The Nanny

by Alta Hensley

  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 V

  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 watching 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, noddi
ng 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."

  Philip and Theo stood, heading out one at a time into the hall. Theo tried to walk at the same pace Philip was using but he felt giddy, with a bounce in his step, and wanted to race to the window as if it were a finish line. His dream for happiness was just on the other side of that door. Through the glass, he glanced each girl over, studying what they wore, their demeanor, how they played.

  "Teresa and Mollie are the two girls having a tea party with their dolls," Philip said. "Teresa has the darker, black hair. They are both good young ladies who are, I am certain, eager to please a papa of their own. Can you tell me, is there a specific type of feature that you like? Do you find yourself attracted to either of them?"

  Theo stared at Teresa. He liked the richness of her hair and her eyes, and even from afar she stood out, but she was small, both in height and stature. He desired a young woman who at first glance made his pulse race. Teresa was pretty but did not stir up the smoldering fire inside him.

  He moved his attention to Mollie, with her brown hair braided neatly around the top of her head. She was no doubt beautiful, just as Teresa was, but there was something lacking upon seeing her. The spark had not been lit inside his heart. Perhaps the connection he expected would not come from a mere glance. "May I speak with them?" Theo asked.

  "That is not how we usually do things, Theo. If you do not feel an immediate bond to either girl, you may return in the spring. Our enrollment oftentimes increases then, and I would be pleased to introduce you again at that time to our new littles."

  Theo's gaze moved from the young ladies dressed as little girls toward the corner of the room by the door, where one of the nannies sat. Her dark brown curls had escaped from their pins, leaving her hair looking messy, but pretty. The smile on her face and the nervous laugh she shared with another nanny made her appear even more beautiful. Perhaps it was the fact that she seemed to be without a care, even with the responsibilities of the job at hand. He had never found himself aroused by a woman who worked, and her position as nanny for the school did nothing to make him hot, yet he found himself gazing at her, taking in the feminine features of her face, the perfectly shaped jawline and chin, her dimples when she laughed, the sparkle in her brown eyes. She was the flame that sparked to life, and the longer he stared, the more his heart pounded. Just one long glance, and he would have fantasies for hours. What made her more beautiful than the other girls, Theo did not know, but the attraction he felt pulled at him, and it was unmistakable. "What about her?"

  "Who? The nanny?" Philip asked and laughed softly.

  Had that question never been posed before? Theo awaited an answer, staring blankly at Mr. Hartley for a proper response.

  "Miss Giana is under my care as a nanny. She has no betrothed as far as I am aware, but she comes at a much higher price. The resulting loss of her being a nanny to my girls would result in my needing to hire again. She is new to Ashby, but has already proven herself valuable."

  "Whatever it is, I shall pay it," Theo said.

  "She does not come with a dowry."

  "That does not matter to me, as I am sure you are aware, based on my finances."

  Philip rubbed his forehead. "This is not exactly orthodox, Mr. Elliott."

  "Theo."

  "Right," Philip said and sighed. "I will have to speak with Miss Giana about it before making any further agreements or discussions. She has not signed herself in as a little, and I cannot in good faith and conscience sell her right to marriage without at the very least speaking to her." Philip paused and studied Giana for a moment. "But there is something about her that would make the perfect little. I got that feeling the minute I first met her. There may be a hidden submissive quality in her just waiting to be explored."

  "Very well. I shall leave and return when you have had a chance to discuss this with her." He relaxed, willing to allow as much time as would be required to satiate his desires. "If she were to agree, we should discuss numbers," Theo said. "I am sure that I can satisfy the requirement of you needing to hire another nanny."

  Philip nodded. "I shall send word shortly, when I have her answer."

  Chapter VI

  Giana had felt the headmaster's stare through the window of the playroom. Accompanying him had been another gentleman, well dressed with thick brown hair, his hat in hand. The man's sharp jaw complemented his striking, steely gaze. Why had he been watching her? Perhaps it had been entirely her imagination. He was quite attractive, and spending time around the littles—preparing them for their papas—had made her anxious for a man of her own. Would anyone ever desire her as the littles were desired by their papas? Now that she had become a nanny, was her fate to live and die a spinster?

  As quickly as she had spotted the man staring at her, he had retreated, and Giana's attention returned to Teresa, who had been playing surprisingly well with Mollie. The girls shared tea with their dolls, quietly interacting without too much trouble.

  Giana had been at the chateau as a nanny for a week, and it had taken quite a bit of time to understand the routine, as well as come to terms with the very different, and oftentimes bizarre way of life at Ashby. The worst had been earlier that morning; apparently Giana had missed the temper tantrum that had beset Teresa and forced the headmaster to mete out the punishment of an enema to the little one—or rather, instruct Giana to administer the discipline that he thought appropriate. So now, she knew it was time to give an enema, and the thought practically paralyzed her. But she needed to do as requested, and to appear firm. Taking a deep breath, she stood and walked over to Teresa. No time like the present. Silently, she took Teresa by the hand and led her to the nursery, feeling her pulse speed up with every step.

  "It is time for your enema," she said to Teresa when they entered the nursery. Headmaster Philip had given her a strict instruction of how to perform the enema in far more detail than she had ever thought possible.

  A maid brought all the required implements and left them on a small table beside the tub.

  "No!" Teresa's eyes widened and she took a step back. Tears flooded her eyes and poured down her cheeks. The worst had yet to occur.

  "You do not want to run, Teresa. Do you know what Headmaster Philip will do if you do not accept your punishment with poise? Come with me, or I shall be forced to take you over my knee," Giana threatened. The girl had been good, albeit mouthy, but not nearly as troublesome as the first night on which she had met her charge. They had come to an understanding of sorts. Teresa would follow the rules, and Giana would not be forced to blister her bottom. She had been lucky, thus far not having to inflict too many punishments. Perhaps the girl had a good week and it seemed to be ending. It was clear that little Teresa did not want an enema.

  "No!" Teresa shouted yet again. She rushed past Giana, knocking
forcefully into her shoulder.

  If Teresa had not been so small and short, she could have knocked Giana off her path. Instead, Giana grabbed Teresa by the waist, her long arm wrapped around Teresa's stomach as she dragged her little charge toward the bathtub. She did not want to do this any more than little Teresa wanted to accept the punishment.

  "You will remove your clothes and bend forward, holding onto the tub." Giana pulled the girl's bloomers down past her bottom and used her hand to slap the young woman's cheeks. The pale skin blushed pink on impact. "I will not tolerate such behavior! Nor will a papa." Another swat landed on Teresa's wiggling bottom.

  "Ow!" Teresa whined, trying to pull away but unable to escape the torment of her punishment as Giana continued to spank her.

  "Headmaster Philip and I are not pleased with your behavior today!" Giana had heard of worse punishments that he dished out to unruly girls. Teresa should have considered herself lucky that all she was getting was an enema.

  Her hand spanked Teresa again on her blushing posterior, just above the juncture of her legs, where she sat.

  Sniffling and whining, Teresa struggled to get away.

  Giana kept one hand firmly over the girl's waist while the other kept peppering her bottom with the punishment she deserved. Giana did not know what Teresa had done to offend Headmaster Philip, but it must have been earned.

  Swat.

  Her hand did not slow with its movements of making little Teresa's bottom red and flushed over every speck of flesh. Giana did not desire to punish the girl, but she had no choice given her behavior. "Perhaps, if this keeps up, we shall increase the size of your bottom plug."