2 comments/ 45602 views/ 17 favorites Mistress Coco School Wayward Boys By: tawnysuede Where Boys Become Girls, Whether They Like it or Not by Mistress Tawny Suede assisted by slave Holly Introduction In Which We Meet Rich Bitch Kimberly and Domineering Mistress Coco Kimberly Caldwell's head thrashed about on the silk pillows; a cry of ecstatic pain escaped her luscious lips as she cupped her heavy breasts, her crimson fingernails raking her taut nipples. Kimberly arched her back, thrusting her sopping cunt hard against the greedy, sucking lips of Mistress Coco. Mistress Coco eagerly thrust her thick dark tongue deep into the blonde heiress' sweet cunnie; the negress' face was drenched in the blonde's slimy pussy juices. "Mmmmm, mmmmmm! You've sure got yourself one sweet tasting honeypot, bitch!" cooed Mistress Coco! "Eat me! Oh God, fuck me with that hot tongue!" cried Kimberly as she bit the back of her fist. "Oh yes, that's it, there - right there! Eeeeeeeeee! That's so GOOOOOOOOOOOODDD!" Mistress Coco curled her tongue, cupping a pool of the rich slut's pussy juices in the trough of her taster. She tilted back her head and the delicious twat cream ran down the back of her throat. Delicious! she thought as she renewed her attack on the soppy quim. She fastened her lips across Kimberly's thickly haired cunt lips and her tongue voraciously attacked the white girl's clit, flicking it madly. Kimberly's back arched high off of the bed as her orgasms exploded through her again, and again, and again. Mistress Coco eagerly drank the copious amounts of sweet girl jizm that flooded from Kimberly's cunnie. Finally, Mistress Coco relaxed her attack. Her broad flat tongue lapped up the last of the pussy juices. Mistress Coco scooted up the bed, and pulled the exhausted Kimberly to her. After a tender kiss on the lips, she pulled Kimberly's lips to one of her mammoth black breasts. Kimberly's lips eagerly fastened to the large nipple and she sucked contentedly. "You just rest for a moment" said Mistress Coco, "before I feed you what you really want!" Chapter 1 Wherein We Discover Mistress Coco's Prodigious Secret "What I really want," thought Kimberly. Eighteen months ago she would not have ever dreamed of "what she really wanted," not until she met Mistress Coco and her School For Wayward Boys! Two years ago, Kimberly Caldwell's filthy rich parents had died in a plane crash, when she was twenty-three years old. She had always taken her fabulously rich lifestyle for granted until she had been shocked to find that her old-fashioned father had left all of the family wealth to the oldest (and only) surviving male in the family - her obnoxious brother Howard. Thankfully, Howard was only eighteen at the time and the will granted her total control of the wealth, and of Howard, until he finished college, or turned twenty-five. Howard had always been a real twerp and she hated him, so she instantly started scheming to find a way to make the money hers and get rid of Howard. Howard was overweight and shy, but somehow he had managed to constantly get in trouble with the law. It was probably the friends he ran around with. Kimberly was sure that Howard had fucked a girl or two in his time - before he had put on the extra-weight she was sure, since now she couldn't imagine any girl who would want him. Kimberly finally found the path to personal riches when she saw the discreet ad in the newspaper for Mistress Coco's Private School for Wayward Boys. With her personal control of Howard, it hadn't been hard for her to convince the family lawyer (who also wanted HER to get the wealth, and not Howard) to co-sign the papers turning Howard over to Mistress Coco for two years. Howard had balked at going to the school until, once through the doors of the school, he had noticed the large number of attractive girls wandering the hallways - some even looking directly at him with that special twinkle in their eyes and tossing their long hair back over their shoulders, teasingly. He had stayed willingly (and Kimberly had not seen or spoken to him since that day - obeying Mistress Coco's wishes) - though Kimberly suspected that within a day or two he had changed his mind! But he must have changed his mind again (or had it changed for him!) because one year after he had entered the school, Mistress Coco had delivered, as promised, a fully legal certificate in which Howard signed over all of his fortune to Kimberly. Mistress Coco's one million dollar fee had been fully earned! Of course, Kimberly had not trusted Howard to Mistress Coco's care until after she had fully inspected the school, and had a long, long private session with Mistress Coco. Since that first visit, Kimberly had come back many times to visit Mistress Coco. Kimberly was ready for "what she really wanted". She sucked avidly at first one, then the other, of the black mistress' huge breasts. The ebony nipples were each at least three-quarters of an inch long. Kimberly's fingers stole down to her own twat and she slowly frigged her clit. "Fuck me, Mistress Coco! Oh, please, fuck me with your hard cock!" Mistress Coco pushed the blonde slut back on the bed and spread her thighs wide. Kimberly's cunt was slick with anticipation, her cunnie juices leaking down to form a puddle on the silk sheets. Mistress Coco moved closer and then lifted the smaller girl slightly to better position her. Mistress Coco was a big woman. She stood almost six feet tall and was thick in all parts of her body. Once she may have had the perfect figure, but now, at age thirty-five, she had added weight. But this had only added to her attractiveness as a domineering bedmate. Her breasts were huge, with areoles the size of saucers, and nipples that proudly stood out almost a full inch, and were as thick as pennies. Her strength was phenomenal. And so was her cock. Mistress Coco pulled Kimberly to her so that the tip of her thick black cock was at the fat meaty lips of Kimberly's pussy. Then she pressed forward and her ebony truncheon lanced deeply into Kimberly's sopping quim. Kimberly reveled as her sopping pussy was filled with the thick fuck meat; her legs lifted high in the air and wrapped themselves around her mistress' waist. Mistress Coco pulled her cock out so that only the fat tip remained inside the hot cunnie and then thrust her rod deep, deep into Kimberly's eager quim once more. As Mistress Coco drilled her dick into Kimberly her large pendulous balls slapped loudly against the young girl's ass. Chapter 2 Kimberly is Sated by Her Mistress" Hard Cock, and then Cleaned Out by Susan's Tongue Yes - cock and balls. Not some fake plastic strap on dildo that squirts water or milk - a real thick meaty rigid hardon and scummy nuts. Mistress Coco fucked the living daylights out of Kimberly with her very own cock and balls. For Mistress Coco was one of the sexiest creatures alive - a true SHEMALE - endowed with the finest attributes of the female creature but coupled with the prodigious cock and balls of a man. She had been born a boy but had always known that she was really a woman. In her high school and college years she had undergone the transformation to become a woman and had been one of the sexiest and most sex starved of the women at the Tau Iota Tau sorority at Eastbrook College. But she had not undergone the final operation - to have her cock removed. She had learned that there were many men, and women, who would pay vast sums of money just to have sex with her, and she had used that knowledge to gain vast power, and to make other boys, men, and women, into her own toys. Mistress Coco was the ultimate sex creature - a shemale! Mistress Coco bent lower and kissed Kimberly passionately. Her thick tongue forced itself into Kimberly's mouth. Kimberly reached up and grasped Mistress Coco's thick nipples, pulling on them, mashing them. In turn Mistress Coco's thumbs flew across Kimberly's tender nips, sending electric shivers down her spine. Mistress Coco's thick dick pumped in and out of Kimberly's pussy, splashing fuck juices across the sheets. As she drew her cock completely free, Kimberly's quim emitted a loud sucking noise which made the two women giggle. But Kimberly's laughter turned to cries of joy as the dick plunged back into her quim, stroking across her erect clit and sending ecstasy throughout her. "I'm... I'm CUMMING!!!!" cried Kimberly as her orgasm ripped through her. At the same time, the black shemale buried her full ten inches deep into the quivering pussy and shot streams of thick she- manseed deep into the delicious honeypot. Mistress Coco collapsed beside her afternoon lover. Exhausted, Kimberly reclined against the headboard of the bed. She reached over to her purse and pulled out an extra long green cigarette, lit it, and inhaled the mint flavoured smoke. She spread her legs wide and dipped three manicured fingers deep into her pussy, which was still stretched wide. She pulled her fingers out sopping wet. She brought them to her nose, savoured the aroma of the mingled fuck juices and then lapped the delicious liquid from her fingers. "I seem to be full of cum," she commented to Mistress Coco. "And I seem to be all sticky," said the shemale as she fondled her flaccid dick. "Don't worry," she said with a smile, I'll have it attended to. The black woman reached for the telephone. "Susan, would you come in here please. Oh, and fetch Holly and bring her with you." A few minutes later as Kimberly languidly smoked her mint stick and gently strummed her clit to maintain her sexual tension, two women entered the room. Kimberly knew the first woman: Susan had been Mistress Coco's secretary since Kimberly had first started coming to the school. But the other girl was new to Kimberly - this was Holly. Holly was wearing a skimpy french maid's uniform - pert black and white hat upon her head, short black top that barely came down past her crotch, small white apron, black fishnet stockings fastened by garter belt, patent leather shoes with four inch heels! Holly had very short cropped blonde hair and was extremely attractive with dark blue eyes (a delicate blue dusting of eye shadow coloured her eyelids), short pert nose, luscious red lips, large firm breasts (of which ample cleavage was revealed by the small top), small waist and long delicious legs. Holly stood demurely and obediently at the end of the bed as Susan came around to Kimberly's side of the bed to give her a light kiss on the cheek. "Hello, Kimberly, it's nice to see you again," said Susan. Susan was dressed fashionably, but in a business-like manner since she had to deal with the public who came to the door of the school. She was dressed in a grey woman's suit and skirt with dark stockings and low heeled pumps. Her long red hair was tightly twined in a thick braid and she wore dark rimmed glasses. At a gesture from Mistress Coco she removed her glasses and her suit jacket and began to unbutton her white blouse. But Kimberly was impatient and before Susan could remove the delicate brassiere that held firmly her pert breasts, Kimberly drew the secretary down between her uplifted thighs. Susan squealed in delight at the sight of the thick sperm oozing from the blonde's sopping quim. "Eat out my pussy, you slut!" Kimberly cried. "Clean me out! Suck down your mistress' jizm." Susan bent low, savouring the thick stenchy aroma that wafted from Kimberly's snatch. Her palms pushed Kimberly's thighs wide as her lips lowered to kiss the heiress' thick fleshy cunt lips. She eagerly sucked the cunt lips into her mouth and ground them between her teeth. Kimberly stiffened in surprise. Susan lifted her head and grinned at Kimberly but she then dove down into the blonde's pussy and eagerly spiraled her tongue into the rich bitches' cunt hole, eagerly slurping up the mingled fuck seeds and drinking them down. She relished the taste of the black shemale's jizm and loved it even more when she could eat it out of a hot pussy. Kimberly smiled as she stubbed out her cigarette. She gently caressed the back of Susan's head and pulled her tighter into her cunnie. A warm glow coursed through Kimberly and she shuddered as Susan's licking triggered a gentle spasm of delight. Her cunt cleaned, Kimberly drew Susan upward so that they knelt on the bed, facing each other. The obedient and silent Holly looked on as Kimberly took Susan's head in her hands and brought their lips together. Kimberly kissed Susan passionately, her tongue probing deep into the secretary's hot mouth. Kimberly stripped Susan's bra off. They rubbed their bodies together as their kiss lingered. Kimberly's shivered as her large breasts slid across Susan's smaller tits. Kimberly reached up and cupped first one, then both of Susan's sweet breasts. Her mouth moved down and she drew first one and then the other nipple into her mouth, wetting them and raising them to full erectness. Susan sighed. "Hey, what about me? Don't I get some attention around here?". Kimberly had forgotten Mistress Coco. The large black woman lay back on the bed, one hand strumming one of her huge nipples while the other fisted her large cock which was still limp. "How silly of me to forget you," said Kimberly. "You still haven't had your dick cleaned!" So saying, she pushed Susan between the shemale's spread legs. Susan immediately grasped her mistress' dark sausage in one hand and began to fist her while at the same time she lapped her tongue along the dick's length, licking up Kimberly's love juices that were now dried and encrusted. It took no time for Mistress Coco's dick to reach full erection; all ten inches of angry purple meat just waiting to be sucked by a hot female mouth! Meanwhile, Kimberly worked Susan's skirt down and off of her hips. She then unsnapped the redhead's special panties at the side so that they could be removed without having to first take off the garterbelt. Susan's panties were wet - very wet! Kimberly imagined that the secretary had started masturbating herself as soon as she'd seen Kimberly walk in the door, knowing that she would soon be part of this hot sex scene! She pulled off the silk panties and threw them to the floor. Then tenderly she reached out and grasped hold of Susan's cock. Chapter 3 In Which Kimberly and Susan Fight For their Mistress' Jizm, as Dainty Maid Holly Watches Yes, Susan too was a shemale - one of Mistress Coco's earlier students who had stayed at the school to work, and to play with the new boys who arrived. She had a modest sized dick, with a thin patch of red hairs covering her balls. Right now, Susan's dick was slick with her precum. She lifted her legs so that her cock was more accessible to Kimberly. But for now Kimberly was content to merely fist the redhead's cock and raise it to full mast. Kimberly scooted up beside Susan so that they both had their heads in Mistress Coco's lap. Kimberly's tongue scooted out and licked along the full ten inches of the black truncheon! God, she would never have believed any woman could have a cock, much less one this big and beautiful, if she hadn't seen that newspaper ad! Well, she had Howard to thank for something! Kimberly planted hot wet kisses across the large glans of Mistress Coco's cock, her tongue lapping up the juices that leaked from the angry eye. Then she opened her jaws wide and slid her lips over the head, engulfing it in her sweet mouth. She sucked hard, her tongue swirling around the sensitive base of the glans. Mistress Coco moaned deeply and her hips bucked, trying to force more of her dick into Kimberly's tender mouth. But the cock was just too thick to go in much further. Kimberly's lips were spread until they hurt. Kimberly drew her head back and as she released the bulb of the cock, Susan took it deep into her own mouth. She had sucked her mistress many times in the past and her own jaws were more exercised and suited to the task. Kimberly kissed her way down the dark shaft of the cock until she reached Mistress Coco's large heavy scrotal sac. Mistress Coco's balls were covered in a deep mat of hair which tickled Kimberly's tongue as she lapped at the shemale's testicles. "Jeez, that's sweet, bitch!" cried Mistress Coco. "Suck those balls, honey! Munch them good! Eat my sweet cream filled Easter eggs!" Kimberly opened wide and sucked in one of the black scum balls. It was huge and filled her mouth. She hummed softly, vibrating the egg sac. Then she slowly chewed on the heavy skin which contained the heavy nut, slurping and giggling over the ticklish sensations. She let the one egg plop from her mouth and immediately attacked the other. Meanwhile she had also been pumping slowly on Susan's cum slicked cock, bringing it to full erection. Susan ground her dick into Kimberly's hand, eager to cum. She scooted her body closer to Kimberly, all the time continuing to mouth her mistress' cock, and rubbed her dick through the thick silken hair that covered Kimberly's pubes. Kimberly pushed her cunt towards Susan, raised her leg and allowed the young shemale's long dick to scrape across her hard clitty, sending chills coursing through both their bodies. But Kimberly wasn't ready to let the secretary fuck her - at least, not yet. With one hand Kimberly caressed and squeezed the black shemale's balls - she could feel how heavy they were hot jizm. With her other hand she jerked and squeezed the mistress' thick cock shaft, trying to jerk her to an orgasm. Susan was also pumping the shaft as she continued to suck on the mighty dickhead. Kimberly pushed Susan's mouth aside and engulfed the dick head in her own mouth, biting and nipping the glans. Susan pushed back in and for the next couple of minutes they fought over the angry cock, first one and then the other sucking furiously, trying to capture the black woman's hot seed when she finally ejaculated. Kimberly was the victor. One moment she had the black rod stuck deeply into her mouth and the next she was fighting for her breath as her mouth was blasted by Mistress Coco's thick gooey scum. Her head was forced backwards, almost blown completely off of the cock by the sheer power of the jetting scum. Mistress Coco writhed uncontrollably as her cock jerked and spasmed. Kimberly swallowed one thick load of rich salty cum, but she fought a losing battle. Cum leaked down her chin and onto the sheets - she just couldn't swallow fast enough. Finally she had to pull back, to get her breath. One mighty jet of jizm flew through the air to land across Holly's heaving breasts before Susan had captured the cockhead between her own lips. She mewed with lustful pleasure as she eagerly drank down the torrent of jizm that shot from her mistress' cock. Kimberly and Susan took turns sucking on the mighty firehose, draining every last drop of scum. Finally, Mistress Coco reached down and slowly fisted the cock, squeezing the last dregs onto the sex-vixens' eager tongues. Kimberly and Susan kissed passionately, tongues probing deeply, savouring the remaining musky flavour of their mistress's cum. Chapter 4 Holly's Own Shemale Cock is Revealed, and Her Cocksucking Abilities are Put to the Test Susan had not yet blown her own wad yet. During Mistress Coco's fountaining orgasm she had been in her own frenzy, desperately jerking her own rigid cock, several times bringing herself to the pitch of a shattering explosion. But she had each time refrained from cumming. Mistress Coco had trained her well - she knew she would be severely punished if she ever came without first receiving her mistress' permission. But Mistress Coco had not failed to notice her secretary's predicament. "Susan," she said, "perhaps Holly would like to take care of your problem for you, eh?" All eyes turned to Holly who looked down at her feet. But her coy smile and the momentary flick of her tongue across her lips exposed her eagerness. Mistress Coco School Wayward Boys Kimberly lay back, her head on Mistress Coco's bosom to watch the forthcoming action. Susan was delighted to be given permission to play with Holly but her hopes of having the young maid all to herself were dashed when Mistress Coco got on the telephone and asked Robert to come in and join them. Kimberly reached down and toyed with her mistress' cock as she watched Susan slowly disrobe the blonde. Disrobing took only a moment since it turned out that Holly wore no underwear under her outfit - no bra and no panties. Her garter belt, black fishnet stockings and high heels were left on her. As Holly's magnificent breasts were exposed, Susan scooped up onto her fingers the strand of Mistress Coco's cum that had fallen there and gently rubbed the rich seed into Holly's nipples, making them shine and causing them to stand firmly and beautifully erect. Kimberly inwardly gasped at the maid's beauty - she had to admit that Holly was the prettiest shemale that she had ever seen. Yes, Holly too was a shemale and quite amply endowed as well. Kimberly admired the girl's large firm breasts - so large that they should have drooped, but they didn't - they stood proudly from her chest. Her figure was well shaped, her hips flaring and her ass large. And framed by the garters and stockings was a long uncut cock - at least five inches when soft and probably as long as Mistress Coco's when erect, Kimberly would bet, though not nearly as thick. Holly's face was beautiful - soft skin, perfect cheek bones. The nose was short and pert, the nostrils currently flaring with excitement as Susan's fingers slowly pinched her taut rigid nipples. A small sigh of excitement passed through the lusciously formed lips which were naturally coloured a dusky rosy red. Holly bit her lower lip as Susan's teasing continued. Her large upper lip quivered as a sob racked her body. "I see you are quite taken by Holly," Mistress Coco said to Kimberly. "After a couple of months of problems, she has been one of my best and most eager students. I rewarded her by applying only my best techniques to her - only the finest hormones for her treatments, the finest materials for her breast implants, the finest plastic surgeons to sculpt her features. I am sure that once I present her to her owner, she will be most satisfied!" "She,... she's incredible!" cried Kimberly. "May, may I try her out?" "Perhaps... perhaps." said Mistress Coco. "We shall see!" When Robert entered the room he quickly undressed and joined the shemales standing at the foot of the bed. He was a large man, handsome of features, with a nice sized dick. Susan and Robert stood to each side of Holly and slowly pushed her to the floor so that she was kneeling between them, a luscious cock staring her directly in the face either way she turned. Grasping Susan's cock in one hand and pumping it to maintain the shemale's erection, Holly eagerly slurped Robert's limp cock into her mouth and sucked on it noisily, eager to raise it to full mast. As her hand caressed his hard nuts, Holly sucked avidly at the head of Robert's dick, her tongue spiraling around and around the glans. As his dick rose stiffer, Holly started fucking her mouth up and down the dick. As it rose to full erection, she removed her lips, are began jerking his cock stiffly with her delicate hand. Holly's lips fastened onto Susan's erection and she sucked avidly thereon. Susan and Robert moved closer together so that their erect pricks were almost side by side. Holly quickly alternated between one, then the other, sliding first the man's cock deep into her mouth, and then the shemale's. At first she took them in only to the back of her mouth, but once she found her rhythm, Holly deep throated each cock in turn, sending each deep down into her throat until she almost gagged, burying her nose into each person's groin and feeling scum bags slap at her chin as her throat was so filled with the thick meat that she couldn't breathe. Kimberly was getting hot. She pawed one of her breasts as her other hand continued to pump Mistress Coco's cock which was once again fully erect and leaking precum down its side, drenching Kimberly's hand. Seeing the blonde's excitement, Mistress Coco had three of her own fat black fingers buried deep inside Kimberly's cunnie, making slobbery squishy noises as they pumped in and out, readying the blonde slut for more sex fun. Holly pumped her head up and down on the cock's faster and faster - first one, then the other. When one of her own hands was not needed to steady the rampaging cocks, she pumped her own long dick, raising it to full hardness, eager to jerk herself off - but only upon her mistress' command! Then Holly grasped both cocks and brought them together. Susan sighed deeply at the delicious feel of Robert's hard dick, sliding across her own. Holly poised her head above the two dicks, holding their glans tightly together and lowered her lips over both cocks! She lowered her head further, sliding both dicks deep into her mouth. She sucked avidly and sent her tongue scurrying maddeningly around the base of both glans. It was more than either Susan or Robert could stand - they both shot their wads at the same time, splashing their cream into Holly's hot mouth. holly swallowed the delicious cream and then, surprisingly, jerked the cocks out of her mouth. While the two rods continued to shoot their jizm, she aimed them like firehose at her heavy breasts and face. Strands of jizm landed across her large tits, her nose, her lips. Her left eye was hit and closed. When the two cocks stopped fountaining, Holly collapsed on her back on the carpet and luxuriated in massaging her breasts, rubbing the slimy cum all over them, and then similarly washing her face in the scum. But she was still not satisfied. Her dick had risen to its full ten inches and her nipples were erect as bullets. She wanted to cum! Chapter 5 We See Pretty Maid Holly Get Fucked Good and Hard as Mistress Coco Diddles Kimberly "You seem to be rather agitated, Holly!" said Mistress Coco. "Is there something that you want?" "Yes Mistress, I want to cum!" panted the blonde shemale. "Is there a special way you would like to cum, Holly?" "Yes, Mistress. I want to be fucked!" "You've been a good girl, Holly. Now, let's see what we can do. Hmmmm... I know! Susan, you get on the bottom and you and Holly can suck each other while Robert fucks Holly! Does that sound interesting, Kimberly? "Ooooo, yes mistress!" Kimberly was eager to see Robert fuck Holly up her tight ass. "But mistress, will you fuck me too?" "Of course, Kimberly! Of course!" Susan lay on the carpet and Holly quickly knelt astride her, but facing Susan's crotch, and her cock was suspended just above Susan's watering mouth. Robert knelt behind Holly, fisting his large dick, trying to restore his erection. Holly bent her head lower and slurped Susan's wilted dick into her mouth. Susan's red hairs tickled Holly's nostrils as she gulped the entire flaccid rod - and her balls too - into her mouth. Holly vibrated her tongue rapidly and in no time she had to release some of Susan's cock as it grew to large to hold in her hot orifice. Susan had also quickly engulfed the head of Holly's shaft in her mouth, but it had never wilted. Susan shivered with excitement as she lapped up all of the juices that had leaked along the length of the stiff rod. Robert needed help preparing his dick to fuck Holly. As Robert pressed his truncheon downwards, Susan abandoned Holly's dick for the moment and sucked Robert to an erection. She also left plenty of saliva on the dick to help lubrication. Susan then pulled Holly's ass downwards so that she could more easily reach the shemale's asshole. Susan licked upwards from Holly's balls until her tongue reached the blonde bitch's asshole. Susan swirled her tongue around the brown hole and working forcefully managed to pry the anus open and plunge her tongue deep into Holly's ass. Holly shivered at the sensation. Holly relaxed her bunghole as much as possible, allowing Susan's invading tongue to probe deeper and deeper. Holly always kept her asshole clean, knowing that it might be eaten at any time, but Susan was still rewarded with the rich musky flavour that she savoured. Finally, Holly's poop-chute was well wetted. Susan renewed her attack on Holly's rigid tool as Robert once again knelt behind the shemale. He held his stiff cock in his hand as he guided the head to butt against Holly's yearning asshole. "Oh god! Fuck me Robert! Drive that hard cock deep inside me! Fuck me hard! Fuck me fast!" Meanwhile on the bed, Mistress Coco had positioned Kimberly on the bed so that she knelt facing the hot action on the floor. Kimberly tossed her long blonde hair back over her shoulders as she licked her lips and bucked her hips back into Mistress Coco's hand. Mistress Coco was alternately thrusting her three fingers deep into Kimberly's sopping pussy and then shoving the same fingers hard into Kimberly's snapping asshole. Mistress Coco had also fisted her cock into erection. As Robert prepared to fuck Holly in the ass, Mistress Coco knelt between the rich blonde slut's spread thighs readying to plunge her thick black mamba stick into the bitch's pussy. Susan thrust her stiff cock up against Holly's swirling tongue. In turn, Holly pressed her long rod downward, deep into Susan's hungry mouth while at the same time dragging her large breasts across Susan's legs, tantalizing her erect nipples. Robert pressed his cock against Holly's puckered anus. Despite her efforts to relax, it was always a battle for Holly to allow her bung hole to be invaded. But Robert pressed forward more forcefully and the thick glans of his cock popped into her ass. Robert grasped her hips and pushed forward; more of his cock sank into Holly's ass - she gasped around Susan's cock as first an inch, then three, then five and then fully seven inches of Robert's hot truncheon had speared deep into her anal cavity. It hurt! God it hurt! But slowly she bucked back against him and ground her hips in time to his fucking, in and out of her poop chute - his cock traveling her hershey highway! And with the rhythm and as her ass adapted, her pain turned to pleasure! A warm feeling spread throughout her body, a glow of bliss, of pain, of wanton pleasure! This is what she truly loved about fucking! Eagerly, and much faster now, she bucked her hips back into Robert, pumping his dick more quickly, savouring the sensation, but also eager to have his scalding scum splash deep into her bowels. She reveled at the sensation of Robert's heavy scrotal sac slapping loudly against her own as he pounded his dick in and out of her. As Mistress Coco had trained her to, she squeezed and relaxed her anal muscles, milking the cock. Robert snorted his lust. Susan meanwhile was having troubles breathing. As Robert thrust deep into Holly, Holly's cock tried to dive deep into Susan. Susan opened her throat, but there was no way she could take all of Holly's ten inches. Susan gagged and snorted, trying to retain her composure, and eager to make the young blonde shemales spill her load. As all this went on in front of her, Kimberly was in heaven! Chapter 6 All Shemale Dicks Spurt Hot Cum as Mistress Coco Drills Kimberly's Shapely Ass Mistress Coco had wasted no time in plunging her thick black shaft deep into Kimberly's cunt. Grasping her hips firmly she had planted pulled Kimberly back tightly against her, burying her black stick to its very hilt. She had then fucked her dick in and out of Kimberly quickly, like a piston, her dick squishing and squooshing threw Kimberly's hairy cunt lips, spraying fuck juices across both women's thighs. Then, without warning, Mistress Coco had withdrawn her cock fully and rammed it directly and fully into Kimberly's sweet ass. Kimberly screeched in pain. She yelled like a banshee! Keeerist! Did it hurt!!!! Kimberly had been fucked up the ass many times, but seldom by a ten inch dick, and never (until Mistress Coco) by such a thick member. Mistress Coco had fucked Kimberly in the ass once before, and Kimberly had passed out cold half way through. She was determined not to faint this time. Mistress Coco lodged her full thick ten inches deep inside Kimberly's bowels. Then she slowly drew back until only her glans remained inside the girl and then slowly thrust forward again. Again Kimberly squealed in pain! Mistress Coco reached under the slut and grasped her breasts, taunting and teasing the heiress' erect nipples. Then, unexpectedly, she clutched hold of Kimberly's long blonde hair and pulled back sharply, almost wrenching Kimberly's neck. Mistress Coco wrapped the hair around her wrist and held on tight - like the reins of a horse as she rode Kimberly. Disregarding Kimberly's sobs, she rammed her huge sausage in and out of the blonde's sweet asshole, raping it madly. Mistress Coco lost herself in her wild abandon, with only one thing on her mind, to cum one more time and to fill Kimberly's ass to the brim with her rich shemale jizm. Kimberly concentrated on the pain, waiting for that moment - yes, that moment,... wait for it... yes,... yes, there it is, oh YES!!! The pleasures swept through her - she had passed the pain threshold - the driving cock sent needles of intense passion coursing throughout her body! Mistress Coco grip returned to Kimberly's waist as she pistonned her dick in and out of the slut's ass. Kimberly balled her fists, holding tight to the satin sheets, trying to retain her balance. Her large breasts bounced and jerked wildly. Robert withdrew his dick from Holly's sucking bung hole - he needed a pause or he would cum too soon! As the head dropped out, he could see how widely her anus had stretched. He slithered his cock down the full length of Holly's own dick until it banged against Susan's nose. Susan let loose of Holly's long cock and opened her mouth wide to suckle on Robert's prick. She relished the flavour of his precum mingled with the flecks of dirt from Holly's ass. She washed her tongue around his cock, cleaning it and preparing it to once again violate the shemale's anal canal. Holly fretted at the loss of the cock from her ass; she pushed her ass eagerly back against Robert's chest, imploring him to fuck her further. She said nothing though, since she had Susan's red furred dick solidly planted deep in her throat. Holly eagerly fucked her face up and down on Susan's cock, burying her nose flat against Susan's hard nuts, sniffing in their sweaty fragrance. Robert once again lanced his pecker deep into the blonde maids ass; Holly squealed delightedly around Susan throbbing member. Susan wrapped her lips around Holly's love shaft and sucked hard. It was time for everyone to cum. Mistress Coco felt it to. Her hips bucked frantically as she savaged Kimberly's asshole. Kimberly' ass was awash in bliss as her pussy spasmed from orgasm after orgasm after orgasm after orgasm. Stars formed before her eyes as she began to faint from too much oxygen since she couldn't control her breathing. But she swore to herself that she wouldn't faint. As Mistress Coco continued to pull her head back tautly by her long tresses, Kimberly needed only one hand to support herself. The fingers of her other hand squeezed first one nipple and then the other tightly. Her sharp nails raked her own nipples, finally drawing blood. Mistress Coco lost all control as her brute animal instincts took over. Her giant boobs bounced wildly as he rammed her dick deeper into Kimberly than it had ever driven before. She held her cock in as it spasmed and spouted and geysered its rich thick jizm, washing the delirious bitches bowels in protein rich goo. Robert thrust his cock deep into Holly's ass as it too spasmed, spraying his mighty load throughout her anal shaft. And as he came, he drove Holly's ass downwards, burying her rod deep down into Susan's throat where it fountained its load deep into Susan's gullet, depriving her of the taste and slimy sensation of the shemale's seed. Susan's own cock jerked and tried to come in Holly's sweet delicate mouth, but the sexy maid clamped her jaws tightly around the secretary's shaft, preventing her from cumming. Robert humped his shaft in and out of the blonde's ass as he came, and she in turn fucked her cock up and down the redhead's throat as she shot her wad. At last, Holly squeezed her anal muscles and Robert's limp dick plopped lifelessly from her ass. Robert quickly gathered his clothes and left the room. Kimberly collapsed on the bed, exhausted. Mistress Coco collapsed on top of her, driving all the air out of the rich bitch, who struggled weakly underneath her in order to watch the shattering climax of the lovemaking of the two shemales who were still going at it like two fox bitches on the carpet. Holly lifted her cock out of Susan's mouth but immediately pleased her lover by lowering her cum filled ass directly over her face. Holly's ass had been stretched wide - Susan could see a good three inches down the blonde's poop chute and could see the manseed slowly sliding down the ass. Susan eagerly stretched out her tongue and caught the jizm as it dripped from the shemales ass. She slurped it down hungrily. Holly lowered her ass the rest of the way so that she was literally sitting on Susan's mouth. Susan's tongue eagerly swirled deep into the blonde's ass, slurping out Robert's fuck seed. Meanwhile, Holly was frantically jerking Susan's frustrated cock with one hand while massaging the red furred balls with her other. Her hand jerked the full length of the secretary's shaft as she fisted her to her second ejaculation of the day. Holly laughed with glee as Susan's hips spasmed as her cum fountained high into the air, spraying Mistress Coco and Kimberly, and the ceiling. Susan having cleaned out Holly's ass, engulfed the maid's scrotal sac in her mouth and frantically sucked on it as her orgasm ripped through her. Holly's laughter turned to cries of delight before she collapsed in the arms of her lover. As the two shemales kissed affectionately, their limp cocks rubbed together tenderly. One last treat awaited the two young shemales. Upon Mistress Coco's orders they took turns slurping their mistress' pooled scum from the depths of Kimberly's asshole. Chapter 7 In Which Holly's Original Identity is Revealed (As If You Had Not Already Guessed!) A half hour later, Holly lay placidly between Kimberly and Mistress Coco. Kimberly slowly ran her hands across Holly's incredible body, admiring the high taut firm breasts (with only the smallest of scars under each to show where the implants had been inserted), the slender delicate waist, the long shapely legs and of course the wondrously long thick dick. But she wasn't surprised when Mistress Coco revealed that this love slut had once been named Howard and indeed was Kimberly's own brother transformed! Amazed, but no surprised. She had expected to be impressed by Mistress Coco's results, and had suspected that the Mistress's mischievous sense of humour would lead her to the revelation in such a manner. But that such a rebellious nerd as Howard could be transformed into such a gorgeous sex slave astonished even Kimberly. Holly resumed her former demure position, awaiting at the end of the bed as her two mistresses discussed her future. Mistress Coco assured Kimberly that Holly had been trained in such a manner that she would never betray Kimberly in any manner and would always follow her orders, even to the point of killing herself for her sister. But the greedy Kimberly wanted to be sure that there would never ever be any chance of anyone revealing that Holly had once been Howard and perhaps stealing Kimberly's fortune from her. So Kimberly ordered that Mistress Coco have the final operation performed on Holly - her cock must go! Mistress Coco School Wayward Boys But Kimberly could not resist just once dominating her she-brother before she lost her cock and so as her last act of the day, she laid the shemale down upon the carpet and rode the young shemale's rampant ten inch cock to a shattering climax. Epilogue Kimberly Contemplates Her Fortune as Holly Concentrates on Her Anal Orgasm! Nine months later. Kimberly Caldwell lay back against the head board of her giant bed and slowly fed the large dildo up into her sopping cunt. She relished the feel of the cock and even more the lust that played across the faces of her two maids as they watched on eagerly. Francesca, the latino maid, stood off to the side of the bed, a wet spot of dampness growing larger on the front of her panties where her stiffening dick eagerly awaited to be released. Mistress Coco had leant Francesca to Kimberly to train. Holly, the other maid, lay at the foot of the bed, her back braced against the footboard. She was totally nude and glowing with sweat as she neared her own shattering climax. Kimberly grinned wickedly at the sight of Holly, thrusting a thick eight inch, plastic dildo in and out of her ass, trying to find that right angle, sliding across the prostate, waiting for the orgasm to erupt in her ass. The delicate lips of Holly's man-made pussy quivered as her excitement increased. Mistress Coco's doctors had done an excellent job of creating a truly realistic appearing cunt for the former shemale, but except for the tender pseudo-clit, the cunnie had no sensation to it and Holly had to derive her personal satisfaction from being fucked up the ass rather than in her cunnie. But this she certainly didn't mind at all! As Holly churned the black cock in and out of her sweet ass, her other hand was busy as well, either teasing to erectness the small clitty that was the only reminder of her previous long dick, or lifting first one then the other of her large breasts to her lips so that she could suck on her own distended nipples. Finally, she found her button and plunged the dildo deep into her ass, her anal orgasm shuddering through her body, her cry of delight echoing through the room. Kimberly pumped her own flexible dildo deep into her pussy. Her she-brother's orgasm triggered her own and her cunnie splashed copious juices upon the fresh linens and her body was racked by pleasure. Sated for the moment, Kimberly tenderly sucked her own salty cunt juices off of the dildo, savouring the satisfaction that this gave her, and admiring the delicate texture of this fine tool. As she had been trained to, Francesca brought to her mistress the special box in which she kept this wonderful sex tool. Kimberly remembered back to the day when she had picked up Holly from the School, to take her home to live with her. She had been pleased at the complete and total transformation of her brother into the meek and obedient Holly, complete with her own pretty pussy and voracious sexual appetite. No one would ever claim that Holly and Howard were the same person. Her fortune was safe. And Kimberly remembered the last gift that Mistress Coco had given her - the realistically coloured and textured dildo in the treasured box. Realistic, because it was real. Mistress Coco had had Holly's cock and balls saved after they had been surgically amputated. She had had master craftsmen first tan the flesh and then had them stuffed with tough but flexible latex, forever preserving Holly's final erection. It pleased Kimberly to lazily fuck herself with Holly's stiff erection while the ex-shemale looked on. But for now, Kimberly pulled Francesca's head between her thighs and forced the dark skinned shemale to suck on her pussy for a while. Maybe later she would let the maid fuck her. Life is good, sighed Kimberly Caldwell. The End!