15 comments/ 76791 views/ 42 favorites Sissy College Ch. 01 By: MasterJW All characters 18 and above. This series will eventually be filled with all the raunch you desire, but I like a little foreplay first. So sit down, slip down your panties, and enjoy! I love your comments! Chapter 1: Mathematics Welcome to Chester College: An exclusive all-boys Sixth Form College catering to talented young men from across the country aged 18 and up. Students apply from the farthest corners of the country for a chance to be part of Chester's unique learning environment. Indeed the college principal, Mr Blackwood, actively seeks out the best and the brightest students, offering full scholarships to those who are deemed worthy of the Chester badge. Athletes are especially sought after as Mr Blackwood believes that a strong athlete makes for a strong future leader. Most of the athletes at Chester, with a few exceptions, turn out to be black. It seems as though whether it's football, basketball, or track and field, young black males have the numbers on their fair-skinned counterparts. The key to Chester's success lies in its specialised training streams. So while the jocks are out on the courts, sweating it out and jousting for dominance, the boys of a more "delicate" disposition are offered a completely different kind of education. You see, the students at Chester fall into one of two groups: the men and the bois. The bois comprise almost exclusively of slender white sissies, sent to Chester by their parents to blossom into intelligent, feminine human beings. In general, the sissies are kept separate from the rest of the boys. Sure, you can hear them giggling and squealing in the hallways whenever a particular hunky jock walks past, but for the most part, they have different classes to the men. Unlike the rest of the school, the sissies are required to wear a uniform to prevent the little vixens from becoming too competitive. It consists of a pair of pink booty shorts and a skimpy white halter top that never reaches below the navel. The sissies are required to keep their bodies shaved at all times and their lips moist with lip gloss. Sexual relationships between students are not encouraged by the Chester board, but it is not uncommon to see a sissy draped around the arm of a black athlete in the hallways, or see a sissy locked in a lover's embrace moaning into the mouth of her man while having her pert ass felt up by a confident hand. Many attribute Chester's success to the special relationship forged between these two groups of students, and Mr Blackwood wouldn't have it any other way. But enough about Chester. This is the story about a boy called Lenni. ~~~~~ Lenni was a slim white boy that had the opportunity to attend Chester College. He managed to get in because of his excellent Maths and Science ability. He lived with his single mother in a modest apartment. Lenni loved his mother and was determined to work hard and get a good job so that they could both lead better lives. He took classes with the other men at Chester, excelling in the classroom and winning many academic accolades. Due to his slight build, Lenni never really excelled in sports like the rest of his hyper-masculine peers. No matter what he tried, his frame would not develop muscle, his face would not grow hair and he could never quite lose the soft, boyish features of his face. The fact that all his classmates were all growing bigger, stronger and faster made Lenni feel very insecure about his body. It had also made him very curious about the bodies of "real men": men with big muscles, hairy chests and big cocks. Call it insecurity or call it curiosity, Lenni's was drawn to the bodies of these men. Whenever he watched porn, Lenni began focussing more and more on the men in the videos and less and less on the gorgeous women being fucked. He always felt a tinge of inadequacy when he compared his penis to the cocks filling his computer screen. Of course he didn't expect to be hung like a porn star, but at only 3 inches erect, Lenni couldn't help but feel he had been short-changed in the manhood department. Lenni especially enjoyed interracial porn. He loved watching pretty young white girls being made to suck and fuck Big Black Cocks. He loved the way they squealed when they were first penetrated; the way their eyes rolled to the back of their heads as they were fucked and the way they smiled when their faces got coated with sticky black cum. But Lenni didn't really watch it for the girls being fucked. He watched it for the black men doing the fucking. One of Lenni's favourite parts of any porn video was the shot where the girl was seeing the black cock for the first time. Lenni couldn't help but open his mouth in awe whenever he saw a black dick spring out of a pair of boxers. Even completely flaccid, those black fuck poles were bigger than his tiny white penis. Black cocks commanded attention - they were regal, masculine and even beautiful, Lenni thought. His fascination with black men quickly evolved to a point that most of the porn on his computer involved black men. He had a special folder filled with pictures of only black cocks: fat, virile black cocks. Whenever Lenni got the chance, he would open his special folder and jack off his tiny pecker to a slideshow of all the dicks he had collected over time, moaning and squirming involuntary and achieving the most satisfying orgasms of his life. ~~~~~ Mr Judd was Lenni's black Maths teacher. Handsome, smart and funny, Mr Judd was a favourite among students at Chester College. Mr. Judd had always liked Lenni because of his strong numerical ability and the fact that Lenni always paid attention in class. In today's Maths class, however, Lenni's mind was not on what Mr Judd was talking about. Lenni's attention was instead focussed on the bulge in Mr Judd's pants. "He probably has big dick," Lenni thought to himself as Mr Judd explained how to solve differential equations on the board. "It's probably long and fat with those sexy veins running down the side of it," continued Lenni. "I bet he has big heavy balls filled with enough cum to have a shower in." Lenni had involuntary started sucking on the pen he was meant to be taking notes with and his tiny penis began to stir. "He probably has to wear tight boxers to prevent his big cock from flopping around between his thighs while he walks. They must smell really sweaty when he takes them off at the end of the day. I wonder if he masturbates with that monster." The thought of Mr Judd jerking off his cock sent an involuntary squeak out of Lenni's throat. Mr Judd stopped the class. "Is everything alright Lenni?" The sound of Mr Judd's deep voice stirred Lenni out of his cockdream. Startled, Lenni responded, "Yes, Mr Judd. Just feeling a bit sick. That's all. Do you mind if I take a bathroom break?" Lenni needed to get out of there before he had another fantasy about Mr Judd's cock. "Sure Lenni, but don't take too long." Lenni got up and made for the door. Most men would be weary of getting up if they had a hard-on but Lenni had discovered long ago that his boner was so small, it hardly showed at all through his pants. ~~~~~ In the bathroom, Lenni splashed some water on his face. He needed to cool off and get the thought of cock off his mind before he went back to class. He looked up and saw his face in the mirror. A smooth pale face, with long brown hair and full pouty lips. He even had a cute dusting of freckles on his face. Some of his mother's friends had called him pretty in the past. "Am I ever going to be a real man?" Lenni thought to himself. His train of thought was interrupted by a shuffling sound coming from one of the bathroom stalls. Lenni immediately froze and listened closer. It sounded like there were two people in there! Curious, Lenni inched his way closer to the stall. He began to make out two voices: one deep and masculine and the other high pitched and feminine. Lenni put the pieces together: there was a sissy in there with a man! The man spoke first: "So, gurl, you think you can send me pictures of your sweet white pussy, all dressed up in girly shit and expect me not to want to fuck that ass?" "Oops. Did those pictures of my pussy make your big black cock all hard and angry baby?" giggled the sissy, obviously being a tease. "Damn straight, bitch! I knew I had to have this ass today." Lenni heard something being unzipped and then a stifled squeal from the stall. "Oh Gawd! Your cock is so fucking big! I need it in my pussy baby. I need your nigger dick sliding in and out of me." The man laughed, deeply and confidently. "Na gurl, after teasing me all week with that ass of yours, the only way you're going to get any of this meat is if you beg for it." "C'mon baby, don't make me beg for it. I'm so hot for you. My clitty has been dripping all day thinking about this," came the deploring voice. "Let me hear how much you want this donkey dick." "Please baby! Please fuck me. Fuck my sissy pussy with that black monster cock. Make me your sissy bitch. Fuck my gay ass - you know I need it!" The desperation was dripping from her voice. "Haha. Much better. Come sit down on daddy's lap." Lenni was rock hard listening to the sordid events taking place and had started rubbing his penis through his pants. Lenni heard a long moan coming from the stall. "Yesssssss! Fill me up. Fill me up with black meat!" The voices died down and gave way to stifled moans and grunts coupled with the distinctive sound of flesh smacking against flesh. Lenni couldn't help but feel jealous that this sissy had got to see what a real cock looked like. He also couldn't get himself to leave the bathroom. After a few more minutes of rhythmic humping, the man finally spoke: "I'm going to cum." The sissy squealed in obvious delight. "Yes baby! Cream my cunt! Fill me with that nigger seed. Gawd, I want to have your babies," panted the delirious sissy. The humping picked up pace. The slaps of flesh got harder and faster. The man started groaning louder and more often. The sissy was panting heavily. Lenni could even make out the sounds of passionate kissing. "Here it comes!" The man erupted. "OH GAWD! Fuck meeeeeeeeeeee!!!" squealed the sissy. Lenni was panting furiously too. Realising that they would be coming out of the stall soon, Lenni decided to quickly head back to class before he was caught eavesdropping. Lenni raced back to class, with his mind still full of images of Big Black Cocks. Sissy College Ch. 02 All Characters 18+. Sorry for the delay. Life gets in the way sometimes. This is a sissy/interracial themed story - if these themes offend you, or you are unable to separate fantasy from reality, please read no further. Special thanks to Puzziboi for all her input. I love hearing about the mess you make in your panties, so please do leave feedback. ~~~~~ Lenni dreamt. It's hazy: A girl on a large bed, on all fours, wearing nothing but a pink thong and black heels. She is waiting for something. Her body is smooth and pale; her breasts small and puffy. She sways her ass suggestively to unseen admirers - a moan of desperation escaping her lips. Lenni can't quite make out her face. In walk two largely built naked black men. Perfectly built: their dark skin rippling over massive muscles; their flaccid cocks bouncing perfectly as they walk. They seat themselves down at the head of the bed, their backs braced against the headboard and their legs stretched out in front of the waiting girl. They do not speak, but look at the girl intently. They begin to casually stoke their dicks in front of the girl, breathing life into their massive members. In no time, their cocks have grown to full size, pointing up like imposing twin spears ready to conquer any object in their path. The girl squirms, excited by this display of raw masculinity. One of the men beckons the girl forward. She crawls forward seductively in between the two men, keeping her ass raised. She breathes in the musky scent of each man and plants an adoring kiss on each of the majestic, dark fuck poles in front of her. Darkness. The two black men are now fucking her. One of the men is behind her, thrusting his cock into her willing pussy, claiming it as his own. The other is kneeling on the bed, sawing his black dick into the girl's waiting mouth. Her petite body is covered with sticky sweat. The room is filled with the pungent smell of sex. Incoherent words and phrases escape the girl's mouth, adding to the symphony of sex. The girl takes a moment's break from sucking the cock in front of her to catch her breath. She lifts up her head and looks directly at Lenni. For the first time, Lenni can make out the girl's face: It's his own face! Lenni gasps in shock. The girl smiles at Lenni's realization, licking her lips suggestively before engulfing the impatient dick in front of her once more. ~~~~~ The intensity of the dream was enough to wake Lenni up. He groaned in frustration. His penis was rock hard. The dreams were becoming more frequent and more intense. Lenni bit his bottom lip and began to grind his naked dick into the mattress below him. He moaned into the pillows, recalling the image of those massive cocks abusing the girl. He grabbed a pillow from underneath his head and slid it down between his legs, propping his ass up and beginning his nightly ritual: He started to hump his erect dick into the pillow: slowly at first and more urgently as he grew hornier. His delicate hands made their way to his ass cheeks, pulling them apart and exposing his asshole. There was no one in his room but he wished there was - images of black cock bursting through his mind. "Fuck me," he pleaded to no one in particular. He humped the pillow harder, building up his orgasm. He moaned into the sheets below him, picking up the tempo and imagining that there was a man behind him, fucking him, possessing him. "Please just fuck me!" With those words he erupted, spewing his watery discharge into the pillow underneath him. He had to bite down on a pillow to keep himself from moaning too loudly. Satiated, Lenni drifted off back to sleep - a fevered, cum-drenched sleep. ~~~~~ The next day, Lenni had his Gym Class. He hated it: he was always picked last for teams and he always brought up the rear in whatever discipline they practised. Lenni had long since accepted that his peers were physically superior to him and so had trained himself not to think about losing too much. What he really hated about Gym Class, were the post work-out showers. There was too much raw masculinity in the changing rooms for Lenni to bear. The jocks would barge into the changing rooms shouting loudly and high fiving each other on a game well played. They would be sweaty and grimy, their clothes sticking obscenely to their muscled bodies. It intimidated Lenni - but more embarrassingly - it aroused him. As usual, Lenni waited until all the jocks had finished showering before getting into the showers himself. He turned on the tap and let the hot water cascade over his pale slim body, cursing himself for being so weak. He looked down at his shrivelled penis and allowed himself to giggle at its size. Lenni was showering for about five minutes before he realized that he was not alone in the showers. Two showers down, Lenni could make out Derrick's face. He must have been speaking to the coach, Lenni thought to himself. Out of the corner of his eye, Lenni allowed himself to admire Derrick's body. Like all the athletes at Chester, he was a perfect specimen: tall and toned, his body was the sublime product of many hours of working out. Lenni's eyes instinctively fluttered down the length of Derrick's body before settling their gaze on Derrick's wet cock. Lenni gasped. It was beautiful. About 5 inches soft, it hung regally down from Derrick's crotch, the rising steam adding to the spectacle. His ball sac hung low too, weighed down by two big bloated balls. Bloated with cum. Hot sticky man seed. Lenni caught his train of thought before it raced away and diverted his eyes away from the hypnotic black cock. His tiny white penis was now hard. "Get a hold of yourself," thought Lenni. Lenni tried to focus on the task of showering but couldn't help himself from sneaking guilty glances of Derrick's hot black cock. Each time he looked at it, his own dicklet would jump in excitement. "Just one more peek," thought Lenni, "just one more and I'll get out of here." He turned to look one last time, only to see Derrick soaping his massive cock with thick foam. "Ungghh!!" The noise startled Derrick who turned to look directly at Lenni. Lenni gasped and instinctively attempted to cover his raging hard on but it was too late. Derrick had caught Lenni in the act. A sexy smile spread across Derrick's face. He reached down and gave his chocolate dick a few luxurious strokes. "Here you go, faggot," said Derrick calmly. Lenni could not help himself. He lowered his gaze to Derrick's manhood and watched Derrick's hand gently glide over his black cock. Lenni was desperately hard, aching for release. Being called a faggot by this Black god had only made Lenni stiffer. "Go on cremepuff," continued Derrick as he jerked off for Lenni's pleasure, "be a good girl and get yourself off to my black dick." Lenni throbbed, but remained silent and motionless under the water, hypnotised by the black cock in front of him. "Grab that clitty between your legs and jerk for me sissy boi! Masturbate to ma Big Black Cock" Derrick's voice was becoming more demanding. Lenni obeyed. His hand reached for his stiffie but he was so hard that just the touch of his delicate hand on his cockette set of his orgasm. His tiny ball sac contracted immediately, spewing hot cummies out of his penis and on to the wet floor. Lenni moaned helplessly, his orgasm sending wave after wave of pleasure and humiliation through his body, the lewdness of his display heightening the sensations. Lenni had been broken. They both knew it. Not only had Lenni been made to jerk off for another man but he had been so turned on by it that he barely needed to touch his dick. Even as his orgasm subsided, this realization made his face burn with shame. He looked up to Derrick's face to see the look of a man who had won. Derrick had stopped stroking his cock and just stood there, his perfect body on full display, looking down at Lenni like an all-conquering king, arrogant yet composed, knowing that he had Lenni right where he wanted him. Derrick smiled, and stepped out of the shower as Lenni's clitty dribbled out the last of its weak cum. ~~~~~ The rest of the day was hell for Lenni. Derrick was in all of his classes and the tension was unbearable. Lenni avoided making eye contact with him but felt Derrick's gaze on his body all through the day. Lenni felt like a piece of property being eyed out at an auction. It would have infuriated him if it didn't turn him on so much. The last class of the day was History. Of course Lenni's mind was somewhere else. He was already thinking about how quickly he could get home and lose himself in his black cock porn stash, about how many times he would hump his pillow calling out for Derrick, about how right it had felt to be called a faggot. He was brought back to reality by a sharp call through the intercom: "Lenni Taylor to the principal's office. Lenni Taylor to the principal's office NOW!" ~~~~~ "It has been brought to my attention that you acted in a lewd and inappropriate way towards another student in the locker rooms today." Mr Blackwood was an imposing man. Despite wearing a crisply tailored suit every day, it was clear that this was a man in peak physical condition. His voice was deep yet clear, his eyes dark and piercing. Everything about him demanded attention. It was no secret how successful Mr Blackwood was with the ladies: his sexual prowess was an urban legend around Chester. And even those who were not attracted to him, held him in high regard for the amazing things he had accomplished at Chester. And right now, he was towering over Lenni. "If these allegations are true, you could be expelled Lenni. I hope you understand how serious this is." "I-I-It was Derrick," stammered Lenni, "he made me do it." Lenni was shaking like a leaf. "He made you masturbate? Did he force you or threaten you in some way?" "N-No. It just..." "I think I understand Lenni," interrupted Mr Blackwood, his voice suddenly more gentle. Mr Blackwood made his way to the side of the table where Lenni was seated and leant against the table, crossing his muscled arms and looking down at Lenni. Lenni had never been this close to Mr Blackwood before and immediately felt his strong presence. He radiated such strength and masculinity that Lenni blushed just from the proximity of this man. Despite how scared he was of him, Lenni was finding Mr Blackwood irresistible. It didn't help that Mr Blackwood's crotch was just a few inches from Lenni's face. "It must be hard for a pretty young boy like you to be around all these jocks," started Mr Blackwood, "they can be quite intimidating, can't they?" "Yes, Sir," offered Lenni, his voice soft and feminine. "One of the reasons, we created the Sissy Boi Program is to protect boys like you from the expectations of being a man. Not everyone can be an athlete or a soldier -I understand that - but everyone has a role to play." "I'm NOT a sissy," protested Lenni, his full lips forming a sexy pout of indignation. "I don't want to dress in booty shorts and I certainly don't want a boyfriend!" "Then why were you masturbating like a wanton slut in the showers?" The choice of words caught Lenni off guard. His jaw dropped and he instinctively lowered his gaze, meeting Mr Blackwood's crotch. "My eyes are up here, sweetheart." Lenni blushed heavily, but didn't withdraw his gaze, once again mesmerised by the bulge of a man. "White bois are all the same," continued Mr Blackwood, "You try real hard to deny it, but you all dream of being turned into faggots for black cock. You spend hours on the internet getting yourself off to big dicks and sissy porn, waiting for a real man to force you into taking it up the ass and stripping you of the last vestiges of your false manhood. That way you can claim you were forced into become a swishing faggot. But no one's going to force you today, Lenni. You're going to make yourself a faggot." With each word, Lenni grew hornier. He know it was all true. His mouth went dry. Now more than ever, he wanted some cock. Sensing this, Mr Blackwood unzipped his pants and let them fall to the floor "Yessssssss," hissed Lenni involuntarily, slipping deeper into his cock trance. The cock that he so desperately craved was now only a thin sheet of material away. He could see its outline through the boxers. He could feel the heat emanating from the cock against his smooth face. The delicious, musky smell of a real man filled the room. "See anything you like darling?" Lenni cooed. He reached forward and began stroking Mr Blackwood's cock through his boxers. It was so big and hot! Lenni could feel the cock growing. He had to have it! If being a sissy meant he got to be around men like Mr Blackwood and their cocks, then he wanted to be the biggest, faggiest most effeminate sissy of them all! Lenni pressed his nose against the boxers, taking in the heady aroma of Man. "I need it," whispered Lenni. "Need what?" "Your dick." Mr Blackwood withdrew, stepping back. "You better learn how to ask better, bitch!" Lenni was genuinely disappointed than he couldn't nuzzle at Mr Blackwood's cock anymore. He needed that dick! And he was going to prove it! He got off the chair and knelt on the ground like a real sissy, showing her submissive nature. He looked up with desperate eyes and asked in his most feminine voice, "Please can I see your Big Black Cock?" Mr Blackwood lowered his boxers. His cock sprang out and hit Lenni on the face, smearing a generous amount of pre cum across his cheek. Lenni did what came naturally: he squealed like a girl, both in surprise and in pleasure. Mr Blackwood's fuck stick did not disappoint. It was a size queen's dream: thick and long with those sexy Shane Diesel veins running down it that Lenni found so irresistible. Lenni understood: he could never compete with this as a man, but as a sissy he could love and worship it. Without thinking, Lenni leaned forward to take it in his mouth, but again Mr Blackwood withdrew. "Not so fast faggot." Lenni blushed at his own eagerness. "All sissies who want to join us at Chester need to ask first. You then have to show your symbolic devotion to cock by kissing the head of my dick." Lenni giggled, now keen to put on a show of faggotry for the man before him. "Please Sir. Please turn me into a simpering limp-wristed sissy faggot for all you gorgeous black men." With that, Lenni gave Mr Blackwood's ebony dick a long, sloppy thank you kiss, sealing the deal and forever altering the course of his life. Sissy College Ch. 03 Standard disclaimers apply. I'm indebted to Puzziboi for writing the first half of this chapter: Thank you! I really do enjoy your feedback, so please keep it cumming! Lastly, I encourage you to read the previous chapters before you delve into this one. Mr. Blackwood slapped his large veiny cock against Lenni's smooth lily white face with an audible smack. The former standout athlete studied the soon-to-be sissy carefully as he stuffed his giant member back into his silk boxers. The Black Adonis pulled up his pants to Lenni's dismay. "Why the long face, Lenni?" Mr. Blackwood inquired. "I just thought..." "You thought I was going to let you suck this big black cock, didn't you?" "Well...well...yes sir," Lenni confessed. "Trust me, I want to. Very badly. But you are not ready. Take this to Miss Arabella's office," the principal said handing Lenni a slip of folded pink paper. Lenni accepted the note in bewilderment. "Now," the aroused educator commanded. ~~~~~ Lenni hustled out of Mr. Blackwood's office and down the hallowed halls of Chester College. He reached the domain of Miss Arabella who was the Headmistress of the Sissy Boi Program. She reported to directly to Mr. Blackwood and it was widely suspected, if not known, that she was his pet. "Yes," lisped the receptionist, Sarah, who was a small waifish sissy boi. "I have this note for Miss Arabella from Mr. Blackwood," Lenni remarked handing her the paper. Sarah studied it and replied, trying very hard to stifle a giggle, "Have a seat, Lenni. Miss Arabella will be right with you." A few minutes passed and the door to Miss Arabella's office opened. "Have a good day, Sophie! You're progressing nicely." "Thank you, ma'am," replied the tall, lanky blonde sissy boi wearing the standard issue pink booty shorts and white halter top. Lenni admired the exiting head sissy that was doing quite well on her hormone replacement regimen. "Who do we have here, Sarah," quizzed Miss Arabella. "Lenni Taylor. Mr. Blackwood has requested a transfer from Men's to Sissy Boi," the smiling experienced faggot explained. "Stand up," Miss Arabella said looking at Lenni. She sized him up and offered, "Come inside." Lenni sat on the plush leather chair in front of the large mahogany desk. He studied Miss Arabella. She was a graduate of Chester - Class of 1999. Her father was Scottish of noble birth and her mother a Taiwanese immigrant. The short, pale skinned sissy had long flowing dark hair, wide-set eyes, a cute bubble ass, and perky pubescent tits. She dressed similarly to the sissies, but her booty shorts were lavender and her halter top was canary. She wore a white flower in her hair today along with a lavender rose pennant. "A transfer," the head sissy in charge mused. "Are you ready?" "Yes ma'am," Lenni stuttered. "I'm sensing some apprehension," she protested. "No ma'am. I'm ready." "Ready for what?" "I'm ready to become a sissy faggot." "Do you wish to worship cock?" she pressed further. Images of Mr. Blackwood's fat fuck stick flashed through the faggot's mind. "More than anything," Lenni exhaled. "Very well," Miss Arabella relented. "You will be expected to progress quickly as we are already into the school year. Give me a moment," the attractive biracial sissy said as she stood from her desk. She returned several minutes later with a medium height pale-skinned sissy. Lenni admired the beautiful form of her slender and subtly curvaceous body. She was a 'Daffodil' which meant she was in the highest rank of not-yet-graduated sissies. "Lenni, this is Cricket. She will be your mentor. Listen to her carefully and use her as your guide," Miss Arabella warned him. "Yes ma'am," Lenni beamed. "It's nice to meet you , Cricket." "Likewise," the attractive ginger-haired fairy replied. "There are a few rules I need to cover before I issue your new uniform," Miss Arabella began. "First, you must stay completely smooth at all times – even your pubic area. Body hair is to never be seen on a Chester Sissy. Secondly, you will wear the standard issue sissy boi uniform at all times while you are on Chester grounds – no exceptions. Until you are advanced from Blossom, which is where all our sissies start, to Daisy, you must wear this badge, identifying you as a Blossom. Finally, you will need to sign our Sissy Credo," she said handing him a contract. Lenni read the paragraph. AS A CHESTER COLLEGE SISSY, I WILL UPHOLD THE FINE NAME OF OUR BELOVED INSTITUTION AND BECOME THE PENULTIMATE EXPRESSION OF FEMININITY. I UNDERSTAND THAT I AM TO BE A COCK LOVING AMBASSADOR AT ALL TIMES. I HEREBY FORSAKE MY CLAIM TO MANHOOD AND PROMISE TO ESPOUSE FEMININITY IN ALL THAT I DO. I PLEDGE TO WORSHIP THE COCKS OF REAL MEN AND TREAT THEIR CUM AS A SACRED GIFT. IT IS MY SISSY DUTY TO HONOUR COCK IN ALL THAT I UNDERTAKE. Lenni's clitty jumped in excitement as he signed on the dotted line. "You are officially a Blossom – our lowest ranking sissy. The next level is Daisy which I expect you to achieve within the next 45 days. Cricket will teach you all that you need to know. After that, comes Orchid and then Daffodil. Upon graduation, you will reach the level of White Rose. If you are an excellent alumna, you can move up the ladder to Yellow Rose, then Red Rose, and ultimately Lavender Rose which you can see that I have achieved," Miss Arabella stated tapping her broach with her well-manicured forefinger. "There are only 17 of us at this level." "Here is your uniform," the Headmistress said handing over the pink booty shorts and white halter top that matched Cricket's. "Take him to the dispensary and give the nurse this," Miss Arabella instructed Cricket. "And ensure that this Blossom is ready for Dean Crawford's bedchamber within the fortnight." "Welcome to the Sissy Boi Program," the sultry effeminate goddess beamed Cricket and Lenni left the office quickly. Upon handing the orders to the school nurse, Lenni was given a pill bottle and two round tablets along with a cup of water. "Take these two by mouth now. Then take two daily after breakfast," the elderly lady informed Lenni. "What are they?" Lenni inquired. "Testosterone blockers," Cricket replied. "All of us sissies at Chester take them. Hurry up. We have lots to talk about." ~~~~~ On the walk home, Lenni was torn. Despite being thrilled with the prospect of being a Chester Sissy, the idea of explaining what had happened today to his mother filled him with dread. How would he explain that he didn't want to be a real man? That he would rather suck dick than fuck pussy? That he wanted to be on his knees for big, strong black men? These questions persisted in his mind all through his long walk home. When he reached home it was already 4 o clock which meant that his mother would be home in another 2 hours. After the momentous events of the day (and being denied Mr. Blackwood's cock) Lenni was especially horny. He decided he would spend an hour delving into his black cock porn stash and then the remaining hour deciding how he would give the news to his mother. Lenni opened the front door and quickly rushed to his room, eager to get his fill of dark meat. Now that he had had a taste of it, he knew there was no going back. He wanted a real cock filling his mouth but until he was ready, his porn stash would have to suffice. Lenni was already panting with lust when he reached his room and to his utter shock, he found his mother at his computer! "MOM! What are... ," His question was cut short when he saw what his mother was looking at: it was the porn! Black men fucking white women, black men masturbating, black men fucking shemales, black cock close-ups! It was all there, and his mother knew about it. "Mom, I can explain!" "Shhhhh," exhaled his mother, turning around and looking Lenni dead in the eye, "Explain what Lenni? That I raised a faggot? I always knew you were different, darling. Never the same as the other boys: a bit too feminine, a bit too weak but I had no idea you would turn out to be a cock loving faggot. I was out working two jobs, breaking my back to put food on the table for the two of us, while you were busy in your room, jerking off to other men!" Lenni had never heard his mother talk like this, her voice dripping with anger. "I got a call from Mr. Blackwood, telling me that they had approved a transfer for you to the Sissy Boi Program after your antics in the locker room. How disgusting! Touching yourself like that! At first I didn't believe him, but he suggested that I check out your PC and sure enough, it's full of black cock! Is this what you like? Big black dick? Is this what gets my sissy son off?" Lenni gulped, as his mother returned to the computer screen, scrolling through more images for Lenni's benefit. Tears welled up in his eyes, the humiliation stinging deep. He tried to hold them back, but soon he was sobbing uncontrollably. His pale white cheeks filled with blood and his mouth contorted into a pout. He didn't know what to do. "Shhhhh, baby. Don't cry." It was his mother. Her entire demeanor had changed: where she was bitter and condescending, her voice was now soothing and reassuring. She came over to Lenni and gave him a motherly hug. Lenni felt protected and safe, his sobbing beginning to die down. "I'm sorry, darling. I shouldn't have taken it out on you like that. I was just so shocked about this whole thing. Why didn't you tell me you wanted to be part of the Sissy Boi Program? I've waited so long for you to come out of your shell. I was just so disappointed that I had to hear it from Mr. Blackwood first. If you want to blossom into a sultry little sissy, then you have my blessing sweetheart. Just no more secrets, okay?" Lenni nodded his head in the affirmative, still locked in his mother's embrace. "And truth be told," continued his mother, "I've always wanted a daughter around the house." She beamed, her smile so infectious that Lenni couldn't help but managed a giggle - the last of his sobs finally coming to an end. "I also see you like them big and black, you little vixen," commented his mother, giving Lenni a knowing wink. The blood ran straight back to Lenni's face, this time from embarrassment. He gasped and brought his hands to his cheeks, trying his best to hide his blushes. She was beginning to enjoy this. "How cute. You'll make a fine young sissy, sweety!" "Mom, you're embarrassing me," managed Lenni. Despite his words, he too was beginning to enjoy this. "Oh nonsense! If my son, wants to be a sissy boi, then I'll make sure you turn into the cutest, girliest sissy in the entire school," she said with pride. She paused for a moment, before looking at Lenni quizzically, "When you burst into your room, you were planning to get your little rocks off weren't you, baby?" Her use of the word "little" did not escape Lenni's notice. He nodded, embarrassed at his own whorishness. "Well don't let me stop you! Seems like you have quite the cock temple over here," exclaimed his mother, pointing to the screen. At the moment, there was a close up of a dark black cock peeking through a pair of blue jeans on the screen. "How can you not want to suck that?" thought Lenni to himself. His mother, seemingly reading his mind, chuckled and walked out of the room. "Have fun princess!" she called out from the doorway. Lenni had never been more sexually frustrated than he was at this moment. The events of the day: Mr Blackwood's cock, Miss Arabella's office, meeting Cricket and the thought of wearing those cute pink booty shorts had all left Lenni hyper-aroused. He need to cum. Badly. As soon as his mother was out of the room, a deliciously naughty idea came into Lenni's mind. He rushed to his backpack and whisked out the Sissy Credo that he signed earlier. He quickly stripped off his clothes before placing the contract on his desk and settling into this chair. He set up a quick slide show of all his favorite cocks on his computer. The slideshow began to play, cock after cock sliding across his screen. With one eye on his screen and his hand furiously jerking his tiny clitty, Lenni began reading his Sissy Credo out loud, "As a Chester College sissy, I promise to...." Large virile cocks. Strong black men. "I understand I am to be a cock loving ambassador...." Delicious chocolate fuck meat. Big bloated balls. "I hereby forsake my claim to manhood..." Not a real man. Just a sissy faggot for black dick. "...treat their cum as a sacred gift..." Need to be around black men's cum. Thick, creamy and potent. "It is my sissy duty to honor cock in all that I undertake." Lenni exploded: rope after rope of hot sissy syrup splashed on to his slim white chest, some of it even hitting his creamy cheeks. It was the most intense orgasm of his life. Lenni sighed contentedly and closed his eyes. ~~~~~ His revelry was interrupted by a noise. He swiveled around on his chair to see his mother smiling wickedly at the door, his own cum still dripping off his body. "My, my Lenni dear," she commented as she walked towards him, "you really ARE quite the faggot." She reached down with a single manicured finger and scooped some of Lenni's cum off his cheek. Her finger glistened as Lenni's clear cum ran down it. "Don't let it go to waste, princess." She presented her sticky finger to Lenni, almost touching his lips. Lenni knew what was expected: he opened his mouth and let the finger slide in, sucking on it while holding his mother's gaze, moaning around it like the sissy slut he was born to be.