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Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They bowed to the audience. Then, overcome with joy, Julie turned and kissed her handsome co-star full on the lips, her tongue partly invading his mouth. Troy pulled back, stunned. There was a gasp from the audience. Troy pulled back his arm and punched Julie full in the face. She fell, blood streaming from her nose. "Get away from me, faggot!" cried Troy as he stomped off of the stage. Julie sat briefly on the stage, dazed by the blow. Suddenly, just what she had done wrong dawned on her. She had gotten so wrapped up in her part, she had forgotten! She wasn't Julie, she was Edward! Tears streamed down his cheeks as he picked himself up and raced off of the stage to the crescendo of jeers that chased him. Oblivious of where he ran, Edward bumped straight into Mr. Bennett, his drama teacher. Mr. Bennett wrapped his arms around his confused student as Edward buried his head against his chest and cried. "You'd better go to my office and get yourself under control. I'll explain everything to Troy, I mean to Raymond." Raymond was the boy playing the part of Troy in the play. Edward took a tissue from Mr. Bennett and dabbed at his eyes and running nose as he ran down the hallway. He locked the door of Mr. Bennett's office behind him and sobbed gently. Finally, he went to the small washroom off of the office and cleaned his face. His thick theatrical makeup was a mess, and so he scrubbed it off, leaving his clean smooth face unblemished. That felt a bit better. Edward stared at himself in the mirror, at his own bright blue eyes, delicate nose, short blond hair. What had come over him? He was only sixteen and his parents, who were always traveling the world on business, had dumped him here at the Bishop Strachan private high school for boys. He had been thrilled to join the drama club, but had been hesitant when Mr. Bennett had suggested that he try out for the FEMALE lead in the latest play. Well, someone had to play the girls' parts. And Mr. Bennett had offered to give him extra coaching, outside of class hours and regular after school rehearsals. But had it gone too far? For the past eight weeks, Edward had left the dormitory every weekend and lived for those two days with Mr. Bennett and his wife. Mr. Bennett had stressed that in order to play a girl's part, it was important to understand girls, how they thought, how they looked upon situations differently than boys did. So from Friday night until Sunday evening each week, Edward had disappeared and Mr. and Mrs. Bennett had enjoyed the company of Julie. For two days of every seven, Edward had lived his life as a girl, as if he was the Bennett's niece, visiting her relatives each weekend. Mrs. Bennett had coached Edward on how to walk, how to talk, how to pick out clothing and put on makeup. It was all an emotional drain on Edward, twisting his mind into such an alien, to him, way of thinking. To compensate, said Mrs. Bennett, she had mixed him a special high protein juice drink which he drank three times a day, even during the week. And Mr. Bennett had instructed Edward intensively on acting, particularly the nuances of the live stage and interacting with his fellow performers. But tonight, Edward had forgotten himself and Julie had emerged full force and tried to interact a little too much. Edward decided he could not go through with the play. The Julie character was becoming too strong. But then, he thought back and realized how wonderful it had felt when Troy had held him in his strong arms in the hotel scene in the second act, and again at the climax of the play. Impatient, Edward scrounged in Mr. Bennett's desk drawer and found a pack of cigarettes and matches. He lit one and smoked it silently as he sat and thought. He caught sight of his own reflection in the full length mirror on the back of the door and smiled. The reflection, partly obscured by shadows, was that of an attractive young girl, idly smoking. Edward had never smoked until the weekends at the Bennett's house. He realized with a start that he held his cigarette like a girl! He crushed out the cancer stick. Just then, Mr. Bennett opened the door and entered the room. "I quit," said Edward, before Mr. Harvey Bennett could say a word. Harvey lifted Edward to his feet and pulled the young boy's body close to his own. Edward instantly burst into tears again. "I ... I don't know what I want. This is all so strange to me!" "I can well imagine it is," said Harvey to the feminine boy. "Edward ... Julie ... listen to me. I've trained many boys for female roles. They've all come to grips with the anguish of gender identification. You will too. I know it. You are honestly the best student I've ever trained." "You ... you really mean that?" Harvey sat down on his couch and dragged the young lad down onto his lap. Harvey linked his arms around Edward and Edward had to place his hands on Harvey's shoulders. But for the first time ever, Edward noticed how good Harvey smelled, and how strong his arms were. "Oh, Julie," said Harvey. "I really, really do. And it's understandable that you've got such strange feelings floating around in your head. You've practised so hard. You've done everything that Joanna and I have asked of you. It would be a shame to throw that all away. You could be a wonderful performer! You make me so proud!" "And I love making you proud," said an exuberant Edward who, unthinkingly, placed his lips to Harvey's cheek and planted a soft kiss there. Edward drew back surprised, but was even more surprised when Harvey turned his lips toward him and his strong hand behind the youngster's blond head and drew their lips together. Harvey's lips locked firmly to Edward's as his tongue invaded the teen's mouth. He crushed his lips to those of the young boy as his hands caressed Edward's back and sides. Momentarily, Edward struggled to break free and then gave in to his own yearnings, kissing his teacher back strongly. Harvey kissed the young boy's neck as soft moans escaped Edward's lips. "Oh Julie," said Mr. Bennett, "you don't know how long I've waited for this!" Edward could feel his prick stiffening in his silken panties. And he was frightened to realize that he could feel Harvey's own cock stirring in his lap underneath Edward's own buttocks. Harvey had loosened the top of Edward's blouse and his fingers now lightly massaged Edward's nipples. Edward moaned again. Over the past several weeks, he had noticed that for some unknown reason his nipples had become larger and much more sensitive to the touch. In fact, he had even begun to notice that his pectorals were larger, almost as if the act of studying the female role had begun to make his own breasts grow. Harvey moved his lips down to Edward's left nipple and sucked it whole into his mouth. His tongue washed around the aureole and his teeth gnashed tenderly at the taut nipple itself. Edward's hips bucked upwards off of Harvey's lap, his cock yearning for release from the now soaking panties. Harvey's hand reached under Edward's skirt, under the elastic of the panties, and drew forth Edward's blood engorged cock. "Oh god, Julie. You have such a beautiful little prick. It's so slick, so lovely. Cum for me Julie. Spurt your lovely seed into my hand," said Harvey. Harvey locked his lips to Edward's as one hand toyed with the young boy slut's hard nipple and the other fisted his rampant dick. Edward's ass bucked wildly as the cum churned in his balls. "Oh, Mr. Bennett, you shouldn't - but it feels so goooooddd! Oh yes, jerk my rod! EEEEyyyyaaaahh!" cried Edward as the cum boiled out of his balls and shot out his piss hole. Harvey continued to pump the blond boy's dick with one hand as he cupped the other to catch as much of the spurting hot jizm as he could. Finally, Edward's dick stopped spurting. Harvey squeezed the last of the manseed from the boy's now drooping dick. "That was so good," said Harvey as he tenderly kissed Edward. He then opened the boy's blouse further and rubbed the youngster's own seed around and around on his taut nipples and breast mounds. "That's only second best, but it will help your breasts to grow." "My what? But I don't have ... What are you saying?" asked Edward. "Oh, my sweet Julie. You have so much to learn! But now it's time for you to return the favour. You've had your fun, now it's my turn." With that, Harvey pushed the young lad to the floor and stood over him. Harvey quickly removed his trousers and underwear. Kneeling, Edward found himself eye to eye with the pisshole at the tip of Mr. Bennett's dick. "Open your mouth, Julie. It's time for your next lesson on being a girl." "But I don't want ..." But even before the words were out of his mouth, Edward realized that he DID want to please Harvey, in any way that Harvey wanted him to. Edward opened his lips wide and Harvey pressed forward. The glans of his penis passed over Edward's rouged lips and Edward closed his mouth around the intruder. Not knowing what to do, Edward just held the tip of the dick between his lips, savouring the meaty texture and realizing that he liked the strong flavour. "Use your tongue, Julie. Wash it around my dick head." Edward began to tickle the head of Harvey's dick as Harvey held his head and slowly began to fuck his cock in and out of the she-boy's mouth. Faster and faster he pumped. He was primed. He had been primed for weeks, just thinking about and hoping for the opportunity to make love to his newest student in the art of gender bending. Harvey had high hopes for Julie. Her training had only just begun. With one last thrust, he buried his cock at the back of Julie's mouth and his cock unleashed his load. Edward was taken by surprise. Suddenly thick gobs of jizm were shooting out of Harvey's dick head, deep inside his mouth. He had no choice but to swallow the delicious tasting jizm. "Drink it all down, sweet child.", said Harvey. "Every last drop!" Finally Harvey's dick stopped spurting, but even then Harvey wasn't finished. "Suck hard, drain me dry" he ordered the blond he-bitch as he pumped his slowly wilting cock in and out of those delicious lips. Edward eagerly drained his mentor's dick. At the finish, he held Harvey's dick tightly in his hands and squeezed the last few drops out of the pisshole and onto his waiting tongue. "Did ... did I do it okay", the meek boygirl asked her teacher. Harvey drew Edward to his feet and held him close. "You did just fine," he said, gently kissing Edward on the lips. "You did just fine, my sweet Julie." A drop of cum hung at the edge of Edward's painted lips. Harvey wiped at it with his finger and then offered his finger to Edward who eagerly flicked the stray drop into his mouth with his pert tongue. "But now you had better get straightened up and get on home. Which, considering all that has happened tonight, had better be my place. Besides, we should probably talk about what just happened, and about your future." "But, Mr. Bennett, what about ...." "Don't worry. Joanna is very understanding. Besides ... What was that, did you hear a noise?" "No, no sir, I didn't." "Well, I have to go and say goodbye to all the folks who are still hanging around out there, and I have to make sure everything is locked up properly. Why don't you tidy up and then run on over to my place. I'll call ahead so that Joanna is expecting you. And I'll be along as soon as I can. Okay?" "O... okay, I guess", answered Edward. Harvey gave Edward another tender kiss, which Edward returned sweetly, and then Harvey disappeared out the door. It wasn't until a couple of minutes later that Edward realized that his own street clothes were in the locker room, with all the other boys. Well, he wasn't going to face them tonight. So he would have to leave the school tonight in his costume. He straightened his panties and blouse, then took a look in the mirror. His makeup was gone, but his hair he could manage. It was such a simple cut that worked so well when he was a boy during the week, and which with a bit of spray could be minorly altered to its present shape, ideal for the stage and weekend role as Julie. A few strokes with a comb and it was tidy again. Ready, he stepped out of the door and made his way down the hallway. But he never reached the exit door. Strong hands wrapped around his mouth and chest and dragged him down a stairway, deep into the basement of the school. Edward fainted. If only he had paid attention to that noise. He and Harvey might have noticed that their little love session had been observed by old Carl, the school caretaker, who now had his own designs on young Julie! Chapter Two Raped! Edward awoke lying on a thin dirty mattress on a small bed in a grease and oil smelly room. He sat up but when he tried to stand, he was jerked back down by the four foot ropes with which each of his wrists was tied to the head of the bed. A quick look at his watch told Edward that he had only been unconscious for about fifteen minutes. His fingers worked at the tightly knotted rope. The braids were thick but, with enough time, he should be able to work himself free. But he didn't have enough time. The door to the room was suddenly opened and in walked Carl, the school caretaker, a man of about forty, somewhat dirty, scraggly beard, and liquor on his breath. Edward crouched on the bed, trying to curl up into a ball at the headboard as Carl tossed a bag on the foot of the bed. "Pretty girl," said Carl as he went to the table against the far wall and pulled deeply from the whisky bottle sitting there. Edward realized that he must be in the caretaker's room in the basement of the school. Carl of course did not live in the school, but was provided with this room from which to work as he cleaned up the school afterhours which, because of after school activities, sometimes meant Carl had to work all night. Obviously Carl had personalized the room for his own tastes. On the walls were taped pictures of women in various stages of undress, from newspaper Sunshine girls to Playboy centrefolds, to even more risque pictures of teenage girls pushing thick dildos into their pussies, white women with their mouths wrapped around thick black cocks and even photos of women being fucked and sucking cocks at the same time. Edward had never seen such pictures before. They must have come from the dozens of magazines that were strewn on the floor beside the bed; magazines with titles like Hustler, Young Beavers, Cum Shots and even Back Door Babes! "Fix yourself up!" Carl yelled at Edward. "I don't know what you want ..," Edward said quietly. Carl picked up the bag at the end of the bed and thrust it at Edward. "Make yourself pretty for me," said Carl. Edward opened the bag. Inside was theatrical makeup, obviously stolen from the drama club's dressing room. Edward looked at Carl, questioningly. Carl slammed the back of his hand across Edward's face. Edward fell back on the bed, hitting his head on the headboard. "Make pretty!" snarled Carl as he drank from the whisky bottle again. Carl sat at the table and stared at Edward. Frightened, Edward sat on the edge of the bed and using a grimy mirror fastened on the wall, began to apply the makeup. Thick mascara, eyeliner and high-lighter, cheek blush and deep red lipstick. Finally he finished and sat back on the bed. Carl grinned and sat on the bed beside Edward. Carl's hand gently caressed Edward's cheek. Edward shuddered. "Pretty girl," said Carl. Carl's other hand began to toy with the buttons at the front of Edward's blouse. Does Carl know I'm not really a girl, wondered Edward. What will he do if he finds out I'm not? Carl pressed his lips to Edward's and kissed him. Edward pulled back, but was rewarded by another vicious slap across the face. His nose began to bleed. Carl handed him a kerchief and the bleeding stopped. Carl glared at Edward. "Julie is sweet girl," said Carl. "Me saw what you did for Mr. Bennett. You do same for Carl, or me tell other teachers. You not want teacher lose job, do you?" No, thought Edward, I can't let Mr. Bennett lose his job, just for trying to help me! Meekly, Edward said, "No. I don't want him to lose his job." "You do what me want then?" Edward nodded weakly and lifted his head in supplication. Carl's lips met Edward's and his tongue pushed its way between the boygirl's rouged lips. Edward could taste the caretaker's foul breath as his mouth was raped by Carl's strong tongue. Carl's fingers meanwhile had worked their way under Edward's blouse and were now toying with the teen's right breast mound. Edward moaned, and Carl's tongue plunged deeper. "Suck my tongue," Carl commanded, and Edward wrapped his lips around the caretaker's tongue and sucked hard, his own tongue quickly flicking at the older man's thick oral muscle. Carl released Edward's mouth. His strong hands ripped Edward's feminine blouse completely open, buttons flying. Carl wrapped his lips around Edward's erect left nipple as his hand continued to toy with the right. This was something new for Edward, to have lips, a tongue, and teeth toying with his sensitive nipple! God, it felt so good! "Julie has tender breasts!" said Carl as his mouth moved to the right nipple. Edward's taut nipples stood erect like the thick ends of pencil erasers. He moaned as Carl's teeth raked across them and then gasped in surprise at the tingling sensation as Carl's thick stubble rasped rudely across his tender nips. As Carl lay atop Edward, he began rubbing his crotch against Edward's leg. Edward could feel the hard length of the caretaker's rod through his trousers. And Edward's own dick had risen to full mast also! Carl rolled over, pulling Edward on top. "Kiss my neck," he told the youth. "Kiss my chest". Edward paused to undo the buttons on the janitor's shirt and then began kissing Carl's chest and neck. As his lips grazed across the caretaker's nipples, Carl squirmed. Edward spent a few moments, licking across Carl's flattened nipples, but Carl kept pushing the he-slut's head further down his body. "Pull my pants off, Julie," said Carl. Edward pulled Carl's shoes off and then pulled down the janitor's pants, pushing them to the floor. The janitor pushed himself further towards the top of the bed so that Edward, tied with his four foot ropes, could manage this. Finally, Edward pulled down Carl's undershorts. Carl's erect six inch dick sprang into the air and waved about. "Suck it, pretty girl. Suck Carl's dick," Carl said to Edward. Tentatively, Edward closed his hand around the caretaker's cock to steady it. Edward tightened his grip and moved his hand up the shaft. Carl groaned and a stream of precum oozed out of his pisshole, running down the side of his dick and onto Edward's hand. Slowly, Edward fisted the janitor's rod, as he tried to convince himself that he had to do this. Finally, he lowered his painted lips around the bulbous head and slowly licked his tongue around the sensitive underhead of the glans. Carl moaned again and thrust his hips upwards. This caught Edward by surprise as the dick slid between his lips and to the back of his mouth. But Edward took control and slowly began raising and lowering his mouth along the jizz slickened shaft as he continued to pump his hand along the base of the dick. "Oh yes. Suck Carl good, pretty Julie. Suck real good." Carl ran his fingers through Edward's hair. With one hand, Edward grabbed Carl's tight scrotal sac and slowly squeezed and released, developing a rhythm which he hoped would make the janitor cum quicker and end this humiliation for him. But Edward found that while this experience was degrading and humiliating, it was also exciting him. He relished the musky taste of the thick stalk of meat that pumped past his lips and the rich manly flavour of the precum that his tongue lapped up each time it washed around the bulbous purple glans. He was awed by the ring of bright red lipstick around the base of Carl's cock and the realisation that it was his own lips that had left that ring there. Edward's own cock stiffened at the thought and he could feel his belly, wrapped inside his silk panties, becoming sticky from his own leaking. Carl began to moan more loudly and thrash about on the bed. "I'm ... I'm gonna cum!" he cried out as his hands grasped Edward's head and began to bob it up and down more vigorously on his cock shaft. Edward increased his own pumping action and renewed his tonguing of the sensitive underside of the glans. Carl's first mighty squirt of jizm caught Edward full in the left eye, temporarily blinding him, but Edward quickly engulfed the fountaining dick head in his mouth and caught the next stream of thick man seed and eagerly gulped it down. His hand frantically pumped the hard cock and his lips vacuumed the scum down his hungry gullet. When Carl's cock stopped spurting and shriveled, Edward used his finger to wipe his left eye and cheek clean and gently sucked his finger clean. Carl pulled the young sheboy upwards on the bed until they cuddled together, Carl's thick lips crushed against those of the feminized lad. Edward's own lust subsided at the sudden realization of who this liquor- breathed man was and the situation he was in. And Carl was indeed not finished with his young he-trollop. It took only a couple of minutes for Carl to regain his breath and when he did he quickly rose from the bed and pulled Edward towards the foot of the bed so that his arms were stretched taut, tied tightly to the head of the bed. Carl tore the remainder of Edward's blouse from his body and his skirt and panties soon followed. The revelation of Edward's cock seemed to not faze Carl in the least, other than Carl tossing a towel over Edward's groin as if to hide the young lad's dick and thereby disavow its existence. Carl pushed Edward's knees up and over so that they touched Edward's shoulders. In this position, Edward's ass was pushed high in the air, his brown puckered asshole fully exposed. "Nice sweet pussy," smiled Carl as he approached the he-girl's smooth bottom. Carl massaged Edward's ass cheeks, pulling them and twisting them. Then he kissed the smooth flesh, at first delicately and then more firmly, all the time inching closer to Edward's anal pucker. Finally Carl's lips closed around the boy's anus and his tongue began to lick and probe at the Edward's tight hole. "Must make pussy nice and slick. Oh, pussy tastes so good!" said Carl as his tongue washed the boy's ass. Edward tried to shout and scream but Carl quickly stuffed Edward's soiled panties into his mouth, thereby gagging him. Edward's eyes grew wide as Carl's tongue managed to probe a full inch, and then an inch and a half, up Edward's poop chute. Then Carl worked a finger inside the effeminate lad's pucker and slowly worked his finger in and out. Edward knew what was coming next. He dreaded it. He twisted and turned, trying to avoid the inevitable. Carl's six inch dick was once again hard. With Edward folded in half, Carl stood above the young teen and placed the head of his dick against Edward's asshole. Slickened with Carl's saliva and loosened by Carl's finger probing, Edward's asshole easily parted to accept the head of the janitor's thick rod. Carl pressed downwards and his dick easily slid deep into the lad's trembling ass. Carl sighed and giggled with glee as the full length of his dick was imbedded in the boy's ass and Carl's swaying ballsack slapped against Edward's own testicles. Carl raised himself until his dick popped free. Edward could see the flecks of filth that dotted the slick browned surface of the janitor's rigid tool - but only for a moment because Carl immediately plunged his rod deep into the boy's bowels, even deeper than the first drive, if that was possible. Carl quickly fucked his cock in and out of Edward's quivering ass. Edward sobbed as his virgin ass was raped brutally. From his supine position, Edward was forced to watch his rapist's dick plunge in and out of his ass, was forced to see the filth and slime from his own asshole that coated the rampant truncheon. And Edward was forced to realize that no matter how degraded he felt, how sickened he was at being used as a sex tool by this sick pervert, Edward's own cock was hard and throbbing, his own ball sac was tight, wanting desperately to release its load. Edward's rigid cock waved wildly in the air each time Carl's rod thrust past Edward's prostate on its trek to the nether regions of his bowels. Carl's fucking reached a furious uncontrollable pace. Carl began gasping great lungfuls of air. His motions became jerky, his thrusting more frenzied. Edward's own cock was pulsing wildly, desperately wanting to be touched and caressed so that it could shoot its own thick wad. Suddenly Carl lanced deep into Edward and his jizm burst from his dickhead, flooding Edward's innards with rich thick hot cream. It blew Carl's dick halfway out of Edward's ass and as Carl pushed back inside, jizm squeeched and squelched out of Edward's ass around Carl's hard tube of meat and dripped down Edward's back. And as Carl exploded inside Edward, Edward's own dick sprayed its mighty load all over Edward's own chest and neck and lips. Edward opened his mouth and drank down sweet strings of his own fuck seed. Finally, Carl collapsed onto the bed, his dick slipping free from Edward's ravaged and stretched asshole. Gobs of Carl's jizm slowly oozed out of Edward's ass onto the dirty bed linen. Edward continued to sob quietly as Carl slowly and staggeringly dressed himself and then left the small room to finish cleaning up the school. Edward had enough strength only to crawl sufficiently toward the head of the bed to give himself enough slack to remove the gag from his mouth. After a coughing fit, Edward was too weakened to consider untying himself and fell into a deep sleep. He slept for six hours, occasionally awakening and wondering where he was. But the ropes on his wrists reminded him and worried him until each time he fell back into an exhausted sleep. He was forced rudely awake at dawn as Carl grabbed hold of his naked body and flipped him over on his stomach. "On you knees girlie" commanded Carl. The weakened she-boy was too slow in complying and received a punch in the side. Edward gasped and Carl's rough hands pulled him roughly upwards. Quickly Carl knelt behind the boy. He spit twice in his hands and rubbed the gooey saliva around his dick head and then placed his cock against Edward's bung hole. Still stiff and sore from its invasion the previous night, Edward's ass could not resist this second attack and Carl's rod lanced deep into the lad's quivering anal sheath. Carl grasped Edward's hips as he fucked the lad doggy-style. Edward gasped as the janitor's cock again probed deep into his ass. Carl's hands moved higher and his fingers toyed with Edward's breast mounds and the tight nipples that crowned them. As Carl's pecker slid fully into Edward's ass, his large ball sac flopped and bounced against Edward's own scrotum. Edward's dick once again responded lewdly, rising to its full rigid length. As Carl's weight pressed into him, he found his own strength waning and his knees collapsing under him. But this allowed his own dick to slide along the sheets. Each time Carl penetrated him, Edward's cock slid along the bedding, exciting it, teasing it. And again, as Carl spurted his rich thick cream deep into Edward's bowels, Edward's own jizm sprayed across the bedding. Again, Carl dressed and left the room, but this time Edward did not sleep. Rather, he rested and then struggled with his ropes, which did not prove to be too difficult to untie. The door to the room was locked, but a window high in the wall was open for ventilation. Edward thought he could climb to it and make his escape. But first he needed clothing; his own costume from the previous evening's dress rehearsal was torn and tattered. The janitor had a grubby pair of overalls sprawled over a chair, but Edward searched further. In the bottom of a closet he found mountains and mountains of porno magazines, similar to those spread about the floor of the room. Buried in one corner however, was a cheerleaders skirt and sweater from a neighbouring high school. Edward didn't want to even think about how Carl had obtained them. Further digging past magazines with titles like Girls Who Drink Cum, Dog Lovers, Black Dicks in Tiny White Teens, revealed a pair of girl's sneakers that probably went with the cheerleader outfit and which should fit him. Edward quickly donned the outfit and examined himself in the mirror. He would be passable once he washed his face and brushed his hair; he didn't want to be stopped by anyone or bothered with any questions until he got to the Bennett's house. He climbed to the window and made his escape. Edward tried not to hurry or to look upset as he walked the ten blocks to the Bennett's house. Several people smiled and said hello and a couple of teen boys even whistled at him. He had to hold down his skirt since the wind would have picked it up and blown it about. He had no panties or underwear and the teen boys would have been shocked to see Edward's flaccid dick under his skirt. Finally he reached the Bennett's house and rang the door bell. Chapter Three Comforted After a few moments, Edward pressed the bell again and almost immediately the door was opened by a very attractive silver haired woman. However, the silver hair was not a sign of age, but rather of cosmetic preference. Joanna Bennett was barely thirty years of age and looked even younger. She was a tall woman but extremely attractive with long slender legs, shapely thighs, a thin waist all leading up to very well rounded large breasts. She was tastefully attired in a white cashmere sweater above a tight black skirt that came to just below her knees. "Julie! What's happened to you? We've been so worried!" she said as she led the young boygirl into the house. "Harvey had an important meeting out of town today - he didn't want to go, but I made him ... He was worried sick about you!" Edward flopped down on the couch, tears coming to his eyes. "I'm not Julie" he cried. "I'm Edward, a boy. I'm not a girl. I'm not Julie!". Joanna sat down beside the teen and pulled his head to her shoulder. Edward sobbed against her for a while, until he calmed down. Joanna finally quietened him and offered him a cigarette. Since he was in the Bennett house where he had lived as Julie for many many weekends over the past several months, Edward unconsciously slipped into his Julie persona, demurely crossing his legs and wiping his eyes with a tissue as he related to Joanna the horrors of the last twenty- four hours. Julie was at first hesitant about revealing what had happened between her and Harvey, but Joanna told her that Harvey had recounted everything when he had come home, and she heartily approved. "I like you a lot, Julie. I think of you as more than just our "niece". And if you were able to make Harvey happy, I'm pleased. And if you enjoyed your experience, I'm happy for you. If you're going to play the part of a girl, you have to understand all of the emotions." But Joanna had become angry when Julie recounted her horrible experience with Carl the janitor. As Julie haltingly related the first brutal sodomy she underwent, she again broke into tears and Joanna cuddled her close, holding Julie's head to her soft bosom until the sobs died away. Finally Julie finished her story and appeared to be in better spirits for having told it. "Harvey won't be back until this evening. Then I'll tell him about Carl for you and you'll never be bothered by that dreadful man again. Now, it's time to get you cleaned up. I bet you haven't had a decent wash in the last couple of days. And I want to check you out, make sure that Carl didn't do you any permanent harm." Edward/Julie went into his/her room and removed the cheerleader outfit which he had found in Carl's dirty room. As he put on a dressing gown he caught sight of himself in the full length mirror. He looked a mess, despite his earlier efforts to make himself presentable. And the strangest thing was, remembering back to Harvey's comments the previous night, his breasts did seem to be a bit larger than he remembered them being a few months earlier. And why did he think of them as breasts? Edward/Julie was confused. He tied up the robe and went to the bathroom where Joanna had run the bath water. He had removed the robe and was getting ready to step in the water when Joanna knocked on the door and then entered without waiting for his reply. Embarrassed, he tried to cover his groin with his hands. "Don't be coy, Julie," said Joanna. "I've seen many a pretty girl, and boy, without their clothes. Besides, I need to see part of you a bit more closely. Bend over." Reluctantly, Julie bent over, her naked ass presented to Joanna's view. Joanna spread Julie's ass cheeks and peered at her pucker. She lubricated her finger with some jelly and gently pushed it inside Julie's asshole. It came out clean, no blood. Julie felt extremely uncomfortable having Joanna's finger pushed up her butt, but was relieved when Joanna told her that there had been no permanent damage. Swiftly Julie stepped into the tub and sank below the fragrant bath bubbles. "Do you want me to stay and help you wash your hair and scrub your back?" asked Joanna. "If ... if you like" replied Julie. "Well, if I'm going to, I'd better get rid of these!" said Joanna as she removed her expensive sweater. She left the room momentarily to put the sweater away. When she returned, Julie was startled to see her removing her bra and tossing it aside. Her large firm breasts were perfectly formed and had enormous areoles. Julie gasped at the sight of all that tit flesh. "Ah, you like my breasts! Well, I do too!" said Joanna as she slowly rubbed the palms of her hands across them, her nipples tightening and standing straight up. "But let's take care of your bath, shall we!" Julie could feel the sexual tension building between he/she and Joanna as Joanna knelt beside the tub and helped to scrub Julie clean. At one point Joanna soaped up a sponge and then rubbed down Julie's chest. As the sponge brushed across Julie's nipples she felt an electric charge run through her body. "Oh, they're looking so nice!" said Joanna as she quickly flicked a fingernail across one of Julie's erect nipples. When Joanna scrubbed down Julie's back, she did not do it from behind Julie's back but rather knelt in front of her and reached around behind. Julie's face was buried in the cleavage between Joanna's large breasts and she couldn't help but poke out her tongue to lick a bit of sweat off the large tit mound. Feeling the wetness of the young teen's tongue, Joanna paused in her back washing and turned so that her right nipple easily plopped between Julie's lips. "Oh yes! Suck on it baby. Suck mama's hard nipper" and Julie did. Eagerly her tongue swirled around Joanna's large brown nipple, her lips latched on tightly and she tried to suck in as much of the silver haired woman's bosom as she could. Joanna moaned with joy but pulled back. But only momentarily as she then pulled Julie's head to her other breast. "Do you like that Julie, do you like sucking on my breasts?" Joanna asked. Julie nodded, but was careful not to release the nipple. "Do you like sucking my nipples better than you liked sucking Harvey's cock?" Julie ignored the question and continued sucking, her hands now joining her lips, toying with Joanna's other inch long protuberance. Meanwhile, Joanna dove one hand beneath the bathwater and found Julie's dick. It was hard and throbbing. Joanna squeezed it and began to slowly jack on it. Julie groaned. "Perhaps we should towel you off and move this bit of fun into the other room" suggested Joanna. She lifted the young she-boy to her feet. As Julie stepped out of the tub, with Joanna's fist still wrapped around her penis, Julie turned her head up and Joanna locked her lips to the young teen's. Their tongues fought a fierce battle before they broke to take a breath. Joanna slowly towelled off the youngster and then helped her to pat some baby powder all over her body. Then Joanna led Julie to the living room where she set the naked he-girl down on the couch. Joanna, still clad in her skirt, stockings and shoes sat beside her. The two clinched in a passionate embrace, again trading tongues and groping at each other's breasts before Joanna pushed Julie back and told her to relax. Joanna's fingers slowly traced their way around Julie's taut nipples. "Oh, I just love your little nubbins. They look just so right on you." Julie shivered. "I have a bit of a confession, Julie," said Joanna. "While you've been staying with us you've been drinking your protein juice drink. Well, protein isn't all that it contained. I've been spiking your drink with female hormones, to help you play your part better, to better learn the part of the girl for the play ..." "That's why my nipples have been so sensitive? That's why Harvey called them breasts!" "Yes, that's certainly one of the effects they will have caused. Also, if you had any facial hair it may have stopped growing, your skin has become softer, you have become much more emotional ..." "Yes, I've certainly noticed that!" "But I'm pleased that it hasn't affected you down here at all!" said Joanna as she again grasped Julie's cock and tenderly stroked her hand up and down its erect shaft. "Hmmmm. You have such a pretty cock. It must be at least seven inches!" "Ooooo, don't stop Joanna. That feels so good!" "Have you ever had your cock sucked Julie? Have any of your girlfriends ever wrapped their lips around your thick weenie?" Joanna teased. "No, oh no Joanna! I've ... I've never really had a girlfriend. I've hardly ever even kissed a girl!" "If I suck on your penis, will you promise to suck me off when I'm through?" "Oh yes, I'd love to lick your pussy, Joanna!" Joanna sank to the floor and pushed Julie's knees wide apart. Julie's manly cock bobbed up and down just inches in front of Joanna's ruby painted lips. Her hands still pushing Julie's thighs apart, Joanna captured the knob of Julie's rod between her lips and vacuumed it in, savouring the flavour of the young boy-girl's pre-cum. Joanna slid her mouth down the full length of Julie's dick, opening her throat so that it continued down her gullet until Joanna's nose rested deep in Julie's pubic hair. Julie moaned "Oh god, Joanna. That feels wonderful!" Joanna slid her face back off of Julie's dick so that it sprang free and slapped against the teen's belly. Joanna dove beneath the waving prong and sucked first one and then the other of Julie's nuts deep into her mouth, gently chewing on them. She wrapped one fist around Julie's rod and began pumping it vigorously as she teased the underside of Julie's glans with quick licks of her tongue. Julie was thrashing about on the couch. Her sexual immaturity showed in that she was not going to hold her orgasm for very long. Joanna could feel the cum rising from the she-teen's balls. At Joanna's urging, Julie grasped her own hard nipples between her fingernails and squeezed them. Julie cried out again at the intense pleasure and her cock began to shoot its wad into Joanna's mouth. Joanna wrapped her lips around Julie's pole and hungrily sucked all of the he-girl's seed down her throat. At last Julie stopped ejaculating and Joanna sat down beside the exhausted teen. Chapter Four Surprises and Delights "You gave me a good load of your jism, sweet Julie" said Joanna as she pushed the teen's short blonde hair back from her eyes. "Harvey always wants me to drink as much of his cum as I can. He thinks it'll help my breasts grow even larger. What do you think, do I need larger tits?" "Oh no, Joanna, your tits, uh, breasts, are just fine!" "Would you like breasts like these, Julie?" asked Joanna as she slowly rolled her left nipple between thumb and forefinger? "Would you like to be a girl and have nice large titties that men just love to suck on?" "Stop fooling around, Joanna. I may play at being a girl for the sake of the play, but what you're saying is ridiculous!" "Is it Julie? Is it really? Here, let me show you something." Joanna stood up and pulled Julie up also. She then pushed Julie down to the floor until Julie was kneeling in front of her, the young he-slut's face just inches from Joanna's skirt covered crotch. "You remember what I was telling you about your protein drink and the female hormones we had dosed it with? Well, if we increased the dosage and started injections, it could work wonders for you darling!" Joanna said as she removed her skirt. Now she faced Julie with just her panties and stockings on, and a strange thong wrapped around her waist. "Wha .. what do you mean Joanna? What are you talking about?" "This, my sweet Julie!" said Joanna as she slid her panties off and undid the cock harness she was wearing. Julie was shocked as the harness came loose and Joanna's own cock waved in front of Julie's face. "Yes, Julie, that's right, I have a pretty cock too. And it's time for you to suck me!" Joanna grasped Julie's head and pulled it forward. The tip of Joanna's pre-cum slickened half-erect cock brushed against Julie's lips. Julie opened her lips and Joanna's dickhead slid inside her warm mouth. "Yes, Julie, suck on my dick. Oh god, it's been so long since I've been sucked by anyone so pretty! Yes, that's it, use your tongue. Suck on it baby, suck it good." Julie was flabbergasted. Joanna was a man! Or was a woman, with a man's dick! Or was a .... Julie didn't know what to think. Her face stuffed full of hot throbbing dick, she looked up, past Joanna's heaving breasts, to Joanna's lovely face. Joanna smiled at Julie, before she grasped Julie's head and began to fuck her dick slowly but determinedly in and out of Julie's lips. "Use your teeth, Julie. Just close your teeth a bit so that they scrape my glans as I fuck your face. YESSSSS! Oh, that's it sweet baby! Just hold your mouth right there and Aunt Joanna will take care of the rest." Julie was surprised to feel her own dick getting hard again as the silver haired woman fucked her mouth. Julie's tongue kept busy licking and tasting Joanna's meat stick and swallowing the sticky pre-cum that leaked from Joanna's piss hole. Joanna fell back onto the couch and pulled Julie with her. Julie groaned as the hard dick temporarily pulled free from her mouth, but soon she was lying on her back on the couch and Joanna's thick rod pushed once again at the she-boy's lips. Julie opened wide and lovingly accepted the man-pole as it slid once again deep into her mouth. Joanna had positioned them in a sixty-nine position and once again eagerly slurped Julie's rigid member into her own mouth. As she fisted and sucked on the youth's penis, she noticed that Julie once again shook and trembled, lost in her feminine ecstasy. But she didn't want to suck the teen dry this time. She had other plans for this hard member. As Julie was about to shoot her scum load again, she squeezed the prick tightly, cutting off the orgasm. Julie cried out in frustration. But only momentarily, for Joanna had reached her own peak. Joanna gave a strong grunt and pushed her dick as far into Julie's mouth as she could. Her dick began to spray thick loads of slimy cum into the she-boy's mouth. Julie began to choke, then swallowed a load of cum. She swallowed again, and kept swallowing until all the load had disappeared, except the strands of jiz that had leaked out her lips and down her chin. Finally, Joanna drew her wilting cock out of Julie's mouth and pulled her to her feet. "Oh, you were so hot dear. You'll make a wonderful girl!" Joanna pressed her lips to the young teen's, licking up her own cum from Julie's chin. "Suck me some more, Joanna. I want to cum again!" said Julie as she began to fist her own rod, masturbating and trying to reach an orgasm again. "I've got better plans for that impressive little prick of yours, Julie. I want you to fuck me with it," And as she said so, Joanna turned over onto her back and spread her thighs. Her own penis lay curled in a neat lump on her groin. But below her nuts, was her asshole. But surely, thought Julie, she can't mean that she WANTS me to shove my penis in there. That hurts! As if reading her mind, Joanna told her, "Don't worry dear, it won't hurt me a bit, in fact it feels heavenly. Just like having my own pussy. It doesn't have to hurt dear, not like what Carl did to you! Here, take some of this," said Joanna, handing Julie a jar of vaseline. "Now rub some around your dick. That's it, juice it up, make it good and slick. Now, take a gob and place it on my pucker there." Following Joanna's directions, Julie rubbed the vaseline around Joanna's asshole and even pushed a fair bit inside. Julie was surprised to see how easily her finger slid deep inside Joanna's butt. In fact, Julie got so into it that before she knew it she had three fingers sliding in and out of Joanna's ass. "Oooo, that feels so nice, Julie. But we'll save this for another time. Right now I want your hard cock in there. Are you ready, honey?" Julie nodded and knelt between the silver haired vixen's parted thighs. Joanna scrunched closer so that her ass was elevated and her asshole was easily accessible. "Put it in me Julie. Oh god, I need a fuck!" Julie positioned the head of her dick at Joanna's anal pucker and braced herself for a tussle, but as she pushed, her dick head slid easily past Joanna's anal hole and started to slide easily inside. "Push it in, deeper, ... oh yes, all the way in! Eeeeeeee! Oh YES!!!" cried Joanna. In a matter of seconds, Julie's prick was buried entirely in Joanna's poop chute. "Oh yes! It feels so wonderful to be so full! Leave it there for a minute honey. Don't move. I want to savour it ..... Okay, now. Start pulling out and pushing back in!" Under Joanna's tutelage, Julie leaned forward, putting her weight on her hands beside Joanna's shoulders. This placed a good deal of her weight also on Joanna's thighs each time that Julie plunged her dick into the older woman, but Joanna relished the extra depth that Julie attained this way. It was a good thing that Julie had already orgasmed once, for Joanna's anal canal was so tight around her shaft that in no time she was ready to shoot again. But each time she began to piston frantically, Joanna slowed her down, relaxed her. Joanna had to build to her own shattering climax. And she did. Soon, Joanna's head was thrashing about wildly as Julie pumped her dick furiously in and out, up and down, deeeeep into Joanna's ass. Suddenly, Joanna's dick began pumping thick wads of jism across her chest, splashing against her heaving breasts. Julie thrust mightily and buried her dick deep in Joanna's ass and held it there as scalding scum erupted from her own dick, spraying the silver harlots innards. Julie collapsed on top of Joanna, mashing Joanna's sticky cum between them. As they both rested, Julie's dick slowly slid out of Joanna's stretched asshole. "That was wild!" said Julie. "You really enjoyed that! I couldn't believe how easily you took my dick up your ass!" "Practice makes perfect" replied Joanna. "All you have to do is relax. It might hurt a tiny bit at first, but oooohhh does it start to feel good!" "I ... I don't know if I could, not after what Carl ...." "You've heard what they say about getting right back up on the horse ..." "Well, maybe in a bit. I don't know" "You just relax. Neither of us is quite ready for another go around quite yet. Just sit back, I'll get us a couple of robes and some coffee." The two women (!) sat and relaxed for the next half hour, each wearing a flimsy robe which neither bothered to tie up. Any unknowing man would have died to catch a glimpse of the two foxy females lounging with their robes open revealing a magnificent pair of tits, in one case, and a delicate chest with newly budding breasts, in the other case, but would have been shocked at the thick penises that were curled up in the groin of each woman! To satisfy Julie's curiosity, Joanna told her a bit about her past. Joanna had originally been a boy named George who had been a good boy from fine parents. But the parents had died suddenly when George was twelve and George had run wild in foster homes. At the age of fifteen he had been involved in a gang rape of two twelve year old girls. He had been the only one caught and had not ratted on the rest of the boys. The judge had decided to teach George a lesson and had sent him to a reformatory, but an unusual one. He had been sent to Mistress Coco's School for Wayward Boys. George's life there had been highly unusual, for Mistress Coco's method of "reforming" boys was to transform them, to all outward appearances and mannerisms, into girls. Joanna became a shemale, a girl with a penis. She had rebelled at first, but had come to love the life of a girl. She had all the benefits of being pampered and waited on. Sexually she had the best of both worlds, the cock of a man and the looks, tits and pussy (her nether-pussy) of a woman. Joanna could have become the mistress of a wealthy man, but had fallen in love with Harvey Bennett, who had come to the school one day a week to teach acting, character and poise to the transformed boys. And Harvey had fallen for her. When she left the school, they had married and moved here. Joanna told Julie that she would be surprised if she knew just how many shemales there were around. In fact, one of Julie's female teachers at school had once been a man, and then a shemale. But she had chosen to have the final operation. Her penis had been removed and she was now fully a woman! "And you're saying that if I just keep taking these hormones ..." asked Julie. "Oh, no. It's not quite that simple," replied Joanna. "The hormones are a start, until you are sure that you want to undergo the full transformation. Once you decide that you want to become a girl, or just a shemale like me, there will be hours of counselling, cosmetic surgery, bust implants - if you want them ..." "And you think this is right for me? You think that I should become a girl?" "Oh yes Julie. And you'll make such a pretty girl. Harvey and I have watched you. We've seen how you don't fit in with the other boys. We've seen how much you've enjoyed your weekends with us, while you've been Julie. I know this is right for you, sweet Julie." "Now, just lie back and relax. It's time for your final entertainment of the evening!" said Joanna. Julie lay back as instructed, after removing her gown. Joanna dropped her robe to the floor and lay atop Julie, but in such a position that her large breasts were at Julie's head level. She placed her left nipple at Julie's mouth and commanded her to suck. As Julie eagerly lapped at Joanna's large aureola, Joanna teased and stroked Julie's own small breast nubbins. "Wouldn't it be wonderful to have breasts like mine, Julie? You could drive men crazy! Oooo, yes, lick it good, dear!" But Joanna pulled her nipple free as she scooched down further on the couch. The women's lips locked together briefly in a tender kiss and then Joanna's head travelled further down to where her own teeth grated across Julie's nipples. She slowly sucked on each in turn. "Yes, Joanna, yes! That feels wonderful" And as Joanna's lips toyed with the she-boy's nipples, her hand grasped the blonde teen's cock and began to fist it. Julie arched her back in bliss! Soon Joanna's mouth engulfed Julie's rod as Julie's fingers began to strum her own nipples. But Joanna dwelled on Julie's rigid rod only briefly as her lips travelled further down still. Joanna pushed Julie's thighs up and over until her knees mashed against her breast mounds. Julie's young asshole was presented for Joanna's caresses. Joanna slowly licked her way around Julie's ball sac and slowly circled Julie's anal pucker with her tongue. Then she tentatively licked her tongue across the he-girl's nether eye and finally pushed her tongue inside. Julie cried out in amazement as Joanna inserted her tongue fully an inch and a half up Julie's rear end. Joanna's fingers joined her tongue as she probed at Julie's hole, tongue and fingers taking turns at invading the teen's forbidden territory. Then Joanna scooped some jelly onto her fingers and began to work the lubricant into Julie's hole. Julie groaned, partly in fear as two of Joanna's fingers invaded her deeply, as far as Joanna's fingers could reach. "Yes, Julie, just relax, you're going to enjoy this." Joanna knelt back and slowly lubricated her own hard dick. Julie was still totally shocked by the sight of the erect penis springing from the thighs of the beautiful woman. Julie spread her thighs wide as Joanna approached her target. Joanna placed the head of her dick against Julie's asshole and pushed. Slowly, surely, steadily, inch after thick inch of Joanna's throbbing shemale meat disappeared into Julie. Julie stiffened. She felt full, so very very full, and even fuller as Joanna continued to push into her. Then suddenly, she was completely full. Joanna had pushed her entire eight inches into Julie's bung hole. Joanna lay atop Julie and their mouths met. They kissed passionately. Then Joanna began to pull back out and Julie felt hollow. Joanna began to pump her dick in and out of the young shemale's nether pussy. "Oh, Joanna. It hurts, but only a very little bit. But it also feels good, so very very good! Oh, Joanna, it wasn't like this with Carl at all!!" Julie licked her lips. This felt heavenly. To be filled so completely. She loved the feel of Joanna's cock travelling up and down her ass chute. Oh yes!!!! Julie wrapped her legs around Joanna's waist and began to push and pull with Joanna. And she began to squeeze her ass muscles, not to repulse the meaty invader, but to stroke it, to squeeze it, to make it pump its hot load of cum. And with a grunt, Joanna buried her rod deep into Julie's bowels and began to moan uncontrollably. Julie's own rod, trapped between the two shemale bodies, began to pump its own thick load of semen across their chests as she felt the warm splashing of Joanna's hot cream shooting into her bowels. This feels so wonderful, thought Julie as tears came to her face. Oh yes, I love this she thought as another jet of Joanna's scuz blasted inside her. Julie began to cry uncontrollably, from joy. Chapter Five To Harvey, With Love (and a little KY) Harvey Bennett returned home at about 10:00 pm that evening. As he walked in the door, Joanna got up from the couch, poured him a stiff drink of whisky and met him just as he removed his coat. He had barely got out "Hi honey" before her mouth met his and her tongue slipped deep into his mouth. "Whew! That's great, but don't I get to sit down?" "No, as a matter of fact, you don't! Here drink this," said Joanna, a coy smile on her face. "What's up? Say did you hear from Julie at all?" he asked, draining his glass. "Take a look in the bedroom," replied Joanna. Harvey went to the master bedroom and opened the door. Sitting on the bed, half under the covers, reading a romance paperback, was Julie. Joanna had spent several hours preparing her for this moment. Her blonde hair was washed, permed and set. Her makeup was delicately applied, highlighting her high cheek bones and her pouting mouth. Her lipstick was a delicate shade of rose, and her hint of eye shadow was green. She had been adorned with a light fragrant perfume. From her newly pierced ears dangled thin delicate feather earrings. Her finger and toe nails were a bright crimson. She was clad only in a sheer white teddy and was obviously a bit cool, or aroused, because her tiny nipples, which had been lightly lipsticked to add colour, were tightly aroused into erect nubbins. "Julie? You look beautiful!" was all that Harvey said as he sat on the edge of the bed. Julie said nothing. She just looked tenderly into her teacher's eyes as she drew his head down and placed her lips to his. Her mouth opened as their lips met and she slipped her tongue into his mouth, gently. He sucked in her tongue avidly, as his hands went to her barely budding breasts. Julie moaned as his fingers tweaked her right nipple. Julie pushed Harvey back so that he stood beside the bed. She undid his belt and pulled his pants down. Harvey's rising penis bulged his underwear. Julie pushed the underpants down and eagerly grasped Harvey's hardening cock. Hungrily she pulled it to her lips and engulfed the glans, her tongue washing over it, lubricating his thick penis. But she did not keep his cock in her mouth; rather, she licked her way up and down his shaft, moistening it, readying it. For she had another purpose in mind. Julie drew Harvey up onto the bed and spread her legs wide. She positioned him between her thighs and lifted her legs high, presenting herself for him. Julie wanted to thank the man who had opened her eyes to a new life. Harvey looked at Julie's delicate rosebud pucker and smiled. She had slickened herself for him. She was primed and ready. Harvey hunched forward and readied his dick. He placed it in position and pushed. His cock head slid easily into Julie's rectum. Julie cried out, "Please, Harvey. Fuck me. I want you so badly" as he slammed his dick deep into her. Julie's teeth bit into his shoulder as a shudder ran through her body. Over her shoulder she caught sight of Joanna standing in the doorway, panting, with one hand strumming her taut nipple and the other fisting her dick. Julie was ecstatic as another surge of pleasure racked her body. Epilogue Training the Next Generation Julie closed the photo album, a smile on her face. She didn't know why she had chosen to pick it up and browse. She could have found many other means of passing the time while she waited for Justine to bring her drink upstairs. Ooooo. Thinking of Justine made her cock twitch deliciously. The album had made the memories flood back. She held the book tightly to her large breasts as she quickly thought back over the ten years since that day she had moved in permanetly with the Bennetts as their niece. She had enjoyed her two years there, and then all the excitement of her four years at Easterbrook College and her stay at the Tau Iota Tau sorority, with all the other girls like her. All the mischief that she and her roommates had gotten up to. But, as Harvey and Joanna had wished, she had pursued her drama and acting classes and had then come here to New York where she had landed a juicy part in a large Broadway production. It was only a year later that she had won the starring role in the play she was now in, and tonight! ... Tonight she had just won a Tony as best actress! Her acceptance speech on stage had been emotional, especially with Harvey and Joanna sitting in the audience! And now, resting here at home, ready to go to the big celebration party, all she could think about was how horny she was and how she deserved a special treat. How lucky she was to have a husband like Trevor who understood her needs. Just as Julie lit another cigarette, there was a polite knock on her bedroom door and Justine, the black maid, brought in a silver tray bearing her martini. Julie stubbed out her cigarette as she took the drink. "Will that be all, ma'am?" asked Justine. "No, Justine, I don't think so. Tell me, how is your progress at the school? Are you learning your lessons well?" Justine was only eighteen years old and was on loan to Trevor and Julie for domestic training; on loan from Mistress Coco's School for Wayward Boys. She had only arrived three days earlier and Julie had not yet had a chance to inspect her. "Yes, ma'am." the negress answered. "May I please go now?" "No. I don't think so. Justine, I want you to strip for me." At the startled look on the maid's face, Julie continued, "No, I don't mean in time to music. Just take off your clothes" Reluctantly and slowly, Justine removed all of her clothes, though Julie stopped her from removing her garter belt and stockings. The black girl was very pretty when she blushed. Julie stepped forward and slowly carressed the maid's small breasts. "These look very nice on you Justine. Are you glad to have these breasts?" "Oh, yes, ma'am. And I want them to be so much bigger!" Julie then reached down and grasped the black shemale's cock. "And you have such a large cock too, Justine. What's a girl like you doing with a prick like this?" Justine just smiled in embarrassment. Julie pushed Justine to her knees and slowly removed her own dress. Justine had no hint of what lay waiting for her until Julie removed her own cock harness and withdrew her long penis from where it had been tucked between her thighs. Justine gasped. "Mmmmm ... Mistress Julie! You ... you have a cock too!" "Oh yes, Justine. A nice big thick cock. And it's all for you. Suck it Justine. Put it in your mouth and suck my hard cock!" As the black maid began to slurp and lick Julie's thick shaft, Julie thought about how truly wonderful life was! The End (For Now!)

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This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

4 years ago
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Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

2 years ago
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MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

1 year ago
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Sweet Julie

A week ago something happened which I just can’t keep to myself – I just have to tell someone about it. My daughter Jennifer had a friend of hers, Julie, staying at our house for the half-term holiday. Normally it is just Jen and me in the house because I was divorced 5 years ago, and I got custody of my daughter. Her mother is an alcoholic and was not judged fit to bring her up. Jen is 15 and her friend Julie is the same age. We have often had Jen’s friends stay over and I welcome it because...

Erotic
3 years ago
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My Sister8217s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

Gay Male
3 years ago
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

1 year ago
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Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasn’t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

Shemale
2 years ago
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Fucked by shemale

I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

4 years ago
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Fucked by shemale

I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

3 years ago
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First time hooking up with a shemale

Well the first time I hooked up with a shemale was an escort visit (night out, massage and the rest :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became curious and wanted to know what it was like to spend a night with one, after all they say its having the best of both worlds. I looked up a Brazilian shemale online and when I saw the pictures, I couldn't resist a visit. I mean her femininity was beyond this world, stunning from head to toe. I gave the...

4 years ago
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Magical Ring Turned Me Sexy Shemale

Hi, guys, this is Rii and you can find me on Facebook by searching Rii Femboi. Now coming to the sex story. I am 28 boy and an absolute nerd, always studying and as a result had no friends since my school days. I thought things would change in the college, but I was wrong that time too. After completing my college I got a very good and a high paying job, but there too nobody wanted to befriend me. I had to move away from my parents to Delhi for a critical project that my company entrusted me...

Lesbian
2 years ago
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My Wife The TOP ONLY Malay Shemale

Hi all, my name is yarra (not my real name perverts!!!) and I am a proudly married matured male, now 57 years old.My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years.Let me tell you my fantastic and totally out of this world story.Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish age, you had read my earlier life story in this "Xhamster" site, where I started my strange relationship with my shemale mother, the one who had...

2 years ago
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Sex experiences of a slutty shemale

« Bhopal girl fingered by boyfriend in hotel room mms | main | middle east lady Officer dressing up after fuck mms » Sex experiences of a slutty shemale Posted on december 15, 2008 12:00 pm, filed under straight couples Hi! This is priya, 21 years and i am a shemale. Hope you know what’s a shemale. I was born as a boy; but i always wanted to be a girl right from my childhood And so, i had medical intervention to change my sex. Since my parents are rich And supportive, I could well afford for...

Incest
1 year ago
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Wartime Comfort House Diary Day 8 Shemale

Dr. Takuchi was a classmate in the military academy. He was responsible for security of the secret 731 laboratory research in northern China. Although this top secret unit was never publicized, as a Commander General, I knew they researched all kinds of biological warfare and tested on the locals. Dr. Takuchi told me when he visited Shanghai last, 'We are mating all kind of animals with local females. Obviously with horse, donkey, Siberian husky, wolf, ape, monkey and then some others we...

4 years ago
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First love with a shemale

This happened around 10 years back. I never had a chance to share my experience. After getting some free time at my work recently, i thought of sharing my erotic stories.I will cut the chase and jump into action. I had been browsing horny shemale videos for a long time but never had the opportunity to spend time with. The place where i stay does not have good transgenders and 80% of them are just fake and try to loot money. I searched the craigslist and from one of the websites luckily found an...

2 years ago
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Memorable Night With A Shemale

Hello everyone, my name is Ajay Kumar and I am staying in Gachibowli, Hyderabad. A little introduction about me. I became bi-curious under different circumstances. I was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys. But always felt that something was missing which made me more curious about meeting a shemale or couples. But found out that they were next to impossible. I signed up on various websites to search for shemales or...

1 year ago
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Sex With A Hot Shemale

Hello everyone, my name is Ajay Kumar and I am based out in Visakhapatnam. The following story is a work of fiction as the real-life situation slipped out of my hands miserably. The story is a bit long so bear with me till the end. A little introduction about me, I became bi-curious under different circumstances and was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys but always felt that something was missing which made me more...

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1 year ago
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NoodleMagazine Shemale

I presented my group of friends with an exciting quandary the other day. What is gayer? Watching a dude fuck a chick, or watching a chick with a dick fucking a babe? Take a moment to roll that about your braincase. For many of you, you probably had a gut, knee-jerk reaction that, of course, watching a chick with a dick is gayer, but it only takes a brief application of logic to start questioning that assumption, so let’s break it down.While several of my friends were not happy about it, I...

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1 year ago
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The orgy with a shemale

THE SPELLING IS OFF SORRY I WAS AT WORK! I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name was chichi and I don't know what her job was but these two woman were not japanese women miki was around 5 feet tall and was around 108 pounds ,Long black hair...

She Males
4 years ago
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I lost my virginity to a shemale

As living in an Asian country where sex is very personal thing and no body wants to share any thoughts regarding that.Me as a person wants to try it in a different way and which took me to another level of that,which I had never thought of.Being a young 18 year old boy I use to see porn just to control my thoughts and body,like every guy use to do.Then while searching on net I came to know a word called shemale.I had heard that word earlier also when I was 14-15 but didn't paid attention...

3 years ago
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My First Fuck With A Shemale

Hey, everyone, it feels so good to be back again here and share with you all yet another fascinating and horny story. This is your friend cum pal Dr. Raj from Gujarat. Just to remind you about . Do check them out. Coming back to the current story this was my first ever experience with a trans woman or shemale. And my God. it was one hell of a ride. To cut it short I met this shemale lets call her D through Locanto website. Of course, it was a chargeable meet. As far as my knowledge goes you...

1 year ago
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An Erotic Threesome In Delhi Me Rich Woman And Shemale

Hi reader, Now I am back with sex story of me (Sam) and the rich woman (Geet) name changed due to privacy. I am Sam a 27 year from Delhi. I had many casual sex encounters with married women and girls. Any women or girl can contact me at hangout Geet is a rich Delhi-based woman who has lots of money to waste on anything but that’s not much for a living. She sometimes feels alone even having around her as her hubby who is businessman always out for business. By looks, she is a gorgeous lady...

2 years ago
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My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of...

4 years ago
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Happy Birthday Julie

Did you ever work with a woman that you thought was so fucking hot that you would do practically anything, just to spend one night with her? Such is the story of Julie, the Julie that I work with. It didn’t quite start out like this. It all started innocently enough by me asking her mother what her name was, and it just kind of took off from there. The first thing that caught my attention was her deep, dark brooding eyes. They seemed almost as if you were like staring at a moonless night,...

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3 years ago
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My First Shemale

A little about me first. I’m in my early 50’s, regular build, and I say average looking man. I have never had the women chase me like some hunks would, but did Ok in my younger days. My cock is average size, but at the lower end of the range. I’m happily married to a wonderful wife for near 25 years. Like some guys I think I spend time on the net looking at porn. It all starts of fine, your fantasize about the girl next door, the trophy wife across the street, and so on. Well for me it went to...

4 years ago
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Craigslist shemale

One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up....

3 years ago
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Wife Shares Shemale

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up. The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known...

3 years ago
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wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

3 years ago
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wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

2 years ago
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Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

4 years ago
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Gas Station Shemale

Before I begin this story let me say this: I know that a gas station is a place where one would not likely see a chick in a short skirt with heels and even if you did it wouldn't happen in the wee-hours of the morning.........would it??? On this night I hadn't paid close attention to how much gas I had in my car and when it was time to drive home from the party I'd been at I realized that I absolutely had to stop to get some (probably not a real good idea but I had no choice). Signage along...

2 years ago
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Taken by Force a Shemale

Taken by force a shemale! By venisss It started very simply. I was on vacation in goa, and stayed the hotel, overlooking a nice sunny beach, with dozens of various palms around. Once I saw an attractive woman at the hotel bar and offered her a drink. She accepted and we conversed. I was not planning to pick this girl up and make it out with her, just normal decent chatting. She appeared to be a very good listener and glib, it was very interesting with her. Soon, we were laughing and joking like...

1 year ago
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DaftSex Shemale

I have already written a general review of "Daft Sex," which you can find by punching the quoted characters into the search bar. However, that tube possesses a titanic amount of content, and to be as absolute thorough, so I thought I should give it another review. Or rather, I did several focusing on different facets of the platform, in this case, the shemale erotica found on this tube.Talk about t-girls, porn with extra poles, and other forms of innuendo are inbound.Time To Talk About The...

Shemale Porn Sites
1 year ago
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Had Amazing Sex with My Crush Who Turned Out to Be a Shemale

My name is Nick. I am Software Engineer residing in Las Vegas- the perfect place to be working by the day and partying by the night. I absolutely loved the night life of Las Vegas. Occasionally on weekends, I went out partying at a nearby nightclub and casino. That is where I met Cassandra. She was a regular visitor too just like me. I often noticed her and sometimes even stared. It did not go unnoticed by her and she made the first move to get introduced. Soon after, we were making plans...

Shemale
4 years ago
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first time with a shemale

Anyone who has read my other stories will know that they are based on real events, this one is also based on an actual event. It happened on a recent trip to Thailand.We arrived in Thailand on a Friday morning, looking forward to a well-earned break. Jaq and I worked long hours, and we lived for our holidays. We had decided to visit Thailand as we were both curious about the availability of good looking shemales.It had long been a fantasy of ours to try a threesome with a shemale and hoped this...

Trans
4 years ago
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My first time with a shemale

OK, I was wasting my time on shamble videos and pictures on the web for about 8 years! When I first entered a porn site I almost got sick, but soon I got really curious about it but didn't dare to click that button; couldn't explain why I wanted it so much though. Eventually I pressed it. I started with shambles alone, then shambles fucking girls, then shambles fucking shemales and end up with shemales fucking guys... I started loving it, watching it on a daily basis. My fetish for thong...

4 years ago
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My first encounter with a shemale

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfecti had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was...

2 years ago
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me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales...

3 years ago
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The Value of Julie

Chapter 1 Julie looked around at her hotel room and sighed.  The paint was peeling off the wall, the floor was rippled where the floor boards had risen up or sagged, and there was a pungent smell of mildew.  She had only been in the city a week, but she was already having second thoughts. She had thought so long about running away.  There was only so much that one could hear that they were worthless, and would never amount to anything, before they had to put it to the test.  Her make-shift...

4 years ago
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Julie born for sex only

Friends living in London explore all types of sex. (MMF, dom, bi, exh, orgy, ws, bd)***Chapter OneThe day was hot and dry. Julie's wet vagina was moist from the thought of a stiff penis. She wanted someone desperately inside her aching cunt. She was pushing her fingers through the thick hairs that formed the very heart of her femininity. Suddenly her fingers brushed lightly over her clitoris, it was already hard and standing rigid. Her fingers moved around in small circles she closed her eyes...

2 years ago
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Chatting with Julie

Chat Night Guest: Julie Edited by Anne-Mal Julie can be reached at: [email protected] On Friday, July 30, 1999 6PM Carol Collins had a chat night. Well Julie and I had a conversation before that chat. (Julie) Hi Anne! (*Anne-Mal) Hi Julie! (Julie) Are you ready for a great chat? (*Anne-Mal) I am always ready for a great chat! (Julie) I'm on the old PC. I need all the help I can get. :( (*Anne-Mal) Maybe you and Bash should compete to see who is the best author,...

4 years ago
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Julie and Debra a Bedtime Spanking

n.b. This story is an extract from my three volume saga "Slaves of the Amethyst". I post the story as it makes a fitting accompaniment to my gallery of bedtime spankings. If anybody becomes interested in the larger narrative behind this little extract and would like to read more of "Slaves of the Amethyst" then please be sure to let me know.Michaela Thursday morning dawned grey and overcast and there had been rain overnight. From the windows of Waterstone House the view was unappealing. The...

2 years ago
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The House that Jo Built Bonus Chapter Five Frank Jo Mark Julie

"Do you think something like 'Mark 3:69' would work?" Brooke asked the group. "Like it's a bible quote except 69?" Julie wasn't sure about putting anything sexual for the entire student body to see so they went with something simpler: "Mark Rocks!" With the signs completed, the group of young women left Julie's apartment and drove together to one of the university's expansive parking lots. The visitor lot was full but Julie knew of a side lot where most of the professors parked....

4 years ago
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Julie Part 5

desires. (M+/F, exh, d/s, inc, mast, oral, anal, bd, beast, orgy) (Note: This is a long, sensual story, there are 7 more parts for a total of 12 parts) *** Part Five Chapter Twenty Three -------------------- When Harry woke up he looked at the alarm and saw that he had three minutes before it would go off, mumbling a few choice words he cut it off and rolled out of bed and went to the toilet. He finished and went to the kitchen turning on the coffee pot; he returned...

4 years ago
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Julie Part 10

desires. (M+/F, exh, d/s, inc, mast, oral, anal, bd, beast, orgy) This is Part 10 of a 12 Part e-novel. If you read Parts 1 thru 9 you will get much more out of this awesome story which contains mother and son incest, mother and her son’s best friend in a three way, multiple females on females, beautiful mom and a very horny dog, oral, light bondage, and orgy. If you do not like stories of this type you should go no further.*** Part Ten Chapter Forty...

3 years ago
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The Trial of Julie

This story is not an erotic story I'm afraid so if you are looking for sexual stimulation I'm sorry. Instead it is simply an extract from the third volume of my novel "Slaves of the Amethyst" It recounts the story of the character Julie who faces a crisis in her life and becomes suicidal. In desperation she runs to the extraordinary Oriental gardens in the parklands of Mathom Hall to take counsel of their mistress Shiro-san. This is the trial though which that lady puts her. I post this story...

4 years ago
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Fitting Julie For A Gown

Dave and Julie had been inseparable since the sailing date. Dave’s shop was in between yacht restorations and Julie had quit the restaurant job, so nothing competed with their time together.Dave loved the way Julie embraced life, so he took her to all kinds of events and activities just to see the joy on her face.Dave also encouraged her exhibitionism and provided her with an additional wardrobe that a young woman with an incredible body could tease others with; miniskirts, daisy dukes, and...

Exhibitionism
1 year ago
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Julie and Debra

(This following piece is an extract from my novel "The Slaves of the Amethyst" and as such is not a complete story in its own right. I include it in case the erotic content appeals to our readers on Xhamster) Chapter Sixty Nine.Thursday morning dawned grey and overcast and there had been rain overnight. From the windows of Waterstone House the view was unappealing. The outside was dark and damp and a light drizzle streaked the windowpanes. It didn’t seem likely to be...

2 years ago
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Julie Part 4

An E-novel: A story of a woman submissive to her own desires. (M+/F, exh, d/s, inc, mast, oral, anal, bd, beast, orgy) (Note: Continuation of a very long, sensual story. There are three more parts after this one.) Harry woke up again and looked at the clock, it showed eight twenty five, he stretched and sat on the side of the bed a minute before going to the bathroom. He felt sticky so he washed his cock and slipped on a pair of cutoffs. He went into the kitchen to turn on...

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