster to fuck his aunt's fist. 'Oh you are keen, aren't you darling boy?' 'Please Aunty, faster. I need...' 'Yes Toby, what do you need?' 'Oh God, I need to cum.' Aunt Margaret took pity on her nephew and pumped her fist faster up and down his huge cock. 'You will owe me for this young man?' 'Yes, yes, oohh anything Aunty! Aaarrrgghh!' His first rope of cum hit his aunt full on her chest, splattering her boobs and splashing over her silky bra. The next hit her in the face as she pulled his cock to her mouth and she managed to take the rest down her throat as her ruby red lips milked the rest of his cream from his deflating cock. ''Quick lie down, get down on your back.' Toby did as he was told and watched as his aunt sipped her panties down her thighs and completely off. He was still wondering what was going on when she straddled his head and sunk her streaming pussy over his face. 'Lick me boy, lick my pussy until I cum.' Toby extended his tongue as his aunt began to fuck his face. She could feel Toby's nose rubbing at her clit as his tongue flicked in and out of her slit. Soon she was ready to cum as she lifted his head in her hands and jammed his face in her gushing cunt. 'Drink it, drink it all', she said as she squirted her juices into his mouth. Eventually she got off him only for Toby to see Julia sitting in her chair, her panties hanging from one ankle and her legs hanging over the arms of the chair. 'Come here boy, you haven't finished yet.' With a groan Toby got to his knees and crawled over to his Headmistresses open thighs. 'Pleasure me' she ordered. Once again Toby felt his face between a mature lady's thighs. She pulled his face onto her sex and Toby set to work. Aunt Margaret marvelled at the way Toby set about wetting her friends pussy. She had replaced her skirt and blouse but left off her panties. Soon Julia was in the throes of passion calling Toby names and cumming on his face. When her orgasm subsided she pushed Toby away only to declare, 'Oh my god, he's hard again!' Aunt Margaret stared at her nephew and asked, 'what do we do now?' 'We take him upstairs.' 'Now!' exclaimed Margaret. 'Why not, he has to lose it sometime.' Margaret smiled, helped Toby up and taking hold of his hand and led him up to his bedroom. Toby was in bewilderment. His heart was pounding and he was weak from two almighty cums. Surely they weren't going to... No he couldn't think about that. Margaret and Julia certainly were. In the bedroom Julia asked Margaret to fetch her four silk scarves which she duly did. Soon Toby was spread- eagled naked on his bed and could only watch as the two mature ladies undressed to their underwear. Margaret took off her black silky bra this time and Toby marvelled at her massive breasts with hard erect nipples. Julia has undressed just leaving on her black stockings and her matching suspenders. Her breasts bounced as she walked over to the prone Toby. She knelt on the floor beside his head and taking hold of his cock she leaned in and whispered, 'We're going to fuck you little boy,' and with that she squeezed his dick hard causing him to groan. 'You can have the honours,' she said to Margaret. Margaret walked over to Toby and stroked his face. 'Be a good little boy for Aunty, won't you?' Toby could only nod his head as he watched his aunt straddle his thighs then take his cock in her left hand and line it up to the entrance of her pussy. 'Say goodbye to your virginity young man' as she plunged down onto his hard meat causing Toby to gasp then moan at the pleasure of his aunts tight sleeve slipping around him. 'Oh fuck Julia, that is so good.' She began to slowly ride her nephew. She would raise up until his cock was once again at her entrance before thrusting back down as her meaty thighs slapped against his. Soon her motions were getting faster as she fucked him relentlessly. Julia couldn't tell who was moaning the most. Soon Margaret could feel her young nephews cock grow in girth and knew he was about to cum inside her. This pushed her over the top and her orgasm started, gripping Toby's tool and milking him of his cum as they both shouted out their release. Aunt Margaret rolled off her nephew and law on her side stroking his smooth young body as he lay still, breathing heavy. 'That was fantastic darling, I think we may be doing a lot more than that in the future.' Margaret, why don't you get cleaned up and pop downstairs and I'll join you as soon as I've had my turn on that wonderful cock. Margaret nodded in agreement and after gathering her clothes she left the room. 'Just you and I now little boy. I'm going to get you hard and show you how to fuck a real woman. When I've finished with you you'll be able to service all my friends, even Mrs. Atkinson that you've fantasised about since you arrived at the school.' Toby was hard instantly on hearing this. 'Looks like you're looking forward to something. I hope it's me,' as she took his rapidly hardening cock in her mouth. 'Oh Miss' groaned Toby. An hour later Julia Johnson walked back into the sitting room where Margaret was reading a book. 'He's all yours for the evening Margaret, I bet he still has a few good fucks in him before he falls asleep.' 'How have you left him?' asked Margaret. 'Still tied to the bed but I forced a vibrating butt plug up his arse and left him moaning and writhing with another erection.' When Julia had left Margaret went back to the bedroom to find Toby with Julia's panties stuffed in his mouth and his huge erection spilling pre-cum all over his groin. She removed the panties and Toby begged to be untied. Margaret took hold of his cock and began to stroke it. 'Well, you seem to enjoy things up your arse Toby. Maybe I should buy a strap-on and fuck you properly?' At hearing that Toby erupted all over his aunt's hand. 'Mmmm, that seals it. I'll go on line tomorrow and order one.' She went along to the bathroom to wash her hands before freeing Toby. On her return she could see that he hadn't lost his erection at all. 'Oh, well, it's a shame to waste it.' She rode Toby and had four orgasms before he finally came deep inside her. 'This is going to work out perfectly,' she thought. To be continued... *-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-* 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. *-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-* Kristen's collection - Directory 83