248 The Mistress and Her Pet
Part 1 of 4
Todd walked into the house after a hard day’s work on the highway crew. He was sweaty, dirty, and smelled like road oil. It had been over 100 degrees today, and he was bone tired. He left his oil-soaked boots on the back porch and checked the refrigerator for an ice-cold Coke. “Ahhh, yes, mom had been to the store.” He popped the tab and guzzled half the can before he stopped.
Todd Walker was a young man in college who worked on the state’s highway program as a helper, part of the state’s program to give poorer college students temporary summer jobs. He was handsome, even cute, but he was a man’s man. He enjoyed doing manly work, such as construction and could carry his own weight. He was well-respected among his coworkers in the field. It gave him a sense of independence and self-control.
Todd's mom, Karen Walker, walked in from the living room and greeted her oldest son. "Hi, son, you look terrible. Was it a hot one today?"
"Mom, you know it was. I'm glad this is my last week before school starts." Then Todd thought, "Oh, by the way, any word yet if I have to stay in the dorm again this year, or did you come up with an off-campus room?"
Karen smiled at her handsome son. She was so proud of him for working this rough road job this summer to help pay for his college room and board. At first, she had worried about him. Todd was 20, only 5’ 7”, and weighed less than 140 lbs. He had a beautiful body and legs that most girls would love to have. His blond hair, winning smile, and white teeth would go far toward helping him succeed in life. Still, she wished he were stronger and bigger, so he could stand up to some of the local boys who were jealous of him being so popular with the girls. As a matter of fact, he had more girlfriends than male buddies. But today, her hard work paid off for her favorite son. She had found an unbelievable off-campus room for her son at a price well below the going rate. Karen smiled and waited for his reaction as she told him.
Todd pumped his fist into the air and let out a war whoop. "YESSSSS, YEEHAA!! Oh, thanks, Mom. This is the best news I have had all summer. You don't know how long I have worried about this!" then he asked, "Where is it? How much is the rent? Is it a private residence? Tell me, tell me!" Todd felt a tremendous load lifted off his shoulders.
Last year, as a freshman at the University, he had gone through continuous hazing and ridicule. The jocks took great sport, making fun of his small size and boyish looks. They ridiculed him, telling him he would make a gorgeous cheerleader. He had even heard the guys talk about him as effeminate - "fuck, he's prettier than most of them!"
And it was not just the guys that bothered him. He eventually formed a friendship with a group of girls he had classes with, but he found they treated him more like a girl than a man. Even though the women did not intend to be mean. Guys picked up on that and spread the rumor he was gay. Which caused him even more trouble. Some guys were always trying to hit on him, and he was just tired of all the bullshit.
His mother drives him to school?
Now, at least, he would be out of that environment and with real people. He did not know them, but he knew he could always make friends with them. He was well aware of his good looks and personality. Todd was nervous as his mom shut the car off in front of a gated residence. She rang the buzzer on the post and waited. A woman's voice came over the speaker, "Yes, may I help you?"
Karen winked at Todd, gave him a thumbs-up, and whispered, "Classy place, huh, Todd?" She then turned toward the speaker and said, in her most pleasant voice, "Hello, this is Mrs. Walker and my son Todd."
The speaker came to life with a cheerful voice. "Yes, welcome. The gate will open automatically. Just drive on in. I will see you at the front of the house, Mrs. Walker.”
Todd was amazed. This was unreal. He had never lived in any place as grand as this. He asked his mom again, "Are you sure this is right. Why would anyone rent a room in a mansion like this for a lousy $100 a month?”
Karen assured her son that everything was on the up and up. Miss Jacobs had told her that she enjoyed having younger college students living in her home as it helped keep her young too. Todd was about to go nuts with excitement in such beautiful surroundings. Now the girls would be impressed, and the boys would just have to eat their hearts out. Todd could see that his social life would take a serious upswing. Miss Jacobs was coming down the sidewalk as Karen drove up and squeezed Todd's hand in excitement. "What do you think, honey?"
Todd quickly pulled his hand away before Miss Jacobs could see the intimacy between his mom and him. "Mom, I'm speechless as he looked at Miss Jacobs! I had pictured her as an old lady, but she’s really young-looking, kind of."
"I wish you had let me take out a loan for a car, though. I will look silly being a sophomore in college and still riding my bike." Karen looked at her son lovingly and reminded him that money for her did not grow on trees and that they had just seen many guys riding bicycles. Todd was immediately sorry for complaining. "I'm sorry, Mom, you have done well. I hope to repay you someday for being such a wonderful Mom."
"Honey, I love you and am so proud of you. I want the best for you, and staying with Miss Jacobs will be a wonderful experience for you as she seems so cultured. Todd, be compliant and don't complain about anything because you will disappoint me if this does not work out. Todd saw tears running from his mothers' eyes and reassured her that he would make Miss Jacobs like him. She would not get any complaints from her about him.
After a short introduction outside, Miss Jacobs ushered them into the house, where some refreshments were waiting. She picked up the phone and told someone to please unload the luggage and bicycle from Mrs. Walker's car. Todd immediately spoke up. "Please no, Miss Jacobs, I can get it. I don't want to be a bother."
Miss Jacobs smiled at him. "Nonsense, child. I saw the size of your luggage, and that bicycle is up too high for you. I have a boy here working for me, who is much bigger than you. I’ll give it to him." Todd turned beat red, being embarrassingly humiliated in front of his mother and called a child too. Miss Jacobs saw his reaction and smiled, saying, "Honey, don't pout. I'm sure you will grow in a few years." Todd glanced at his mother and saw the worried look on her face. He knew he had over-reacted and thanked Miss Jacobs for her kindness.
Miss Jacobs walked over to Todd, gave him a polite hug, and kissed the top of his head, saying, "Dear Todd, you and I are going to get along just fine, and I know you will just love it here. Todd's mother smiled broadly at both of them and knew that Todd would be fine here in this beautiful home with the kindly Miss Jacobs. Miss Jacobs led them into her office area, where they spent the next hour enjoying coffee and sandwiches. Miss Jacobs even had a glass of punch for Todd. As Miss Jacobs visited with his mother, Todd had a chance to look Miss Jacobs over. He realized she was beautiful, even though she was a little overweight. She was probably around 6 feet tall and had ample breasts. He chuckled to himself, thinking maybe I would get lucky and get to see her naked sometime. Todd hated to see women so tall. Why couldn't he have been 6 feet tall himself?
When Miss Jacobs excused herself to check on his luggage and bicycle, Todd yawned, suddenly feeling very tired. He suggested to his Mom that she make her exit, so he could get settled in. Karen agreed and hugged Todd when Miss Jacobs returned. Karen kissed her son and made him promise to obey Miss Jacobs and to make sure he helped out at the house to repay her for her gracious arrangements. Miss Jacobs led Todd's mother out to her car, they exchanged hugs, and soon Karen Walker was out of the gate, leaving her son to a fate she could never have envisioned in her wildest dreams.
Miss Jacobs returned to her office and smiled at Todd, who seemed almost asleep on the leather chair. As he heard her high heels clicking on the hardwood floor. He tried to focus on her but was having trouble doing that. Miss Jacobs, or Sheila Jacobs (as she was known), sat down on a leather sofa opposite him. Todd watched her as she smiled a peculiar smile and watched her crooked her finger at him, saying, "Come over her honey and sit on your owner's lap. Todd didn’t think of those words in any particular way. He just got up from his chair, walked over to Miss Jacobs, and sat carefully on her lap. Todd's mind was fuzzy, he couldn’t focus well, and yet he knew something was different. But what the hell? This whole mansion thing was different.
He was sitting on his landlady's lap, and she had referred to herself as his owner. Sheila then pulled Todd closer to her and whispered words that sent his heart racing and his pulse into high gear. She pulled his face to hers, brought her full lips to his, and slowly inserted her tongue into his mouth. Her tongue went slowly and lovingly in and out while her hand unzipped his fly and brought out his stiff penis. It sprang into the air like a shot as its new owner softly fondled it, wiping away the precum with her finger.
Sheila Jacobs held the glistening wet finger in front of Todd's eyes and gently put it to his lips. Todd stared blankly at her beautiful face, lost in the lust that had overtaken him and unable to do anything except what he was doing. Her finger probed his lips, and he opened his mouth slightly. The finger with cum on it was invading his mouth, and he held it with his tongue as it slowly moved in and out, leaving the sticky substance to acquaint itself with his taste buds. Miss Jacobs softly whispered to her new soon-to-be-slave, telling him to eat the cum like a good girl.
"You will soon be my little girl. Your Mommy has given you to me to use and train. Do you understand that, sweetheart? I want you to suck harder on my finger to signal that you understand that you now belong to me and must obey me totally. Do it now, honey." Todd sucked the finger as he looked into the eyes of this beautiful woman holding him tightly on his lap as she gently massaged his stiffening dick. Todd was not thinking in terms of who owned him. He was just enjoying the loving touches on his fully hard dick.
Miss Jacobs whispered instructions to Todd. He slowly removed himself from her lap and unbuttoned his shirt while she unfastened his belt and zipper fly, then slid his pants down to his ankles. Todd sat on the floor and took off his shoes and socks, exposing his beautiful feet and cute little toes as he dumbly followed her instructions. He stood there in only his underwear. She did not want him to remove those. That pleasure was for her to enjoy.
“Come.” She wiggled her finger again, and he stepped over to her. “That’s my little girl,” and she slowly slipped his Jockey’s down. He lifted one foot and then the other to be deprived of the last of his clothing. Completely naked now, Todd sat back down on Sheila’s lap. She loved this part of the procurement. From as far back as six months ago, when Todd's application came up for private housing, she felt Todd was the best of all the candidates seeking a place to live off campus. She investigated him and his mother, and among a great deal of personal information, Sheila found that money was a big issue for the Walker family. So she lured Mrs. Walker with a very low rent offer lower than the on-campus dorm-rent.
This is how Todd, her new property, came to be sitting naked on her lap, still under the effects of the drugged punch. It had all been captured on camera, which was still filming, as the naked boy listened intently to her whisperings. Lost in lust, he obeyed her instructions. He played with himself knowing it was ok and it was pleasing her. He was careful not to climax because she warned him that that would anger her. He looked at his hands, rubbing his dick as if he were in a dream. She continued to talk softly to him. He was alert to any precum appearing. He was to catch it with his finger and lick it off and then get back to the slow masturbation that he had grown to love over the years. Back then, beating off was always couched in feelings of embarrassment or immorality. Here, now, he felt none of that. He wasn’t even doing it for his own pleasure. It was for her and only for her enjoyment.
Miss Jacobs told him how happy she was that he was there and that he would please her as long as he obeyed. Then she whispered,
“But, if you disobey me, I’ll send you home to your mother and tell her how awful and disrespectful you have been. You know that will bring your mother great disappointment and shame. Can you imagine how hurt and offended she would be if her son were engaged in totally indecent behavior?”
Miss Jacobs was rewarded by the tears in his eyes as he pleaded, "No, please no, Miss Jacobs. Please don't send me home and cause my Mom so much grief. Please no. I promise I will obey you, and you will like me. I know I can be likable. I will find a way to have you like me. I know it." He said that without knowing how much she loved her little Todd.
Miss Jacobs was smiling and pleased that everything was going as planned. She played with his nipples as he pledged his obedience to her and as tears rolled down his face. All the while massaging his very hard, respectable-length dick. Sheila was thoroughly pleased with herself. Her plan had gone off without a hitch, as had the others.
Now she told him to stand up and follow her to her desk. She pulled a folder out of the drawer and arranged some papers before him. "These are papers that you need to sign, honey. Use this pen and sign each at the bottom of the page." Todd took the pen, thanked her, signed each paper without seeing what they were, and returned it to her. "Now, Todd, I asked you to come to school two weeks early to learn what was expected of you. Your mother was told you would be working here, so you shall. I want you to leave your clothes here and follow me. Your luggage is already in your room." Todd followed, keeping his eyes on the swaying, dressed-covered buttocks before him.
Upstairs, Miss Jacobs ushered him into his room, which was bright and cheerful. Todd stared at the huge bed and other large furniture. It made him feel as if he were a child. He would have to get a run at the bed to get in it. The two chairs were also big. She told him his clothes had been put away for him and that he was to shower, get into bed, and take a short nap. She pulled him to her and entered his mouth with her tongue, holding him as he went limp in her arms. "Stand up, sweetheart. Did I tell you to stop playing with yourself?" Todd's hand returned to his penis, and he apologized for forgetting. "You must learn to obey Toddy. Now take a shower and jump into bed.”
“Ah … my pajamas? They’re in my suitcase?”
Miss Jacob was so comforting in her pleasant, soft-spoken voice. “Sweetie, all your clothing was already removed from your suitcase and taken out back and burned. You are not to wear any clothes unless I instruct you, and those items will be given to you. Do you understand?"
"Yes, Miss Jacobs, I understand."
"When you are in bed, you will think about obeying and pleasing me, but you will not play with yourself. If you understand me, get down on your knees and kiss and lick my shoes, NOW." Todd dropped to his knees and began kissing and licking Miss Jacobs's shoes while his penis bobbed up and down, fully erect. Miss Jacobs smiled and said, "Enough, slave. There is a glass of warm milk for you on your nightstand. Drink it all, shower, and go to bed. I will come for you after your nap."
Todd looked at her beautiful ass as she walked out, then looked at his cock, which still stood straight up. It was bobbing. Todd got up quickly, went into the bathroom, and shut the door. His face was flushed with lust, and he furiously masturbated his cock in rhythm to his deep breathing until he ejaculated into his hand with a moan as he sank to his knees next to the toilet. The sperm kept coming until it spilled out of his hand onto the floor. Slowly he recovered his senses, and he started to wash the cum off his hands. Todd took some toilet paper and wiped the cum off the floor, and then carefully made sure he flushed it down the toilet. After his shower, Todd drank his warm milk and jumped up into the bed, completely naked, and was soon fast asleep, dreaming of the beautiful woman who was so dominant over him and who played with him.
On her office monitor, Miss Jacobs watched the young man sleeping peacefully as she had watched him beating off on the bathroom camera. She had been pleased he couldn’t help himself from jacking off over her. Cameras had been placed all over the house so that nothing escaped her attention. All cameras were set to run when movement activated them. The milk he drank contained a drug that would partially cleanse his memory of what had happened between him and Miss Jacobs. However, it would leave enough of his memory that he would not be able to know if it were only a dream or if it did indeed happen. She so enjoyed the beginning of his trip to utter depravity.
It was going to be like an ambush. What chance did his 20-year-old innocent mind have against her 45-year-old cleverness? She would weave a web around his mind that would be impossible to break out of. She could force him into any situation her mind could conceive of. This boy would be given multiple personalities, from straight, to gay, to fem, to slut. That would make him a valuable piece of property. Men and women with different jaded tastes would find him exactly what they wanted, and they would pay handsomely for his services. In two hours, she would begin to play with his mind and emotions and fuck him inside out. She was still working on his college schooling. It would be a problem with his training.
She had made a few discreet phone calls and had two of Todd's future clients working on the problem. He would be dropping out of college this week without his knowledge. Records were being changed so that any notification or correspondence to his mother, Mrs. Karen Walker, would be sent to Miss Jacobs. As soon as Todd was prepared to talk to his mother on the phone, he would do so to assure her that everything was great. But first, his real schooling needed to commence.
Sheila walked silently into Todd's room and smiled her wicked smile. She said his name softly. Todd stirred but did not awaken from his drug-induced nap. She slipped off her robe and got into bed with him. She snuggled up to him, and his eyes were half-opened to see his new Landlady in bed. She guided his hand to her breasts and listened to him moan. She whispered to him softly, "My little girl Todd, my little girl Todd, my little slave girl Todd, my little slave girl Todd." Over and over, she whispered to him. Then she changed the phrase. "Todd is my little sissy girl, aren't you, Todd?" and, “Kiss and lick my shoes, little sissy slave girl Todd. Beg to lick my pussy and my ass, little sissy Todd." and "You are my slave, and you must obey me, or I will hurt you, sissy Todd." and " Stick your tongue out if you understand me, sissy." Todd moaned in his sleep, and his tongue came out of his mouth and was met with Miss Jacobs’ tongue. She pushed her tongue into his mouth and explored his mouth. Her hand caressed his rock-hard cock and cupped his balls, gently squeezing them. After an hour of talking and fondling her new property, she gave him final instructions to follow when he awoke from his nap.
"When you wake up, sissy Todd, you will drink the glass of juice on your nightstand. You will drink it all. You will then come downstairs completely naked and come to me in my office. You will sit down on my lap and play with yourself, do you understand? Stick out your tongue if you understand, sissy Todd." Todd's tongue again came out, and Miss Jacobs slipped out of the bed, picked up her robe, and walked out of the room. Todd slept on and dreamed of the beautiful Miss Jacobs, who loved him. Todd's eyes slowly opened, and he stared at his surroundings without moving. He was groggy and felt exhausted and desperately tried to orient himself. A noise was coming from something.
Finally, he sat up in bed, saw the clock radio, and reached over and shut it off. Next to the radio was his glass of juice. Which he picked up and sipped on while he tried to clear his mind. He was alone and naked, but had he been dreaming, or did Miss Jacobs sleep with him? He tried to sort things out, but his mind was still fuzzy. He looked down at his cock and saw it waving back at him. His hand went down to it, and he began massaging it. He was so horny and wanted to cum, but the dream returned to him, and he remembered that he was to go downstairs right away and sit down on Miss Jacobs’ lap and play with himself there.
Todd had never felt like this before. His heart was racing. He wanted to go to Miss Jacobs, but something in him said what if this was a dream? Could it have been a dream? Was Miss Jacobs naked in bed with him? Was he in some exciting dream when she told him all those words? Suddenly he looked at the glass of juice in his hand. Sure, he remembered she told him to drink all of the juice. Yes, he thought, it was real, and she was waiting for him downstairs. Todd took one last gulp and finished his juice. He wanted to be in Miss Jacobs’ lap, with her playing with his cock. She was so beautiful, and he had fallen in love with her. He headed out of his room, holding his cock and with his bare ass swinging. Walking down the stairs. Todd grabbed the handrail. He wondered why he felt so dizzy. It would be embarrassing to fall down the stairs, he thought.
He reached the bottom and walked to Miss Jacobs’ office. She was sitting on the sofa, holding a newspaper in front of her. She didn’t see him. He walked up to her and waited, not knowing what to do, but something in his head reminded him that he was to sit down on her lap and play with himself. Todd sat his naked ass down on his beautiful Landlady's lap and grabbed his cock. Miss Jacobs screamed and jumped up, dumping Todd down on the floor. "YOU FILTHY BOY!" she screamed. "WHAT DO YOU MEAN BY COMING INTO MY PRIVATE OFFICE NAKED AND ATTACKING ME!" She continued, “Shame on you, and after all, I have offered you such cheap rent. You treat me like this?" She paused. Todd was in shock, to say the least. "WELL, WHAT DO YOU HAVE TO SAY FOR YOURSELF, YOU LITTLE PERVERT! I'M GOING TO CALL YOUR MOTHER RIGHT NOW!"
Todd was crying. Everything was so unreal. He wanted to plead with her to not call his Mom but never got the words out.
"I am so disappointed in you and shocked that you would think you could attack me after only being here a few hours!"
“I … I’m … I’m so sorry. I’m …”
"AND YOU WERE PLAYING WITH YOUR PENIS TOO!" Todd was crying uncontrollably and was on his knees, rambling and sobbing. He was almost out of his mind with fright. What had he done? What was happening to him? He had dreamed of a sexual fantasy and thought it was real. Now, he was ruined. His mother would die of embarrassment and shame. His brother would find out too, and everyone else. He was so humiliated and scared. He crawled on his knees to Miss Jacobs, holding her cell in her hand.
"Please, Miss Jacobs. I am not well. Something is wrong with me, and I am so sorry! I will do anything to make it right for you, but please don't tell my Mom…it would kill her!" Then he added, "I had a dream, and it seemed so real and, oh, I don't know why or how I could have done such a thing!” He burst out crying. “I promise, I have never done anything like that before, and I will never do it again! Please give me a chance to make this up to you. I will work for you all day and night, but please don't call my Mother, please!" Todd was shaking and crying so hard his tears were all over the beautiful hardwood floor. Miss Jacobs was bursting, on the inside, with joy at his breakdown. She had the little pussy boy right in her hands.
It had been so easy. His sheltered upbringing, with no man in the house, had made him easy prey. She sat down in a chair, held her hands to her face, and faked a good cry, causing Todd to kneel down to kiss her shoes while still slobbering about how sorry he was and begging for forgiveness. Sheila Jacobs was excited as she looked down at the naked boy kissing her shoes. Her shoes were getting wet from his tears, and his penis had gone soft and shrunk to half its normal size. She could see he was petrified. His Mother had not even gotten home yet from bringing him to her, and already she had him shivering like a dog with his tail between his legs.
She stood up and walked away from him, crying, "I should call your Mother or the police." Todd crawled after her on his knees, begging, "Please, Miss Jacobs, I will do anything if you give me another chance, anything you say. I will work for you and do anything, but please let me stay." Sheila stopped crying and turned around and looked at him, utter desperation showing on her face.
"So, young man, do you like being naked?"
Todd cried, "No, Miss Jacobs, I think I am sick or something. I don't know what has happened to me! I have never done anything like this before. I am so sorry. Please, I will do anything for you. Please let me stay and show you, please!” There was thoughtful silence on both parts. “I will go upstairs, put my clothes on, and come back down, but please don't call my Mother or the police. I promise I will be so good!"
The Mistress and Her Pet
Part 2 of 4
Miss Jacobs stamped her foot down on the floor hard and screamed at him, "NO, YOU DON'T! Until I decide what to do about your filthy behavior, you will wear NO CLOTHES! YOU DON’T DESERVE TO WEAR A STITCH OF CLOTHING. DO YOU UNDERSTAND ME?!"
Todd cringed as Miss Jacobs stooped down, stared at him in the eyes, held his chin, and dared the boy to disagree or defend himself. He was going to be naked indefinitely, period!
Todd hastened to agree with the angry woman. "Yes, Miss Jacobs, whatever you say, Miss Jacobs!" Todd's hands were in front of him in an attempt at modesty as he still shivered in fear.
Miss Jacobs sat down on the sofa again and eyed him as she made his humiliation complete. "Put your hands down to your side, young man. You seemed to have wanted me to see your privates earlier," Miss Jacobs sneered at him. "I am inclined to give you a chance to make amends, Todd, but if you show me the slightest disobedience, I will call your Mother. But the police are another matter. I think your crime should be officially recorded. Miss Jacobs stared at him and hissed, "Do you understand?"
Todd thanked her and thanked her. "Miss Jacobs, I promise you won't be sorry. I will do everything you say or want me to do. I promise, thank you, thank you!"
She lowered her eyes to his penis, and Todd turned red with embarrassment and shame. "It would seem that little protrusion between your legs is causing your problems, wouldn’t you agree, Todd?" Todd's embarrassment was total, but he knew better than to disagree with Miss Jacobs, so he nodded in agreement. Miss Jacobs seemed in deep thought as she kept her eyes squarely on his penis. Todd suddenly realized he was slowly getting excited and knew his penis would show it in a moment. He stood naked before the beautiful Miss Jacobs, trying to think of other things. He thought about baseball and football, but the desire to beat off took over all his other thoughts. His penis was nurtured with erotic thoughts, and it sprang to life in defiance of his efforts to the contrary. Miss Jacobs laughed to herself at his predicament. She had purposely uncrossed her legs and allowed Todd to see the top of her nylons, and he had lost the game.
"TODD," she screamed at him, then grabbed his ear. She marched him over to the corner of the room and held his nose to the wall. "You will stand in this corner until I tell you to move. DO YOU UNDERSTAND ME?" Todd stood shaking and crying uncontrollably. His penis had once again retreated, and his balls had disappeared. He could hear Miss Jacobs talking on the cell to someone. She told him there had been a problem with one of her students, and he could come over and tell her what she should do. Todd was frightened beyond belief as his tears continued to fall.
Miss Jacobs approached him and began talking in a soothing voice as her hand gently wiped tears from his eyes. "I don't know what has happened to you, Todd, but I will try and help you if I can. Would you like me to help you, honey?" Todd could only nod as Miss Jacobs' hand softly petted his naked shoulders and back. She continued, “I have an acquaintance who is a police officer. He is coming over to visit with me about what to do about your behavior towards me. He is probably going to want to talk to you. I suggest you listen to what he says because he will try to talk me into filing charges against you! You’ll be tossed in jail! If I am going to be able to help you and spare your Mother a great deal of pain and hurt. You will have to learn to obey completely. Do you hear what I am saying, Todd?"
“Yes, Miss Jacobs, I will obey everyone, I promise. Please give me a chance to show that I am a good boy. I promise I will obey you."
Miss Jacobs smiled as she lightly lowered her hand down his back, teasingly caressing his bubble butt. She was watching as his cock started growing again. She turned Todd around, hugged him to her, and let her hands rest on his ass cheeks. She felt his hard-on poke her. Todd threw both arms around her neck and continued crying. "There, there, my little sweetheart. I will try and talk Mr. Allen out of filing charges against you, but you must promise not to cause any more trouble, especially with him. Do you understand, Todd, honey?"
"Yes, Miss Jacobs," Todd sobbed. Sheila patted his ass cheek with her hand, and before turning him back to face the wall, she lightly ran her fingers down Todd’s ass crack and touched his pucker as if by accident. "He should be here any time now, and I think it would be wise for him to see you being punished, don't you, Todd? Todd was embarrassed to think a man would see him standing naked in the corner like a small child. So, he asked Miss Jacobs if he could please put some pants on before he arrived. "Oh no, Todd," Sheila quickly said."It would be better if he sees that you are being punished this way, and then I can talk him out of taking you to jail."
"Yes, Miss Jacobs," Todd meekly answered as his ass cheeks turned bright red as he stood facing the corner.
Todd heard the doorbell ring and watched Miss Jacobs' high heels click across the floor. He heard a man’s voice talking, and then a door shut. They had entered another room, and he could faintly hear them talking more. It seemed to Todd as if he had been in the corner for over an hour when he finally heard the door open, and footsteps cross the floor.
Miss Jacobs spoke. "Todd, you may turn around now and say hello to Sergeant Allen." Todd turned around and stared into the face of Sergeant Allen. He must have been at least 6’ 6” and was not smiling. Todd's already soft cock and balls retreated even further as Todd could not control his trembling. Miss Jacobs continued, "Todd, Sergeant Allen seems to think he should take you in and book you, but I am not so sure." I have asked him to at least talk to you before he makes up his mind, and then I will have to abide by his decision. I'm sorry. I have an appointment at the beauty shop, so I must leave. Sergeant Allen has agreed to stay with you and interview you before he decides to put you in prison. I will be back in about two hours. Please obey Sergeant Allen for me, honey."
Miss Jacobs then grabbed her coat and went out to her car. Sgt. Allen and I were alone in the house, and he stood there staring at me. I finally broke first, saying, "Listen, Sergeant Allen, I'm really sorry for what happened. I can’t explain this logically but …"
Before Todd could say another word, Sergeant Allen stepped forward. His hand shot out and slapped Todd across the face. Knocking him into the wall where he slid down to the floor, stunned. Sergeant Allen then calmly reached down and, grabbing a handful of Todd's hair, slowly pulled him up to a standing position. His face came closer to Todd's, and he smiled, saying, "What you say and what you do between now and when Miss Jacobs comes back will decide your future for the next 15 years and will indeed tarnish you for the rest of your life. See? Do you hear me punk?"
"Yes," Todd murmured, “Yes, Sir, Sgt. Allen.” Then he exhausted the scary thought, “I’m going to prison?”
Sergeant Allen smiled. Sheila had accurately described the boys' freaked-out demeanor. If he had any balls, they had been left behind with his Mother, he thought. He always liked this part of the breaking-in process. In less than 6 hours, this boy’s life had been turned upside-down, and his destiny potentially changed from college grad to prison inmate. Here was a young man. Full of excitement at being away from his Mother and in college. Living in a beautiful mansion with a beautiful woman. He had been thinking of having girls over to show them he now lived in sumptuous surroundings and hoping to get into their pants, but now … well, now Miss Jacobs had him by the balls, such as they were, and Sergeant Allen was here to convince him that he was now totally owned and operated by Miss Jacobs. He would not be going to college. He would not be fucking girls. He would not even be masturbating (unless he was given permission). Yes, it was safe to say his life would never be the same again.
Sergeant Allen pulled Todd along to the bathroom and to the toilet. "Piss now." Todd reached down, took his penis in his hand, and immediately peed long and hard. When he was done, Sergeant Allen pulled him by his hair again to Miss Jacobs’ office and locked the door.
Sergeant Allen led Todd into Miss Jacobs’ office, holding him by his hair. Completely naked and shaking with fear, Todd stumbled along, trying to keep from falling. After entering the office, Sergeant Allen locked the door. He let go of Todd's hair and smiled again at him. Then started slapping his face back and forth. Todd cried hard but did not try to defend himself or prevent the blows. In his heart, he knew it was what he deserved, and this slapping might be what kept him out of prison.
Todd weighed almost 120 lbs. and was a mere 5’ 3” tall. The man abusing him was at least 6’ 6” tall and well over 250 pounds. Sergeant Allen talked to him as he slapped him. "I understand you tried to rape Miss Jacobs. Is that right, punk?"
Todd cried and stuttered, "No sir, I didn't. Please believe me, sir!"
Sergeant Allen let Todd go, sat on the couch, and eyed the naked 20-year-old boy. Miss Jacobs had a beautiful one here, he thought. He was going to make a great sissy girl and a wonderful cocksucker. He wanted the boy to be sucking on his cock now, but he restrained himself. No, this must be set up correctly to ensure Todd’s cooperation. And to do that, he needed to continue to plan his assault on the boy’s mind. The boy would be sucking his cock within the hour, but first things first. The setup would have to be completed. Miss Jacob's idea of using the drug that kept him drifting in and out of reality always worked well. When Todd was deeply under the effects of the drug, Miss Jacobs used her soft voice and soft body to send his hormones into high gear. Then, when he was returning to reality, He didn’t know it, and so continued to be the person he was when he was under the drug. Miss Jacobs was indeed turning him inside out emotionally.
"Now," Sergeant Allen told Todd, "tell me your side of the story. Did Miss Jacobs seduce you or give you any reason to think she wanted you naked and on her lap?"
Todd thought quickly to himself. If he said anything against Miss Jacobs, who wanted to help him, Sergeant Allen would tell her, and she would be done with him. He would go to jail for sure. He had to protect his relationship with her. Todd told Sergeant Allen that he thought he was having some kind of illness spell and couldn’t explain his horrible actions. But he assured him that it would never happen again if only he could give him a chance to prove that he was a good and decent man.
Sergeant Allen knew from experience with past boys that Sheila had owned that now was the moment he had been waiting for, the moment when he would destroy Todd's old life and give him his new one. He spoke loudly. "MAN? You, a man? That is the funniest thing I have ever heard of in my life. Look at you. You're so tiny, like a girl. Look at your body - you have the body of a girl with pretty legs and a great ass!"
“Todd was silent but shaking his head “no.”
"Fuck, boy, you're a girl! Look at you, crying again. That's what girls do. They cry! You're a girl, Todd. Tell me you're a girl, I want to hear you say it, and you had better say it, or you're going to jail sure as I'm sitting here.”
Todd looked down at the floor and saw his penis getting larger as he repeated the words, "I am a girl, I am a girl, I am a girl."
Sergeant Allen gloated. "See there, saying you are a girl gives you a hard-on! And girls don't get hard-ons, do they, pussy boy?"
"No, Sir," replied Todd.
"Get your sweet ass over here, pussy, and lay down across my lap and do it NOW," Sergeant Allen yelled at Todd. Todd was shaking and crying again as he hurried to comply with the orders. The Sergeant pulled him down and moved his hands over the boy’s ass, and could feel Todd's hard cock on his legs. He told Todd he would be spanked for trying to rape Miss Jacobs and getting a hard-on without permission. And he told him that he fully expected him to cry, as little girls do when spanked. Todd was also warned that he had better not attempt to get off his lap, or he would immediately take him to jail.
Frank Allen was a city police sergeant and had been one for 7 years. His relationship with Miss Jacobs had begun 2 years prior when a naked young man had waved him down a dirt road just west of town. The man had babbled on about a woman keeping him captive and that he had escaped with no clothes because she had taken them from him. The guy was probably about 21 and had a very slight build. He was about 5’ 7” and weighed probably 150 pounds. Frank locked him in the back of the police car and visited more with him, getting as much information as he could. It seemed that the boy lived with Miss Jacobs and had a falling out with her for some reason. He decided it would be prudent to check this out before making a report or notifying anyone.
He told the boy that they would go and talk with Miss Jacobs now and for him to shut up and not say anything until he was asked to speak. The boy agreed and sat shivering, holding his hands in front of his dick. Frank drove to Miss Jacobs' mansion. He took the boy by the arm and rang the doorbell. Miss Jacobs opened the door and immediately thanked him for finding her student resident, who had been upset by some discipline she gave him for disobedience. The boy had tried to break away, but Frank held him firmly by the arm and pushed him into the house. Miss Jacobs grabbed him by the ear and took him into her office. She told the Sergeant that the boy had walked into her office naked and was quite aroused, and had gotten fresh with her.
Sheila Jacobs actually knew a great deal about Sergeant Allen. When she moved into this neighborhood four years before, she had her sources investigate the powers that be. From the Mayor on down, she knew things about them that most local people did not know. She knew, for instance, that the Mayor, John Willows, was having an affair with Karen Weller. She knew that Betsy Prose, a teller at the bank, had been caught embezzling and was being blackmailed for sexual favors by the bank president. She also knew Sergeant Allen, who was divorced and living alone, liked young men.
Sheila Jacobs quickly formulated a plan to utilize Sergeant Allen's position and penchant for young men. On one set-up occasion, Sheila spanked the boy's naked ass in front of him to see his reaction. The sergeant got a huge hard-on in his pants just from watching. She allowed the boy to struggle off her lap and resist her. Frank Allen jumped in to help her by grabbing the boy. She feigned injury to her hand and thought she should go to the doctor to check it, but she did not know what to do about the boy who attacked her. Sergeant Allen volunteered to watch him until she got back. He told her she could decide then if she wanted to press charges of attempted rape. Sheila thanked him for his thoughtfulness, quickly got her car keys, and said she would return as soon as possible. During her absence, Sergeant Allen spanked the boy, sucked his dick, and even beat off in front of this 21-year-old.
When she returned home, she told the Sergeant that she must have left the camera on and that he could stay and watch the video with her. Sergeant Allen became alarmed at finding out she had recorded his sex session with the boy. She calmly popped the tape out, handed it to him, and told him to relax. She knew he liked young men and told him that she did too. The big surprise was when she asked him to help her find new young men to train. “If you could help me part-time, I’ll make it worth your while. You see, for your part in helping me procure and train a new boy, your cut would be about five grand.” The sergeant told her he would be honored to join in on her efforts.
Now here was Todd, naked and across his lap. "So, you like to prance your cute ass around naked, is that right, pussy boy? Did you really think that you would be able to fuck Miss Jacobs? That would be like a toy poodle trying to fuck a Great Dane, you little pussy. What were you going to do, stand on a chair?" Frank laughed.
Todd was frightened and embarrassed, but why was he having this raging hard-on? This big man treated him like a little girl, turning him on. “I am lying naked on this man's lap, and as he feels my ass, I get a hard-on,” Todd thought. Todd turned his head towards the man and voiced his objection as respectfully as he knew how. "Sergeant, Sir, I am not gay. I don't like boys. I like girls. Please, sir, let me go."
Frank smiled. It was so sweet to think that this 19-year-old boy was objecting to being treated like a fag. What was funny, though, was that in a few minutes, he would know that not only was he going to be gay, but he would also be a gay slave. Sergeant Allen continued to set him up for it. "Listen to me closely, Todd. I have a jail full of tough, white, and black guys who would be sooo happy if I brought you to jail. They would be fighting to see who owned you. Do you know why, Todd?" Todd shook his head slowly. "Because whoever owns you will fuck your mouth. He will fuck your ass, and he will be so tired from fucking you that he won't be able to get out of his bunk to take a piss. But he won't have to, Todd, pussy boy, because he will have you."
Todd shook his head. “No.” He did not want to believe any of this. He didn’t understand it, but he also wanted it not to be true.
"Your inmate owner will snap his fingers and point to his cock. That would be your signal to rush right over to him and insert his cock into your mouth, so he could relieve himself. Your job would be to drink his piss without spilling any. Do you know why you will obey him, Todd? Because, in the beginning, you will disobey, thinking that you aren't gay and that you are a man. But after being beaten to within an inch of your life, you will do exactly as you are told." Frank gently pried his ass cheeks apart and caressed his crack as his finger slowly inched inward toward his pucker. He could feel Todd's' cock twitching and knew from his labored breathing that he had lost another round in the game of seduction. Todd felt the police officers' fingers invading his ass. One finger was inching closer to his asshole. No one had ever done that before, and he knew he was not a man after all. He knew he was more of a girl than a man. This man was right, after all. Todd realized right then that he was being used by a bigger male than he was, and it served him right for only being 5” 3”. It served his mother right, too, for leaving him in this place where his life had fallen apart so quickly. He suddenly realized that it was exciting to be at the mercy of this man. He knew he did not have to pretend he was a man anymore. Why didn't he accept this truth years ago, when all the other kids called him homo, queer, pussy, cunt, and made fun of him?
He had wasted years trying to be a man, but now he knew the truth. He was meant to serve stronger people, obey them, and make himself useful so they would be pleased. "Ughhh, this man’s finger is pushing into my asshole.” Todd thought to himself. Todd found himself helping to spread his ass by moving his legs a little farther apart. Sergeant Allen noticed this helpful movement and praised him for it. "That's right pussy boy, you're a good girl now." Todd actually felt a bit of pride to be praised by such a big, tall man as this police officer. "This is what you were destined for. This is what you were built for. Are you listening to me, Todd?"
Todd winced as the finger probed his rectum, "Yes, sir," he replied. Frank withdrew his finger and brought his hand down hard on Todd's' ass, WHACK, WHACK, WHACK, WHACK, WHACK. Todd yelled loudly and began crying again. He had never been so much as in a small fight and could not remember being spanked by his Mother. "Listen to me, Todd. You need to show me respect. You do not answer me or Miss Jacobs like that again. You will show me proper respect by addressing me as ‘Master’ when we are alone and ‘Sergeant Allen’ when others are around. Do you understand? Answer me?"
"Yes Sir, Master, thank you, Master," Todd cried.
"Good girl, good girl," Frank praised him. "Now I must ask you for a decision. Do you wish to stay here with Miss Jacobs, or do you want to come with me to the jail and become a cocksucker for all the inmates?"
Todd cried harder, but Sergeant Allen could hear him, between sobs, begging to be allowed to stay with Miss Jacobs and that he would obey her and be a good boy.
"No, Todd, if you stay with Miss Jacobs, you will not be a good boy. You will be whatever Miss Jacobs wants you to be and obey her every command, won't you?"
"Yes, Yes, Master, I will, I will. Thank you, Master!"
"Hush, hush, little girl," Frank interrupted, "I'm sure you will obey. Now Todd, would you like me to spank you and make your pretty little ass bright red, so Miss Jacobs will know you have been properly punished? After all, that’s the only way she will allow you to stay here.”
"Yes, Master," Todd said pleadingly, “Please spank me. Please turn my ass red so Miss Jacobs will know I have been punished.”
Again, Frank praised his little play toy. “What a very good little girl you are. You make me very proud of you.” And again, Todd felt more pride and even honor for being manhandled by this real man. “And after I spank you, I will give you a wonderful reward, a treat for you to enjoy. It’s a treat that you will have earned now, and every other time, I spank you. Would you like that, my little pussy girl?"
“Yes, Master," answered Todd, who was no longer crying. Suddenly, Frank’s hand came slapping down hard on the boy’s ass rapidly, first on one cheek and then the other, on and on, as Todd bucked up and down, screaming and crying as the tears flowed. Finally, it ended, but not the crying. Frank laid his hand on Todd's bright red-hot ass and comforted the boy. After a few minutes, he spoke. "Todd, honey, I want you to get up and kneel before me. Do it now."
Todd got off the big man’s lap and kneeled before him, the police officer, his Master. "Listen carefully, Todd, you are going to unzip my pants. You are going to pull my cock out and put it in your mouth and softly suck on it until I cum in your mouth. You will swallow every drop of cum and clean my cock with your tongue afterward, do you understand?"
Every fiber in Todd's mind said, no, this is wrong, but his cock was so hard, and he was so excited at the obsceneness of it all, he could only say, "Yes, Master."
"Do it now, slave," Frank ordered. Todd crawled closer to the Sergeant, reached out, and fumbled with his zipper. He had never unzipped another man's pants before, and it was awkward, but he managed. His own cock was about ready to explode from excitement as he reached in and found the man’s huge cock and carefully pulled it out. Frank reminded Todd, "If you hurt it in any way, you will get another spanking just like the last one, boy." The big cock sprung out of his pants like a flagpole, and Todd moved his face toward it, capturing it with his lips. He was thrilled by the wickedness of it all.
Todd wondered if his mother, brother, or any friend saw him now. They would be surprised and jealous of him. He also thought this was their fault, and it served them right that he was sucking a man's cock. He could not comprehend that his reasoning process was now flawed. Todd massaged Frank's cock with his tongue and was surprised at the pleasant, velvety feeling his tongue encountered. He slowly moved his mouth back and forth over the length of the entire cock, not wanting to let one inch go unexplored. The man who owned the cock was making strange guttural noises and was moving his cock to meet his lips. Frank tapped Todd on his head, and Todd opened his eyes to meet Frank's gaze. Frank whispered, "Keep your eyes on my cock, and I want to hear you make slurping noises, pussy girl." Todd's answer was garbled but respectful, "Yebg Mastize." Todd started slurping the huge cock now, making wet smacking sounds that excited even him. Todd sucked noisily on this massive cock, the first he had ever sucked. His own cock grew harder than it had ever been.
Frank continued talking to his new cocksucker. "You are no man, pussy, but you will make a very fine cock sucking little girl. I want you to feel very proud of being able to suck cock. I wish your dear sweet Mother could see you sucking my cock. She would be so proud of you, Todd. Not at first, though. I suppose she would think you had let her down and that you had turned into a worthless piece of shit. But after watching you for a while, she would have to agree that you actually had some value. Don't you agree, Todd?" Todd could only nod his head yes. "So, then she would have to agree that her son would turn into a very fine cock sucker. You should feel very proud, Todd." Todd's eyes had closed, and the humiliation of the words he was listening to, and the wonderful feeling of the hard cock in his mouth, had all but sent him over the edge of lust.
Suddenly, Sergeant Allen's breathing was becoming heavy, and he groaned. He tapped Todd on the head, and Todd again opened his eyes. Frank spoke to him. "Listen closely, you will keep your eyes on my cock, and when I cum in your mouth, you will not swallow it. The cum will be warm and thick. I want you to hold it in your mouth and get used to the wonderful taste of it because you will swallow a great deal of cum in the future. I will hold your head steady and withdraw my cock until only the head is in your mouth, leaving room for my cum. Blink your eyes twice at me if you think you can do that, my little pussy girl." Todd's eyes slowly blinked twice.
Frank patted his head softly. "Good girl, Todd, good girl. Here it comes, sweetheart. Don't spill any." Todd's eyes were wide open. The Sergeant held his head tightly with both hands, and his cock moved slowly in and out of his mouth. In and out, in and out, in and out. Todd felt the fat muscle between his lips. Todd knew that this cock was his Master now, and the very purpose of his existence was to be available to this Cock Master for his pleasure.
The Mistress and Her Pet
Part 3 of 4
A thought came to Todd's mind. “Maybe this is not real. Maybe it's another dream.” He felt like it was real when Miss Jacobs was in bed with him, and she was naked. He was sucking on her breasts, and she was masturbating him. It all seemed real, too, when Miss Jacobs had made him take off his clothes as soon as his Mom had left. She talked to him dirty and played with his penis. But it was only a dream. Worse, when he acted like it was real. He got into big trouble. He cautioned himself to not take this too seriously. This, too, was surely a dream. But it was so erotic and exciting! He finally decided to enjoy it because, eventually, the dream would end, and he would go back to his life and back to college.
"Ummm." Frank groaned and sent his cum into Todd's waiting mouth. "AGGHHHH," Frank passed his seed into his little pussy girl. Todd felt the warm fluid hit the back of his mouth, and he concentrated on holding it without gagging and swallowing. In and out, the cock slid, depositing more cum. Todd's lips held on tight lest any cum escape. His eyes watched his Master as he slowly recovered from his fucking. Then it was finished. The hands still held Todd's head. Todd's lips still gripped the head of the cock. Todd's mouth still held the warm cum. Occasionally, the cock head jerked, and more cum slid into the waiting receptacle. There was only the heavy breathing from Sergeant Allen and Todd. Sergeant Allen had just had the most exciting climax of his life. He chuckled, “Hell, the induction of a new pussy girl was always like this.” He looked at the pretty boy in front of him, still holding his semi-hard cock. Miss Jacobs had told him his cut for assistance would be five grand. He wished he could quit the department, but he knew his position there was important to his position here with Miss Jacobs.
With his climax properly concluded. It was time for the next part of Miss Jacob's planned programming of Todd's mind. Her strategy was to keep Todd's mind confused. Todd was being taken down a long road with many twists and turns. Leading him into a state of mind from which he would never recover. Sergeant Allen whispered to Todd. Todd, still holding the head of the cock with his lips, concentrated on not swallowing the warm cum in his mouth. Listening intently to the important words his Master told him, his heart beat wildly in his chest.
19-year-old Todd knelt, holding Sergeant Allen's cum and his cock head in his mouth, as he listened to his master’s words. Sergeant Allen and Miss Jacobs had planned and refined the mind-washing of Todd. Using techniques that included soft drugs, threats of jail, public exposure as an attempted rapist, physical violence, sexual suggestions, and humiliation, they had taken Todd's confused mind to a deeper, darker place than it had ever been before. Sergeant Allen continued talking to Todd. "If you tell Miss Jacobs what I am doing to you, I will call you a liar and take you downtown to the jail. I’ll give you over to those sexual predators to use for the next 15 years. Do you understand, pussy girl? Blink your eyes once, slowly." Todd's eyes blinked in acknowledgment.
"I will recommend to Miss. Jacobs, you be given another chance to make good here at her home. But … if you should even slightly disobey or disagree with her wishes, she will call me, and I will come back. I’ll handcuff you, charges will be filed, and you will be lodged with several men who will treat you like a communal whore. Your Mother and everyone will know what you tried to do, and your life will end. At any time, if you fail to obey Miss Jacobs or me, you will go to jail. Do you still have my cum in your mouth, pussy girl?" Todd's eyes blinked slowly. "Good girl,” Frank said as he patted Todd's head. "After I am gone, and Miss Jacobs releases you from the corner of the room, I want you to fall on your knees and kiss and lick her feet like a little slave slut. I recommend that Miss Jacobs keep you like that for a while until you learn control over your actions. After some discipline has corrected your bad manners, I suggest she buy some girl clothes for you. You will quickly agree to whatever Miss Jacobs wants because I want a pretty girl sucking my cock."
The whole room was spinning. Todd was nodding but not sure of anything. “You will make a very pretty transvestite, sweetheart, and you will do it because if you don't, you know what will happen. Blink your eyes if you understand, my sweet pussy girl." Todd's eyes blinked slowly. "Now, I want you to slowly begin swallowing my cum, and then I want you to lovingly lick any cum off my cock. Do it now." Todd swallowed the cum and realized that this was all he had eaten since earlier in the day. Todd then went to work with his tongue, gently licking Sergeant Allen's cock until it was clean. Sergeant Allen then had Todd blow softly on his cock until it was dry and allowed him to put his cock back in his pants and zip them up.
"Now, pussy, stand up and let me see your ass." Todd's ass was still a bright red, but Frank pulled him down over his lap again and whipped his ass even more. Todd began crying again. "Now, my little cock sucking pussy girl, kiss my feet and then get your ass back to the corner where Miss Jacobs had you standing and wait for her." Todd turned to leave, and Sergeant Allen gave him one last hard slap on his ass as Todd ran to his corner.
When Miss Jacobs drove up to the big house, Sergeant Allen was standing outside casually throwing small stones into the beautiful pond by the side of the house. He waved at her and walked to meet her. They sat down on the patio and discussed the day's events and the development of her property's mental condition. Miss Jacobs was pleased with Sergeant Allen's work with Todd and thanked him. She told him this young man could be worth more to them by keeping him as rental property rather than just selling him completely. She told the Sargeant that Todd would always be available whenever he wanted him.
Sergeant Allen smiled, saying, "Sheila, you're the boss. I'm delighted with our arrangement, and whatever you decide is fine with me.” Then he asked, "Do you know how long Todd's training will take, and do you have your eye on your next student resident?"
Mis. Jacobs reached down and extracted a manila envelope out of her handbag. "Hey, Todd hasn't even been here 24 hours yet. Much too early to see that far down the road. But, yes, here is the next boy I am looking at."
Taking the photo out of the envelope, she handed it to him. "What do you think?" Frank Allen looked at the picture of a young man. He was totally naked, standing in a shower room washing. He was adorable, straight, and according to the research she received, he had a lot of self-determination. This makes this victim quite a challenge.
According to the report, he had been working out for several years, and the photo showed lean muscle to prove it. Sergeant Allen judged him to have about 8 inches of soft cock. "I'm impressed," he finally said as he returned the photo to her. "What's the deal with him?"
“I’m not saying just yet, OK?” she told him. Sheila then turned and went into the house to deal with her sweet little submissive boy whose mind was in for more drugged juice, pleasure, and pain. Standing naked in the corner, Todd heard the door close and then the clicking of Miss Walker's high heels on the hardwood floors.
She stopped somewhere behind him, and then she spoke. “I see by your behind that the Sergeant finished your spanking, Todd. Are you ready to apologize to me now?"
Todd had long finished crying and was eager to obey Miss Jacobs. "Yes, may I please apologize, Miss Jacobs?"
"Yes, you may turn around and tell me how sorry you are." Todd turned around and faced the beautiful woman. Immediately his hands went to hide his privates as he started stuttering his apologies. "Hands to your side, Todd,” Miss Jacobs corrected.
Todd dropped his hands quickly and began crying as he poured out his heart to Miss Jacobs and promised to obey her every wish. He pleaded for her to forgive him. Miss Jacobs sat down in a comfortable soft chair, snapped her fingers, and pointed in front of her. Todd hurried to her and dropped to his knees, and began kissing and licking her shoes, thanking her for being so kind to him.
"I will forgive you, but you must still be punished and earn my forgiveness."
"Oh yes, Miss Jacobs, of course. Thank you,” blubbered Todd. Miss Jacobs saw that Sergeant Allen had indeed prepared him well, and now she could take him back to his dream world of pleasure and confusion. "You must be hungry, thirsty, and tired, Todd. You will follow me on your hands and knees to the kitchen, so you can eat something, then you will shower and go to bed for the night," instructed Miss Jacobs. "You will not go to jail as long as you are obedient. If you understand and agree, you may nod your head."
Todd quickly nodded in relief and felt a wave of happiness come over him as he crawled behind his beautiful Landlady. Todd waited patiently as Miss Jacobs fixed his supper. She brought him a glass of warm milk and told him to drink it all immediately, which Todd did. He had not realized that he was so hungry, and the milk, although tasting funny again, helped stop the hunger pangs that he had been having. Miss Jacobs told Todd to sit quietly and not to move while she attended to something and that she would feed him when she returned. Todd nodded. He was afraid to talk and mess things up. Time dragged on for Todd and still no Miss Jacobs. He was still hungry and still afraid to move without her permission. He was so tired that his eyes were getting heavy, and he fell asleep on his hands and knees.
He was having trouble focusing his eyes. Finally, he heard the clicking of Miss Jacobs's shoes coming. When she walked into the kitchen, his attention was drawn to her, and his penis quickly grew to its full hardened length. Miss Jacobs was the most beautiful woman he had ever seen in his life. She was almost naked, wearing a bikini-type brassiere and panties with a garter belt and nylons. She was also wearing high heels that must have had 4 or 5-inch heels on them, and she absolutely towered over him as she went to the counter to get his supper. Todd was breathing so hard now, and his eyes were as large as silver dollars as he stared openly. Miss Jacobs picked up a dish, patted Todd's head, saying, "Come, girl," and clicked her heels over to the table. Todd obediently crawled behind her, his eyes on the lovely curves of her buttocks. She sat his dish on the table, retrieved her plate and brought it to the table. She sat down and looked at Todd, who was still breathing hard. She patted his head, sat his dish down beside her, and told him, "Eat, girl, hands on the floor. Use your mouth only." Todd looked down at his dish and then back at Miss Jacobs in confusion. Miss Jacobs screamed at him, "Are you stupid? Are you disobeying me?"
Shaking with fear again, Todd lowered his head to his dish and began eating his supper. It was bread with gravy poured over it, and Todd was getting gravy all over his face as he forced his face down into the dish to eat. Miss Jacobs had positioned him, so she could see what effect this was having on Todd's cock.
When she yelled at him, his cock had withdrawn, and now, as he was eating, his cock was returning to its usual hard state. The drug worked well with the boy and would take him deeper into his dream world. She watched him eat like an animal and patted his head, praising him.
“Good girl, Todd. You are a very good girl. I want you to lick your dish clean, girl. That's it, girl, lick it clean for me." Todd had a hard-on that he would like to play with, but Miss Jacobs was making him lick his bowl, and he was trying to keep his eyes on the beautiful legs in front of him. He wanted to kiss Miss Jacobs’ legs, tell her how much he loved her, and tell her he would do anything for her.
"Miss Jacobs," he started. SLAP! SLAP! Came stinging blows to his face as she corrected him.
"Bad girl, Todd! You were not told to speak!" The tears came to Todd's eyes quickly, and he cried silently. Miss Jacobs got up, wiped Todd's face with a wet washcloth, and said, "Come, girl." Todd crawled behind her with his eyes full of Miss Jacobs’ beautiful ass again. She sat down on a chair, snapped her fingers, and pointed in front of her. Todd was quickly there between her feet. She smiled at Todd, softly speaking, "Would you like me to masturbate you, honey?"
"Yes, please, Miss." SLAP! SLAP! Another couple of stinging blows were delivered to Todd's face. Miss Jacobs smiled again at Todd. "Girl, you don't have permission to speak. You must nod your head yes or no. Do you understand?" Todd nodded his tear-streaked face. Miss Jacobs explained to Todd that he had been bad and was being punished, so she could not play with his little dick. "Todd, have you ever seen a dog hump someone's leg before?" she asked. Todd nodded his head yes. "Would you like to hump my leg without using your hands?" Todd was breathing hard and sweating as he quickly nodded yes. Miss Jacobs smiled her wicked smile. She was enjoying Todd's trip to never-never land.
"After you lick my shoes clean, you may hump my leg, girl," she instructed. Todd bent down and carefully licked each shoe clean. Excitedly positioned himself into a squatting position with his penis against Miss Jacobs’ leg. He excitedly began moving up and down on her leg, rubbing his penis on her nylons. Sheila looked at the rutting boy, who had been the pride and joy of his Mother a few hours ago, and marveled at the power a woman could hold over any male. She had reduced this normal young man to an obedient animal who would do anything to satisfy his sexual desires. Which she was embedded in his mind. She spread her legs apart, and he moved with the leg, not missing a stroke in his own movement. His eyes were focused on her thinly covered pussy as the sweat rolled down into his eyes. Miss Jacobs watched as Todd's eyes glazed over, and a groan escaped his lips. She could feel the warm cum squirting out onto her leg, and she grinned as Todd looked at her for approval. She waited until his rutting and jerking were finished before she pushed him down and instructed him to lick up all his dick juice from her leg and on the floor. Todd sensed that he had pleased Miss Jacobs by humping her leg, and it had been the best cum of his life.
It felt good to Todd to finally make someone happy with him and to know he had done well, and she had smiled at him and called him a good girl when he had done such a good job of licking up all the cum. Sheila Jacobs pulled the boy up onto her lap. She put his head on her breasts and whispered. She immediately noticed his heart beating faster, and his cock rose again to a standing position. She reached down on his belly and used her finger to wipe some cum off. Her finger went to his mouth and pushed inside. Todd sucked the finger and moaned. He was listening to Miss Jacobs telling him that he was now her slave and that she owned him. Miss Jacobs watched his cock throbbing with renewed lust. She knew he was hers now. Any possibility of resistance had been slapped and threatened out of him by Sergeant Allen.
Now she was probing his mind for weaknesses and susceptibility to suggestions. She was actually giving him a lie-detector test. She would tell him her plans for him and watch his cock's reaction. She had learned a long time ago that cocks do not lie, no matter what their owner says. Sheila continued whispering in Todd's ear. "I am your Mistress and owner, Todd, and you will obey me totally." Todd nodded. "You are not going to go to college. There are no college courses for training dog slaves. You will go to school right here in this house. Your schooling here will teach you all the important things you must know to be a good slave.”
Todd continued sucking on Miss Jacobs’ fingers and closed his eyes as he listened. "You will be taught to behave like the pretty girl you are. You will be dressed in nylons and high heels. You will wear nylons and garter belts. You will be taught how to put makeup on and lipstick and make yourself attractive to both the women and men who use you sexually. If you want to please me, you will ask me to help you become a she-male. I will love you if you obey me. I want you to paint your fingernails and toenails a bright pink, and I want you to shave all that ugly body hair off. Will you do that for your Mistress?" Todd nodded his head. He wasn’t quite sure what this all meant, but if Miss Jacobs wanted it, it must be right.
“I want you to wear pretty silk panties and nylons. Will you do that for your Mistress, Todd?" Todd nodded his head again. His eyes opened partially as he felt the drug in his milk begins to take effect, but he continually tried to fight it off. He wanted to continue to listen to his Mistress.
Miss Jacobs continued, "I have many pretty panties in my drawers, Todd. Do you want to go into my room and look at my pretty panties in my drawers? Todd did not nod. He had fallen asleep on her lap, his cock still hard. The drug Todd had been given worked very well. He was asleep but subconsciously took in the reprogramming information Miss Jacobs was feeding him. She continued holding him as he still occasionally sucked her finger. Her other hand slowly massaged his semi-hard cock as she whispered in his ear messages for his subconscious. Then she walked the groggy boy upstairs to his bedroom and put him to bed. Miss Jacobs opened the cabinet in her bedroom. They turned on the closed-circuit monitor to record him sleeping and then retired also.
The next morning, Todd would start out with a clear head and be faced with foggy memories of exciting sexual activities that did or did not occur yesterday. She would see how he reacted to them. She anticipated that he would, at some point, end up in his bathroom and beat off. That would be the moment when she would walk in on him and cause him his next shameful embarrassment.
When morning came, Sheila went to Todd's room and knocked several times, then said loudly, "Todd, time to get up and shower." She heard Todd respond, "Yes, Miss Jacobs." She then returned to her bedroom, sat down again in front of the monitor with her coffee, and watched Todd lying in bed. He did not remember getting into bed, but suddenly, flashes of memory flooded his mind. Was it real, or was it a dream? He felt these weird visions were dreams. He always dreamed about sex. This was all a part of Miss Jacobs’ programming. His hand went down to his hard-on and fondled it lovingly, enjoying the pleasure. He had wonderful visions of Miss Jacobs’ ass and legs. She was so beautiful. Then, he remembered seeing her making him eat from a dish on the floor while naked. She had told me to hump her leg and cum on it. No, he thought, it must have been a dream. He had to be careful not to do something stupid again today and make her mad at him again.
Then his mind went back to that guy, Sergeant Allen. Todd wondered if he had been real and actually made him suck the Sergeant’s cock. In Todd’s foggy mind, Sergeant Allen told him he would take the boy to jail if he said anything. Besides, if Todd did tell Miss Jacobs, she would believe the Sergeant, so Todd assumed. No way would he mention it. He needed to shower, but first, he needed to cum. Todd got up and walked to his bedroom bathroom, closed the door, wadded up some toilet paper, and began working his dick earnestly. His head was full of thoughts of male slaves eating off the floor and wearing panties and nylons. Miss Jacobs watched Todd on her monitor pumping his dick and wanted to catch him in the act. She hurried to his room and silently opened his bedroom and bathroom doors.
Feigning surprise, she yelled, "You, filthy boy!" Todd turned white as Miss Jacobs reached out and grabbed his cock, pulling him out of the bathroom, through his room, down the hall, and into her room next door. Sheila threw him on the bed and lit into his ass with her hand. Todd tried apologizing, but Miss Jacobs had told him to shut up. He pretended wild anger as she grabbed him, pushed the boy down, and spanked him long and hard. The room was filled with Todd's crying and the sound of skin slapping skin. His ass was a dark red when she finished. Todd's crying subsided, but not the pain. He was scared because he knew he was probably on the way to jail for sure now.
Miss Jacobs moved her face within inches of Todd's and hissed, "You will obey me completely. You will do everything I tell you to do now." Her hand found Todd's balls, her fingers curling around them and slowly squeezing as she talked. “Any disobedience from you and I will cut off these little jewels of yours, understand?" Todd nodded, the thought of what she had just said causing him to shiver. "You will never masturbate again unless you are given permission. NOW, get your ass into my bathroom, run bath water, and I want you to shave all the hair on your body except on your head. You had better be smooth all over when you leave this bathroom. Now do it, and don't you dare open your mouth and don't you dare play with that cock of yours. GO!"
Todd hurriedly found the razors and shaving cream. He could not explain it, but he had an enormous hard-on and was scared but excited. He hurried as fast as he could, still hearing Miss Jacobs threatening him from the other room. Sheila Jacobs sat down in her bedroom, watching Todd through the hidden cam in the bathroom. He was too pretty to be a boy; she would change that today.
It had only been a few days, and Todd, a handsome college boy with the whole world out there to conquer, was losing his grip on who he was. Yes, he was “pretty” to Miss Jacobs, but he was also all male. Everything about him was all male, or… at least, was. What a fucking hot young man! (If you are a gay man, I know you're thinking, what a waste.) Miss Jacobs’ plan to transform him into her sissy boy was progressing too slowly to please her, but there was no need to delay now. He was firmly in her grasp and could not escape.
Yesterday, she had him hurriedly sign papers acknowledging that he had attempted to rape her. But that was just the beginning. She had him sign other papers, all of which he had never read. One was his acknowledgment that he stole $1,000.00 from her. Another paper gave her his Power of Attorney. He also signed a letter to the school, officially dropping out before it even started. It also requested the school send all correspondence for him to Miss Jacobs’ residence. The final paper he signed was an agreement to work for Miss Jacobs for room and board, no cash, as restitution for the attempted rape and stolen money. Simply put, she now owned him and would start his training today. Any attempt at resistance would be dealt with harshly and quickly.
Sheila walked into the bathroom and told him to stand and face her. Todd quickly stood, covering his penis with embarrassment. "Raise your arms above your head, girl," she hissed at him. Todd's arms went up high, and she reached out and grabbed his cock. She lifted it and inspected him for any hair. His cock was rock hard, and she gently squeezed it and felt it throb in response. "You missed your underarms, girl. Hurry and finish. I want you out of there, dried, and downstairs, standing before me, in 5 minutes." She turned and walked out.
Todd had never shaved those areas before, and as he quickly finished up, he could not understand why he was so sexually aroused. He did know he loved this powerful woman and wanted to please her. Todd never realized it, including now, that a major attraction he had for her was he simply was in awe of powerful, demanding women. It alone was a huge turn-on. Add to that Miss Jacobs’ well-honed manipulative abilities to control others.
Todd walked naked out of the bathroom and stood in front of Miss Jacobs, who was sitting on a large loveseat. He kept his hands to his sides as he had been taught, his cock standing out and jerking rhythmically as it throbbed. Miss Jacobs examined his body for hair again, instructing him to turn around, bend over, and spread his ass cheeks. Todd felt he was about to faint as he obeyed this beautiful woman and showed her his hairless asshole.
"Stand up and face me, slave," said Miss Jacobs. ‘Slave,’ put Todd in a daze. Just a few days ago, he came here to live while attending college. He needed to go to the campus to finalize some classes and get his schedule. Now, he’s a… slave? His mind was whirling. Todd thought this was a mistake. He never wanted to rape Miss Jacobs. Why won't she believe him?
"I want you to take off my bra and panties now." She turned, and Todd carefully unfastened her bra, knelt down, and slid her panties down to her ankles. Then she stepped out of them. "Put your nose and tongue in my ass crack and breathe deeply, and then lick my asshole, slave," Sheila told him. Todd, in an erotic trance, did as he was ordered, breathing so hard he felt faint. Miss Jacobs turned around, and Todd stared at her beautiful body. She grabbed his hair and pulled him into her pussy, and pushed his face up and down, telling him to lick. Todd's tongue was extended fully, trying to reach deep into her clit, as her strong hand guided his face around. Sheila Jacobs pulled the boy up by his hair and pushed him down on the loveseat. "Stay, girl," she ordered.
She went to her dresser and brought back a bag, pulling out a pair of white fishnet nylons. Todd lay passively as Miss Jacobs expertly pulled both nylons up his legs, his cock waving in the air. Next, she pulled him to his feet and had him step into a see-thur pantie, black lace. Next, she attached a beautiful black garter belt around his slim waist, which unsnaps in the front for easy access to his dick. She attached it to his nylons to his garter belt.
Todd was getting a boned-up, as usual. Currently, his dick was tucked inside his lace panties, ready to burst through the snaps.
Then, the black lace bra. Miss Jacobs left the room to get a drink. She was enjoying this new Todd girl image so much. She wanted to relax, have a cocktail and take it all in.
Momentarily alone, Todd leaned against the wall in a mindless stupor. The room was spinning. All decked out in Women’s lingerie, he was so confused. Was he going to be her little girl? Was he her big doggie? Was he her slave? What was really freaking him out was he’d be whatever she wanted him to be. He just wanted to be controlled by her and under her spell. She was too fucking gorgeous and sexy to be denied. Todd wondered if he could also be his mother’s son and a college student, but he did not realize that would be up to Miss Jacobs. She now owned him, even if he didn’t know it.
Finally, Miss Jacobs returned, set her drink down, and knelt in front of him. Then, she unsnapped the front of Todd’s new black lace panties and gently pulled out his stiff, waiting boner. She took his shaft into her mouth for the first time and sucked that manly dick. Todd groaned in lust, and his legs buckled as he slipped to the floor. Miss Jacobs stopped sucking and said, "You are never allowed to cum unless I give permission." She repositioned herself on the loveseat and pulled Todd onto her lap, knowing it was his favorite position, fondling his penis and balls and enjoying their hairless smoothness. She licked his ear while he whispered the rules he would now live by.
Cradled in her motherly embrace, she offered him some of her drink, or whatever it really was, “Here you go, honey, have a few sips.” He gladly did, but she never drank from that glass. Todd wondered if she had decided to allow him to serve her needs in return for her persuading Sergeant Allen not to arrest him for attempted rape. He had agreed to her every demand. By the next day, Miss Jacobs will have him call his Mother and inform her that he has decided against attending school this year. He would tell her he would work for Miss Jacobs and some of her friends and make a little money. So she would not have to support his schooling. Todd was in a mindless haze. He was excited, delighted, and mentally numb, all at the same time.
Todd looked down, ad Miss Jacobs was fumbling with his stocking feet, and suddenly,m he realized she slipped a pair of Stiletto heels on him. “Wha… wha… I… ah…” was all he mumbled. He didn’t realize his black lace lingerie outfit, including his new Stiletto heels, was his maid’s outfit. He would be wearing it when she booked him “help out” at other people’s parties as a food server and to clean up afterward. What he’d be doing during those parties would remain a huge surprise. But this was only a tiny part of what Miss Jacobs had planned for him, one role of many he’d live out.
Miss Jacobs snapped her fingers, "Now, aren’t you a cute little girlie maid?” Todd stood between her legs as she took a small black leather collar and strapped it around his balls, forcing them to protrude outward. He watched as she produced a small padlock and locked the ball collar on him. Next, she attached the dog leash he had worn earlier to the ball collar and led the boy to her office.
Miss Jacobs paraded her new toy around the room, which was a stumbling nightmare for Todd. He had no experience in high heels and could barely take steps and balance. “Come on, my maid-boy, better learn quickly so you won’t embarrass me when I take you out in public.”
“Mistress? You expect me to wear… to be in… a bra and heels… wa…wa… when you take me out… to… to where? Miss?” Todd was ready to faint, but Miss Jacobs couldn't miss his dick bobbing and leaking pre-cum. “But… I… I…”
“Oh, nowhere special, just the bank and grocery shopping. And then there is the Main Hill Mall. I love to shop there. So you’d better learn to walk in those heels so when I pull you by your balls, you won’t...”
He fainted. It wasn't a hard fall, just a slow wavering drop to the floor. His dick was spitting little spurts of cum or precum, and he was moaning. He was out of it. Laying on his back, he raised his hips, humping the air as his body twitched. She loved it. She knew exactly what he needed. Even though what she just told him was a lie. She loved to push him and mind fuck him. Wonderful! And his dick bobbed and dribbled.
She dropped the leash, went to her desk, and picked up her cell. Looking in a book on her desk, she dialed a number and lovingly brushed Todd's hair. "Yes, Linda, this is Miss Jacobs. He is ready for his first visitor, and as I promised you, you are the first. And boy, do I have a surprise for you." She smiled and laughed. "That's fine, we will be there. Bye," and hung up.
Miss Jacobs then sat down behind her desk, raising her skirt up and motioning Todd to come to her and kneel. Todd walked unsteadily on his Stilettos to her and fell to the floor on his knees, looking up at the beautiful pussy Miss Jacobs was pulling him toward. His nose went deep into her pubic hair, and he inhaled the overwhelming sexual scent as he reached down to his cock and squeezed it gently.
Miss Jacobs said, "No, Todd, you may not touch it again without permission." Todd dropped his hand to his side as he instinctively reached out with his tongue to lick the sweet-smelling pussy. "No, Todd, you must learn to do nothing without permission, do you understand?" Todd nodded his head in agreement. There was no noise but his breathing, which seemed labored.
Miss Jacobs spoke softly to her boy-maid. "Are you happy being with me, Todd?" she asked. Todd nodded yes. "Would you like to leave and return to your old life?" Todd shook his head no emphatically. "You are now my slave and shall obey me without question." She petted his hair like a dog.
The Mistress and Her Pet
Part 4 of 4
An entire month passed, and Todd was learning to always obey, partly because he was under a consent threat of going to jail. This is the reason he told himself. But, deep inside, it was because he loved Miss Sheilda Jacobs’ domination. It’s not something he would, or could, ever admit. No one could love humiliation. That’s just too embarrassing and socially unacceptable. So to him, he complied to avoid Sergeant Allen putting him in prison.
The phone rang, it was her client, Lori. She had rented one of Sheila’s boy toys for an afternoon with her women friends to play Bridge. However, playing cards wasn't why they came together once a month. “Hi Lori, so, how was your… ah… um… Bridge party? Did Todd behave and please?”
“Wonderful. Where did you find such a cute boy?
We had drinks on the patio, and Todd served us. Does he always have a big bonner when he is naked?”
“I told you he was well-trained. Did he perform as you wanted?”
“Oh Lord, yes. We really just enjoyed his naked body and his obedience, not to mention the surprise boner.” Lori giggled. “I think we girls would like to hav
e him back each month.”
“Well, that’s what I'm here for. So glad you had a great time.”
“Well, I do have one question, did he enjoy being here with us? I know he was erect, but does he want to come back?”
Sheila laughed, “What turns him on is not considering what he wants or likes, but just his knowledge that he pleases me or, in this case, us. And, yes, his boner is the truth-teller.” Lori giggled again. OK, thanks. Lori, for your business.” Then they hung up.
Miss Jacobs looked at Todd but did not want to show any sign that he pleased her. It was important for Todd and all her boy toys to think they had to try harder. But she was so excited to have this boy, body, and soul.
"You see, Todd, you are too pretty and too small to be a grown-up man,” she told him. It was true that he was only 140 pounds and 5’7,” but she always made him think he was a child. “You have been fighting to be a man all your life, and now you must stop fighting and submit to your feminine, submissive side. In your old life, you never made anyone happy. You were a burden even to your Mother. Now you will make many people happy by serving them however they wish. You had the chance to stay with me and still go to school, but your penis overwhelmed you, and you tried to rape me. So now that chance is gone. I would not have taken you in as a slave if you had not tried to rape me. Do you understand that, Todd?" Todd nodded yes.
Miss Jacobs pulled Todd's face to look him in the eyes.
"Now I have a surprise for you. You are going to have a visitor whom you know." Todd caught his breath as he intently listened to this shocking news. “I will not tell you who she is, but I will tell you that she brought you to my attention this summer. She is one of a few people in this city who notify me of attractive college boys who they think may fit into my slave program. They also know I pay very well for those whom I accept. She is coming to be paid and see you as you really are, a little slave slut, craving humiliation. And, guess what, you’ll be the one who is here. When she arrives, you will hand her that envelope,” Miss Jacobs pointed to it on the table, “you will thank her profusely for turning you over to my ownership. Todd, do you understand?”
Todd had no idea who she was talking about – some woman he knew from the past? - but submissively said, “Yes, Mistress.”
And as soon as she accepts the envelope, you will drop to your knees and lick your feet.” Todd nodded, wondering what this was all about. “Pay attention, you will answer the door naked, as this is natural to you because it should be by now. Then greet her and let her in. Then present the envelope for her pay. Then Thank her profusely for arranging to bring you to me, THEN LICK HER FEET!” Shiels summed it up, “Do you fucking get it!”
“Yes, Miss. Jacobs, I will obey." Todd stammered. Todd's mind was now racing.
Suddenly, in a calm, pleasant tone, Miss Jacobs said, "Open your mouth, sweetheart." Todd opened and stared at her as she came close to his lips. Todd was so happy thinking she was about to kiss him on the mouth. It was blowing his mind! But she spit into it instead. "Swallow," she said. Todd swallowed. "Open," she repeated, and Todd opened. Sheila Jacobs cleared her throat and spit deep into his mouth. Todd was breathing heavily, the blood pounding in his cock and head as he swallowed again. "Do you love me?" she asked softly.
"Yes, Miss Jacobs," he whispered in lust.
"Do you love my spit?"
"Yes, Mistress." He whispered again.
"I own you. You will obey me, and you are my slave. You will allow yourself to be degraded and humiliated for my love. It is the ONLY way to earn my love. I own you. You are half boy and half girl, but you will think of yourself as a helpless submissive slave who is to obey everyone." she whispered.
Todd knelt there, looking down at his pulsing hard-on until he was shocked back into reality by the doorbell ringing. “You may answer the door now and do as commanded. She watched the young slave walking to the door, his cute ass cheeks swaying. Todd reached the door and, taking a deep breath, opened it.
His face turned a bright red in embarrassment as he found himself standing before a former classmate from high school. It was Linda Cota, the girl he had a crush on a couple years ago. He spent months back then trying to date her. He had told her how much he loved her and wanted to care for her, to be her big strong jock boyfriend, her big brother. Well, at 5’7, he wasn’t that big, but being a year older than her, in his mind, he wanted to be her protector, mentor, her macho boyfriend.
Then, suddenly, his programming clicks in, “Good morning Miss, Please come in.” Todd said, knowing she knew who he was, but said nothing.
Looking past Todd, “Oh, hi Sheila, how are you?” Linda said, ignoring Todd, as she approached her host and gave her a hug.
Todd knew what was expected of him as the brief chit-chat began between the two ladies. He walked over to the table and picked up the sealed envelope. He handed it to Linda, his former love interest, “Please, my Mistress, please accept his payment. And thank you so much for bringing it to Miss Jacobs. Oh, God! I am so pleased that you caused me to be here. Thank you, mistress Linda. I am so unworthy. But I am so appreciative Mistress Jacobs has shown me my new life. And I now only want to please her and you. Oh, thank you so much.” Todd was so boned up that his dick was bobbing and leaking.
“Oh, you, ah… what’s your name?” Pretending she forgot, “Um… never mind. It’s not important.”
Immediately, naked, boned-up, and leaking, Todd dropped to his knees. But before worshiping her feet, he did something unexpected, something Mis Jacobs did not order. Todd handed her the leash attached to his collar, which she took. Then Todd and kiss and licked her shoes. Linda sat, enjoying her former “big brother, protector-boyfriend.” She giggled to herself. Obviously, Todd was trying to go above and beyond what his Mistress had asked. Even as he was licking her shoes, he slipped them off and began to kiss and lick her bare feet.
You might think Mis Jacobs would be angry that Todd did not follow her directions to the letter. But when a boy toy goes beyond want is required, that’s a good thing. It pleased her that Todd was trying so hard to please her and was “so hard” while trying to please her. LOL
As Linda pretended to ignore Todd, she spoke to Sheila as if it was all news, “You know Sheila, Todd was my suiter in high school.”
“Oh? That’s interesting. Was he begging you to abuse and humiliate him back then too?’
Linda busts out laughing, “Oh God no. He was pretending to be a real man who would protect and mentor me and be my future husband.” They both laughed at that.
Todd was so excited to be degraded that he moaned and groaned. His body twitched and jerked, but he kept licking her feet and toes.
“Oh, yeah, Sheila, when he tried to seduce me, he couldn’t even get it up. I mean, his little pee-pee was maybe two inches and a real softy.” Of course, it wasn’t true, he got fine erections around Linda, but now Todd believed his Miss Jacobs thought he was dick-incompetent even in high school. It wasn’t true, but he felt really embarrassed and could not – dare not – contradict Linda.
“Oh, BTW, Sheila, thanks for the $5 you just paid me for Todd. I don’t think he’s worth that much, but thanks anyway.” Linda giggled as she told her. Todd did not know his Mistress actually paid Linda $5,000 (the amount in the sealed envelope) for him. But it was not for Todd to know his true worth.
“Well, if you feel guilty, you can give me $3 back.” Both ladies laughed. And Todd felt worthless, which made him only try harder to please them.
“Sheila, I see his dripping over your floor.”
“Oh, is he now?” Then to Todd, “Lean up and back, thrust out your dick, and show me what Linda is referring to.”
Todd grunted and groaned with humiliation. His face was beet red as he stayed on his knees but leaned way back. His huge dick bobbed, twitched, and oozed precum. “Oh, I see what you mean. Yes, he is making a mess.”
Linda asked, "Is he going to ejaculate, Miss Jacobs?"
"Oh no," she replied, "He knows that the days of his freely cumming are over. He will be allowed to occasionally, but not as a habit. Do you know that he used to masturbate 3 and 4 times a day before you had him sent to me?"
His cock stood at a 45-degree angle and was throbbing. He looked into Miss Jacobs’ eyes and saw her approval at his humiliation.
“You know, Linda, usually when he gets like this, all boned up is when I tell him, if he is good, I’ll take him to skid row and have him lick the asses of all the degenerate transients. Boy, does he like that!” Linda laughed so hard she fell off the sofa.
“Isn’t that right, Todd?”
“Haaak… Haaaak. Haaaak” Todd was too embarrassed to speak. None of this was true, but the humiliation was unbelievable, and he never knew if Mis Jacobs would carry out her… “threats.” Turning to Linda, Miss Jacobs asked if she wanted to take Todd outside for a walk and exercise. Miss Jacobs’ house was semi-surrounded by dense trees, part of a natural forest.
Linda smiled, saying, "I would love to, Miss Jacobs, but it seems like a light rain outside. Does he need to wear anything?” Linda asked.
“Heavens no!, He’s fine in the rain. Just take my umbrella to cover yourself.”
Thank you." Linda reached to accept the umbrella and then clipped the dog leash to Todd’s collar. Outside, she pulled him to her side, dropping a hand on his smooth ass and giving him a little pinch. "Let’s go over to the wooded area, and let’s have you pee and take a crap like a good little doggie.”
She walked the humiliated boy over to the edge of the woods,
where tables and chairs were set up. Linda sat down and pulled the boy close as she looked into his eyes. She reached out and fondled his cock and balls which shrunk due to the cold. Surprisingly, the boy’s dick grew quickly grew under the touch of her fingertips. She was as filled with power and lust as she had been over the summer when she had daydreamed about this moment with the boy who had caused her such horrid embarrassment in front of her friends last fall. The whole experience of knowing that money could be made off these young men so easily had occupied her mind constantly, and she had quietly gone about making her own plans for her business of trapping men for slaves.
Linda grabbed his head by his hair and pulled him roughly to her. His face was sandwiched between her thighs, and he could smell her sex. I am going to urinate in your mouth, slave," Linda rasped. "I will piss a little at a time, so you won't spill any. Drink it all, Todd, or I will whip your ass, understand?" Todd nodded his head as he could not talk. Suddenly he felt and then tasted the bitter pee, and he tried to swallow it as fast as he could.
Sheila Jacobs was interrupted when Todd and Linda re-entered the house. Todd was walking on all fours, with Linda behind him, holding the leash. "Well, Linda, did you have a good time with your old high school friend?" Sheila asked with a smile.
"Oh, yes, Miss Jacobs," answered Linda, "But I wish I had more time with him," and laughed. Linda held the leash, and Miss Jacobs took the leash from her and pulled Todd over to her favorite chair, and sat down.
She held Todd’s leash and had him “present” in doggie fashion, as he was trained to do. She fondled his dick to stiffness and then leaned back to take pride in what she and Miss Jacob had created. Her hand went to his semi-hard cock and fondled it, bringing it to full hardness. "Perhaps that can be arranged. I believe you have an apartment by yourself this year, is that right?"
Linda nodded her head yes. "I sure do. I have thought very seriously about doing what you are doing with slaves, but on a much smaller scale, if that is OK with you and if you don't mind."
Miss Jacobs smiled, both women completely ignoring the young man. The two ladies took turns teasing Todd’s dick to edge him unmercifully. Todd's eyes remained open as he stared straight ahead, as trained. Amazing. Unfortunately for him, Todd couldn't hide his red-faced embarrassment at being humiliated like this as if he were a small child. Yet his cock throbbed with lust in Miss Jacobs’ experienced fingers, much to his shame. Miss Jacobs looked directly at Linda. "How would you like to take Todd home with you for a couple days?"
Linda's eyes lit up at the suggestion, exclaiming, "Could I really take him with me? That would be great. I would love to, Miss Jacobs."
Todd could scarcely believe his ears at this sudden turn of events, but he kept his eyes closed so he would not have to look at Linda. The fingers on his cock continued to squeeze and then stop, and then squeeze again at intervals, causing him erratic breathing.
"He's yours for two days, but you must do something for me in exchange."
"What?" Linda asked.
"I want you to pretty our little guy up with makeup, lipstick, polished finger, and toenails and see that his body hair is shaved smooth again when you bring him back."
Linda smiled broadly, "Of course! Just what our little girl needs. I'll do the best I can for you."
"I know you will," Sheila said, and I think you will do well in this kind of business. You will make a lot more money doing this than you would with a college degree, but a college degree can come in handy later, so keep your schooling up. Our little girl, Todd, will do a lot of schooling too, aren't you, Todd? Look at me. Now … I need Todd to call his Mother right now before you take him, so she knows he is well and happy.” Miss Jacobs then picked up the phone and gave it to Todd. "Call her, Todd, and remember to thank her for finding this wonderful house for you. You will tell her that I have been very kind and helpful to you and that you have changed your mind about attending school this year, so you can work for me and my friends to take the financial pressure off her. Do you understand?" Then she added, "Or would you rather have Sergeant Allen come and get you?" Todd was shaking his head yes and then quickly no.
Miss Jacobs continued. "I want you to sound thrilled and tell her you will call her again in two weeks."
"Yes, Miss. Jacobs,” Todd quietly said.
"Now I am going to put you on speaker phone, so we can all hear your conversation. Dial her number now,"
Todd waited for the connection to complete, his eyes trying not to look at Linda as she sat on the sofa directly in front of him, smiling at him. Miss Jacobs was massaging his balls gently as his cock continued throbbing and bobbing.
"Hello," Todd heard his Mother's cheerful voice over the speakerphone.
"Hi, Mom, it's me."
"Hi, honey, how's it going?"
"Fine here, Mom. I just wanted to tell you that I have decided to not attend school this year. I want to stay out a year and work. Miss Jacobs said she has a lot of work I could do for her and some of her friends. I can still stay here with her and pay my own rent."
"Oh honey, I want you to stay in school. You can work later."
"No, Mom," Todd quickly said with a little agitation, at which Miss Jacobs' fingers squeezed hard on his balls, causing him to groan. "I'll be fine, Mom. This is what I want, OK? Everything is going great, OK?" Miss Jacobs' fingers relaxed and again began slowly masturbating his erect penis. Todd's eyes turned once again to see the broad smile on Linda's face, and knew that his face had turned crimson red again. His Mother's voice again asked if Miss Jacobs was treating him well, which caused Linda to put her hand over her mouth, so her laughter could not be heard.
“Todd, tell your mom about our shopping trip yesterday.”
"Yes, Mom," rasped Todd. "She is very nice to me, and I enjoy being here with her." Then Todd told her, “Yesterday, Mis Jacobs took me to the mall
to buy a whole new wardrobe. And she paid for herself. Yes, she brought me there with a few of her friends. I guess she was proud of me and proud of the way I obeyed. And acted just like she trained me to do.” Of course, even did not include the naked, obscene details that actually took place at the malo, like he was kept naked, that the purchase of the outfits was for her, not for him, and how other mall shoppers would approach him to pet hor pinch his naked ass! “Yes, Mom, all she wanted from me was to carry her purse, which, for me, was an honor.”
“And did you have any trouble fitting into the things she bought for you?”
“No, Mom, I can honestly say nothing she bought for me was difficult to put on.”
"I knew she would be right for you, son. Promise me you will obey all her house rules and not cause her any trouble. And I hope she takes you to more places and treats you just like she did at the mall."
"Ok, Mom, I promise. I have to go, Mom. I just wanted to say hi and bye."
"Bye, son. Be good, and I love you."
Todd replied with a “bye” also, and Miss Jacobs terminated the call. Linda laughed out loud and said, "That was great how you handled that, Miss Jacobs."
"Thank you, Linda," she said, "and as a reward for Todd's obedience, I will allow him to hump my leg like a good little doggie. Go ahead, Todd." Todd was once again lost in lust. He squatted down, putting his groin on her leg, moving up and down, rubbing his cock against it, and breathing rapidly.
"You must not cum, Todd, or I will have to spank you again in front of Linda. Stop when you need to, but continue again when you have yourself under control," Miss Jacobs warned. Linda got up and came over to stand by Miss Jacobs to see Todd's face, the impish grin still on her face. Miss Jacobs snapped her finger and told Todd to keep looking into Linda's eyes and to feel very proud of degrading himself in front of Linda. "Todd's mind seemed to snap, and a smile appeared on his face as he once again realized that he was pleasing two women and making them happy by humping the beautiful leg in front of him.
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