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Emily's Choice Ch. 01

By: Bruno1027



The day she'd waited for her entire life had finally arrived. She was younger when her sisters had their day, though she remembered it clearly. They all seemed as excited, anxious and happy as she was right now. She woke up early but knew better than to awaken her sleeping mother so she kept quiet and, still in her camisole and panties, snuck downstairs to make her breakfast. She admired the sun rising through the floor to ceiling windows as and ended up eating outside on the porch. She looked over the wide expanse of land and stretched her arms skyward. Today was the beginning of the rest of her life. The wind and the chill dimpled her bared skin but she resisted going inside. She'd rather have time to enjoy this moment alone.

Save for times like these, there was rarely any quiet in her home. Growing up with three older sisters and parades of people coming in and out of her home she was used to doing without privacy. That would all change soon. Come today, her mother said, she was an adult and must find the right man to make into a husband. Her eyes widened at the thought. 

All but her oldest sister had moved out. They all lived happily and comfortably with their respective husbands, enjoying the pleasures of being a wife to a man they felt suited them perfectly. Theresa, the oldest, lived in the two bedroom home at the edge of their property closer to the beach. Though they visited often and they shared dinners together regularly, they lived their own lives and Emily found herself growing jealous whenever she saw the contented look on the older woman's face. 

Her mother joined her just as she was finished her second cup of cappuccino. She was a tall woman, a former model coming from good stock. Her breeding, like her daughters' was impeccable. She thought it important that women of their standing conduct themselves in the best manner, at least in public. Her full lips frowned upon seeing her daughter barely dressed in the cold morning air. Threatening to cancel their plans if she didn't do as she said, she rushed her inside. As she began preparing her meal, she ordered her daughter to shower and ready herself for what could be a long day ahead.

Bounding up the stairs, Emily knew her mom would never call off their plans. Years ago she had gone through the same anticipation and knew how important it was to her. She had chosen wisely, as evidenced by her father, a loving, kind and loyal man that would sever his right hand if his lovely wife ever asked it of him. She knew she had been through a lot to prepare for this day. The confining expectations of private boarding schools, rigorous hours of study, classes on the weekends and every summer to teach her the finer points of life; etiquette, ballroom dancing, ballet, sailing and even horseback riding. In her nineteen years she never met a worldlier peer. She had learned German along the Rhine, dove for oysters off Greece and spent days on the beaches of Italy. 

Despite her schedule, what looked back at her from the mirror was a woman just coming into her burgeoning womanhood. With fog quickly clouding the mirror she observed her athletic form and lush skin. Her only complaint was her legs. She felt they were too long, coming together to make her hips that much wider. Though her body was taut, she felt this was an imperfection. She would much rather prefer gentler legs than the long, muscular ones she possessed. 

She tarried in the shower, enjoying the feeling of the heavy steam awakening her chilled body. When she finished she realized it would soon be late morning. 

Her mother was downstairs casually reading that day's real estate section and almost laughed when she saw the anxiety in her daughter's face. 

"No need to look at me like that. We've got all day and all of tomorrow should we need it." Her daughter grabbed her handbag and car keys, quickly pushing them into her hand. "Besides, you're the one that's late, not me. I've been ready for an hour now." 

They drove alone the beach, Emily in the passenger side with the top down as her mother exalted in the feel of her red hair blowing freely in the wind. Many men lined the beaches and Emily found several good specimens. Some played volleyball; others sat on their blankets casually sharing lunch with their bodies. A few lay on their towels allowing her the best few as they attempted to garner a tan from the sun's rays. Most of them were pleasing; well cared for bodies with athletic legs, firm chests and rounded bottoms but none seemed to have that spark she looked for. 

The two women sat in the car looking out on the beach from the parking lot. As they watched the mostly male crowds they talked about men. Theresa related how she met her husband at this very spot, as did Emily's three older sisters. It was decided to be the most likely spot to find a candidate that fits what they're looking for as the church and university, two previous spots, had lacked the number of single men with the character they sought. 

Finally, as the day turned slowly into evening, Emily noticed one man that arrived late. He carried a cooler and seemed to trail his four friends that happily threw a football between them. She alerted her mother to the man and she agreed with her. Strong arms, good physique, attractive face, tight butt, physically he seemed to be everything they could want. Emily began taking off her shirt to display the string bikini hidden below but her mother stopped her. 

"You know the rules. Let me go first." 

She sighed and relented, having long ago learned her mother does know best.

Theresa unbuttoned and pulled her shirt off, displaying healthy full breasts hugged tightly by sports bra and just as quickly skimmed her skirt down her sculpted thighs. Wearing only a pair of sandals, a modest pair of hip hugger jogging shorts and the sports bra, she exited the car and approached the lad. 

She appeared behind him and for a moment she was able to appraise him more closely. Her daughter was right. He was a fine physical specimen. She could see his slightly bronzed skin and the light muscles that flowed beneath it. He had a swimmer's build though his arms were thicker and more powerful than she at first expected. 

He turned quickly, almost bumping into her and apologized.

She smiled and made a show of looking him up and down. He did the same to her, though more bluntly. 

She smirked and took him by the hand, leading him away from his friends. Leaving the cooler behind she walked him to the car. Emily followed tradition and disappeared. This gave her more time to update the lad on his predicament. He most likely thought he was being taken home by a lonely middle aged woman that desired nothing more than something carnal and though he wasn't far off, what was actually taking place was almost completely the opposite.

He jumped in the passenger seat as she started the car and drove away. The long drive to their estate afforded her the time needed to make him aware of her expectations. 

He nervously offered small talk, which she avoided for the most part. He seemed overly excited and when she watched him through the rearview she saw he couldn't keep still. He seemed filled with unneeded energy. She realized she wasn't even aware of his name and asked for it. Collecting her thoughts for a moment, she began.

"Richard, I know you think today is your lucky day and you couldn't be more right. You're an attractive boy and twenty, even ten years ago there's nothing more I'd rather do than take you home and spend the night making love to you until you collapsed but I have other reasons I choose you." He seemed to perk up but, to his benefit, remained completely silent. "I have a daughter- a wonderful, beautiful young lady of the finest breeding. She's brilliant, courteous, loving, passionate and quick as a whip. Unfortunately she's found no one that can meet or even compete on her level as a mate." He opened his mouth, as if to speak, but she stopped him before he could. "No I know you're can't either. You couldn't be as intelligent or giving as she is but you're quite handsome and I hope, with time and a lot of work, that you'll become the man she's meant to share her life with."

She allowed him time to speak but there was only silence. She drove and after a while he gathered the presence of mind to speak. "Why? Why me? What's the reason?"

"You'd have to ask my daughter. I would guess she found something in you that connected with her."

"But I didn't even meet her. She doesn't even know me?"

Theresa chuckled at this. "Some women like my Emily have a fine sense of intuition that lets them read a person merely by their facial expressions, how they carry themselves, which side is the most dominant. Apparently you possess everything she's looking for, even if you're not aware of it."

This seemed too strange for the boy and, testing the door handle, found it locked. 

"What if I say no? You can't kidnap me. If I want to leave, believe me, I could."

"That's right you can. You won't want to though, not when you realize what you'll be missing out on. Besides, you haven't even met my daughter. Do you think I'd go through all this for someone that doesn't truly deserve it? Believe me when I say you can spend your entire life meeting every woman of the world and you'll never meet one that comes close to my daughter. The man chosen to spend his life with her will be luckier than he ever thought possible." The car stopped at a red light and she turned to look at him. "However, if you'd like to go without even learning what you're missing be my guest." The door unlocked and she turned away to offer him the opportunity for an exit. 

When the light changed to green he was still in the seat, unmoving. The remainder of the ride was silent. His eyes widened as they pulled onto the private road of the estate. Gigantic firs lined the roadside and he forgot himself, blatantly gawking at the scenery. The estate was patterned after the Palace of Versailles and seemed out of place on the Southern Coast of America. He was motionless until an aged man in a suitvest and freshly pressed trousers opened the door and helped him out. She stood on the slate steps enjoying his reaction and doing her best to appear impatient. Noticing her foot tapping, he quickly scurried to her side, only to be restrained by the doorman.

As he entered he saw her climbing a large marble staircase that filled most of the large entryway. The butler introduced himself as Jensen and bade him to follow. Rather than go with the Lady, he said, he would meet the nurse who would give him a through examination for his time here. Richard balked at this but. Taken aback by today's events, he decided to go along with him.

At the end of a long, ornate hallway Jensen ushered him into the infirmary. The family employs a large staff, he explained, and many days they have need of a medical attention. Though no one is staying there today, a full time nurse is on duty. At this he left and closed the door behind him. Richard heard him lock it but was too busy admiring an anatomical chart to say anything. Despite the jeopardy he could be in, he felt assured he would be safe. As a strong man that has been on his own for much of his life, he believed there was nothing that could happen here that he couldn't handle.

A woman a few years older than he entered through a side door and introduced herself as Nurse Cannon. She had a friendly face and wide smile with red hair pulled back and bangs in the front. She wore the regulation starched white nurses uniform. He sat himself on the papered examination table as she talked to him, asked him questions and wrote his responses on a clipboard. 

Finally she finished and, without breaking her clinical tone, ordered him to take all his clothes off. He'd never been ashamed of his body but hesitating for a moment before deciding to go along with it, curious as to where the day would lead him. As he took off his underwear and stood naked in front of her she examined him. He didn't hide his genitals, which pleased her, though she noticed him already growing erect. He was a healthy specimen, with a muscular build and a runner's frame. He was not overly hair though possessed a fair amount, which covered his upper chest and legs. His penis, while a good size, was surrounded by bushy brown hair. He was fully erect when she finished the appraisal. 

She questioned him on this but he offered no explanation.

"Do you have a girlfriend?" He laughed at this and replied in the negative. "I'm sure if you did, you wouldn't be that close to her if you let yourself be taken home by a strange lady." She checked his response off on the clipboard. "I see you're aroused. That's good. The Lady expects you to be in shape and ready at a moment's notice." He blushed at this but she continued. "Tell me, what is your masturbatory schedule? How often do you need release?"

At this the color drained from his face and he demanded to know why she asked him such things. Why did she want? What was he here?

"Lady Theresa should have explained it to you already but I'll save her the trouble from doing so again. You're being bred for marriage to her youngest daughter. She comes from an old world family with holdings in every major corporation and stock on the market. They're richer than the Kennedys and Bransons combined and have been since Rockefeller sold lemonade on the corner. For generations the women have retained their wealth and power by selecting their mate and training him to suit them perfectly. Every female chooses the man she wishes on her nineteenth birthday and the women, as well as the men they choose, have all found the tradition flawless. There has not been one instance of divorce or an unhappy marriage anywhere in their genealogy."

He sat up on the table and listened, his cock pointing upwards as she continued. "The men have all been very handsome, very powerful men. Their training period only reinforces this. Though they have their way in the business world and the boardroom, they are all taught to follow their wives' commands." She winked at Richard. "What she says goes."

Continuing with the examination she explained. "The men are known for their potency. While the Burke women are known for their sexual appetites, their potency and longevity of their spouses is legendary. You will be kept on a documented schedule of releases and tested for both recovery and potency. If either of those are lacking your program will be summarily amended." Finished, she smiled. "Any more questions?"

He shook his head. 

"Good, then bend over." 

He hesitated at this and refused. Explaining the need for a health check she threatened to call others to help him bend, if he did not do so himself. Doing as he was told, he bent and felt the blood rushing to his face. 

She donned latex gloves and spread his cheeks open. Kneeling behind him, she slowly prodded and poked at him. Finally he opened and she eased one index finger into him slowly. Trying to make it as comfortable as possible for him, she wriggled her finger inside and searched for any sign of Cancer or illness. Finding him clean, she dove her finger in slightly deeper and gave him a twinge of pleasure.

"Do you feel that?"

He moaned that he did.

"That is your prostate gland, an gland found only in males. It controls the flow and velocity of a man's ejaculate. When stroked, however," At this she began slowly petting him there. "It causes him to release involuntarily. Unfortunately, he does so without the pleasure of an orgasm. There are times when this procedure will be used on you to test your virility and may be used if you are being kept chaste for a certain reason." She withdrew her finger after finishing the explanation, leaving him gasping.

She continued her medical examination and, after removing her gloves and washing her hands, she ran the gauntlet of tests he had grown accustomed to since he was a boy. She tested his reflexes, his sight, his hearing, heart rate, lung capacity and even checked his mouth for all his teeth. Proud that he passed with flying colors he reached for his clothes, only to be stopped. 

Ordering him to recline on the table, she went to retrieve a canister of shaving gel and a freshly sharpened straight razor. When she returned, she found him in the position she had hoped, with his erection pointing skyward. Seeing the straight razor he sat up. Placing her hand on his chest, and offering a sincere promise that he would not be hurt, she managed to calm his fears. She is a professional, she explained, and has done this procedure many times, all of them successfully. A man should be clean and smooth down there, for that is how the women of the house prefer them. 

Hearing this, he relented. As he laid back and closed his eyes, he felt her warm touch spreading the cool wetness around his manhood. Richard couldn't bear to watch it and only hoped the nurse was as honest as she appeared to be. For once, he doubted his ability to get out of this situation should anything go wrong. 

Unconscious he was doing so, he held his breath as the blade skimmed along his nether regions, denuding him of any hair. She took her time, more for his peace of mind than her own. She was accustomed to this task and though she took no special pleasure in it, she was aware how easily it can frighten a man. 

Soon enough he was completely free of hair below his waist. He'd never been shaved there before and though the sight surprised him, he enjoyed the coolness he felt. He was much more sensitive there without any hair and, as her hand held him, he felt a deeper sensation than ever before. She stroked him lazily as she stood and leaned against him. 

He leaned against her as she wrapped one arm around him, holding him to her breast. As she stroked, she gazed down at him. Without hair, he looked much younger, almost like a child. The ministrations of her hand caused quiet, happy sounds to come from him. Moving her other hand, she teased his balls with the tips of her fingers. They were heavy and full. Most likely it had been some time since he last spurted. 

Since his eyes were closed, he didn't notice Emily walk in. She wore the same nurse's outfit Ms. Cannon did. Silently opening the door, the two women winked at each other. With her skilled hand the nurse brought him close. Breathing heavily, he opened his mouth and gulped air. His torso sucked in and he would have doubled over had Ms. Cannon not caught him. At this Emily quietly cleared her throat. Richard's eyes shot open and he jerked to cover himself but relented as the nurse halted her motion. 

"Cynthia is my assistant. She is here to observe and take notes. Pay her no mind."

Despite her command he found it difficult to do so. As her fingers wrapped around his throbbing shaft she leaned to his ear and whispered to him. "Be a good boy and hold back. I want you to enjoy it but don't come until I give you permission.. I know this feels so good," with that she gave an extra gentle twist of his member. "but I want you to show me how good you can be and hold it in." With a soft kiss to his inner ear she added, "Please...show me what a good boy you are."

Her fingers worked magic on his balls, the silky touch of her skin causing a deep eruption within him. He had managed to hold it back but it grew more and more difficult each time. He would be mortified if he came so intensely in front of these two beautiful women. She was right though, it had been a while since he came and he knew he was due. Please, please, he promised himself, let me get through this and I'll come until I'm drained, just please not now. Not here. Not in front of them. 

The thought of it burned inside him, making it more difficult. The soft smiles and expectant eyes of the nurses taunted him and he yearn to expel his seed and bring about the orgasm his body so desperately craved but his mind was the only thing that disallowed it. To commit such an act in front of two women would be something he would never be able to live down. As a last resort his shut his eyes tightly, fighting off their amused stares. When he did so, Nurse Cannon only continued her whispered urging, making his resistance that much more helpless. 


Emily's Choice Ch. 01



In the middle of a lengthy description of how beautiful she thought his cock was and what she'd like to do with it he passed the point of no return. He moaned and begged but it was inevitable. Emily glowed at the prospect as she stood silently by his side observing. 

The sensation was beyond words. He felt the thick warmth travel up the length of his shaft and momentarily collect in his swollen head. A split second later it erupted in quick jets that arced into the air and splattered onto the tiled floor below. His body convulsed in ecstasy as he seed flowed. With her head resting happily on his shoulder, the nurse continued stroking him only slowing as his breaths resumed to deep inhales. 

He was shamed and felt his face flushed. Unable to even look at the women, he hung his head as he felt the muscles in his body begin to collect themselves. He knew if made to stand he would fall. He could only sit helplessly slouching on the sterile exam table. 

With the practiced expertise of a professional, Nurse Cannon collected the last dribbles of his spend into a tiny exam cup and placed it on her desk. The three sat there contemplating their next move, the only sound in the room his labored breathing.

"Well, Richard. It looks like you have some issues with control. I'll be sure to note that on your report."

Head low he only nodded and sighed.

"Not to worry. All other areas check out perfectly. You're in very good shape and with a little training we'll work to overcome this disorder."

He mumbled his thanks weakly.

"Now then, it's time to get you cleaned and situated. Come with me." She took him by the hand and, with her assistance, he managed to stand and slowly walk to the barracks. There he found a comfortable room with a four poster bed and down comforter. Though the room had a window that looked out onto a wide, lush lawn, he could not open it. As he looked out, he heard her leave and turn the lock on the door. Finally realizing he was naked, he searched the closet and dresses for clothes only to find none. 

The next day at breakfast Emily related the evening's events to her oldest sister Kim. She was shocked that her younger sister had managed to finagle her way into viewing her mate before his specified introduction, something she had tried to do but failed. It was against traditions to do so and though she was jealous, she swore she wouldn't tell their mother.

"Really, Kimmy, it was much larger than I'd hoped. Are they all like that?" 

Her sister assured her that that was one factor she looked for in the man she chose as her husband, though you can never be sure until you first see them, which is usually on the day of their introduction. 

"And he's in great shape. I picked a good one! He wasn't able to resist his first milking but the nurse says he'll improve.

"They're never able to resist the first one. They're too green. I'd worry about any guy that could. What's your next move? Going to sneak into his room at night? Personally supervise his training?"

They both laughed at this but before the younger woman could respond they heard their mother descending from above and quieted their talk. Emily only winked and smiled. She had other plans but there was time to talk about them later. Now she could only think of the naked male locked in his room sleeping soundly. She had great hopes for him and was confident that he wouldn't let her down.



Emily's Choice Ch. 02



Sharon Winters unlocked the door and entered the room at the end of the second floor hallway. Though it was rapidly approaching mid morning, the room was dim due to the drawn blinds. Careful not to awaken him too soon, she took off her shoes and tip toed across the carpet in her socks. Sun spilled into the room as she slowly rised the blinds. It landed on his prone body and though he winced and turned his head in reaction to it, he did not awaken. 

She got her first look at the boy lying on the bed before her. In his slumber he had kicked his sheets onto the floor beside him and lay naked, one arm across his belly, the other beneath his head. His genitalia remained exposed between his spread legs. Sharon was engaged, and though she enjoying sex with her fiancé often, she never had time to enjoy his body. She was never able to enjoy the nuances of the male form; the slight trail of hair below the navel, their tiny nipples and the inherent beauty of the penis in its restive state.

Even while flaccid, she was sure he was larger than her husband. His balls hung loose between his thighs while his cock rested limply on his leg. Her breasts swelled beneath her blouse and she stroked his inner leg with the tips of his fingers. He stirred and opened his mouth slightly. Sharon imagined that's what he looked like at the point of orgasm, his fist clutched around his thickened member pumping himself to a finale. Or, better yet, ridden by a crazed lover, his pussy muscles sucking every drop of seed from his organ. 

Before her eyes she noticed it growing. It inflated at a slow rate, as if, rousing from a long hibernation. She breathed in quickly, surprised at the sight. Never before had a subject- such an ideal subject- caused such feelings inside her.

He mumbled and she knew he had awakened. She cursed herself for lingering too long at his sex. He would surely notice. He sat up on his elbows and looked around, acclimating himself to the new surroundings. He appeared to not know where he was and spoke before he could ask any questions. She thought it best to establish her authority early. 

"Good morning, Richard. My name is Dr. Winters. I'm the person you will spend the most time with during your training at the Burke Estate. We're going to be friends, you and I, but I caution you it will take a lot of work. I ask for a lot and I expect you to give me everything you have. I am very strict if need be." She caught herself stroking his scrotum with a lone finger, alerting him to his state. He covered himself in embarrassment and she did all she could to stifle a chuckle. "One thing you must learn is to never hide yourself from me. I will get to know you as well as your mother. In fact, that's how I want you to see me- as your mother. I'll be very good to you and take care of you but cross me and I'll be just as stern." She demanded a good morning hug and he complied hesitantly. She smelled of warmth and roses and he soon uncovered himself and relaxed in her arms, sleepily resting his head on her shoulder. 

She found herself growing attached to the beautiful, naked boy. He was very handsome and had a magnificent body to boot. It would be difficult for any woman to resist him. She knew her place, however, and after a deep hug broke away from his embrace. With a peck on the forehead she ordered him out of bed and into the shower. When he didn't obey fast enough she helped him up and sent him scurrying to the shower room with a hard smack to his well formed bottom. 

She allowed him time to catch his bearing under the warm spray of the shower before she entered the shower room and observed his bathing. He didn't notice her at first and just when she made herself known. He resumed only after she assured him that it was standard procedure. To his shame she mentioned his history of poor self control and the fact that she must accompany his every bathing period to be assured that he would remain chaste as his training required. 

While she watched, arms crossed, he began to lather himself. He could not remember when he last slept so well or when a day's events had so fatigued him as yesterday's did. The water felt rejuvenating and he took his time, allowing it to soak every inch of him.

All that was available for him was a body lotion and he squeezed a generous amount into his cupped palm before spreading it along his chest. She watched this with interest, first as he soaped his chest, each arm and his legs. His member had grown to half fullness and, perhaps hoping she'd disappeared, he looked up and quickly dropped his gaze. Sighing he worked the lotion into his privates. He gripped his balls in a way that Sharon was certain must be uncomfortable, then continued on his shaft. 

She could watch him all day. She enjoyed viewing him caring for his body the way a man should. It was rare to watch one in such a private moment. In that she felt very fortunate. She had a job to do and, though it went against everything she felt as a woman, she knew it must be done.

"Stop it Richard."

His head jerked upwards, as if forgetting she was there.

"It's clean enough. I don't want you forgetting yourself."

He sighed and stepped beneath the nozzle to let the suds flow down his trim physique where they reached the drain and swirled out of sight. 

"Don't forget your rear." She pointed out, not wanting him to omit what she'd been waiting for. He nodded humbly and reached back to wash himself.

"No, turn so I can be sure you're doing a good job."

He seemed thankful to not have to look at her during this private moment and gladly turned so she could admire his freshly soaped buns. Reminding him to wash thoroughly, he ran one hand up and down the crack of his cheeks until she was satisfied. She couldn't deny her arousal at watching him. He was learning to follow directions and having such a beautiful man obediently follow her instructions during such a private time caused moisture between her thighs. On her word, he leaned forward to turn off the water.

She helped him sit down onto the specially made section of the shower room. It was shaped like a reclining chair which forced him to raise and spread his legs. She disappeared for a moment and returned with a can of shaving cream and a straight razor. He immediate sat up but she placed a hand against his chest, reassuring him. 

"You must learn to trust me. I've done this many times before and I would never hurt a boy this way. I know how important it is to you. I promise I'll be extra careful." With a gentle push, he returned to the position and she gathered warm water to drip onto him from her closed palms. In time the sensual feeling of warmth settled him and his erection returned to its full size. With soft, cooing sounds she lathered his male area from his tiny butthole to navel. He seemed to enjoy it and, with his eyes closed, he smiled. 

As promised, she was careful and took her time. He didn't bat an eye as she slowly scraped the hair from his body. She was used to the duty, even took some pleasure in it, but she was aware of the importance of doing it well. As her razor slid over his balls she held her breath. She made her was down between his legs to find only sparse hair between his cheeks. She removed that as well. Examining him for any spots she missed, she cupped palmfuls of water to remove the excess shaving cream. As he rested, she massaged his groin with the tips of her fingers, tugging and pressing on the sensitive flesh around his shaft and balls. He seemed to appreciate this and his cock bulged, hoping for similar attention. Kissing him lightly on his shaven sack, she stood and left the room.

She brought over a fresh towel and helped dry him off, first scrubbing his hair then wrapping it around his torso and drying his chest from behind. Richard felt very loved, wrapped in her arms. She knelt behind him and ran the towel up and down both legs before using it to dry the strong muscles of his buttocks. 

She allowed him to finish drying himself and remained behind him; one hand clutching his freshly scrubbed bottom. When he finished she hung the towel and led him by the hand out of the suite. He balked, and pulled back to look for his clothes but this only earned him another rapid swat to the bottom followed by two more when he cried out. 

"You have no need for clothes. You are to remain exposed for the duration of your training. It's more than warm enough to keep you comfortable and being naked will teach you humility, something it appears you sorely need to learn."

With that she ushered him into the breakfast room, almost dragging him like a stubborn puppy. No one saw them, save for the female cook who found his condition a common sight and would not have noticed were it not for his reluctance that inspired the dark red handprints on his bottom. 

He dug into the bowl of hot oatmeal placed in front of him as Sharon reviewed his notes. As he ate, she explained his schedule. He would meet with his athletic coach and spend the mornings in physical training until they met again at lunch. From then on she would teach him what he needed to know to help run the family's business- economics, business and investing. She would also introduce him to the etiquette that will be expected of him at his level. She would teach him how to dress, how to speak and how to carry himself, all things he is lacking. 

He nodded absently, more interested in sating his hunger than discussing business. When she finished the cook placed a plate of bacon, toast and eggs before her as well as a cup of steaming coffee she brought to her lips immediately. They ate almost wordlessly and when he finished he asked where he should change for his exercise. Even the cook laughed at this suggestion.

"Sweetheart, you don't need to change into anything. You're dressed appropriately enough." 

He questioned her, wouldn't it be too cold to go naked as he was?

"It's a crisp morning, yes, but that always gets the blood flowing. It won't harm you and," she added. "If you're worried about being seen, don't. The Burkes have a large enough piece of land that no one that would be shocked to see a naked boy running around will see you." She swallowed her last bite of toast with jam and rose to accompany him to the exercise fields.

Nancy Willis first saw them walking hand in hand towards her at the end of the field. The boy was naked (and as they came closer she noticed already shaved) but he seemed unconcerned with his state. He was erect, and most likely had been for hours. He blushed when he saw her, a tall blonde with marathon legs and a starlet's build doing calisthenics by the side of the trail. 

She was dressed in only a spandex top and bicycle shorts. Richard's cock reacted before he could, twitching at the sight of the exercising beauty. She approached and held out her hand.

"You must be Emily's boy." 

He nodded, indicating that he was.

"I'm your athletic coach, Ms. Willis."

He smiled and shook her hand, resisting the urge to cover himself. Stepping back, she viewed him. 

"I see you're already in fine shape. Emily really does have good taste." At her command he turned so she could assess his rear, back and legs. "You could always use a bit more exercise, though. I'll help you with that."

Sharon thanked the woman and, placing a peck on his check and a healthy tap on his bare bottom, left Richard in her care. 

The best way to begin is with pushups. He was familiar with them and she expected he would have no problem doing a great number. As he got in position however, he was very conscious of his erection pointed towards the ground. As he descended it pressed uncomfortably into the soil. Though she was more than aware of his plight, she pretended not to notice, only encouraging him when he seemed to show difficulty. 

He did his best to ignore it and soon churned out the sixty pushups she suggested. Standing up, he wiped the dirt from his organ as she smirked. Athletics was his specialty and it will take a lot more than a little dirt to get him to break. Nancy was the type of woman he'd always been attracted to- tall, healthy with classical beauty. There was no way he would fail with this woman pushing him. He ogled her full breasts a bit too openly and she caught his gaze, forcing him to look away. His cock regained what it had lost a moment ago, angling itself towards her body. 

Sit ups were next. She demonstrated the kind she expected him to do. Laying down on the trail she put her hands behind her head and touched each elbow to the opposite knew twice in a quick succession. Bounding up, she ordered him on his back to complete his set. He laid down and she knelt in front of him, holding his feet down to give him stability. She counted off the three dozen on each knee that he was to do. As he began her eyes wandered to his naked body. His penis was still stiff, though had lost some of its shape during the workout. The fact that he was completely denuded of any pubic hair gave her the perfect opportunity to observe him for her report. 

He had a more than adequate sized phallus, perhaps even too large for the youngest of the Burkes and large testicles that shook each time his elbows touched a knee. She noticed, with much amusement, that his hole had been stripped clean as well. She wondered if he had any idea why. According to the briefing, his first husbandry class was this evening so he had not yet met Kate but she was certain that when he did, he would have a much different perception of his training.

He sprinted through the last few and she counted them off, congratulating him for finishing so quickly. He laid against the ground, breathing deeply as she gave him a moment to rest. 

As his breathing resumed its natural pace she explained; "We're going to go on a five mile run together. Every morning of your training you and I will be running together. This will develop your cardio as well as your strength. In addition, it wards off illness. We can't have you getting sick now, can we?" 

He stood to face her, his penis slightly drooping from his previous exertions. 

"If you've ever began a running program before, you know the most important part of a good run is the stretching beforehand. Without them you face sprains, cramps and muscle tears. Follow my lead and I'll work you through the regimen I have planned for you." 

He stood just behind her and as she moved into deep knee bends he followed suit. Looking over her shoulder, she watched as he managed to keep up with her. His balls hung low between his legs as his body dropped to the ground. They repeated the process with the other leg and the, putting her hands on her knees, she told him to reach as far to his feet as he could without bending his legs. From his vantage point he had a perfect view of her tight butt. It seemed to expand the material of his bike shorts to its utmost and he could easily make out her crack and the mound of her pussy. It was obvious she wore no underwear. 

Having gone too long without a satisfying orgasm, he was unable to keep his eyes off her. She was sure of this, even hoped for it, and did her best to entice him. She flexed and released her buns, acting as if it were a regular part of the stretch. His penis, held cramped between his belly and thighs, expanded almost to full size. 

Though he was strong and could run the five miles without a problem, he could only make it to his knees before his knees folded. Seeing this, Nancy stood to his side and placed her hand on the small of his back. With gentle presses, she helped him down further. It took some time but she was sure he was capable of this simple movement. He had a very appealing backside and, unable to resist, she placed her hand against both of his cheeks. His tight hole pressed against her middle finger and she pressed every so slightly. 

Shocked at the sensation he managed to reach until his fingers were easily touching his toes. She held him there for a moment, enjoying the position, before allowing him to stand. 

After they finished, she explained the proper positions for running. She jogging around him, demonstrating the correct stance- hands clasped lightly at the side, head held high, chest inhaling deeply, legs outstretched. Then she had him demonstrate all the positions she explained. As he held them frozen, her hands glided over his body. She gripped his buttcheeks, and placed an open hand on his tight belly. 

His cock suffered from the exertion and now stood only at half mast. Still, she enjoyed seeing his form, now slightly sweaty from exercise. When she was certain he had learned the correct positioning, they began running together. 

He was in fine form and could almost outpace her. She allowed him a few steps ahead of her so she could absorb the sight of his muscular bottom bounding with each stride. It caused her heart to beat faster which enabled her to pick up her pace. She laughed as she thought how something so pleasing could get her blood flowing so quickly.

He had easily accepted the idea of his nakedness, even seemed to revel in it. Her nipples erected and she felt juices begin to flow. This was a common occurrence during her morning runs- her mind had a tendency to wander to fantasies when alone but she was now living one she'd had for quite some time. She had lusted after well shaped, athletic males since she was a young girl and one of her deepest fantasies involved running clothed alongside a completely naked male. Emily would enjoy this specimen. If she didn't, Nancy had other plans for him.

Caught in her thoughts, she barely noticed they were coming near the end of the trail. His cock had lessened quite a bit, though it still hung generously almost to his mid thigh. His balls swelled- most likely from the exercise mixed with the fresh air- and they slapped against his body sloppily. She ran alongside him and gawked openly. Surely he was aware of her actions, why did he not cover or stop her? 

Looking up into his face, she could see his jaw clenched. The expression on his face was one of stubborn strength. He was obviously uncomfortable but fought the instinct to hide himself. Sharon must have explained the consequences the males in the household face when their shyness overcomes them. He was a strong man and was resigned to seeing this trial through to the end. 

The end of the trail appeared and she challenged him to the end. With a bolt, she took off. Though he still had a reserve of energy, he couldn't overcome her speed. He came in a disappointing second place. 

She waited, hands on her muscled hips, glowing at her win. She was breathing heavily through her nose and he bent over to catch his breath. Her breasts seemed fuller as her chest puffed out and he noticed with interest that her nipples had become hardened points. 

"A good run," she said triumphantly.

With almost a groan he dropped to the ground and lay on his back. He looked delicious like that, thought Nancy. His body, glistening with sweat, his cock resting against his naked body, eyes closed, mouth open and panting, he looked like the picture of lust.

"You're lucky you're not my husband," she taunted. "You'd have hell to pay if I beat you. You've got some work to do."

She sat behind him and rested his torso between her crossed legs. With a soothing touch, her hands kneaded the muscles of his neck and shoulders. He didn't need the attention but Nancy wanted him to get used to spending their mornings together. She enjoyed touching him and eventually he will learn to love her hands on him. His performance had been better than she expected. There is much he will accomplish.

Together they waited for Sharon to take him to lunch. As he rested against her she happily stroked his body, noting it did not take much to make his penis recover and begin swelling before her eyes.



Emily's Choice Ch. 03



Sharon Winters allowed Richard another shower but remained silent in the doorway as he washed himself. Time was running short and she didn't have the opportunity to take as much a part in it as she'd have liked. She noticed his erection had subsided almost completely which either meant he had ejaculated (not likely) or he was growing accustomed to being naked around a house full of women, neither of which was a good sign. 

His body was glistening with sweat as he entered the shower room and seemed to react to the soothing effect of the warm water. His skin was flushed from the run. As he finished she handed him a towel. He dried himself quickly. Lingering between his legs he playfully juggled his balls against the thick plush towel. Ah, boys and their toys.

"Come on then, you'll be late for lunch."

Used to the routine, he made no attempt for any covering and instead walked proudly by her side. One of the maids watched him and he winked at her playfully. Looking over at his guide she made the smile drop from his face when she stated; "That one could do with a good whipping."

Sharon only smiled in response. In truth she was feeling very close to the boy and had grown protective of him. She'll decide if he needs a whipping. She only hoped it would be her that gave it to him. 

As always, lunch was wonderful. The cook was ready with a BLT, French fries, milk and a bag of potato chips. Though his coach would not approve, she thought he could use the extra food. It had been a long morning. 

When he finished she took him to the bathroom at his request. He had not needed to go since he arrived the day before and could barely hold it in when she guided him to her personal bathroom. She stood facing his side, eyes directed towards his penis and he stood silent staring into the bowl.

"I can't go with you watching me like that," he whispered.

Sharon jumped. "Excuse me?"

Sighing, "I just can't. I never could with someone in the same room with me." Then, even more quietly, "sorry."

She didn't want to poke fun at his obvious moment of weakness but she couldn't resist, "Lots of boys are shy. You'll just have to get used to it. It's something you're going to be living with from now on."

"Do I haveta?" He was nearly pouting now, quickly falling into his role as the whining child.

"Yes mister, you do. You better learn quickly or it will only make it harder on yourself. She added, "And your bottom."

He resisted, twisting his body so his member was pulled from her hand. She knew it was late but she expected something along these lines. It's rare to take a boy in so easily without a tantrum his first few days of training. She knew there was only one way to remedy this. It had to be stopped immediately. 

Grabbing his earlobe, she pulled him from his place in front of the commode and into her bedroom. He had never been in this room before and looked about in awe at the soft down bedspread, pink wallpaper and frilly curtains. A scent of jasmine filled the air and he felt very at home in this place, the room where the woman he was learning to love spent her most intimate moments. 

Without a word she held his wrist and, sitting on the edge of her bed, directed him to her waiting lap. He stubbornly resisted and in that moment, his limp penis swinging beside his loose balls, Sharon thought he looked incredibly childlike. Biting his lower lip he could only pull away mumbling, "No...please. I hate that...I don't need it."

Sharon grew more and more aggravated, "When was your last spanking Richard?"

His eyes widened, "Never!" Realizing his lie he caught himself, "Not since I was very young."

She knew it. She seemed to have a natural instinct to sniff them out. "And who spanked you?"

"My mother, Miss," he added the last word on at the last moment. It seemed more appropriate. 

"She was a wise woman. Boys need to be spanked. Hard and often." She looked up at him with soft eyes. "When I have boys of my own you can be sure they will be lovingly spanked as any good mother would."

"Please don't, I'll be good," he begged, cursing himself for sounding like such a child. 

This was working out just as she'd hoped. "I know you will. I'll make certain of that." Taking his hands in hers, she had him kneel beside her and looked into his eyes. "When was the last time you were spanked, honey?"

He stammered, "Fifteen...no, sixteen. When I was sixteen."

She laughed gently. "Hardly very young, wouldn't you say?" 

He nodded.

"You were most likely a very disobedient boy and like any good woman, your mother knew how to correct you. She spanked you as is the right of any woman over her boy." 

He sighed, lost in remembrance.

With a hand on his shoulder she continued. "She is no longer here but I am. For all purposes, I am your mother. Just as your place is to obey me, it is my job to punish you when you require it."

With tiny shudders, he dropped his face, unable to meet her gaze. She was right, he couldn't deny that, but he was so afraid. Ashamed and afraid of this beautiful woman seeing him bared and spanked as he was just a few short years ago. He could never take a spanking, always whining before ending up fussing and crying over his mother's lap. This was a side he didn't want her to see. A tear formed in the corner of his eye and began its descent down his cheek.

"What are you thinking about, young man?"

A breath choked in his throat and he couldn't answer. He seemed such a sad sight, her heart truly broke to look at him. It took all her willpower not to gather him into her arms and rock him until he calmed but she could not. It was her duty as a woman to give this boy what he needs, a hot, stinging spanking the likes of which he hasn't felt in years. It's what he needs and the only thing that will put him on the right path. She steeled herself and, with a finger beneath his chin, raised his eyes to hers. 

"Richard, in just a moment you will go over my lap to be spanked. It will hurt and it will sting like the blazes. You'll be very embarrassed and I promise you you'll cry until you're all out of tears. You'll do anything you can to stop it but know it won't be over until you've gotten spanked properly and I think you've learned your lesson." His lower lip was trembling uncontrollably. "You can take comfort in the fact that though I am a strict woman and will spank you beyond what you think you can handle, I won't hurt you. You're a good boy and I do love you. That's why this has to happen."

Her words stunned him. He realized that she'd been feeling exactly what he was and for a moment he felt euphoric. He attempted to stand but his anxiety froze his muscles and he relied on her help to lay across her lap. Once there he felt slightly relieved. He was fully aware of how he looked- a grown man across the legs of an older, beautiful woman- but he put it out of his mind. He felt her eyes on him and hung his head. 

His backside must be the most attractive part of him, she thought to herself. His perfectly muscled, tight ass seemed cut from the pages of an underwear ad. His skin spotless and, newly shaven, sensitive to her touch. Tiny goosebumps appeared as her fingers brushed over him. His cheeks lined up proudly against his deep cleft. Carefully she pried them apart to look in the smooth hollow of his bottom. The tiny vortex of his anus looked back at her innocently. 

Sitting up, she stroked his back lovingly. "Are you ready Richard?"

He nodded, managing a weak "Yes, maam."

She flexed her fingers and slapped the heft of his cheek quickly. As she pulled back she watched it spring back almost instantly. The fair color of his body turned the faintest pink. Three more blows landed rapid fire across his cheeks and he stiffened. She noticed he was holding his breath and caressed his backside tenderly until he regained his breathing.

She continued her assault on his backside. Stinging slaps landed from his upper thighs to the very top of his smooth cheeks. She became one with the motion, concentrating only on his rear and applying her spanks accurately. Soon she heard a slight whimper come from her side and she was saddened. He needed this and would most likely receive much worse during his time here but seeing him in pain affected her deeply. 

The spanking continued and the slight sting in her hand grew to an aching. His butt had turned a blotchy red and he had begun crying. As the crying turned to uncontrollable weeping he began kicking his legs. This always upset Sharon and with a stern scolding peppered with extra hard spanks against his most tender areas, she got him to drop his feet and remain still over her knees. 

The skin of his bottom was hot to the touch. Though she always found this image intensely arousing, she regretted the warmth that began in the crotch of her panties. Clenching her teeth, she continued. He was taking his punishment very well and Sharon hoped it would be over soon.

Repeating her warning of staying still, she launched another fusillade of strikes against his hindquarters. His weeping had turned to pitiful wailing and in between sniffles he pleaded with her, his words coming out unintelligibly. 

The last strikes landed and Sharon breathed a relief. Her hand had the proper effect on him and she now used it to stroke his swollen backside lovingly. His gulps of air subsided and as his tears decreased, she sat him on her lap rocking him in her arms. The last of his tears stained her collar and he felt calmed by the warmth of her body. Her scent flooded him and despite his stinging rear he felt himself swell in response. She noticed this as well but ignored it and concentrated on rocking him gently and humming to him. 

With a kiss to his tear stained cheek she led him to the bathroom and took up where they left off. 

"Let's try this again. Put your hands behind your head. This is how we're going to do this until you grow up." She held his soft penis in her warm hand and aimed it towards the waiting bowl. 

He gulped and with a look to the ceiling, let out a frustrated breath of air. True to his word, his pipes seemed to stop up. Despite his urgent need just moments ago he couldn't let go. She continued holding him, certain to wear him out. 

"Come now, you are making us late."

He winced and a small droplet appeared on the tip. 

"There's a good boy. I knew you could do it. Just relax and let it out." 

He knew he could, knew it was physically possible, he was just shocked at the thought of such an act in front of a woman and a beautiful woman, one that he was growing fond of. 

As expected, nature won out. His flow increased from a trickle to a steady stream. He held his breath the entire time and shut his eyes tight. The act was too much for him and he forced his body to run on autopilot this one time. He finished and attempted to shake the last few drops from himself. 

Sharon chided him and told him to stand still as her small hands shook him vigorously. It pained him slightly but he managed to bury it under the more potent emotional stress he was going through. With a smile she tapped the head with the index finger of her opposite hand to finish him off. Though it was a small act, she took pride in what had transpired between them. The men in the family must understand their position as subservient to the women. Taking away a basic male standard- peeing in private- pushed him further in that direction. It shamed him and made him realize his lack of power, something most men are regrettably never taught. From birth they believe they are the ones in control, while all the time oblivious to that which makes them weakest- the love and power of a woman that knows how to wield it. 

On their walk across the estate he could not look her in the eyes. In fact, it looked like he did all he could to avoid her gaze. She did not mind, she had made a major step in his progress and wanted to allow him some time. The next step could break him if he wasn't treated with kindness and she never wanted him to think of herself as anything but someone to look to for guidance. She took his hand and he didn't fight. All those that saw them admired the sight of a beautiful, proud woman, leading a sad looking naked boy with a well spanked bottom behind her. 

Diana Donnelly lived in a villa on the edge of the property overlooking the beach. She was the first employee of the Burkes and a daughter of Theresa's best friend. When her mother passed on she moved to live with the family where she busied herself doing everything from the family's finances to cooking and tending her personal garden. Years ago she was selected as the teacher of the males' most important subject, husbandry. Working closely with Theresa, they decided what traits they most preferred in a husband and what they expected of the men that would marry the Burke daughters. Together they planned a regimen of sexual technique, servitude and sensitivity. The men must learn how to please their women, for that is their most important job, but they also must learn how to accept a woman's domination and know how to follow orders. Though few are born with the sexual skill, she has never met a one that knows his place. Over time she had become expert in teaching them and thought of that fact with pride.

They waited side by side in her living room. Richard sat bent over his closed legs. His elbows were folded on his thighs, effectively giving him the look of a nervous child awaiting the principal. Sharon fed off this image, reclining beside him on the sofa. Her hand stroked his back possessively as the top of his cleft drew her attention. 

Diana was aware they were there and viewed the scene unnoticed from her spot on the porch. The boy was a fine catch, easily the best choice any of the daughters had selected. He seemed afraid, though she couldn't be sure if that was due to his nudity or what he had already been through. She hadn't been informed if he'd been punished yet though he may have well been. Some of the women in the household were quick with the hairbrush and leather strap. All the males on the estate can attest to that.

Fixing her hair, she opened the screen door and entered the room. Sharon stood on her arrival and when the boy didn't she jerked him by the elbow. She spoke to him quickly, most likely admonishing him for his forgetfulness, and he looked sullen. The two women shook hands and, when he offered his, she pulled the boy into a close hug. 

"You must be Richard?" 

He nodded. "Richard, it's very good to meet you. My name is Ms. Donnelly. For the rest of the day we will be together."

He remained silent.

"I know you may have had a difficult two days. Your report says that you are so far excelling in all that is asked of you. It looks like Sharon and the other ladies are doing a fine job." She smiled at her peer, who took that as he cue to go. When they were alone she bade him to sit cross-legged on the ground while she took a seat on the easy chair. He seemed very uncomfortable in this position though he did as she told. He hung his head and covered his genitals. He had not said a word the entire time he had been inside.

She paused and stretched, allowing him to get a good look at her body. She was by far the most beautiful woman he had seen on the estate, perhaps the most beautiful woman he had ever seen. She was a natural redhead that, along with her fair, flawless skin, betrayed her Irish heritage. She was not athletic like Nancy or sculpted like Sharon, rather she was buxom and rounded. Her breasts were heavy and perfectly shaped, drawing attention away from her firm, wide hips. She was the classical feminine form; not obese or muscled. She was more womanly. Her curves seemed formed to appeal to men's most base nature. Wherever she went she was sure to draw stares from men that would lose themselves to spend one evening between her smooth thighs. 

She was having exactly the affect on him that she hoped for. Leaning forward she placed one elbow on her knee and began.

"You'll learn to enjoy your time here with me though it won't always be easy. I'll teach you how to be a man and how to be the perfect husband. The most important thing you can ever do is serve your wife faithfully and I intend to show you just how to do that."

He nodded, unable to look away from the cleavage swelling from her unbuttoned blouse. 

"Most likely a man with your looks has bedded many a woman. It is not difficult to find a woman willing to open her legs to a man though I would suspect you have not learned how to use your equipment in any way but for your own pleasure."

She leaned forward, caressing his cheek with a silken finger.

"You'll forgo your own pleasure to learn how to please a woman- your wife. You'll learn about a woman's body, something I doubt you've taken the time to have little more than a passing knowledge of. Beyond that, I'll teach you the finer points of being a man- listening to your woman, setting a good image for her, making her home and bed a place where she will thrive."

He looked like he was to speak but she continued before he could. "I'm sure you're very nervous, unsure of what you've gotten yourself into and most likely scared. That's natural and you shouldn't ignore those feelings. All I can tell you is, like the other ladies caring for you, I'm a sweet woman. I know men very well and find them to be dear creatures. I love them and understand their needs. When you place yourself in my care you're completely safe and though I may do things to you that will hurt, I will never harm you." With a hand on the back of his neck she pulled him towards her. "You have my word on that." Her lips touched his and she planted a deep kiss on him. Her tongue slid along his lips gently, causing his mouth to open. With a soft urge, she pressed her tongue into his, possessing him. His body reacted to her and, cock swelling, he leaned into her. As he did she broke away, smacking her lips together.

"A good start. You obviously have some talent in that area. Still, you have some areas that could use work. I'll make a note of that." 

He rose on his haunches, his penis pointing towards her. As she stood he turned to face her. 

Noticing his state she commented, "I'm glad you find me attractive. That will make this easier for the both of us." She began undoing the buttons on her blouse and slipped it off her shoulders, displaying a black satin bra full to bursting. She turned her back and he noticed the creamy texture of her skin, complementing her lush red hair perfectly. As her jeans dropped to the ground he noticed a thin band of black separating the heavy cheeks of her perfectly toned ass. He reacted with her, following her every move, studying the tiniest detail of her beautiful body. When she turned his eyes followed, resting on her firm, heavy breasts. She had tiny nipples that swelled as he watched. All he wanted at the moment was to rise and suckle her. He knew he dared not, not without her permission. He was so entranced with her perfect curves and smooth texture of her skin that he did not notice the shiny black phallus that tilted from her hips, incongruous on this perfect female body. 

She held it possessively in her hand and squatted to face him. As she ran her hand through his hair playfully she said, "If you're going to learn how to make love to a woman, you must first learn how it feels to be a woman."

Richard gaped. This was more than he expected, more than he ever thought he would take. On any other day, with any other woman he'd have demanded his clothes and left without a thought but something compelled him to stay, his knees remained rooted to the floor and his cock continued to rise. 

Placing a hand on his shoulder she bade him to stand. Her member hung inches from his upturned face and for a moment he feared she would command him to mouth it as he'd so often done to his lovers. He feared that would be the final straw and he would fail. He would not be able to; just the thought turned his stomach.




Emily's Choice Ch. 03



Instead she merely helped him stand and took him in her arms. He showed no reaction and allowed himself to be pulled to her though her stiff phallus prodded him, challenging. She stroked his cheeks lovingly and with a finger beneath his chin, placed a soft kiss on his closed lips. Barely speaking the words, she mouthed; "Relax, give in to me." He knew he could do nothing else. 

This time he kissed her more passionately. His lust drove him and his licked her full lips, gently taking one between his and sucking it. The point of his tongue dabbed at the corners of her mouth and she allowed him to hold her chin in his palm. He was frenzied but controlled which, in his state, surprised Diana. 

She allowed him his turn then guided him, sliding her lips over his to demonstrate the proper technique of how a man should kiss a woman. Her fingers caressed his cheek, which caused him to flow into her. This woman understood how a man feels and played him expertly. With only a few kisses and tender caresses he felt himself taken in her grasp. 

The dildo strapped over her wide hips poked him in the scrotum, causing him to clench his jaw. He feared it but knew in the hands of a woman like Diana, it would be used with only the utmost care. 

She led him to her bedroom where she positioned him by the side of her bed and, with a gentle press on his shoulder, bent him over. His weight rested on the palms of his hands and with gentle encouragement, she had him press his cheek to her fluffy bedspread. His arms reached out to either side prone on her bed. 

In this position she discovered the state of his ass. It was swollen from his recent spanking, with bright red spots surrounding slight bruising. She pitied the male and knew how hard it can be for the men in this family. He had just begun his training, however, and it wasn't out of the ordinary. 

She traced the outlines of his welts slowly. "You've just been spanked," she said, almost a question. 

"Yes, Ms. Donnelly."

She wanted to make him feel better. "You probably deserved it, Sharon's a good woman but she can have a heavy hand when she needs to. I'd watch my tongue around her from now on if I were you, cutie."

Her hand wrapped comfortably around her shaft. She always enjoyed this side of herself; the primal urge she felt when taking a man anally, and she adored the feel of a strap on hanging almost magically below her navel. 

Taking a tube of lube from her night table she squirted a generous amount into her palm. Lovingly she slathered her toy with it until its surface was coated in layer of gel. On her command he reached back and spread his asscheeks as wide as he could. Inside he was smooth and shaven, Diana noticed. Before she covered his back passage with the lube, she stroked his crack with one outstretched finger until it rested on his hole. When her hands touched his worn skin he cried out.

"Easy, boy," she cautioned. 

Slowly she dripped the gel onto the softness of his bottom. Knowing too much is not enough, she spread it from the beginning of his crack to the very back of his balls. A great amount was spread along each cheek and down the sides. This was for her own pleasure, as she loved to feel the slick wetness of a boy's ass when she was inside him. 

Steadying herself with one hand on the back of his neck, she directed her cock against his passage. He tensed and made a groan of discomfort.

"This is going to happen. Don't fight me or it will just be uncomfortable. Relax and give in and you will enjoy it." With a slow, practiced movement, the tip of the featureless rod penetrated him. He whined.

"I know, I know, sweetheart. I know it hurts. It's supposed to. Just let Ms. Donnelly take care of you now. I know what boys need." 

He looked delicious like this. Face pressed into the mattress, one hand clenched into a fist, the other spreading himself for her, she watched his sphincter slowly dilate to allow for her member.

Grasping the meat of his buttocks in each hand, she pressed ever more slowly into him. His voice came out in a deep moan into the bedsheet. He was having difficulty but remained docile. More than likely his spanking was the reason. 

She felt his ring open and her length easily slid into him. He froze from the pain and she rested to allow him time to process the feeling. Her hair rested on his bare back and she swayed it over his skin to soothe him. 

Slowly he started to breathe again and Diane pulled out just as carefully. He seemed relieved by this and his entire body seemed to react. His tight anus clung to the invader as she withdrew. She reentered him and found his passage slick with moisture. It didn't hurt him as much as it did and with each successive thrust it hurt even less.

Face still pressed to the mattress he refused to admit to himself that he found it enjoyable. This was not how men were supposed to feel. A woman is made for such things. Men were the penetrators. He remembered the times he'd entered a woman's ass, feel her clench and think of how good it felt. 

Diana grew more insistent as she watched the dildo slide effortlessly into his ass. With the pace she was going, she was able to free a hand to stroke her nipples as she fucked the boy. He had a beautiful ass, and watching him split and opened excited her more than she thought. Cream formed beneath the dildo harness and she wished for room to slide her finger between it to massage her sex. 

His cries turned from pained whimpers to bursts of excited pleasure. To Diana it seemed he hadn't expected to enjoy it the way he did. This brought her an unexpected sense of pleasure. Not many males accept this role so soon or so easily but some take to it as if they were born for it. Emily may have found a stud with a latent bitch inside. 

"That's it boy. Sit there and let yourself get fucked. Take it like a good little bitch," she taunted. 

This seemed to both aggravate and excite him as he reeled up to protest only to squeal happily when her dildo brushed his g spot. Reaching under his armpits, she pulled him up so he was on his knees away from her. She whispered in his ear;

"Good boy, you know how to take it so well." Holding her hand to his back entrance to feel the slippery shaft stroke his canal she teased, "Your ass knows just how to open for me. Do you like that?"

He nodded eagerly and when she reached around to feel his cock it was throbbing and swollen. She continued pumping into him as she wrapped one arm around his chest while the other held his head and pushed his ear towards her lips. She bit his lobe, tugging it hungrily. 

"Lie down. I want you on your back."

Without a show of resistance he complied. She was able to maneuver him onto his back so just the tip of her shaft remained inside his asshole. Leaving it there for a moment, she examined him.

His balls were drawn tight against his body, partly from fear and partly from a need to orgasm. His hands wanted to fist his length but remained clasped at the sheet above his head. His mouth was opened slightly, his head turned back. The expression on his face was a combination of fear, nervousness, shame and outright lust. 

He was unable to understand all he felt. He knew he shouldn't give in to what he felt so easily but it was a pleasure completely foreign to him. It stung him and brought him right to the edge, holding him back from taking the plunge he knew must happen. It teased and stroked him. It felt as if someone had reached inside himself and masturbated him. It was an agonizing feeling, not being able to go any farther and, as she watched, tears started to appear in his eyes. 

Her hand was on his balls now, squeezing playfully with each thrust into him. He felt like a puppet, his arms shaking on their own commands. 

He reached toward her, feeling for her breasts with his eyes closed and she allowed him this pleasure. With a clumsy grasp he located one and gripped it almost tightly. This drove her to greater heights and soon she was pumping into him with a frenzy, her wide hips making loud slapping sounds in the room. He squealed with each thrust and she tugged on his balls, playfully slapping them. Tears spilled from the tightened cracks of his eyes and, before either of them were aware, he peaked. 

He did not climax, at least not fully. It was more of a dull sensation turning to a pleasurable tickling before dissipating at the tip of his thickened shaft. Heavy blobs of jism shot from the head to land in patterns on his chest. Each burst was following by a high pitched wailing that lasted long after his balls had drained. 

Diana held his body steady, allowing him to feel this special moment. She had not yet reached her orgasm but knew there was time for that. The lesson had just begun and there was time for her later. For now she allowed him to curl into her as she pulled her cock from his ass with a loud 'pop'. 

Like a wounded animal, he breathed deeply and hid his face between her breasts. She breathed with him as she felt his tears on her dampened skin. This was a special moment in a boy's life and she was honored to share it with him.



Emily's Choice Ch. 04



If Richard learned anything from the day spent with Diana, it was that he didn't know as much about his own body as he thought he did. He never believed he would have enjoyed being fucked in the ass the way that he did and was still surprised that the feeling was strong enough to make him come. 

With that orgasm realization hit him like a tidal wave. As if he suddenly became aware of where he was and what had happened over the past two days he began crying. It wasn't from the pain or the fear- though he was afraid. It was more from the shame and the overwhelming sense of vulnerability and feeling of weakness that flowed through his body, impossible to ignore. 

For a while he remained that way, knees brought to his chest, a warm pool of come quickly drying on his chest as he quietly sobbed. He rolled to his side into the fetal position. 

Diana watched all this, familiar with the boy's reaction. Though she stood beside him, she could have been miles away. This was a natural thing and one he must go through on his own. All she could do was make sure he came through it as best he could. How he handled these feelings told how he would develop as a man and, most importantly, a husband for Emily Burke. 

She found him beautiful and her heart went out to him as he rested on her overstuffed bed crying softly. He would learn more about these feelings, learn how to handle them and even use them to his wife's advantage but for now he must feel the power they have. To understand himself completely he must be taken down and suffer.

As she rubbed his head soothingly he merely wept, suddenly aware of how traumatizing it feels to be a man. He now knew how delicate the male body, once thought of as the ultimate in power and strength, was. For all his muscles, all the time spent at the gym working to make him stronger, he was unable to resist the allure of a woman. Though physically not as imposing as he, she was able to coerce him into the most humiliating, emasculating act a man can ever go through and she didn't even need to force him into it. The fact that he did so willingly made him feel all the most lost. 

They had the rest of the evening together and Diana knew now would not be the best time to teach him the finer points of sex. He was understandably at a very delicate stage and must be treated as such. She lay behind him and hugged him close against her full breasts. The length of her phallus rested harmlessly along the crack of his bottom, a subtle reminder of his new status. She placed gentle kisses along the length of his shoulders and waited patiently for him to come around and make the next move. After a long period of time, he did, speaking to her in a voice she barely heard.

"Maam?"

She answered with merely a soft sound, letting him know she was there.

"I'm sorry."

Startled, she answered, "Sorry for what, sweetie?"

"I didn't mean to, you know- make a mess."

She laughed silently to herself. "It's ok Richard. All boys do."

He seemed surprised at this and looked over his shoulder at her. 

"It's a natural reaction. A male has never thought of a woman in that capacity, or with that type of power before, they find it threatening. Too bad too, because it really balances out a relationship and keeps both the man and woman secure. Without it the man becomes dissatisfied and oftentimes abusive, while the woman just grows distrustful." Running her hand up and down his bicep, she asked; "Did you find it threatening, Richard?"

He replied that he had, at least at first.

"And then what?"

"I- I don't know how to explain it. It all just seemed sort of different somehow. It still hurt and it still was uncomfortable but I guess I kind of liked it then."

She kissed the back of his neck warmly. "And what were you thinking? What did you feel?"

He noticeably blushed at this and answered. "I guess I just wanted to come. I mean, I was so turned on from everything that I couldn't think of anything else. I needed to come. I know that sounds silly, but I really did- I had to. I didn't notice, or even care, about anything else that was going on as long as I could."

Still speaking softly, she responded. "And you did come. Was that what you wanted?"

He sighed and pressed himself deeper into her. "I guess so. Not in that way though- I don't know- I guess."

Delighted with his confusion she took the time to explain. "Richard, most of his life a man is controlled solely by his penis. It drives him to succeed, find a woman to kiss it, suck it and, if he's lucky, start a family. This is the way of the world. I, and those about you, believe differently. We believe a man is restrained by his drives to greedily snatch up all he can in his short time. His impulses bear greed and selfishness, rather than the love and devotion that they should." He soft fingers stroked the length of his spine, playing slowly at the top of his cleft. "With a good amount of training and education, we've found that a man's primal instincts to satisfy his need can be used for the good of others, particularly the woman in his life. When she knows how to control it, she controls him and all that she does. She uses it to make him a better man, a better husband and, eventually, a better father."

He remained silent throughout this explanation, doing his best to process all she told him. She was afraid of scaring him off and wanted more to reassure him. "Helping a man understand this is a long process and though it is not entirely unpleasant, it is a big change and one that takes some getting used to." 

She stopped speaking and only caressed him, enjoying the warmth of his skin, the firmness of his butt and the muscles in his flank. She wasn't sure if he dozed, though she thinks he did. His breathing was light and was the only sound in the empty room. As he rested, she reached between her legs and unbuckled the strap on from her waist. Slowly pulling it from between his cheeks where it rested comfortably, she slid it down her smooth legs and laid it on the nightstand. 

By the time he sat up it had grown late. He looked groggy, but it may have just been all that he experienced that day. Though Diana had plans to teach him about a woman's body, she didn't have the time to go into it tonight. Knowing she had all the time she needed, she sat across from him with her legs crossed and casually talked. Noticing he couldn't keep his eyes from between her legs she asked him what he thought.

"It's very beautiful," he blushed. "I'm sorry for staring."

She waved it away, "Not at all. Nothing wrong with a boy admiring a woman." She urged him to look more closely.

She had full vaginal lips, swollen from the day's events. The pink of her sex stood out against her fair skin. A mist of soft orange hair, brighter than that on her head, surrounded them. 

He was on his stomach now, gazing only between her legs. "Kiss," was the only word she commanded and Richard, lost in her beauty did so without a thought. She encouraged him to examine her and he did so, carefully exploring the folds and lips of her pussy. She explained how a man should always treat his wife's genitals with the deepest of respect. He should always kiss it on her command to demonstrate his place with her, as well as his sincerity as her slave. 

She expected him to bristle at this word, or at the very least show some sign of disapproval but he accepted it without a thought. Perhaps he didn't hear it, she pondered.

She continued with her teaching, explaining how a woman's vagina is the keystone of a relationship. It provides the greatest pleasure for a woman, as well as for her man and creates a family by bringing children into their bond. 

He stroked her slowly with one curious finger as she lovingly stroked the back of his head. A woman's scent is very powerful, she explained. It identifies her to her man and offers him comfort. It appeals to his most internal desires and helps tame him when he questions his role. It is strong, able to break even the most defiant man.

As she spoke Richard heard her words as if from far away. He understood the allure of a woman's pussy and always found the scent to be undeniably captivating. He processed her words subconsciously, his attention stolen by her beautiful, orange haired vagina. Her thighs spread wider and, on her word, he placed another gentle kiss on the apex of her slit. He lingered this time, his lips resting on the soft, moist skin of her folds. They seemed perfect against his lips and he was reluctant to finally break his kiss. Her juices, still fresh from her powerful orgasm, coated his lips. He sucked on them unknowingly. 

She flushed quickly from his attention. Distracted by her job and the stresses of life, it had been too long since a man had tasted her and she forgot what an exhilarating feeling it was. She did her best to hide her heavy breathing though she was certain he noticed. 

Though she found it difficult, she paced his attention, teaching him the softest and most delicate parts of a woman's pussy. For his part, he listened and followed what he learned. He took to it as if on instinct and, as their time together grew short, she found herself close to orgasm. Knowing the time wasn't right she restrained herself and instead ordered him to his feet. 

Pausing for a moment to catch her breath, she watched as he slowly rose. His bottom was still sore from the reaming she had given him earlier but he appeared more docile. He was quieter and seemed more eager to pay attention. Perhaps it did him good.

She dressed as he waited by the door, hands behind his back. She led him to the main house, his hand in the crook of her elbow. Sharon was waiting for him in his room and greeted him with a hug. Diana said her goodbyes with a kiss on his cheek, leaving him in the care of his governess. 

As he walked with Sharon to the dining hall he was surprised to hear a loud cracking sound disturb the usual tranquility of the estate. A loud cry and a sob followed each of the sharp sounds.

"What's that?" Richard asked fearfully.

Sharon looked towards the second floor, where the sound was coming from and listened for a moment before responding.

"That's Natalie and her husband. They're visiting and it sounds like she's giving it to him. He must've done something wrong or upset her."

"Upset her?" His voice seemed to quiver.

She smiled at him, ruffling his hair for a moment. "Don't you worry about it, boy. You'll have your time with the strap. All men do, it's almost a given."

He looked at her wide-eyed and she continued.

"Even the best husbands disobey and need a reminder of their place once in a while. That's their nature. Your wife is the best person to set you straight when that happens." Seeing the scared look on his face, she bent over and kissed his forehead. "Don't worry, sweetie, it's not nearly as bad as it sounds." 

Richard could only nod in compliance as the sound of leather slapping against the man's bare flesh continued. 

It was late for dinner so they ate lightly. Cold cuts, deli rolls and milk was on the menu for the night. The cook had already retired so they helped themselves to whatever could be found in the fridge. Sharon giggled as she found an untouched piece of pound cake that she complimented with a dollop of chocolate fudge ice cream. "I know I shouldn't but I really deserve it," she teased him as he searched for anything to spice up his sandwich. 

They sat together in the empty kitchen, quickly eating after the long day. Sharon read a stack of papers as she ate that Richard couldn't identify. When she caught him straining to see she told him it was his medical report and confirmed all she had suspected.

"Your sperm count is very high," she explained. "Greater than most males even at your age. Emily will be glad to hear that."

He took a bite from his roast beef sandwich and listened. 

"In other areas you excel." She trailed off, reading the packet detailing his medical history. Richard craned his neck to look but she made sure it was out of his view.

The night she turned down his bed and tucked him in. He loved the scent of her and her warm breath in his ear. Despite the day's proceedings he felt himself begin to stiffen and hoped Sharon didn't notice. She placed a warm hand on his bare chest, urging him to close his eyes and sleep.

With a kiss on his forehead and a wish for a pleasant sleep, she turned off the light by his bedside and stood to leave. From the light of the moon coming in the window she noticed the erection he did his best to hide from her. Fumbling between his thighs to camouflage its presence, she sighed softly. Emily was a very lucky woman. Sometimes life can be unfair.

She retired to her room adjacent to Richard's and flopped backward onto the bed. Watching over him had been the most difficult assignment she had ever been given since she gained her position with the Burkes. Though she watched over all the Burke husbands at one point, she found Richard to be the most alluring. The first day she had seen him naked she was impressed by his beauty, a mixture of charming, boy next door shyness with the soft sensuality of a model and the rough edges of a musician. All her life she'd fallen in love with men that possessed such traits but never found them all in one man. She found him innocently naïve as to be endearing, smart and sweet but not above talking back when she found it appropriate. He was what they would call a heartbreaker, a boy that girls noticed the moment they were of age, someone that never knew how easily women fell for him, how easily charmed they were by his smile. 

Rolling onto her stomach, she slinked back onto her feet and began prancing in front of the mirror over the bed. With an exaggerated flourish, she slipped the straps of her gown from her shoulders where it fell in a ring at her feet. She swiveled her hips, pleased with the body, enjoying the affect it had on men, and one in particular. 

She loved being a woman, loved the fullness of her hips, and loved the ritual of shaving her legs. She loved feeling her long hair resting on her bare shoulder, thrilled to the sensitivity of her breasts, how her nipples tingled when she grew aroused. 

Bending over, she studied the firm heaviness of her breasts and pressed them forward, presenting them to the copy in the mirror. She parted her legs, seeing herself as a man would the moment before they embraced. One solitary finger slid gracefully through the thick curls of dark brown hair, finding her wetness and entering her. The other hand joined the expedition, petting her tingling clit as her finger parted her opening, gently stroking her crevice. 

She moaned and kept her eyes half closed, imagining Richard asleep in his bed. She remembered taking him over her lap that morning and spanking his unruly bottom until he wept. How excited it had made her! The image of such a beautiful, cocky young man reduced to a crying penitent at the hand of an unforgiving woman stuck with her and made her unable to do anything but pleasure herself the moment she took her exit from the boy. She had just enough time for a late nap after a string of heated climaxes, borne from his image, quickly passed through her one after another. 

Smiling smugly, she watched the image in the mirror, the thick patch of brown hair growing damper the deeper she got. Behind her the door creaked slightly, rousing her out of her trance. 

Stopping immediately, she grabbed her robe and hastily threw it on, yanking it together with a quick tie on the terrycloth. She heard a dash as she jumped to the door and pulled it open. At that moment Richard dived back under the covers a moment a moment too late to feign sleep. Exasperated, Sharon turned on the lights and marched into the room. She studied the boy for a moment before grasping the end of his covers and pulled them from the bed to rest in a heap at her feet.

Just as she thought, his left hand was clutched around his hardened shaft as if trying to hide the proof of his guilt. One eye popped open, slowly joined by the other when he saw her hovering above him and he stared up at her, wide eyed and afraid. 

To Sharon he looked just like the cat who got into the cream. A swell of anger coursed through her, upset that the boy she trusted, that she took into her heart could betray her in such a way. That he would go behind her back and sneak peeks at her in her most intimate of moments was a breach in their bond that truly hurt her.

Hurt and anger flowed through her in equal measure and when she spoke, her voice was louder than she expected.

"Richard! You know the rules and you know I don't appreciate being spied on by childish boys that have to peek at women undressing because they can't keep their hands off themselves."

Surprised at her rancor, he tried to speak but could not and merely pulled his knees to his chest. This position hid his erection from sight but brought attention to his ass, which clenched tightly. Unable to resist, she slapped him several times on his rump, still pink from his punishment that morning. His anus was visible and she noticed it was still slightly loose from his reaming. 

He squawked from the slaps to his rear but made no attempt to defend himself. As guilty as he was, he found no excuse for his actions. As she slapped her robe loosened and one full breast was revealed to his vision. Not wanting to enrage her further, he did his best not to look but couldn't help to steal a peek during her barrage. She noticed and ended the attack, quickly covering herself and tightening her sash. With a stiff finger she pointed at him.

"This is not over mister! Not at all! I've done all that's in my power for you but it looks like you still won't obey. Fine then. I've no other recourse but to make the Lady of the house aware of your indiscretions and leave you in her hands for whatever actions she deems necessary." She stood, hands on her hips. "Whatever that may be, I can assure you, you'll wish you were under my hand. I'm much more lenient than Mrs. Burke ever is. When you receive a house punishment, it's not likely to be something you'll forget. I don't think any boy ever had to have more than one." Then she stopped and looked down sadly at the floor between them. "I just wish you were more obedient. You can be such a nice boy when you've a mind to. I wish I didn't have to do this...I really wish you don't have to face this." She left his bedroom without another word, switching off the lamp at his bedside on her way, leaving him sightless. 

After her tirade Richard thought it best to leave well enough alone and make a sincere effort to go to sleep. It did not come easily and he slept fitfully with one question relentless in his mind throughout the night; what exactly is a "house punishment"?

By the time morning came he had not slept a collective three hours and didn't have a clear enough mind to read the hands of the clock on his bed stand. Sharon woke him with a gentle shaking of his shoulder and he sat up in bed. 

"Time to shower," she said. "You're expected outside." She pulled the sheet from his body, revealing his morning erection though Richard no longer felt any need to cover himself. His mind was hazy and he dreaded waking up, unsure and fearful of what awaited him. With two quick slaps to his bare bottom, she hurried him to the bathroom where she turned the water on hot and left the room. 

Glad to be left alone and perhaps given the opportunity to shower without being monitored, he stepped under the warm spray. Thank god for small favors. He had finished washing his torso and was leisurely soaping his balls when Sharon walked in. She wore only the diaphanous gown she always wore to bed but as she watched, she drew it from her shoulders and allowed it to drop to the floor, leaving her naked. 




Emily's Choice Ch. 04



"You enjoyed looking at me, so have a look."

Richard turned away, remembering how angry she became when he spied on her. 

"Now you're the shy one," she teased. "Afraid to look at a woman when she's knows how much you enjoy it?" She joined him in the shower, the water hitting her body and traveling down her breasts and stomach, wetting the patch of hair covering her sex.

A hand on his shoulder encouraged him to turn and when he did his lips met hers. They kissed passionately, as he'd never been kissed before. It had been too long since she'd been with a man and, though she knew the rules, she couldn't help but be attracted to the boy in her care. She knew he wouldn't resist her needs and she had no intention of ignoring what she felt was the most necessary action between them. 

His kissing had improved and Sharon knew, with time and effort, he would be the lover they wanted him to be. Never having been shown how to treat a woman, when given the opportunity, he was an exemplary student. 

The shaft of his cock was full and pressed between her thighs, stirring her pussy. Wrapping her hand around it, she gripped him firmly and squeezed in a rhythm. When he moaned she clamped her lips on his and allowed their tongues to stroke each other, displaying her need. 

As he pressed himself against her, she grabbed his bottom. Her fingers gripped it roughly and her nails pressed into the giving flesh of his rear. Gasping in surprise and need, she clenched his bottom and spread his cheeks apart. 

She could hear him moan against her and with a forceful but loving hand on his shoulder she pressed down until he kneeled in front of her. As he looked up at her expectantly, she playfully threw her right leg over his shoulder. He was eye level with her pussy now and trembled slightly as she traced his cheek with one slow finger. 

"This is what you wanted," she spoke to him. "This is what you imagined as your stroked yourself." His breath was hot against her sex. She undulated slowly, stoking the fire in him. "I know you want to," she whispered. "What would you do?" The heated water traveled down her body and soaked her pussy, stimulating her own juices and spreading the soft, pink flesh of her lips. 

He watched all this in amazement. His mind was lost, his body unable to react with all but its basest instincts. When she looked down she could see tears welling in the corner of his eyes and slip down his cheeks. Before he could hide them in the water from the shower, she knew how he felt. 

He was a boy lost. The past few days would wear on any person, yet he had risen to what was asked of him with only the expected resistance. Her maternal instincts took over and she pressed his face between her thighs with only one word, "Love."

This comforted him and after a few moments his trembling slowed to a stop. His breathing resumed and, as the warm water filled the room with clouds of steam, she felt his lips kissing her inner sex timidly. Her heart swelled and she leaned back, pressing his face deeper into her. Soft kisses turned to gentle licks and she exalted in the feel of his learned tongue soothing her need. Thick mouthfuls of her juices filled his mouth and he swallowed obediently. She was warm and sweet- tasting as he'd imagined. 

She gripped a handful of his hair from the back of his head and moved his face up and down as her need got the better of her. She no longer spoke. Now she communicated to him through soft sounds, moans and squeals of pleasure when he tasted her just as she liked. 

Her pussy was unshaven and he felt the mat of soft brown hairs tickle his lips as she ran her pussy across her face. As she rubbed against him, the opening of her cunt, now sloppy and dripping, left a trail of her lubricant across his face. When he opened his eyes he was assaulted by tiny hairs poking his eyeballs. She groaned when she forced his nose into her cavity and humped it quickly. He sputtered from the shock of it. 

She was obviously out of control. From the swelling of her vagina he could tell she was on the verge of an orgasm greater than he had ever seen. Juices dripped from her steadily and the combination of the his tongue, the warm water and his face being pressed savagely into her cunt sped her closer to her peak. 

Richard was finding it difficult to breathe. Her thickly furred pussy ground against his mouth and he was only able to gulp air in quick breaths. She cried out and held him against her in a lock that allowed him no movement. His mouth was open against her and he felt a flow of cream gush into his mouth. He struggled to swallow it all. 

As her orgasm receded, she scrubbed her pussy over his reddened face. Finally her breathing quieted though her chest continued to expand in deep breaths. With the heel of her palm against his forehead, she pushed him away unceremoniously. Staggering back a few steps, she almost collapsed on the bathmat a few feet away. A subtle grin appeared on her mouth and as she watched him stand to resume showering, One hand reached between her thighs to cup her pussy while the other rested under her neck as if she was sunning herself at the beach. 

He wasn't so shy anymore, in fact he'd lost almost all of the timidity he'd had when he first arrived at the estate. He made no effort to cover himself before her and even turned to blatantly stare at her prone form stroking herself a few feet away. His erection returned soon after and though she could see it throbbed, he refrained from taking it in his hand, aware of the penalty awaiting him for doing so earlier. 



Emily's Choice Ch. 05



Before he finished drying himself off the door to his bedroom was thrown open and slammed against the wall. Two women he'd never seen before entered as he quickly wrapped the moist towel around his bare waist. One, a woman taller than his six feet with blond hair wrapped into one long braid that ended at her waist, came to face him. Another, a darker skinned Hispanic woman with a firm, rounded body followed her. 

The blonde, who introduced herself as Eileen, looked him up and down and, noticing his erection, shook her head contemptuously. "You have an appointment with Ms. Raymond," she informed him. "Elizabeth and I are here to escort you. I strongly suggest you come willingly. If you do not, you will be forced and I can assure you that will not be pleasant."

Stunned, he agreed to go with the women, though he was unsure where he was going, who Ms. Raymond was or what she wanted with him. Sharon had warned him he was to be punished and he expected another spanking from her when she returned, but the two women ordering him around took him by complete surprise. 

When they placed a hand on each elbow to direct him, he shook them off. This irritated the women and caused Eileen to turn him to face her partner and apply several hard spanks to his bare bottom. Elizabeth held his eyes as she did, noticing both fear and shame in his gaze. When they resumed their positions, his bottom was reddened with the clear imprints of a woman's small hand tattooed across his muscular cheeks. He was sniffling silently and his walk slowed to a penitent ambling but he made no further sounds or displays of rebellion.

They walked throughout the large home, in rooms Richard had never before seen. There was a large ballroom, an oak paneled study and plush living room that was new to him. In each room maids, cooks and wait staff, that were all female busied themselves in their tasks. Most looked up to view the naked man being led by the two women. A few openly ogled his shaved, swinging cock and some even smiled at the recently punished state of his behind. Familiar with Mrs. Burke's disciplinary beliefs, they knew what the boy was experiencing.

As they walked him outside, he noticed several women, at least a dozen or more, lined up on either side of a wooden frame. A strap ending in what appeared to be a manacle hung from either side of the frame. When he came closer he saw Ms. Willis and Ms. Donnelly among the women assembled. A tall woman with black hair and runner's legs stood behind the frame watching him approach. 

The two women by his side stopped when he stood in the center of the frame. Immediately the black haired woman reached for his hand, lifted it and locked the manacle securely around his wrist. When she finished with both hands she finally addressed him.  

"Richard, my name is Ms. Stevens. If you're smart and do as you're told you'll be lucky and won't have to see me too often. I'm what you would call the disciplinarian for the Burkes." His face paled when she spoke the word and he began to fully realize his situation. "For years I've dealt with any disobedience from not only the staff on the grounds but the husbands as well," she smiled. "Oh, most of the ladies choose to take up that duty themselves, but when they are too busy or find they're not up to such a task they call on me. I'm best at getting through to boys that have disregarded the effects of other punishments." This last comment was directed pointedly at him. 

She stepped back and retrieved a thin stick with a black strap hanging on the end. Richard had never seen anything like it and it sent a shiver through his naked body. Did she plan to use that on him? Already he began quaking. 

Ms. Stevens noticed this and addressed him. "There's no use shaking boy, you've got this coming to you and you'd best accept that." She walked behind him to admire the well toned buttocks and strong back. Running the supple leather through her palm she addressed him one final time, "This will hurt like the blazes boy and you'll be begging and crying helplessly before it's over but I hope you'll take something from it this time. I'd hate to have to make this a regular appointment."

She walked in front of him and appraised his captured body with eagerness. Despite his efforts, Richard's cock expanded, spurred on by the group of women eyeing him. Ms. Steven's words rang in his head but that, along with the cool morning breeze, did nothing to lessen his arousal. The thought of what was to come made him afraid but his penis seemed more interested in the attentions of the women. For the past week he noticed he'd had less and less control over his urges. This was a frightening realization to Richard, one that he hoped didn't continue. 

As Ms. Stevens pulled the coil of leather through her hands, Mrs. Burke came towards him and held him in a warm embrace. It surprised him and he felt waves of warmth come from her. With a kiss to his cheek and a whisper of reassurance in his ear, she rested his face against her bosom. Speaking to him, she said she would be right here and though he won't enjoy his punishment, she will help him through it. He could only swallow and nod into her soft, full breasts. 

"Where's Emily?" he looked up and asked.

Her face showed a pleasant surprise and she stuttered for a moment before answering. "She couldn't be here honey, I'm sorry." One finger stroked his cheek lovingly , "She said it would be too much to bear. She's grown quite fond of you."

Richard filled with happiness and knew he would take any punishment if he could only see this woman everyone raved about, the one he was supposed to marry. Released from Mrs. Burke's chest, he stood proudly and, in the moments before the first stroke of the whip fell, realized he hasn't ever met Emily and knew very little about her. Nevertheless, he felt overwhelmed with affection for her- the Emily Burke he would meet, serve and love. His fear and anxiety was replaced with a resolution to be the best man he could be for her. He would take his whipping with pride and wear the stripes with a sense of devotion for his woman. 

Mrs. Burke released him and noticed the resolute expression on the boy's face. Ms. Stevens was behind him now and Richard heard the whistle of leather cutting the air before it ever landed. It bit into him with a snap and forced him to grunt rudely. He had a high tolerance for pain and though he knew he'd ultimately be forced to cry out from the whipping, he restrained himself from doing so so early. The leather landed without pause on his bare flank and he gritted his teeth to the sky, feeling warm tears spill from his eyes. He could feel the eyes of the collected women on him that only frustrated his feeling of shame and weakness. They watched him expectantly, as if hoping for him to burst or break down pleading. He swore not to do such a thing. If he was anything, he was a man and a strong one at that. He'd endured many things at the hands of this family and he promised himself he wouldn't break but prove his strength as a man. He'd fallen too far this week and that would end. 

Still the whip fell, continuing the licks of pain against his unprotected ass. He whimpered with each stroke and soon his whimpers turned to cries. In time he gave up all previous promises of outward strength and gave in to the inevitable. He buckled and screamed out with each kiss of the leather against his skin. Tears spilled freely and he didn't care who noticed.

Each of the women studied his every reaction, every jerk of his body when the whip landed. They'd seen such punishments before but all of the women had grown close to the boy and felt nothing but sympathy for his pain. Diana noticed the boy's tears and felt the beginnings of her own. He was a good boy, and would make the perfect husband but knew he had some habits that needed to be broken. This was necessary for his future happiness but still it was difficult to watch. His now limp penis shook with each application of the leather. For such a large organ, it was the smallest she'd ever seen. It looked like it was trying to crawl up inside his body to escape the whip. 

Ms. Stevens was the only one that seemed to enjoy the event. Her lips curled into a smirk of triumph as she mercilessly laid the whip against the boy's unprotected body. While the rest of the women jumped from the sounds of the leather attacking his body, she seemed to revel in it. 

Emily stood on the top floor balcony overlooking the courtyard. She was invited to watch the punishment; in fact it was expected of her but she declined, knowing it would be too much for her to bear. From all she had seen and read about the boy, he seemed perfect for her. She already felt a closeness with him and knew his whipping, which always turned out to be more drastic than expected, would bring out something she didn't want to see. She could hear his wails from the balcony and the tears she cried mirrored his own. If she were closer she knew her reaction would be much worse, and not fit for a woman of her standing. 

From the distance she watched Ms. Stevens happily flay Richard's naked body. She was good at what she did, and her body moved rhythmically without pause during the punishment. His body was swollen red and bruised beyond anything Emily was capable of. Even from the balcony she could see his pain and hear the desperation in his wails. This was beyond anything she could ever administer to him. 

She found herself wincing with each blow and was certain the other ladies witnessing the punishment were as well. His body twisted with each impact but after the second dozen he only hung loose and cried out. His pitiful sobbing was unmistakable and tore at Emily's heart. She wanted to run downstairs, out onto the lawn and stop this whipping but knew that would only cause her to lose him. Once a punishment was agreed upon, no matter how severe, it is carried out in the Burke house. Her mother made sure of that. By the time Ms. Stevens' whip went slack Emily found herself bawling with him. 

She watched as her mother took the beaten body of the boy and held it to her. The older woman whispered to him and rested his head peacefully on her shoulder. Emily saw the cheeks of his ass were striped and the swelling was visible from her spot on the balcony. The tight muscles beneath throbbed, still reeling from the torture he had received. The women all watched silently and when Emily saw Diana wipe away a tear, she felt better knowing others felt just as she did.

Before they finished their embrace, Ms Stevens began releasing his limbs from the frame. As each one was unbuckled it dropped heavily to his side. When he was fully freed her mother held him tightly to prevent him from falling. On her mother's command Diana came forward and helped the boy's arm over her shoulder. With Ms. Stevens taking his other, and their arms clutching his midsection they supported and walked him out of the courtyard back into the house. The small crowd mingled silently for a time, taking in what they had just seen, before retreating inside as well. 

Emily waited, giving him time to collect himself before entering the nurse's office where Richard lay. He was face down on the bed, hands beneath the pillow his face was buried in. His naked rear was covered in uneven parallels of raised welts. Dressed in the extra nurse's uniform, Emily played the part, sitting by the bedside and resting her hand on his shoulder. When he felt her touch he jumped, an obvious reaction considering the lashing he had just faced. 

"Shhhhh," she whispered, wanting nothing but to comfort him. "You've had a terrible beating and all you should do now is rest."

He raised his face to look at her. Tears still dripped from his eyes and his cheeks were swollen from the sobbing. The words caught in his throat, all he could manage was to mouth his surprise, "You?"

Her fingers trailed down his tender body, resting on his swollen ass. He was hot to the touch and a slight layer of sweat covered him from head to toe. "You've been punished and now it's over with. You don't have to worry anymore, just relax and let me take care of you."

"But why?" Tears were beginning again. One fell slowly, leaving a thin trail of moisture. 

"You broke the rules one too many times. The lady of the house has no patience for men that frequently disobey." She'd heard this speech from her mother since she was a child and had long ago grown accustomed with the idea. "A man that gets his way is sure to ruin a family, a home, a business, whatever he is allowed to. Keep a man respectful and well behaved and there's no telling what he can accomplish."

"But...but whipping me like that?"

"It worked, didn't it?" She patted his back tenderly, regretting the cold tone she used to disguise herself. She'd been around when her sisters' husbands were trained and saw how hard it was to keep out of it as they were supposed to. When it was her turn she knew it would be too difficult for her to not have a hand in her husband's training. Being the youngest of a family with four daughters, she was that much more spoiled than her older siblings and got away with more than they ever had.

He was turned away from her now, staring at the opposite wall. With his attention elsewhere she was able to examine him more thoroughly. His body was magnificent. Lean, strong muscles covered his frame. Each movement caused them to flow together, creating the masculine image she enjoyed. His rear end, now tortured and bruised, was nonetheless his most endearing quality. Round and tight, it gave off the perfect picture of male beauty. She imagined the nights it would press against her while they slept or- better still- lay meekly across her lap awaiting her chastisement. 

Taking the ointment from the nurse's stand, she squirted a thick dollop onto each of his asscheeks and began to gently rub it in. He jumped at this but, with a word, she calmed him and he resumed his position face first in the pillow. The skin of his rear was still warm from his whipping. Most likely it still stung so she used the utmost care not to irritate it further. With each movement she heard him suck in quickly as if he was still being punished. She couldn't help but sense the irony in the action; her loving touch being associated with pain and punishment. It summed up her ideal relationship. 

"This will help you," she reassured him. "It will make you feel better and speed up the healing."

He looked at her and nodded. "I trust you." 

Emily could see the tears in his eyes and she fought to keep hers back. Seeing him like this really affected her. He seemed like such a kind boy. Why did he have to always push the limits? 

Caught in her thoughts, she didn't hear him speak and asked him to repeat what he said.

"Where is she?"

"Who, sweetie?"

"Emily," he said. "That's her name right- Emily? They say I'm supposed to marry her." 

She couldn't look at him, she focused on his butt and kneading the salve into his worn skin. "She's here. She's not allowed to see you." Surprisingly, a lump caught in her throat.

"Why not?"

"It's tradition. This is the way the Burkes have married for generations. That way the women keep the authority in the family business, as well as in the home."

"That stinks. Dumb tradition." He plopped back onto the pillow, he chin resting on his folded hands. 

"Now, now Richard we'll have none of that," her thumb traced along his warm crack, helping to calm him. "You were just punished, don't think I won't spank you as well." She smiled at him and rubbed a hand across his cheek. "Be a good boy for me, hmmm?"

He took to her touch, closing his eyes and sighing. Already he was becoming compliant to her will. 

Having his body rubbed so soon after a whipping would really sting and she knew how hard it must be for him to hide the pain from her. He was quiet then and Emily thought he may have fallen asleep as she continued to stroke his body. Her hands slid from the heft of his bottom to his long, muscular thighs. They had not received as much punishment as his bottom had though they still bore the marks- long thin bumps like contrails against the otherwise placid skin of his legs. 

As he rested she stroked him slowly, working her way from his thighs then up to his neck where her fingers curled around the stressed muscles, relieving them. His breathing slowed to a delicate pace. He turned his head to face her, his eyes looking up adoringly. "Thank you," he whispered.

She smiled curtly, an action she found difficult under the circumstances. She would rather take him in her arms and console him as a woman should. Despite their differences in stature he was hers and she had great plans for him. Under her hand he would grow and thrive. He would obey, not from fear of the whip but true love that she would nurture at every chance. 

"Is she real?" 

Emily was lost in the peaceful motion of stroking his bare back and merely looked at him.

"Emily- is she real? I keep hearing how wonderful she is from everyone but I've yet to see or even hear from her. Does she even exist? Maybe this is just a bunch of extremely well off deviants that like tormenting others."

She bristled a bit at this but shook it off. "I know her very well and I know for a fact that she's very aware of you and keeps up with your progress."

His eyes were wide and she brushed her fingers lightly over his lips. "All you have to do is learn, obey and be patient and she'll see you as soon as she can. Now," she nudged him playfully, "Turn over."

Without a thought he did as told. As she expected he was erect and his cock sprang up after being compressed beneath his body. He lay back with his arms at his sides and closed his eyes, his cock pulsed in time with his breathing. 

Though not the first time she'd seen him naked, it was her first chance alone with him. It was then she realized the affection she had grown for the boy. He seemed so delicate and sweet, all the while being stubborn and rebellious. His face was gorgeous and his body strong. He exuded manliness but never gave into the machismo so common in men like him. 

With steady hands she placed a palm on his lower abdomen, just below his navel. The other rested on his chest, her thumb slowly rubbing his nipple. He was becoming more comfortable with her touch and without any show of concern she was able to stroke him from head to toe. She concentrated on his upper body, kneading the muscles of his chest and the lean tightness of his belly. 

He made a sigh that subtly turned into a groan. As the side of her hand pressed into his muscles, she stroked downward, eventually finding his organ. Carefully she held his balls and allowed herself time to examine them. They were larger than most, tender and covered with silky skin. She held each one between her thumb and forefinger, personally measuring each one. She was gentle with him, already considering him her property, yet she didn't want to scare him off. He was in a delicate place and she must do whatever it takes to bring him over as hers. 

Her grip loosened on his balls and she grasped his swollen length. Sitting up straight, she gazed down at him as she began pumping him through her barely closed fist. Both of his hands gripped the pillow beneath his head and his head swayed from side to side, lost in the sensations she brought to him. 

"Lay back," she advised him. "Don't ignore what you feel." She didn't want to bring him to orgasm, she merely wanted to test his threshold. His file marked him as overly sensitive and, while she liked that in a boy, she didn't want it to interfere with his duties as hers. That was his foremost responsibility. 

She squeezed his shaft, forcefully and then delicately before releasing him with a gentle brush of her fingers. His head swelled to a deeper red and his breaths became moans with each motion. As one hand stroked his shaft torturously slow, the palm of the other circled the very tip of his swelled knob. When Emily took her hand away a thin line of precome trailed from the tip of his cock to her hand. With a soft, almost bored sigh, she rubbed it into the tight skin. 




Emily's Choice Ch. 05



"I know it hurts but you'll have to learn to control yourself." His cock was growing even larger in her hand, pulsing against her palm. "Once you do that everything else will be easy for you." 

Her attention was focused between his legs, on his needy cock. She found herself drawn to it, more so than she'd ever felt on any man. It was a perfect specimen, thick and heavy. If only she could tame it, she thought. She has the time and the patience, eventually it will yield to her. It will obey her word, just as the rest of him will.

When she looked over her shoulder, his eyes were open and widened, as if he'd reached a place he could not come back from. His lips turned upwards into a cautious smile and she returned it with a wider, slightly menacing grin. 

"Miss..." he faltered, "I don't even know your name."

"What is it boy? Speak."

"I need her. This is difficult. I'm afraid I won't be able to see her, I won't be able to finish and I know I have to see her."

Her hands never leaving his length, she shushed him. "I know you'll do fine. Such a willing, sweet boy like you, you just have to apply yourself." She worked wonders on his shaft and his face turned from worry to bliss. "Emily's a wonderful woman and you'll make the perfect husband. She's worth it so you should try your hardest to follow instructions and do as you're told. You'll do fine."

A tremor traveled through his body and she felt his cock give one long pulse warning of his climax. Her hands left his body immediately and began kneading his thighs in slow handfuls. There was a deep, unbroken moan and she reminded him of what she'd just said. "You better not come," she scolded. "Be strong. Hold it back."

The moaning continued and his cock thrashed helplessly, searching for her hand to help take it over and help meet it's orgasm. It found only stilled air. By then she was seated against the back of her chair, arms crossed and watched with great interest the naked, flailing boy begging for her touch. Never has she felt such control as she did that moment. 

Standing noiselessly, she turned to slip out of the room while he laid on the bed, writhing for her touch. He turned when he was alerted by the turn of the doorknob, a look of panic across his face. Without turning to face him she lifted the starched white nurse's skirt until it showed the very bottom of her round asscheeks.

"Never fear boy, you will see me again."



Emily's Choice Ch. 06



Richard was masturbating passionately as Sharon walked in. He didn't notice her presence at first and she took the opportunity to stand in the corner and watch as he pleasured himself. She saw the lean muscles of his body twitch, the hand working gently up and down his thickened shaft in a masculine display of self love. He seemed so happy, so at peace that she hated having to interrupt his moment.

Instead she walked to the edge of the bed, her flowing short skirt flitting between her bare thighs as she approached. Flushed with desire, he turned as she sat beside him. His eyes widened as he became aware of the situation. He was caught and she saw him in the most private moment a man can have. His hand slowed on his cock as he considered stopping but the sight of her bared knees and her nimble fingers that stroked his inner thigh with encouragement soon had him resume the familiar motion. 

Her fingers traveled down his sex until she held his ballsack on the tips of her fingers. She tickled playfully and caused his legs to spread, his tiny anus now open to her view. Her mouth formed into a coy smile as she glanced at him then turned back between his legs. What she saw there fascinated her. His shaft was thick, and larger than she was used to. Imagining taking the ripe head of his cock between her lips, she held back, knowing what would happen if she gave in to her urges. 

Forefinger and thumb came together on the loose skin of his scrotum holding him in a tight pinch. He gasped at the attention and she responded by tracing the smooth glans of his prick with her other hand. This spurred him further and his hand glided over his swollen shaft at a frenzied pace. She took note of his delicate movements, a technique perfected after years of lovingly milking his own shaft when his male need drove him to the act. 

His back arched as his body climbed to its peak. His abdomen muscles, honed by weeks of his stringent exercise schedule stretched to their limits. Sharon sighed as she realized her duty. As his peak approached and his head dropped to an open mouthed gasp, she reached just beneath his fat cockhead and made a tight ring around him with her thumb and index finger. 

His eyes shot open in a shock and disappointment, his surge now dammed up inside him. The thick vein beneath his shaft welled with the pressing force of his male juices straining to burst forth. "No," she said firmly but quietly. "You know you're not supposed to do that." 

His face dropped, remembering the whipping he received just a few days ago, the same whipping that caused the welts that covered his backside, the whipping that kept him in bed for much of the week. Casually, she fingered the tendered skin, now faded to hot pink stripes on his bottom and thighs. He winced at the memory, as well as the slight pain her fingers brought to the surface of his skin. 

"Stop right now," she warned. "You know better." 

He nodded and stood up. His cock wagged obtrusively in front of her and he wished it down, aware of his predicament and careful not to upset her further. As he walked to the bathroom she watched him. Men always looked so vulnerable and helpless when naked, she thought. She especially liked his ass and how tight it had become since his time at the estate.

"You have a busy day today. Get in the shower and report downstairs for exercises." 

He did as told, stepping beneath the hot spray of the shower. As the fog filled the room, she stepped in and watched as he soaped himself. Though she was there to make certain he didn't take advantage of his believed privacy and stroke himself, she took a good deal of satisfaction in her position. She admired his body and loved how he acted towards her when naked and she fully dressed. 

His cock had drooped a little, now pointing in a slight curve to the floor. Again he was unaware of being watched and she saw him looking sadly at his drooping penis. He looked remorseful at his state and she felt a pang of regret. Was it right putting him, an innocent, into such a situation? Is this what he wanted? He had responded favorably to everything done to him but still she wondered...

Stripping off her clothes, she quietly crept in behind him. The warm water splashed off his body, wetting hers. When he felt her arm around his chest he made to turn and she stopped him. "Shhh," she whispered. "Don't turn, don't move." His erection returned instantly as she began soaping his broad shoulders. 

When she pressed into him he could feel the warm folds of her sex against his bottom. She had shaved that morning and her sex was bare against him. His hands fell to his sides, obediently unmoving as she washed him. She covered each spot of his body and she began to think of how she felt for the man in front of her. She had seen him at his best and worst; crying, ejaculating, obeying, laughing, sleeping. She had seen all sides of him. Her fingers lingered at his balls now, tugging and gently squeezing. Though she was closer to him now than any woman she knew he belonged to another. His body, his heart belonged to another. Even the urgent juices frothing in his sack belonged to her, a woman he'd never met but still fantasized about. 

Her hands slid down his backside, feeling the lessening marks of the whip on his skin. She dropped to her knees to inspect him more closely. He had a lovely bottom. Like the rest of him, it was tight, lean and muscled. The ravages of his punishment made him look that much smaller, more vulnerable and deserving of her affections. Taking a grip of maleflesh in each palm, she used her thumbs to spread his cheeks until she saw the tiny clench of his anus. She pressed a finger against it and felt him tense at her touch. Gathering some soap around her digit, she pressed into him. She penetrated his bottom and he gasped openly but made no move to resist. He was loose, most likely the result of his earlier fucking.

Inside he was hot and she explored his nether hole carefully, listening for any sounds of pain he might make. Instead he only whined like an impatient child. After some exploration she found his prostate, a tiny gland now made rigid by his need to ejaculate. His semen welled up inside him, needing release. How his balls must ache, she wondered. 

Slowly she thrust in and out of him, falling into a gentle motion as his breaths increased. His penis, now erect, swelled to a painful state. Unconsciously he wrapped his hand around it to relieve himself but she stopped to scold him and slap it away. He let go and dropped his head. His eyes were tightly closed, wrestling with the feelings inside him. 

Behind him she was silent. All he was aware of was the constant probing, the tease that burned in his maleness until it filled his length once again. "I must...I must...," he crooned as she played him. 

"Let it out," she finished his thoughts and, as she drove him to the edge, she grabbed his wrists, locking them in the small of his back as thick white streams flowed from the head of his prick. 

Never had he had a release so desperate. The juices sped through his body, exerting a painful pressure in his ballsack. After so long, so many orgasms ignored, his body hurt from neglect. He gasped, his body sucking in lungfuls of air as the peak passed through him. Afraid of what he felt, he dared not open his eyes, afraid of what he might see.

Behind him Sharon watched, pleased with the reaction from the man. Thick cream continued to flow from the head of his pained prick. Her arm reached between his legs and squeezed his cock, pulling all the juice from his body. Again he tried to turn but she caught him and slapped his wet bottom while ordering him to keep his eyes front. 

As he obeyed she slipped out and made her way to the bedroom where she laid on the bed and reached between her legs. She was already wet and the slightest touch from her skilled fingers brought moans of relief. Soon her finger was sliding effortlessly into her slippery canal. Though Richard was in the other room drying himself behind closed doors, she made no effort to quiet herself. Instead she got more involved, drawing her knees to her chest until the tight ring of her asshole flexed with eagerness. 

Not used to feeling such a way, she decided not to fight it. As one hand played in the drenched slit between her thighs, she brought the other to her mouth where she sucked her finger hungrily, wetting it in preparation for her back end. It plunged between her full cheeks and tickled her hole for a moment before pressing into her body. She moaned in response, her head rolling side to side. 

Behind the door Richard heard her and considered joining her. She had been the inspiration for all his fantasies of late and all he could think of was opening the door and sharing it with her. The moment passed as he realized what would happen if he were to commit such a violation. His erection returned but he restrained from fulfilling himself, aware of what could happen.

When she came out freshly dressed he was waiting for her. Her gaze dropped to his swelled prick and she beamed, having just imagined the feel of it between the cheeks of her ass. 

"Come now," she said and reached for his hand. He took it obediently and allowed her to lead him. They made their way through the large estate and he went without protest, long grown used to the stares and smiles of the female estate staff as they appraised his nudity. 

She directed him in his chores around the home. As he pulled the weeds she noticed several faces looking down from the upper floor to watch his bare ass as he bent over in the peat. She pushed him hard and he didn't disappoint, fulfilling all the tasks set out for him with a minimum of protest. Most likely he was too afraid to disobey after his scalding whipping the week before. As dusk fell she ordered him up. His penis had shrunk from exertion and hung off his body helplessly. The rest of him was covered with a thin coating of sweat and garden dirt. 

Handing him a bar of soap she picked up the hose and sprayed him down. He shivered at first but took the opportunity to lather himself up. Clumps of dirt slid down his lean body and he jumped from foot to foot as she playfully directed the chilly spray at his groin. She admonished him to get clean and he did as best he could in the cold air. 

"Mrs. Burke is home. She'd like to see you," she said, watching as he soaped his ballsack. 

He took the towel she handed him and dried as he followed her inside. A smile spread across her face as he wiped down the tight cheeks of his rear.

As they approached the door, a cracking sound grew. When he reached the door Richard identified it as the same one he'd heard coming from the second floor. This time he could hear the sound of a man crying out after each crack. There was no mistaking what was going on in the room. 

Sharon was smiling. "Looks like she's busy, let me just have a look- see." She knocked on the door twice before she heard the sound of Mrs. Burke telling her to come in. Sharon poked her head in though Richard couldn't make out what they said. 

She turned and looked at him, her grin wider than he'd ever seen it. "Just wait here. She'll call for you when she's ready." With a nod she left him waiting with his hands at his sides. 

Soon the cries ended and after a muffled scolding the door opened. A naked man a few years older than Richard leaped out and made his way shamefaced down the hall. Richard could see the tears fresh on his face and the swollen red of his backside. His penis was tiny and jiggled childishly as he scurried down the hall.

He heard movement in the room though he knew better than to enter without her permission. If he learned anything, he knew a woman's bedroom was a sacred place. It was her place of solace and comfort, only allowing the presence of a man when the lady deems it so. He wondered what hers would be like. Is she inside dressing? Maybe taking a shower? Though he was nervous and chilly he felt himself harden slowly at the thought. 

"Come in Richard." Her voice was loaded with authority, making him feel even smaller. Inside she was dressed in only a bustier, garter belt, panties and stockings. It made her seem taller and more in control. Richard stood in the doorway, watching as she fumbled in her dresser.

"Were you waiting outside?" He nodded that he was. "I suppose you heard Martin getting punished?" Again, a nod. She came to him, brushing his cheeks with her fingers. Her nails scratched along his cheek. "Don't worry, boy, you've had your whipping."

The mention of it shamed him and he felt his face redden. Her fingers ran through his hair. "I've heard good things about you though. You're coming along faster than any other man we've trained here. Emily will be very pleased." She turned away and reclined against the pillows on the bed

"I have what most would consider an enjoyable duty, though too often it's been more arduous than I'd hoped. From what's been reported about you, I'm expecting the former." Clarifying herself, point blank she said, "I'm to fuck you and see if you measure up for my daughter."

Richard gaped, uncertain what to think. Wouldn't that go against everything she wanted for her daughter?

As if reading his thoughts she answered, "As you can see from the treatment of my son, we're a very close family. Though this will only happen once, we will be closer than any woman is with her daughter's husband. You will love me as my natural children do and will begin to think of me as more than your in law. I'll be as close as your own mother. 

Richard looked over her semi prone form, her full breasts and heavy, womanly thighs and wasn't as put off by the idea as he'd thought. In fact he grew aroused thinking of laying with her. 

Hands behind her head, she stretched and parted her beautiful legs. he couldn't hide his erection and felt helpless in front of her. She gazed at the head of his cock as it filled in front of her eyes and smiled openly at his arousal. With a motion from her hand he went to the foot of her bed and, as she placed a hand on his shoulder, she pressed him down to his knees.

Her crotch was right in front of him and he saw the fullness of her sex and the outline of her lips beneath the thin veneer of lace. She guided his head between her thighs so the warm scent overcame him. Without asking he placed a gentle kiss at the center of her sex. She allowed this and sighed openly as he tasted the sweet slickness on his lips. 

Allowing him a moment to succumb to her scent, she reached beneath her and pulled the tiny panties down and off her legs. As if trained, Richard didn't stop. His lips caressed her velvet sex and, with two fingers, she held her lips. She opened like a flower before him so he could see the slick pink of her inner lips. Tentatively he reached out with his pointed tongue until it touched her warm flesh. 

She sighed happily and fully reclined on the bed. Her legs spread farther so he could see the round plumpness of her asscheeks. The deep smell of sex caused his prick to twitch anxiously. He wanted to take it in his hand for comfort but feared her reaction if he did.

She was happy now, a skilled, obedient boy licking playfully at her womanhood always calmed her. By the feel of him she was sure he'd do well for her daughter. 

The hand on the back of his head directed him and he began licking fervently. Her crotch pressed into his face as the sensation caused her to lose control and press her furred cunt against his mouth. All he could smell was her thick juices and softly curled hairs. 

Happily he sighed and felt the warm liquid dribble down his chin. Her eyes were half closed as she watched him taste her. "This is how you adore a woman. You can expect to be in this position a lot with my daughter. You will love her and adore her as a goddess," she explained. "This is the perfect place for a man."

Richard's chin pressed into her slit as she forced herself against him. The thin fiber of her stockings teased his skin as she stretched her legs over his shoulders. Licking her calmed him. Buried in the thick pubic hair of her crotch Richard found comfort. He no longer worried about his place in the family, he didn't worry about offending the women or the punishment that would always follow. As always happens, the feeling of being chin deep in the pussy of a woman brought about a certain feeling within him. 

It felt natural, as if it was where he belonged. Her thighs scissored slowly against his ears as her breaths increased. She grew wetter, until his face dripped with her. Then, just at the moment when she was about to peak, she pulled away. A sense of loss filled him for a moment and he watched as she turned. Her buttocks were full in his face, wide smooth cheeks that caused his cock to tense. Down on his knees, his position behind her made him feel smaller. He wanted to please her and obediently waited for her next command.

She stood close, so Richard could smell the heavy musk of her body. Her sex was damp and he knew she was close to orgasm. Already her face was flushed from his attentions. Reaching behind her, she unlatched her bra and looked down at him while her heavy breasts came into view. His mouth watered and Richard imagined the plush softness of her flesh, the warm taste of her in his mouth. 

Fists on her hips she looked down at him, almost challenging. "It's been a while for you, hasn't it?" He stared back at her until she spoke again. "Of course it has, boy." The scent of her and the sight of her full cunt in front of him cause his cock to shake, answering the question for him. A shiny drop of precome appeared on the head to slowly drip down the shaft. 

It had been weeks since Richard had slept with a woman and to break such a fast with a woman such as she; with her round hips and large, full breasts, made him tremble in excitement. Her foot lifted and rubbed the underside of his balls. Eyes closed, he sighed anxiously. 

"That's it. Feels good, doesn't it boy?" He nodded his head, grateful for any attention. 

Her knee traveled up his body, drawing his cock across her shin. His body leaned into her, allowing her knee to travel up his chest. Stopping just under his chin, she put her hand on the back of his head. Every part of his body was waiting for her command. He felt totally focused on her. 

Reaching down, her finger and thumb closed on his nipple. Roughly she pulled until he was standing before him. Examining him for a moment, she held his penis on the flat of her hand. "You are amply endowed. My daughter will be pleased." He blushed at the comment. 

He felt heavy in her hand and she grew a bit envious of her daughter. His penis was long and thick, perfect for pleasuring a woman properly. She imagined it sliding in and out of Emily's tiny body, causing her to squeal and cry like she always did when she was excited. As her mother it was her duty to test her potential husband and make sure he's suited for a woman like Emily. 

Not wanting him to get carried away, she slapped his shaft and gauged his reaction. He winced and quickly sucked in air but did not reach for himself. Twice more she batted his manhood, back and forth with her hand and he moaned pitifully each time. She knew it as a mixture of lust and fear that he felt and she smiled at the grimaces he made. His lessons were successful. He had learned his place in the family as one of obedience and acquiescing to the women. 

When she ordered him to lie back on the bed he obeyed as ordered. With hands on his knees, she pulled his thighs apart to get a better view of his full scrotum and thick cock hanging in the air. She hovered above him, looking down at him on all fours. The tip of his penis brushed the lips of her slit and he groaned. It was a soft, pleading sound that hardened her nipples. 




Emily's Choice Ch. 06



She bent forward, brushing her breasts on his waiting lips. He took to them happily, making childishly excited sounds as he suckled. Arms wrapped around him as she lay on top, feeling the warm touch of his skin on every inch of her body. His cock pressed urgently between her legs, right at the bottom of her cheeks. She clenched against it, trapping him between the warm flesh of her thighs. 

She rocked against him and he trembled, her nipple wet in his mouth. Without missing a beat, she slipped his length inside her. A loud cry of pleasure erupted from him and she steadily rocked on top of his prone body. He pleaded, his eyes looking up at her in desperation. When he moved to take her full ass cheeks in his hands and force her against him, she fought back, taking his wrists and holding them down to the mattress. He gaped at her, finally realizing his helplessness.

He felt wonderful, his tight, muscular frame and thick cock. It had been too long since she had had such an able lover and his body trapped beneath her filled her just as she needed. 

It wasn't long since she regained the peak his mouth had begun on her. Her ass bounded on him and slapped firmly against his aching balls. He had begun to rise; his climax beginning slowly, but the pain settled to a dull ache in his sack delayed his pleasure. Tiny wheezes came from his lips as he fought to steady himself against her. 

Unable to move or resist, he merely struggled against her persistence. She was coming and he was unable to slow or stop her movements against him. He endured her grip pinioning him to the mattress and the heavy softness of her ass punishing his balls. Gritting his teeth, he fought to allow the pleasure settle within him but just as it did she stopped and clenched the tender stalk of his cock.

It was like being trapped in a silken vise, gripping him in his most tender area. With one final pump against him she cried out. A wetness splashed against his sack and her body went rigid, sharp nails biting into his wrists where she held him. 

She cried out between clenched teeth and he felt the tremors shiver through her body and travel down to her crotch, where it shook his cock. He held tight, readying for his come, spurred on by her motions, right on the edge as she released him. 

Suddenly, just as he was about to spurt wetly inside her, his arms were freed and the heated weight of her body rolled off him. Lifting her leg, his throbbing boner slipped out of her sex with a wet sound. 

His body was heaving as she laid beside him and paced her breaths with his. Unconsciously he reached for his prick and began stroking. As soon as he did he felt her hand on his, pushing him away to grip the base of his shaft tightly. His lack of willpower shamed him and he blushed as she admonished him for his indiscretion. "Save it for my daughter," she commanded, pulling roughly on his prick. "You're hers now- that's hers now." She kissed him on the cheek. "Call me mom from now on. You passed."