3 comments/ 52623 views/ 12 favorites Clara Bow's Academy for Ladies By: Sputnik57 Peter had had no choice in the matter from an early age. As he car drew up to the huge ivy clad castle-like building, having entered through electronic gates in a ten foot wall, he felt doomed yet excited. His cock was erect in the tight panties his Stepmother has chosen for his introduction, his anus tingled and gripped the soft rubber plug she'd also chosen for his first day. Now at the age of 18, his stepmother had allowed his soft ginger hair to grow to shoulder length already, and his dosage of hormones had been already been increased. He had been suitably attired in a gingham dress with pink socks and red sandals; a pink bow in his hair to make him feel extra girly. Stepmother sneered with delight as she saw him adjust his little bra which contained his rudimentary breasts, as the great front door of the house swung open like a prison gate. "If you think you're girly now, just wait until you've had six months here; I will have seemed like a fairy godmother compared to the treatment you'll receive here. Clara Bow and her associates will cane the boy from you forever." Tears welled up as a stern looking woman with hair in a bun, tight pencil skirt, cane in hand, marched out from the house wearing an equally stern expression. She was accompanied by a young lady also of about 18 who looked equally strict, and a pretty fluffily dressed girl of about Peter's age. They stepped out from the car and the assertive looking woman eyed the new internee up and down with contempt before addressing Stepmother. "You must be Ms Penderton, and this pretty girl must be Peter." The stern girl giggled audibly as the sissy squirmed in discomfort at this immediate humiliation; now everyone present was assured he would be put firmly in his place. Stepmother smiled wickedly. "Oh no, from this day onwards, this is 'Pepper Penderton'; I trust that your academy will ensure she is the perfect lady when I next come to see her." Pepper's cock was rigid as she eyed the wicked cane the woman carried; she thought how it would stripe her soft bottom so much easier than Stepmother's, it was much more vicious than ay cane she'd had used on her. The stern girl gripped Pepper's hand like a vice as the fluffy girl carried her case from the car; Stepmother smiled and quickly drove off as though she had simply dropped her off at the shopping mall or day school; she would not see Pepper again for several months. Pepper's ass tingled about the plug as she watched the car disappear through the gates, which closed with clang as if to confirm entrapment, and the stern girl's grip tightened on her delicate little hand. Clara Bow smiled with satisfaction and flexed her cane as she saw the bewilderment on the new sissy's face. She turned to the fluffily dressed girl who held Pepper's case. "Lead your new friend to the dorm Tomkins. Grace, ensure our new girl is gowned and brought to see Nurse Wykett and I for inspection as soon as her things are placed." The stern woman strutted off, her mature pussy swelling at the thought of inspecting the new sissy; it always gave her a thrill, the promise of a new bottom to cane, another male to feminise completely. She so loved to cane sissies to complete submission; the guardians who left their transgendered wards in her keeping, were glad to be shot of them and cared little about their treatment. Clara Bow was very popular woman with certain sections of the community; many a sissy was introduced to extra-curricular activities with such people. High in a tree overlooking the academy beyond the wall, Bruce Janner grunted with pleasure as his stiff cock sent loops of white semen sailing over the wall. The tree waved precariously in the breeze as he held a branch for dear life whilst working his cock urgently with the other. Bruce loved sissies; especially ginger ones. He gritted his teeth in ecstasy as he shot another pulse of hot semen in honour of the new arrival; he was captivated by her already, even at that distance and after only seeing her for five minutes. Bruce had contacts within the academy and knew how the 'girls' were treated; he wanted to comfort the soft ginger sissy as soon as he could. Pepper was marched inside the staid looking academy, which was richly decorated inside; oak panels gave it a feel of a mansion house, though everywhere there were umbrella stands filled with rattan canes to remind the inhabitants that this was a place of learning, where discipline was no doubt a large part of the agenda. Tomkins minced ahead with the case as the two followed, oblivious to the snivelling sissy who stood naked apart from a white crop top, all too apparent to Pepper. The sissy waited by an office door, her hands above her head which held a cane; her white bottom already striped with red, her little cock in a transparent plastic cage finished with a pink ribbon in a bow. The stern girl tugged at Pepper's hand as she slowed a little, mouth agape. Grace smiled contentedly. "Evidence of masturbation without permission no doubt. Disobedient sissies who do so are caned by their respective Head-Girl, caged for one week and caned each day for that week; this sissy is waiting by matron's office; she'll have a final caning from her and her pathetic dick will be released. The irony of the punishment is she'll be aching to come after a week of canings, so Matron will take her to Mistress Bow's office and she'll be made to masturbate before her as a final humiliation." Pepper's anus clenched at the plug and her little cock stiffened at Grace's words; her enjoyment and approval of the scenario was all too evident in her tone, and the thought of a caning, and then being made to masturbate before such a stern woman gave the sissy a submissive thrill as she took in the foreboding atmosphere of her new home Tomkins took them up several flights of stairs until she reached a long corridor in the apex of the roof of this part of the huge building; she opened a door to a room within which were four double beds; Pepper had only a single at home, and wondered why such a luxury would be offered students at such an otherwise austere establishment. On one of the beds was a card; 'Penderton' was written across it. Tomkins placed Pepper's case upon the bed and curtsied to Grace, who then opened a wardrobe and pulled out a white gown which she tossed to the bed also. She crossed her arms in dominant fashion and looked down at Pepper. "Clothes off; You have an appointment with Mistress Bow and Nurse Wykett, you can sort out your things when you get back" She smiled wickedly as Pepper began to undress in full view of her. She waved the fluffy girl away to her bed. "I'll call you to come and fetch her when she's done Tomkins." Pepper tried her best, but could not hide her excitement completely; she exposed more of her hairless milky white and freckly flesh as she discarded each item, and fought hard to tame her erection as she removed the tight panties. Grace gave a look of contempt as Peppers little hairless cock and balls poked rigidly out. "Mistress Bow will be so pleased to see that; she'll soon have it between your legs. Now get the gown on and follow me." Pepper followed the strutting girl obediently back down the stairs. As they passed the matron's office the sissy had gone; Pepper's cock poked forward in the loose gown as she heard the whoosh of a cane and the cries of the sissy as punishment was served. Grace looked back at Pepper with a broad smile as the cane cut the air again, and the sissy howled anew. She was then led across a large carpeted hallway to a gilded door; the wicked sound of the cane still audible. Grace knocked, the door opened, and a very timid Pepper was ushered into the room. Clara Bow's Academy for Ladies Ch. 02 The new sissy stood barefoot; naked but for the soft white gown. Though bewildered and a little scared, her little cock poked forward in the gown, partly through fear and partly through excitement as she felt the eyes of the stern woman upon her. Clara Bow rose slowly from the leather chair she sat in, cane in one hand, she wagged a finger summoning Pepper forward. She was accompanied by the buxom Nurse Wykett; her ample buttocks and breast bulging in her white uniform, her black stockings and stilettos a far cry from the usual sensible shoe preferred by most in her profession. Mistress Bow smiled with satisfaction as she pointed her can at the protrusion in the gown. "Well young lady, I think we'll have a look at that first; gown off!" Pepper shivered and her softly freckled arms and legs were now accompanied by goose-pimples as Nurse Wykett took the gown from her, and uncovered a screen on the wall. The two smiled wickedly as they surveyed the soft curves of the ginger boy-girl; her nipples now stood firm from her puffy little breasts. Nurse Wykett took great pleasure in teasing Pepper's nipples. "You can see how the hormones have helped her; we shall increase the dose steadily; she'll soon be the perfect little lady. I think we'll do the 'preference' test first." Nurse gently took Pepper's little cock in her hand as Mistress Bow picked up the remote control for the screen. Pepper gasped as the buxom nurse softly worked her little pink penis back and forth, the pleasurable sensation made it stiffen and Mistress Bow then clicked the remote. The two women smiled wickedly as Pepper was made to view many pictures as she was masturbated; firstly pictures of stern women had her little cock nicely lubricated and dribbling, and then she was shown pictures of very masculine males. Pepper's cock stiffened noticeably as she was shown a handsome mature male in a mask; broad tanned hairy chest; his cock rigid and erect, whip in hand. Pepper whimpered with pleasure and humiliation. Nurse Wykett smiled triumphantly. "Aha! That's hit the spot hasn't it? You'd make a sweet little maid for someone like that wouldn't you?" Mistress Bow sneered at Pepper as she enlarged the picture and whipped the air with her cane with her free hand. Pepper's knees nearly buckled as Nurse Wykett worked the shiny little pink cock to the only outcome possible. Pepper thought of being rescued by such a male as she squealed like the little girl she was becoming and shot her dainty little offering across the wooden floorboards. Pepper's anus tingled and clenched at the rubber pug as she dreamed of being entered and used like woman, as her little cock spat small blobs of cream to the delight of the her two mistresses. Clara Bow then pointed her cane at a leather padded bench, as Nurse Wykett wiped Pepper's little pink bell-end with a soft tissue, the sensation making her wince as she dribbled still. "We'll have a look at that little bottom now." Pepper's little cock now hung limp as she was made to bend over the bench, and the two took great pleasure in spreading her soft white cheeks. Pepper's little cock began to erect again as she felt the soft rubber plug being eased out from her hot little anus. Clara Bow sighed with contempt. "You can say goodbye to this young lady! Why this is far too small for a young lady like you, and it's soft too! We'll soon have you fitted with one worthy of such a pretty hole!" Nurse Wykett smiled as she moved with deliberation to a draw, to ensure Pepper would see what she had for her. She removed a harsh looking white ceramic plug, at least half as big again as the rubber one. Nurse then took great pleasure in fingering her little anus to get it used to the idea of being invaded. Clara Bow flexed her cane and her pussy buzzed with pleasure as she watched Pepper's discomfort as the cold hard plug was rudely pressed home by Nurse Wykett. Pepper whimpered pitifully; her little legs taut, on tiptoe as the smooth ceramic plug was squeezed into her sissy asshole. Nurse pushed it firmly into position with a deep sense of satisfaction. Tears welled in Pepper's blue eyes, spoiling her pretty face. Clara Bow teased. "Just think of the man with the mask; one day you'll cry pretty tears when someone like him takes charge of you; it's for the best that your bottom is prepared for what's to come." Pepper's cock rose again and her balls and anus tingled as she thought of the picture that had made her come; the ceramic soon warmed making it more comfortable, though its unforgiving body remained rock hard in its tight little haven. Her stretched rectum pulsed and flexed as she tried to get used to it; the longer it remained, the more pleasurable it became. Nurse Wykett made lots of notes and she was weighed, re-gowned, and then sent to the pharmacy office. Tomkins was waiting outside to accompany her; she squeezed her hand tightly when she saw the tears in her new friend's eyes. "Don't worry, it's not all bad here; the other two girls in our dorm are dying to meet you." Back in the office, Mistress Bow was on the phone to someone. "Yes; pretty, ginger.... Definitely never been interfered with; I'll put you on the future suitors list then. Bye for now." Across the town in a huge Victorian town house, Greville Hambleton, about to go riding stood with crop in hand as he put the phone down. His cock was stiffening nicely as he thought of his other favourite pastime; tight little ginger bottoms which belonged to debutant t-girls. He would attend the academy shortly and have an incognito viewing of the new redheaded sissy shortly. He swallowed hard and tried to keep his mind on horses for now. Tomkins kept hold of Pepper's hand as they waited for the pharmacist to make up the prescription. "You're very pretty... I hope you don't mind me saying so, I take it you like being a... you know." The two blushed together like girls half their age and then Pepper's new friend continued. "My name's Marie Tomkins, I've been here since I was sixteen; I know all the dodges here, and when you're ready, I can show you how we can come and go from here just as we please. There are lots of men in the nearby town, all willing to treat you, just for a kiss... and a little something else if you're daring enough." Pepper's cock stiffened as she thought of being allowed to roam free, and as a girl too; the idea excited her no end. The dream disappeared as the haughty pharmacist appeared at the serving hatch. She was as stern as all the other women who policed the academy; she sneered down at Pepper through horn-rim glasses, pursed her bright red cheeks and sucked her cheeks into her high cheek-boned face as she observed the sissy before giving instructions. "You be sure to take one of these at night and one in the morning. We'll have you looking like Rita Hayworth in no time; I do like to see sissies develop a full bosom, a nicely shaped girl like you will have no problems at all." The confident smile the pharmacist gave her before closing the hatch made Pepper's nipples tingle as though the contents of the box were having an immediate effect; this feeling was accentuated as the ceramic plug nursed her anus; it served a double purpose as it ensured Pepper minced sweetly like the lady she was to become; it also made her little cock stiffen with anticipation as Marie led her upstairs; she so wanted to dress up in pretty girls clothes again. As the two entered the room, two very cute sissies sat on the edge of one of the beds, both so feminine, one blonde and one brunette; they both said a soft hello to Pepper as the blonde one painted the nails of the dainty and feminine hands of the brunette. Pepper felt a little boyish in comparison to the two; both had really high heels on which made their slender and smooth legs look so sexy; their toe-nails painted so delicately. The blonde gave a warm smile to pepper when she saw her wanting look. "We can do yours next if you like, and you can tell us all about you when we do it." Pepper was more than happy to accept, and she hurried to the bathroom to remove her gown and she tingled with pleasure and anticipation as she slipped into her pretty Gingham dress. Clara Bow's Academy for Ladies Ch. 03 Pepper returned to the room and sat on her new bed as she unpacked her things; Marie helped her stow things in a wardrobe and chest of draws allocated to her. The blonde smirked at the new girl as she blew on the brunettes nails she'd just completed; she would enjoy painting Pepper's nails. Pepper bounced softly on the large double bed; the plug felt so nice now, and she loved the way it teased her anus. "Why such big beds? I've never had a double before and it feels so comfy." The three girls glanced at each-other knowingly, and then giggled; Pepper's jaw dropped as Marie let her fluffy dress fall to the floor and then wriggled out of her bra before answering; she was so feminine in shape and her breasts were sweetly rounded, only the bulge in her panties betrayed her original gender. "You'll find out about the bed soon enough, and sometimes we girls like to comfort each-other when someone's been punished." Marie then looked at the two girl's sexy shoes. "Don't let Grace catch you wearing those outside the dorm; they'd guarantee confiscation and a caning." The two stood and paraded in the shoes; Pepper was once again hit by a strange awe. Though the little ginger sissy was extremely effeminate, these sissies even looked like natural girls to her; the average male would not have a clue that these busty and elegant girls had a little surprise between their long sensual legs. The girls laughed again as Pepper took a pill from the prescription and gulped it down; her cock stiffened as the words of the pharmacist came back to her; 'We'll soon have you looking like Rita Hayworth'. The two sat daintily on the bed either side of Pepper; pot of pink enamel at the ready in the hand of the blonde. "I'm Lucy, and this is Hannah; you get nice and comfy and we'll hear all about you." Pepper felt nicely at home all of a sudden; the experience earlier had not been as frightening as she had imagined when her stepmother had first left her, and she did not miss her. Clara Bow was very stern and scared her, but the promise of a caning excited her somehow; this was a small price to pay to be among sissies just like her, and her balls and artificially excited anus tingled as Lucy began to apply the pink to her nails. In a hidden passage which ran behind all the dormitories, a middle-aged male stood watching the new girl and her three ripe companions through a peep-hole, leggings and underwear about his ankles, cock rigid in his hand as he stroked and thought of probing a tight little ass, anus high in the air with little hairless balls hanging below; the owner begging him to be gentle. Pepper would learn all too soon why the luxury of a double bed was afforded every sissy at Clara Bow's academy. Bruce Janner cursed after he had handed the bottle of Vodka to the sissy. He looked up at the ivy clad wall down which he had dropped to the roof of the potting shed, and licked his elbow where he'd skinned it. "I'll use the 'bunny run' next time; it's a bit of a walk to the far end of the wall but if it's good enough for the girls on their illicit tours..." The sissy he'd given the vodka to smiled softly and looked up at Bruce with puppy-dog eyes as she led him into the lean-to building opposite the potting shed, Bruce stumbling into the back of her as she paused to open the door; he sniffed at her sweetly scented soft hair and his cock grew as he squeezed it against the firm little bottom. The petit brown haired sissy giggled and squeaked at him in a feminine voice with dark brown undertones. "Patience Bruce; you know you'll get what you want if you bring me vodka; you seem extra frisky today, what's got into you?" The sissy was just as eager to reward him and quickly led him to the far end of the long building, which had once been a botanical nursery, but was now stacked with straw bales, and some convenient palliasses. She took him around a corner out of sight of the entrance and hastily tossed the bottle onto the bales before kneeling on a bed of palliases. "Let me suck you first Bruce." Bruce dropped his leggings and stepped out of them as the gorgeous little sissy discarded her cloths too, and knelt submissively with her little cock stiff and excited. Bruce put his hand to her head and guided his rigid cock toward her soft red lips. The sissy's little cock bobbed with pleasure as she sniffed at the masculine whiff of his sticky bell-end, then closed her eyes and sampled the taste too, as she wrapped her hot little lips about his rigid cock. Bruce gripped her hair and closed his eyes as he thought of the sweet little ginger arrival. Bruce managed to ask the sissy; his voice wavering as he enjoyed the attentions of the soft submissive. "Which dorm is the new ginger in?" The sissy drew back from his cock and licked her lips; her boy-pussy tingled and her little ball-sack tightened ; she would now have a truly enjoyable submissive session. She pouted and put on as meek and innocent a face as she could; Bruce's cock stiffened, sensing the sissy would need special 'treatment'. She arched her pretty little back, making her soft round bottom look all the more inviting. "Oh, it would be more than my life was worth to give you such information; if Mistress Bow knew, I'd be caned every day for a month. Of course, if you were to spank me..." Bruce's cock stiffened and he took her by the hair on all fours to a makeshift chair, set-up for just that purpose. The sissy whimpered with submissive pleasure as he pulled her across his lap, and she lay with his stiff cock under her belly, while Bruce squeezed her little cock between his thighs as he rubbed and sniffed at her soft little bottom. He wasted no time and brought his hand down again and again on the squealing sissy's soft white cheeks, making them glow red. As his strong hands slapped and stung the cute little ass, the sissy bounced and her little cock worked back and forth between Bruce's thighs as she squirmed and cried real tears. The sissy was soon in absolute submissive heaven as she squirted her little offering of cream between Bruce's legs as he held her firm and showed he was master; spanking her with extra vigour as she squirmed in submissive ecstasy. Bruce was now rampant and pushed the moaning sissy to the straw mattress floor, pushed her head and shoulders down and pushed her knees in. Her red cheeks now spread invitingly, Bruce took her little cock and balls in one hand, and then licked her spicy anus to lubricate it. The sissy whimpered through her tears as he eased his stiff cock into her tight little haven, smiling wickedly as his balls slapped the top of her little sissy scrotum. He closed his eyes and thought of the sweet ginger new girl, and in no more than fifteen or twenty stokes, his cock exploded in the hot tight little anus, emptying his balls with a long and pleasurable grunt and groan. As the two lay panting, the sissy giggled through her red eyes and nuzzled Bruce affectionately. "If I can befriend the ginger girl, promise me you'll have both of us in the same bed at some time; I'd love that." Bruce smiled wickedly. "OK, but not the first time; I shall want her all to myself." The punished sissy gave Bruce a long and loving kiss, then looked him in the eyes and smiled. "She's in dorm 5; you can easily reach that window." Clara Bow's Academy for Ladies Ch. 04 Greville Hambleton tried hard not to think of the ginger sissy; he was married to a fiercely independent woman who was very much in charge in the bedroom, and who knew all too well of Greville's weakness for effeminate transgendered she-males. As he was often cuckolded, Tara his wife being partial to sampling cock, she turned a blind eye to his discretions. Like a lot of otherwise heterosexual males who enjoy the assertive control by the superior sex, he had a keen dominant streak which revealed itself with a preference for younger ladies, and even more so for sweet effeminate sissies. His cock stiffened as he thought of the call from Clara Bow, and turned his horse toward Honeysuckle Cottage, which lay no more than a quarter of a mile from the rear of the academy wall; there lay the promise of soft affection. Martha Blandish smiled wickedly as she pulled the corset stay tight around the incredibly slender waist of Faith Merrick; the soft young thing she had been guardian of since being brought to her in her early teens. The smile broadened as she heard the familiar clip-clop of horse's hooves outside the cottage. Faith's cheeks quivered in the silk panties as the stay was tied and Martha squeezed the shoulder of the 23 year old, who still looked as though she were in her mid-teens. "Well, this is going to be someone's lucky day! What perfect timing; I told you he'd be along again soon, he knows how you pine for him." Faith Merrick stood in tight corset, long slender legs in black stockings with a pert little bottom further accentuated by the restricting garment; her nicely proportioned breasts also made a little more prominent by the squeeze of the black Basque. The only thing that gave away her origins as once being Freddie Merrick was the bulge at the front of her panties; a bulge which increased on realising that Master Hambleton was paying a visit. He never came to see how Martha Blandish was respecting the tenancy of the cottage, which his family owned, though the amount paid in rental was always affected by his visits. Faith shyly covered herself with a white shawl as Martha put on her coat and opened the door to Greville. "Oh! Mr Hambleton. I was just on my way out, but I'm sure Faith can make you a coffee." Greville blushed as the portly woman winked at him as she passed and walked up the garden path. He closed the door behind her and his cock stiffened as he viewed the shapely figure of the T-girl who had attended the academy from the age of 17 until she was 22. She stood perched on high heels, the shawl just covering her panties; her long feminine legs shimmered in the black stockings, and her sweet vulnerable look made her all the more inviting. Greville's cock stiffened to rigidity as he moved toward her and sniffed at her soft brown hair; his balls tingled urgently as he tugged at the shawl and Faith let it fall to the floor. Faith shivered a little as he squeezed her soft white upper arms and viewed her pretty little breasts and waspish waist in the corset. He smiled warmly as he noted the little bulge in the front of her panties. "I'm so pleased to see you again Faith, I see you are pleased to see me too; are you going to be a good girl for your master today, or will I need to punish you?" Faith loved being submissive and was partial to being whipped or caned, bur she had not had relief in some time and was anxious to come whilst dressed in her new corset; it made her feel extra girly, not that there was a chance that anyone not knowing her would consider her masculine. Her boy-clitty bulged uncontrollably in her silky panties. "I will be a good girl today. Please may I take master to my room and suck his cock?" Hambleton licked his lips and ushered the willing sissy to the stairs. He allowed her to walk two steps ahead; it was a pre-sex ritual that both enjoyed, he watched her sweet bottom as she stepped two stairs higher than he; she felt his eyes where his cock would shortly follow. In her bedroom she peeled off her panties and knelt submissively on the hearth rug, her little cock pointing excitedly. Greville stripped urgently, leaving his clothes on the floor; his cock rigid and needy. Faith's anus tingled with pleasure as he moved toward her and let her sniff and lick his aching member. She smiled sweetly and looked up at her master with loving eyes as her soft lips slid over Greville's bulbous bell-end, making him groan and shudder with pleasure. He grabbed her hair and thrust his cock deep into the soft warmth of her throat; far from gagging, Faith sucked longingly at the stiff cock she knew would soon be teasing her prostate. Close to coming, Greville pulled his cock clear of her mouth and pointed to the bed. Without hesitation, Faith obediently lay down with her ass high in the air; she whimpered submissively as a strong hand clasped her hairless little scrotum and a tongue swiftly lapped at the musky perfume of her asshole. She felt the bed sag as he climbed on, then she clenched her effeminate little fists as her wrists were grabbed, and her little cock stiffened as his slipped sweetly in the crack of her ass, then probed deep into her tight pussy with no mercy, making her gasp with pleasure. Martha stared then smiled wickedly as she viewed the rear wall as she walked up to the academy; at this one point, she could see between a close copse of trees and the rear wall, at a point where the small stream which ran through the grounds, left through an archway in the wall. She watched with interest from behind a large Oak as Bruce Janner lifted the railings like a gate, and tip-toed on stepping stones as he pulled it closed again behind him before disappearing into the grounds of the academy. Her pussy buzzed as she thought of catching him in the act; she would love to be in attendance to watch Clara Bow and other Directors of the academy, such as Tara Hambleton, serve punishment on an adult male. Young Janner would have to agree to whatever punishment or be exposed publicly, and Martha knew all too well how much Clara and Tara loved to cane males. Pepper was feeling at home as she prepared herself for her first night at the academy; her nails were so pretty in pink and her friends giggled and joked from their beds, as Pepper too, slipped into the soft and luxuriant bed; this was one thing she had not expected of this stark academy. Her little cock stiffened on the silky sheets as her bottom clenched at the ceramic plug. She squeezed her puffy little breasts with her fingers and tingled as she recalled shooting her cream at the picture of the masked man. She was about to drift off to sleep when she heard Lucy talking. "Don't forget, it's your turn tonight Hannah." The brunette merely giggled in response, and then there was an audible clunk, which made Pepper look over inquisitively. The tops of the bedside cabinets were to be kept clear, except for a tumbler of water; this was one of the academy rulings; so Pepper was surprised to see Hannah's ceramic plug also on top of the cabinet; why would she do this? Her question was answered as she heard the dormitory door creak open, and a hooded figure in what looked like a monk's habit, strode silently into the room. Pepper gasped as she saw the habit drop, and a large male, naked but for a mask, slipped into bed with Hannah. The other girls were silent as gentle, male groans and soft pleasurable whimpering was heard from Hannah. Cosmo Stafford's cock remained rock hard as he fingered Hannah's soft, hot little anus and felt the contours of her body; as a director of the company, he combined his fetish for fondling sissies with the task of checking their development. Key factors indicated their readiness for the outside world; body shape, scent, receptiveness and general submissiveness being the main points. Stafford never tired of the task; wanking as he surveyed them from spy-holes was exciting enough, but the feel and scent of their soft bodies was a real perk of the job. He knew the new arrival would know he was there; the thought of her wondering what was happening to her new friend excited him all the more and he grunted with pleasure as he spurted his cream all over the soft contours of Hannah's naked body. He kissed her forehead softly as he then took her little cock and milked her to orgasm. Pepper's cock was rigid as the fear and excitement took hold of her, though she welcomed the noise she now heard her friend make; she was obviously being pleased. Stafford left as swiftly as he had arrived, and Hannah jumped from the bed, giggling and took herself to the en-suite shower. Pepper watched as the other two left their beds and went and sat on Hannah's, awaiting her return. Pepper joined them.