Academy of Littles

by Allison West

  "All right. Now we are done with your bath." Giana stood yet again, and this time reached for the towel, extending it forward to help Teresa out of the tub to dry off.

  Teresa stood, her body dripping with soapy water as Nanny Giana wrapped the towel around her shoulders and sealed it closed with her hands in front of her. She rubbed her hands over the covered girl's arms, trying to dry her quicker and warm her up. She must have been chilly.

  "Nightgown," Teresa said, her teeth chattering from the cold.

  Giana led her back into the nursery that had been painted with flowers on one wall and a castle on the opposite, fit for a princess. Was that what Teresa saw herself as, a seven-year-old princess? It certainly explained her unruly behavior earlier.

  The nanny headed for the dresser and retrieved a nightgown and bloomers.

  "I do not wear those to bed," Teresa said, pointing at the white cotton undergarments.

  "Oh. Then what do you wear?"

  "Nothing. My nanny always puts a plug in my bottom for training."

  "Plug?"

  "It is an item that goes in my bum hole to prepare me for my papa's cock."

  Giana's eyes widened and she felt quite certain they might pop from their sockets at the mere mention of what Teresa had suggested. Did this young woman want to be trained as Nanny Beth had mentioned earlier, or was it a trick of some kind? Had she not learned from the discipline she had already received?

  "Teresa! That is no way for a young lady to speak. Do you wish for another spanking so shortly after the last?" Giana tried to sound stern, but Teresa's words were like a punch to the stomach, and her shaking voice, which cracked mid-sentence, clearly revealed that.

  "No, Nanny Giana. I apologize," Teresa said with a slight smirk. "What I meant to say was… the plug goes in my bum to ready me for my papa, ma'am."

  "Where is the plug for your bottom?"

  Teresa pointed at the dresser. "Second drawer. Nanny Beth put the plug in my bottom before bed last night." She paused, the room far too silent for several long seconds. "It is not that I desire that in my bottom, I just… I do not want another spanking." Her eyes glistened with the memory of the paddling. Her posterior must have still throbbed from the recent punishment.

  "Thank you for explaining your routine to me," Giana said. "We shall put your nightgown on, and then we will train your bum with that plug." She knew nothing of plugs and only that the girl had said it had gone in her bottom. Did she believe her? There appeared to be no reason to lie about such an act that seemed so odd to her. Giana had yet to understand what the training to her bottom was for. Her eyes widened at the thought of what other instrument could be placed into such a hole. "Does a man truly intend to put his—" She could not say the word aloud; it was too crass and inappropriate for a lady to use.

  "When I discover my papa, he will claim my bottom," Teresa said. "Mr. Hartley assured me that I will meet my betrothed at Ashby."

  Giana needed to change the subject so she could regain her composure. "How long have you been here, Teresa?" Giana knew it had only been a short time.

  "Three weeks. I want to be good and please Mr. Hartley so that he might choose a fine gentleman for me. One who is wealthy and can take care of me."

  Giana nodded. The idea of a husband taking care of her did not sound so unpleasant. After months living on the streets, she would have gladly endured what Teresa was going through. Not that she wanted to be spanked by a nanny, but the mere idea of her worries disappearing and knowing that she had no troubles, seemed incredibly appealing.

  "I am sure that will happen," Giana said and smiled. What a fortunate girl Teresa was, to have a dowry or someone who could afford to send her to Ashby. Perhaps Giana was fortunate as well, for Mr. Hartley to have stumbled upon her in the freezing cold and offered her a meal and a job. Had she not accepted both, then surely she would still be out on the streets, stealing to survive and eating carrots for the next several days. She had left the vegetables at the restaurant upon accepting Mr. Hartley's invitation to become a nanny for the chateau. It had not seemed she would need the stolen vegetables any longer.

  Giana's hands trembled as she opened the dresser and removed a wooden box. Inside, she found a glass plug and a jar of ointment. She carried the items nervously back toward the bed.

  Teresa slid the nightgown on herself but left it up around her hips. She climbed onto all fours on the mattress, her bottom in the perfect position for Nanny Giana to see her pink pucker.

  "Please, use the lubricant first."

  "The what?" Giana asked, glancing at both items she had brought to the mattress.

  "The jar of grease. It will make the intrusion less painful," Teresa said. "Please."

  Giana decided that Teresa was cooperating, and so long as they got along, she would not deny the girl a little ease when she would be forced to push the plug into her bottom. The mere thought made her head swim. She regretted sending Nanny Beth out of the room. At least then, the older nanny would have perhaps helped with the implement.

  Opening the small container, Giana applied the thick substance to the bulb of the plug that would go into Teresa's bottom.

  "Wait!" Teresa shrieked. "You must apply it to my bottom hole, as well."

  Giana's head tilted slightly, surprised by the suggestion. "You want me to touch you down there?"

  "That is not what I want; it is what is required," Teresa said, sounding very adult and matter-of-fact.

  Another heavy breath expelled from Giana's lips as she spread Teresa's red, swollen cheeks. She could hear the poor girl cringe from the mere contact before her finger coated with lubricant touched the little pink rosebud. She didn't push past the puckered flesh, but instead moved her finger in small circles along the outer skin. Teresa wiggled her bum a little, but didn't resist the touch. Finally getting the courage, Giana pressed the tip of her finger just a little, watching to see if she caused Teresa great pain.

  "You must go deeper," Teresa said, hissing as Giana's finger slid further in, penetrating her bottom. Once Giana had the tip all the way in, Teresa's tight hole gave way and allowed her digit to enter much more easily. "Oh."

  "Is it too much? Have I hurt you?" Giana gasped and pulled her finger swiftly out from Teresa's bottom.

  "Again," Teresa said, instructing her on what to do. "You must move your finger all around inside, coating the entrance so it will not hurt with the plug. Thrust your digit in and out, then add a second finger, and make like a scissor motion. The more you stretch me, the easier it is for me to accept the plug."

  Giana's cheeks burned red, and her chest tightened. How did the intrusion to Teresa's bottom make her feel? It looked uncomfortable, and yet Giana's quim began pulsating again, throbbing to become a participating part and not a mere bystander. She could not use a plug on herself of course, and the idea of stealing an implement from a little seemed just as wrong. She was to care for the young woman, yet she craved someone doing the same for her, being on the other end with her bottom poised out and someone else's finger doing the exploring. A bolt of electricity coursed through her cunny, and she pressed her thighs together, only to feel the sensation strengthen. Oh, how she desired to be Teresa. The girl was lucky to be in such a situation, receiving the attention of a nanny and soon from a papa, when he came to discover her at the chateau. Was Giana mad? Was it insane to feel an overwhelming sense of envy towards Teresa? Was it mad that the idea of a spanked and plugged bottom while being sent to bed made juices flow from her cunny?

  Swallowing hard, and pressing her thighs even tighter together to try to hold back her growing arousal, Giana coated two fingers and began again. One finger pushed past Teresa's bottom hole and she explored the dark crevice, pumping her digit in and out; pumping at the same rhythm with which her cunny pulsed in need.

  Teresa gasped and cooed, her breathing growing deeper and heavier, moaning as she pressed her arse against Giana's hand, driving her finger even deeper into Teresa's tight little hole.


  Was Giana wrong in assuming the woman was aroused? Giana continued her examination, pushing two fingers in past the tight ring, and heard another loud moan slip from Teresa's lips.

  Were little ones allowed to be aroused by their nanny? It did not seem right, and yet Giana made no attempt to scold or punish her for the intoxicating glisten of cream against the pink pussy that peeked out from below the girl's bottom. Nor could she resist taking in the sweet scent that wafted from Teresa's quim. The room smelled womanly and fragrant. Giana did not know whether her own arousal had mixed into the air of the nursery or if it was solely Teresa's. No one had to know. She had no intent of confessing her secret sins of how she felt.

  Withdrawing her fingers from Teresa's bottom, she positioned the glass plug at little Teresa's back entrance and slowly pushed it inside.

  Teresa's mouth parted and she gasped, moaning as it filled her rear. "Ow," she breathed, head bent downward as she took the full weight of the plug into her bottom.

  "You did very well," Giana said, proud of her charge, and even more proud of herself. She had done it. She had become Nanny Giana, as was required. "It is time for bed." She pulled back the covers and waited until Teresa had climbed under before tucking her in for the night.

  Without another word, Giana quietly retrieved the box and jar of lubricant, placing it back into the dresser, hidden away for safekeeping. Come morning, was she expected to remove the implement? She felt confident Teresa would give her instructions, and hopefully the tiff they had had when they first met would be long forgotten. If Giana was to be a nanny for a little, then she longed for that girl to be kind to her and easy to maintain. She was not sure she had the strength to spank and paddle her bottom red, listening to her pleas and cries throughout the entire punishment. And yet, she would do whatever it took to live up to her new responsibilities. She was Nanny Giana—nanny at the Ashby Chateau.

  Chapter 5

  Theo found it difficult to sleep. Upon receiving a formal invitation from Mr. Philip Hartley to attend the Ashby Chateau for a private meeting, he had been tossing and turning all night. What would he wear to impress the gentleman enough to allow him the opportunity to choose a lady from his elite school of littles? Did his attire matter, or was it the size of his wallet? Perhaps Mr. Hartley cared more about what was said than the funds he had at his disposal? Theo was not one to usually concern himself with what others thought, but the ability to find a wife who would please him in ways he had once thought impossible pulled at him like a boat at sea, tugging in a victim who had once been drowning in the rough and turbulent ocean with a buoyant block of cork.

  Pulling himself from his bed, Theo bathed and dressed, determined to make a fine appearance with Mr. Hartley. First impressions were everything, and he did not wish to waste his with a poorly tailored suit or dirt licking his skin.

  His coachman rode with him to the Ashby Chateau, where gas lamps adorned the path up to the main entrance, then waited outside. The weather, though cool, was nowhere near as brisk as it had been just a week ago when snow had fallen. The white had melted from the ground, revealing the brown of winter grasses dormant until spring. Theo looked forward to the warmer months, the pleasant fragrances that tickled his nose as he rode through town.

  With his invitation stuffed inside his jacket pocket, he stood at the front of Ashby. It was grand; the building towered above him with two stories. Four columns enveloped the center of the structure and half a dozen windows stretched along both sides of the front of the chateau. The construction looked much older than the time period for which the establishment had been around. Curious about what Ashby had been prior to a finishing school, Theo gave a firm knock and awaited someone to open the door for him.

  The sound of locks clicked on the opposite side, and the wood groaned as it was pulled back to reveal a dark-haired gentleman, dressed in a pin-striped waistcoat and trousers. He was well groomed and his blue eyes met Theo's directly. "May I help you?" he asked.

  "Yes. I am here to see Mr. Hartley." Theo shoved his hand into his jacket pocket to remove the invitation. "The headmaster requested my presence. I am Theodore Elliott."

  "Come in," the gentleman said, and closed the door to keep the cold air out. "You are in the right place. I am the headmaster of the Ashby Chateau, Mr. Philip Hartley." He held out his hand, and Theo took it to properly introduce himself.

  "It is a pleasure to meet you. I appreciate you taking the time to see me," Theo said. He felt as though he was babbling.

  Philip locked the door and gestured for Theo to follow him. "Downstairs are our maids' and nannies' quarters. The littles are all upstairs in the playroom at this hour. I was hoping we might speak first, before introducing you to any of the young ladies."

  "Of course," Theo said. Though he was anxious to find himself a young woman who could satisfy his desires, he also wanted to ensure that the exchange of money and services would be kept in the strictest of confidence. Theo did not wish to soil his reputation. He expected that the same could be said for the establishment he was visiting, based on their secrecy and the necessity of a reference to even get inside the front door.

  "My office is upstairs," Philip said, leading him toward the back stairwell. He retrieved his key and unlocked the door, allowing Theo onto the littles' floor.

  They walked past the playroom and Theo moved purposefully slowly, his head darting to glance left as he admired the sight of the ladies dressed in frilly gowns, playing amongst one another. At first glance, the room offered a feeling of sunlight and warmth with the yellow curtains and matching walls. He barely caught sight of the interesting ceiling, painted much like the sky on a clear day, a pale blue with wisps of white clouds. His feet had slowed until he stopped walking, admiring the carefree nature of the young ladies, who were sitting with their teacups and their dollies around a table.

  "Mr. Elliott, my office is this way," Philip said, pulling Theo from his thoughts as he waited for him outside the office.

  Theo had not realized he had stopped walking, and had been staring through the glass window. "My apologies," he said, turning and continuing down the hall. He stepped into the headmaster's office, regaining his composure and trying to hide his nerves and excitement.

  "Please have a seat, Mr. Elliott."

  "We do not need to be so formal. Theo is fine," he said, suggesting the name he was used to being addressed by.

  "Very well, Theo. I have received word from Mr. Francis Marlowe, telling me that you are interested in procuring a lady's hand in marriage, and that you would prefer a woman who has a more, let me say, childlike, side to her."

  "That is correct. Is that something you might be able to help me with? It is my understanding that Mr. Marlowe is incredibly happy with his little Leda."

  Philip seemed to relax at the mention of Francis's wife's name. "How is Mrs. Marlowe?" the headmaster asked. "It has been quite some time since I last spoke with her."

  "She seems to be quite perfect, if I may say so, which is why I have sought you and your school out, sir. Your reputation in the community is upstanding, and I wish to bring home a wife who will please me in the same way Leda pleases her papa."

  The headmaster remained quiet for a few moments. "I have read your application and done a thorough background check on you, of course. On the surface, you have surpassed my expectations. But I must ask, how aware are you of our method of teaching, Theo?"

  "I do not know the specifics, sir. I did read your packet in its entirety, although there was quite a lot of information to take in."

  In truth, Theo had not known Francis at all, and it had merely been the associate who had given Theo all the information he had needed prior to meeting with Mr. Marlowe. After meeting with Francis to request the recommendation that would be sent to Mr. Hartley, Theo had spent enough time with Leda to understand the situation without fully knowing the girl at all. She seemed happy with her papa, which was exactly what Theo wanted for himself. He was not usually a jealous man, but wat
ching Francis with Leda had made him realize what he was missing. He had suspected that the yearnings he felt, the desires that he dreamt of were real, but Theo had not known such a thing was obtainable until he had spoken briefly with his associate. It had served him well, considering he was now at Ashby, and everything seemed to be lining up in his favor.

  "If you choose to select a little from the chateau, then there will be certain requirements to ensure a healthy relationship. We do not allow overnight visits, under any circumstances. Our girls must keep their virtue intact, just in case the deal should fall through, or should something happen to a papa before graduation."

  "Yes, of course," Theo said, nodding quickly. It all sounded so wonderful and easy to agree with.

  "There are specific visiting hours. The nanny who works with your little one can inform you of what they are, since occasionally schedules change for each young woman. You may visit your little one in the playroom, but you are forbidden from seeking entrance into the nursery unless given direct permission. When littles receive rewards for good behavior, occasionally we allow cuddle time with their papas, or other intimate play that does not threaten their purity. Many of our littles do enjoy pleasing their papas. But nothing is ever against her will… well, except proper discipline, that is. Do you understand?"

  "I believe so." Theo's heart raced at the mere thought of a woman's lips upon his cock. It took every ounce of restraint not to indulge himself in such a fantasy at that very moment, knowing he needed to be respectful toward Mr. Hartley.

  "Given Francis's connection with our institute, and because of how you completed your application, I see no reason whatsoever why you would not be able to choose a little, should you have the necessary funds, and she not already be promised to another. At the moment, I have two girls who are not promised yet, Mollie and Teresa. If you are ready, I will let you have a look at both of them."