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Young Jimmy Ch. 01

By: MistressAthena



Mr. Michaels was a lonely bachelor that was quite wealthy. His job as the CEO for DigiTech, Inc. kept his wallet full but his heart empty. At 30 he had never had a serious relationship. He was too good of judge of character and knew that people just wanted to get close because of his money. Even if people came from other countries they had to know of him because of his high profile. But, he was a charitable person. His favorite charity was the orphanage he grew up. He was 5 when his parents were killed in an airplane crash and had no other relatives. He was a very bright child and did so well academically that he was noticed by a college recruiter. He managed to obtain a full scholarship and studied Business Management and became a skilled accountant. His education and risk taking helped him to become the CEO of DigiTech, Inc. Even after becoming successful he never forgot about the orphanage that treated him so well and supported his dreams. The Nuns at the orphanage tried many times to convince him to adopt but he thought his life would be too busy to adequately tend to a child. The children all loved him. He spent a lot of time and money at the orphanage. He loved to read stories to the children.

One day as he was reading he saw an older boy standing in the corner alone looking quite depressed. Mr. Michaels thought this boy looked too old to be at the orphanage. So, he decided to inquire about him. After story time he spoke with one of the Nuns about the older boy. He said, "Who was that older boy who stood by himself in the corner? He looked much too old to be here." 

Sister Carry said, "Oh that is Jimmy. He just turned 18. He knows at 18 he has to leave. But we have agreed to let him stay here for a few more months. We are going to give him a nice going away party. Unfortunately there is not much of a future for him. He is not looking forward to leaving here and we worry about him." 

Mr. Michaels sighed, "Does he have any talents? Any interests?" 

She smiled proudly, "Yes! He is a wonderful helper. He helps us sisters with organizing, paper work and even with the children. He has been here with us for about 2 years but has always seemed to be busy helping us when you are around. He has a very high understanding of Mathematics. I feel had we of gotten him sooner we could have made something of him. He could have possibly even followed in your footsteps." 

Mr. Michaels laughed, "Come now, there can only be one as special to you as me." They shared a laugh and then he asked, "How did he come to be a resident of the orphanage?"

She sighed, "His parents were scoundrels who were raising him to be one. A deal went bad and they were killed as he hid in a closet. He had just turned 16 when he came to us. We knew there was no chance of adoption but just couldn't turn him away. He has paid his way by working so diligently for us. He is a hard worker." 

Mr. Michaels smiled, "I would like to meet this boy. Please, say nothing to the others but I may offer him a job after I spend some time with him. I want you to schedule every Friday at 7:00pm a meeting between him and me. With as much money and time I spend here I am sure the Sisters will not deny me this small request without them knowing why. I know I can not ask you to lie, but do what you must to not tell them, please." She happily agreed.

On the first meeting Jimmy had an attitude. He was not overtly disrespectful; he just kept a mean look on his face and answered with short almost snappy answers. It was obvious that he harbored a lot of pain inside. Mr. Michaels was very forgiving and remained calm. He asked Jimmy, "What do you plan to do when you leave here?" 

He huffed, "Probably be a crook like my parents. It's all I know. It's not like I am going to own a company and get rich or anything." 

Mr. Michaels chuckled because he knew Jimmy knew who he was. He then asked, "Well, Jimmy, did you know I grew up here?" 

Jimmy's face softened a bit, "No. I didn't know that. How old were you when you came here?" 

Mr. Michaels answered, "Five. I went onto college and became the successful man seated before you."

Jimmy sighed, "I came to a place with caring people too late. It is too late for me. But, I do know how to survive. I will survive."

Mr. Michaels was considerably larger than Jimmy in height and muscle bulk. As he sat before him he towered over Jimmy and for a moment enjoyed the feeling his size dominating over Jimmy. He had never before felt such an emotion and quickly shrugged it off. Jimmy exhaled, "So, why the interest in future criminal such as myself?" 

Mr. Michaels sat back in his chair and took in the striking handsome yet youthful face of Jimmy. With a smile he said, "I don't think it is too late. You have the potential of becoming someone too. I just want to see if I can help you in the little time you have left here." 

Jimmy rolled his eyes, "Another charity act for you?" 

Mr. Michaels frowned, "I don't like your tone, kid. I just want to help you. You don't have to be so nasty. I mean you no harm. I am no threat." 

Jimmy sighed and slouched, "What ever. Maybe if you return next week I will start to believe you a little more. I have to go now." He stood and Mr. Michaels stood and walked around the table to stand close to Jimmy. 

He rested a hand on his slim shoulder and looked down into his blue eyes, "You are special. I can see it in you. Don't give up on yourself just yet." 

Jimmy shifted his weight a bit and it was obvious he was nervous under the weight of Mr. Michael's strong hand. So, he removed his hand and watched as Jimmy walked away. He took in the slender shape of Jimmy and thought to himself. "Why do I find this kid attractive?"

Mr. Michaels might have been a busy man but he was lonely and had sexual desires. When sitting home alone he enjoyed watching Porno. He found he gravitated to Gay Porn and often thought perhaps he was gay and that was why he found no one he wanted to spend his life with. But, this night as he stroked his long and thick manhood he thought of Jimmy. He envisioned his handsome face, soft lips, blue eyes and his slim build. He then knew that he was indeed gay and wanted Jimmy. But, he decided it best to wait until he was out of the orphanage and he would have to play his cards just right. He knew when that happened he'd have to find away to be alone with him.

The meetings took place every week as planned and the two became very good friends. Mr. Michaels happily attended Michael's going away party at the orphanage. During the party when it came time for Jimmy to open the presents Mr. Michael's gift was saved for last. There was a box the size of a shoe box. Jimmy un-wrapped the gift and found two envelopes inside and a key. He looked confused as he lifted the first envelope full of money. Mr. Michaels said, "Jimmy, I am offering you a job as my personal assistant. That money is just a taste of what you can earn with me. You can keep the money even if you turn down my offer. The money is a late birthday gift. But, don't answer me until you have looked in the next envelope. 

In the second envelope was a business card for a local tailor and gift certificates to use with the tailor. Mr. Michaels said, "That is my tailor and those are gift certificates for custom suits. You will need them to work for me. If you do not want to work for me, accept them as a late birthday gift. You will also see there is a key in the box. That key is to your own hotel room at the prestigious Khala Hotel. I have paid the room up for 3 months including room service of three meals a day. This too is yours even if you turn down my offer." 

Jimmy and the Nuns all had tears in their eyes and seemed too stunned to speak. Jimmy finally asked in a squeaky voice, "How could I turn down your offer? Yes, I accept!" 

One of the Nuns sitting next to him embraced him in a warm hug and said, "You have been blessed. I knew you were something special and Mr. Michaels saw it too. You be a good boy and work hard for him." 

Jimmy said, "I will."

Mr. Michaels said, "Perhaps you ladies will let him stay the night and I will send a car in the morning to pick him up and take him to his Hotel Room." They agreed happily and Mr. Michaels thought to himself, "He will soon be my play thing. He will work hard in deed." 

In the morning a limo came outside the orphanage and the Nuns saw him off. He was still in shock and awe as he sat in the limo. When he stepped into his Hotel Room he stood in shock as the Bell Boy looked at him and giggled. He looked at his clothing and knew he was unaccustomed to such a place. The Bell Boy said, "This place is wonderful. You will like staying here." He patted his should and nudged him forward, "Go on, this is your place for the next few months. You are in the right place." 

Jimmy smiled and turned to him, "Thank you. It is wonderful." 

The Bell Boy said, "Dinner is served from 4pm until 7pm. Should I schedule you for Dinner room service?" 

Jimmy nodded his head yes, "5pm will be fine. What is on the menu?" 

The Bell Boy smiled at his innocence, "There is a menu on the dresser. Look at it and call the kitchen when you decide what you want. Just make sure you call by 3pm. They stop taking meal orders one hour before that meal time begins. I'll be going now. You need to be left alone in here for awhile." Jimmy smiled as the Bell Boy left. 

That evening after eating steak and fries for dinner, Jimmy's telephone rang. The person on the other end was Mr. Michaels and the conversation went like this:

Jimmy: "Hello?"

Mr. Michaels (MM): "Are you settled in, young Jimmy?"

Jimmy: "Oh yes, thank you Mr. Michaels! This room is amazing. I feel like a King in here. I don't even want to leave the room."

MM: "Well, you don't have to tonight. Just settle in and watch some television. Today is Thursday. I won't start you working until Tuesday. You have an appointment at 1pm with the tailor. He will get your measurements to make 10 suits for you. After the measurements he will help you in picking out the material. He should have at least one of them ready Monday. You will wear that suit to work Tuesday. I will have a limo sent to pick you up at 12:30. You got all that?"

Jimmy: "Yes, Mr. Michaels. I got it. I guess I'll see you Tuesday then?"

MM: "Yes. Oh and there is casual clothing store beside the hotel. You should spend a little of that grand to buy a few casual outfits and pajamas. And in the hotel there is an indoor swimming pool. If you want to use it, you should buy some swimming trunks as well."

Jimmy: "Ok. I will, Mr. Michaels. Thanks again for everything. I'll see you Tuesday."

MM: "Ok, young Jimmy. See you then."

Jimmy hung up the phone in disbelief of the apparent wealth he seemed to be living in. Mr. Michaels felt his own heart race as he imagined Jimmy in swimming trunks. He decided that one day next week he would come to the Hotel and go swimming with him just to see Jimmy in swimming trunks. 

Jimmy took a nice long bath and crawled into bed. He retrieved the remote control from the night stand and turned the TV on. He soon came across a Porno channel. Jimmy did not know it but, such channels had to be paid for. This meant Mr. Michaels purposefully paid for porno channels. His motive was to hopefully fill young Jimmy's mind with thoughts of pleasure. And oddly enough, all but one of the channels was Gay porn. This was a subtle way of preparing him for his real purpose, Boy Toy. Jimmy was too uncomfortable to look and changed the channel.

The next day the fitting went well and Jimmy picked out many nice patterns. Mr. Michaels had a desk brought into his office and another telephone jack put in. He then had a nice phone hooked up, put notepads on the desk and filled a drawer with pens and pencils. This would be all his personal assistant would need to start off with. Mr. Michaels wanted his desk in his office so that when the day comes when he conquers Jimmy he can have sex with him in his office when ever he wanted.

That night Mr. Michaels masturbated while watching gay porn and thinking of Jimmy. The poor guy in the video was drugged by his boss and tied up on a bed. His boss had his way with the objecting young lad. By the end the submissive young man enjoyed the pleasure. Mr. Michaels was sure it could happen that way with Jimmy as his manhood exploded with cum all over his hand.

Jimmy was curious and found himself watching the porno. He had never seen any kind of sex and to see Gay sex was something very odd to him. He could not understand how anal sex could be pleasing for the person receiving. Even as both men moaned in pleasure he did not understand it. Yet the sounds of flesh slapping against flesh and the sounds of pleasure aroused him. He laid back and rubbed his hardened manhood. He found that the tighter and faster he stroked, the better it felt. Within a few minutes his first masturbation erupted in thick and hot cum like a cannon and then oozing on his hand. He panted and held his manhood as he felt it pulsating. He turned the movie off and then took a shower.

When Tuesday came Jimmy dressed himself and went to the lobby. He then hurried to the limo. The Limo took him to a black stone building with large silver letters about mid way up the 20 story building that read, "Digi-Tech, Inc.". He chuckled to himself, "I guess this is the place." The limo stopped and the driver came around to open a car door for Jimmy. He stepped out and thanked the driver. He looked up to the building as the driver closed the door and went around and got back in the driver seat and drove away.

As he stood there looking handsome in his dark blue suit with silver pinstripes Mr. Michaels walked out. He greeted Jimmy warmly, "Jimmy! I am glad to see you young Jimmy." 

Jimmy smiled and said, "This is an impressive looking building." 

Mr. Michaels chuckled as he put his hands in his pocket, "Yes it is. I remember when this company was nothing more than a small rented office space. It has grown. And you are a part of it now." 

He pulled one hand out of his pocket and put it on Jimmy's shoulder and said, "Come. Let us get started. You are my first meeting of the day. We will be sharing an office. Since you are my personal assistant I want you to always be within arms reach. We will go to our office now." Jimmy nodded and Mr. Michaels led him into the building to the main desk. He said to the secretary there, "This is my personal assistant, Jimmy. I want a picture ID made for him today at 3:00. Call security and tell them I said to do this." 

She smiled sweetly, "Yes, Mr. Michaels. I will put the call in now." She turned her attention to Jimmy and smiled as if she was truly happy for him, "Congratulations, Jimmy. You will love it here. Mr. Michaels runs a tight ship but he is a very good person to work for." Jimmy smiled and nodded to the pretty young woman. 

Mr. Michaels smiled, "Good day, Miss. Smithwell." She nodded as the two walked away.

They approached the elevator and Jimmy gasped, "Wow. The doors to that elevator are beautiful!" He admired the golden doors with forest scene carved into them. 

Mr. Michaels said, "Yes. I find them quite attractive as well. We paid an artist to make the carvings. He did an excellent job. I have never liked how most elevator doors look like slabs of steel." The doors opened and they stepped inside with plush royal green carpeting under their feet. 

Mr. Michaels said, "Our office is on the 18th floor. The 19th floor is home to the two Vice Presidents of the company. My home is the 20th floor." 

Jimmy looked puzzled, "The whole floor?" Mr. Michaels chuckled, "Yes, the whole floor. I'll give you a tour of it later if we have time." He then held out a key, "You will be given one of these keys. When you use it here-" He pointed to the keyhole on the panel above the numbers panel, "and turn, you will override the doors so that you can go straight to where you want to go without it stopping for others. Only I, the Vice Presidents and you will have such keys." He then used the key and pressed the number 18, "Just make sure you use the key before pressing any floor numbers." He then pulled the key out and waited for the elevator to go to the 18th floor.

Once there, they stepped out and the elevator doors closed behind them. Jimmy was led down a hall to a door with the number "1805". When the wonderfully carved oak doors were opened Jimmy saw an older woman sitting behind a desk. She was answering a telephone call and smiled when she looked up. As they approached Jimmy smiled at her as well. Mr. Michaels said, "This is my secretary, Mrs. Johnson. She has been working for me for 8 years now. She will be a lot of help to you." 

Mrs. Johnson ended the call and looked up to the two before her and in cheery voice said, "Hello, Mr. Michaels. Who is this handsome young man with you?" 

Jimmy felt himself blush and looked down at his feet. Mr. Michaels said, "This is the personal assistant I told you about, Jimmy. Jimmy, meet Mrs. Johnson." She extended her hand to him and Jimmy shook hands with her. 

Jimmy politely said, "It is a pleasure to meet you, Mrs. Johnson." 

She smiled as she pulled her hand back, "And it is a pleasure to meet you as well. Please, let me know if there is ever anything I can do for you." He nodded and Mr. Michaels led Jimmy to the door leading into his office just behind Mr. Johnson to the left. 

He closed the door as they entered and waved his hand over to Jimmy's desk, "That is your desk. I will have a computer for you tomorrow."

Jimmy looked around, "This is a really nice office, Mr. Michaels." 

Mr. Michaels sat in his leather covered executive chair and said, "Thank you, Jimmy. Please, have a seat here in front of my desk so that we can get started." Jimmy sat down in a simple leather chair in front of Mr. Michaels. Mr. Michaels cleared his throat and exhaled. He smiled and then said, "Jimmy, I am glad you accepted my offer. I have a good feeling about this and I can see the potential in you. I believe you are capable of pleasing me in your duties. Now, we have to discuss your duties. It is your job to ensure that I get all of my messages, you will be returning most of the calls for me, and you will ensure I have fresh coffee every morning. Mrs. Johnson usually handles that. But, get her to show you where everything is and how to do it so that when she is on vacation or out sick you can make sure I still get my coffee. You will run errands for me like picking up my dry cleaning or suits from the tailor. There will be all sorts of errands for you to run. You will also attend my meetings with me and take notes. Most of the people I deal with do not like recording devices but don't mind someone taking notes. You, Jimmy, will be instrumental in ensuring I have everything I need to stay organized and at the top. You must also be willing to do what ever it takes to keep me happy so that I can do a good job here. You will also do what ever it takes to help me out professionally when I need you to. Do you understand all this? Do you agree to do what ever it takes to keep me happy, organized and on top?" 

Jimmy did not know that Mr. Michaels meant much more by "do what ever it takes to keep me happy" than he thought. He was so excited to have such a prestigious job that he excitedly nodded his head and said, "Yes, anything! I am so grateful to work for you, Mr. Michaels. I will do anything you need me to."

Mr. Michaels leaned in a bit with a serious look on his face, "Good, Jimmy. I'd hate to fire you and put you out on the streets because you falter in your duties. I am happy to have you aboard and see much potential in you. However, I will not tolerate failure or being questioned. I know this sounds rather brash, but I need to make sure you understand. Do as you are told and expected without question or risk losing your job." 


Young Jimmy Ch. 01



Jimmy exhaled, "Yes, I understand, Mr. Michaels." Mr. Michaels felt his heart race as he realized young Jimmy was right where he wanted him.

Over the next month Jimmy quickly learned his responsibilities and did them well. He quickly learned how to use the computer and attended all meetings. Mr. Michaels made sure to spend as much time with Jimmy every day as he could. He ate dinner with him almost nightly and dragged him along just about everywhere he went. 

One night they were working late as Jimmy ticked away at the computer transcribing his notes from that days meeting into the computer. Mr. Michaels walked over to him and rested his hands on Jimmy's shoulders. Jimmy stopped typing and tensed up. Mr. Michaels spoke in a soothing tone, "Young Jimmy…. You have been working so hard and you are so tense. Let me massage you shoulders. You will feel much better afterwards." 

Jimmy felt uncomfortable but shrugged and said, "Ok. After that I need to finish up my notes." Mr. Michaels said nothing as he began to massage Jimmy. Mr. Michael's manhood twitched and became swollen in his pants. He wanted to drag Jimmy over to his desk, bend him over it, pull his pants down and ravage young Jimmy. But, he restrained himself.

When the massage was finished Mr. Michaels leaned down and whispered into Jimmy's left ear, "You were so tense. I must make sure to keep you from being so tense." Jimmy felt strange as Mr. Michael's lips brushed against his ear as he spoke but brushed the feeling away. Mr. Michaels stood up straight behind him, "Perhaps you should just stay in my suite tonight after you finish. It is too late to travel back to your apartment. Tomorrow is Saturday so you don't have to worry about changing your suit for work." Jimmy was too tired to disagree, "Ok, Mr. Michaels. Let me finish up here and we can leave." Mr. Michaels had a wicked grin on his face as he stood with Jimmy's back to him and ticked away on the keyboard.

Up in his suite, Mr. Michaels said, "You will stay in the guest room, Jimmy. It is late, go on and get some sleep." 

Jimmy yawned and said, "Thanks. I am exhausted." He then turned and went into the guest room. He stripped down to his underwear and climbed into the bed between the sheets. He was asleep within minutes. Mr. Michaels walked quietly to the door and slowly opened it. He looked at Jimmy as he slept on his back slightly snoring. He tiptoed into the room and carefully slid the sheets down and looked down at Jimmy's manhood hid behind the underwear. Liking what he saw he licked his lips. He then pulled the sheets up and left the room as quietly as he had come. 

He quickly went to his own room, stripped down to nothing and climbed into his own bed. He masturbated furiously as he fought of the urge to take Jimmy by force to pleasure himself. His cum shot out like a cannon and then oozed on his hand. He then got up and washed his hands in the bathroom and got back into bed.

In the morning he awoke and found Jimmy sitting in the plush leather sofa in the living room. When Jimmy heard him coming he stood up and smiled. As he stood there with dress pants on and no shirt, Mr. Michaels found he wanted Jimmy even more. Jimmy said, "Good morning, Mr. Michaels. Sleep well?" 

Mr. Michaels smiled, "Yes, I did, Jimmy. But, I am so hungry. Let's get some lunch." 

Jimmy smiled, "Sounds good to me, Mr. Michaels. They decided to go down to the restaurant below. Jimmy put on the rest of his clothes and followed Mr. Michaels out of the suite. 

As they ate a simple pasta dish for lunch Mr. Michaels said, "Jimmy, there is a formal party tonight and I'd like you to go with me. It is a charity event but you can rub elbows with the most influential people in town and even meet prospective clients." 


Jimmy was surprised, "Sure! It sounds great!" 

Mr. Michaels was pleased, "Very well. A limo will pick you up at 7pm." As they ate they chatted and Mr. Michaels felt odd feelings towards Jimmy. He sexually craved him but found himself caring for him deeply. Perhaps what he felt was love. Something he had never felt before. As he looked into his eyes he found himself wishing he could steal a kiss from him but knew better.

Jimmy put on his best suit and went down to the lobby of the hotel at 7:00pm. He was nervous but looking forward to the evening. He had met a few of the influential people by sitting in on meetings with Mr. Michaels. Yet, he still felt young and out of place. Mr. Michaels seemingly always sensed when Jimmy was uncomfortable. When he sensed the discomfort during meetings he would rest his hand on Jimmy's knee under the table. Jimmy took this as reassurance. Mr. Michaels of course enjoyed the excuse to touch Jimmy.

Once in the limo the driver said, "I have been instructed to take you on to the party." 

Jimmy nodded, "Okay." The driver then turned back around and drove off. As the limo pulled up to the mansion the party was being held in, Jimmy's eyes grew wide. He had never been to such a home before. As the limo pulled up to the front door Jimmy felt like he should be going through the servants' entrance instead. He exhaled and stepped out as the limo door opened. He thanked the driver and looked around as the driver drove off. He quickly spotted Mr. Michaels speaking with a Japanese business man. He quietly walked to him and stood quietly next to him. The two men turned to him and Mr. Michaels smiled.

Jimmy smiled politely and said, "Hello, Mr. Michaels." 

Mr. Michaels clapped Jimmy's shoulder under his heavy hand and introduced him to the Japanese business man, "Mr. Yomoto, this is my assistant Jimmy. Jimmy, this is Mr. Yomoto. He is the CEO of Toyma, inc. His company makes those wonderful robots that children just love to play with." 

Jimmy had no idea of what he was talking about but pretended he did as he looked to Mr. Yomoto with wide eyes, "Wow. Those robots are amazing! It is nice to meet you." He stuck his hand out and they shoot hands. 

Mr. Yomoto smiled, "It is nice to meet you as well. I have heard some about you. In my country your work ethic would be most appreciated. I hear you have been quite the busy worker for Mr. Michaels here." 

Jimmy chuckled, "Yes, it can be hectic at times. But, Mr. Michaels is a very good employer." 

Mr. Yomoto nodded and said, "Well, I am in need of a drink before I give away a fortune tonight." 

Mr. Michaels chuckled, "Yes, you'd better get that drink. I have seen how much money you give away." Mr. Yomoto laughed and excused himself. 

Mr. Michaels turned to Jimmy, "You have no idea about those robots, do you?" 

Jimmy chuckled, "No, sir. Did I pretend well?" 

Mr. Michaels chuckled softly, "Yes, you did."

Mr. Michaels and Jimmy went inside and each obtained a glass of champagne. Jimmy had never had any type of alcohol but found champagne to be most tasty. Through out the night Jimmy met too many people to remember. Mr. Michaels stayed by his side all night almost protectively. But, he also made sure Jimmy drank plenty of alcohol. Later in the night Jimmy was feeling very tired and quite tipsy. He excused himself as Mr. Michaels was chattering with some other guests.

He walked out onto a balcony and stood alone leaning against the railing. He looked down and saw a nicely lit fountain below. As he admired it Mr. Michaels came out. He stood behind Jimmy with the front of his body almost touching the back of Jimmy's body. Mr. Michaels rested his hands on Jimmy's biceps and whispered in his ear, "You have done well tonight, young Jimmy. I am very impressed." 

Jimmy felt a bit odd about how close Mr. Michaels was. But, he was so drunk that he just brushed the feeling aside. Mr. Michaels dropped his hands by his sides as Jimmy turned around to face him. As he looked up to Mr. Michaels with slurred speech he said, "Thank you. I think it is about time I get to bed. I think I have drunk too much." 

Mr. Michaels smiled sweetly as his manhood twitched in his pants. To himself he thought, "Yes, to my bed." But to Jimmy he said, "Yes, it is late. I think you should stay at my place tonight so I can keep an eye on you." 

Jimmy was too tired, drunk and queasy to care so he just said, "O.K." 

On the ride home Jimmy leaned his head against the limo window and said to Mr. Michaels, "I don't feel so good and I am so tired." 

Mr. Michaels chuckled, "You just drank a bit too much. We'll get you to bed and you can sleep it off. You'll be fine. I will take good care of you." Once the limo stopped and the driver came around Mr. Michaels said, "We're here." He got out first and helped Jimmy to get out next. The driver closed the door, got back into the driver seat and drove away. Mr. Michaels helped him into the building and up the elevator. It was 3:00am so no one was there. And since it was Sunday most of the offices would be closed that day and the shops would open up late. 

Mr. Michaels leaned Jimmy against a wall and then locked up the doors. He then walked back to Jimmy and continued to help him walk to the elevator. Once the elevator arrived to his floor, Mr. Michaels helped Jimmy in and to his bedroom, not the guest room. But, Jimmy didn't even notice as he flopped down on the bed and almost instantly passed out.

Mr. Michaels chuckled as he looked down at his prey. He thought to himself, "He is mine now." He quickly stripped the unconscious Jimmy of his clothing and stood back admiring his naked beauty. Mr. Michaels removed his own tie and used it to tie Jimmy's hands together and to the metal railed head board of the bed. He then rushed to the guest room and stripped the sheets of it and hurried back into his bedroom. He made short work of tying one end of a sheet tightly around Jimmy's ankle and the other end to the bed. He used the other sheet on the other ankle. He sighed as he looked at Jimmy with his legs spread wide. His gaze stopped at Jimmy's manhood for awhile and he sat next to Jimmy. He lovingly stroked Jimmy to an erection and stopped. He stood up again and walked to a dresser. He slid open the first drawer and pulled out a pair of silk boxers which he slipped in Jimmy's mouth. 

Some time later after starring down at Jimmy for awhile, Mr. Michaels removed his own clothing. He laid next to Jimmy with his head on Jimmy's chest and one leg draped over one of Jimmy's legs. His manhood instantly grew erect in response to being placed against young Jimmy's flesh. But, he forced himself to ignore his sexual excitement. He wanted to explore Jimmy when he was awake, unconscious would be no fun. 

When Jimmy awoke in the morning Mr. Michaels lifted his head to look into the groggy eyes of his newfound lover. Jimmy quickly realized what was going on and his eyes were filled with fear. He strained against the restraint and screamed behind the gag. Mr. Michaels sat up next to Jimmy and looked down into his confused and terrified eyes. With a smile and calm voice he said, "Jimmy, I have been interested in you since I first saw you. In fact, I find I may actually be falling in love with you." He reached a strong hand down and stroked a cheek on Jimmy's face. He then continued, "You are so handsome, youthful and full of life. And according to hotel television records you are quite curious about the gay life style. I want to be your first. I want to take care of you." 

He then stood up and walked to the foot of the bed. He stretched himself out so that he could perform oral sex on Jimmy. He licked Jimmy's cock once and Jimmy flinched while shaking his head no. Mr. Michaels smiled up to him, "I knew you'd be too afraid to admit to yourself what you really want. And I didn't want to hear you arguing me on this. So, that is why you are restrained and gagged. But, I will remove the gag in a few minutes." He then took Jimmy's whole cock into his mouth and swirled his tongue around the tip. Jimmy flinched and was screaming behind the gag while shaking his head no. Mr. Michaels ignored him and continued to perform oral sex on Jimmy. To his delight Jimmy's cock sprang to life and began to stiffen and increase in size. He allowed the cock to pop out of his mouth and looked up to Jimmy, "My, my young Jimmy. You seem to be enjoying this. I can't wait to taste your seed in my mouth." Jimmy seemed to calm down a bit and just kept his head turned to the side as Mr. Michaels continued.

Soon Jimmy did indeed have an orgasm. He filled Mr. Michael's mouth with his hot, thick seed. He moaned as he released himself. It was pleasurable and impossible to pretend otherwise. Mr. Michaels swallowed every drop. He looked up to Jimmy, "Now that you have felt the pleasure I can bring you, I'll remove the gag. But, if you make too much noise I'll have to gag you again." He slid up Jimmy's body and removed the gag. His mouth was so close to Jimmy that they were almost kissing. Jimmy just kept his head turned to the side. 

Mr. Michaels moved Jimmy's face so that they were looking into each other's eyes. Jimmy softly said, "I'm not gay." 

Mr. Michaels said, "Well, you are a virgin. You do not know truly what you are. But, we both know you are curious about sex with a man." Jimmy blushed because he knew Mr. Michaels was right and he didn't know what to say. Mr. Michaels softly kissed Jimmy's lips and looked back into his eyes, "But, tonight you will no longer be a virgin and I will make sure you are indeed gay. Furthermore, I will ensure that you are always mine."

Jimmy was nervous and said, "Please don't do this. I am your assistant, not lover." 

Mr. Michaels looked serious, "But, part of your job is to do whatever it takes to keep me happy. You agreed to that, Jimmy. Sex with you will keep me happy. If you fail in your duty I may have to fire you. And of course that means you will be out on the streets and will mostly likely become a crook just like your parents were."

A tear slipped from one of Jimmy's eyes and he said, "Don't compare me to them! And I didn't know that agreement meant sex. I would have never agreed to this!" 

Mr. Michaels sighed, "Very well. I will untie you, fire you and throw you out on the streets tonight, then." He then leaned forward and began fiddling with the restraint holding Jimmy's hands. 

Jimmy was filled with fear and quickly said, "Wait!" 

Mr. Michaels smiled victoriously and looked into Jimmy's eyes, "So, you want to fulfill the duty you agreed to and keep your job?" 

Jimmy turned his head to the side, "Yes, asshole." 

Mr. Michaels chuckled, "Oh yes, asshole. I will be enjoying your asshole soon. But, I will be gentle since this will be your first time." Mr. Michaels moved down so that his knees were between Jimmy's legs. He leaned back on his heels and lifted Jimmy so that his buttocks were resting on Mr. Michaels legs. 

One finger was pressed in and Jimmy flinched. Mr. Michaels moved the finger around as he explored the tight hole he would be impaling himself into later. Then a second finger was pushed in. Jimmy moaned, "Uh-ow..ow..." After a few moments of exploring with two fingers a third was pushed in. Jimmy loudly said, "Ow! No! Please, stop this! Ow! OW!" Mr. Michaels used his free hand to stroke Jimmy's cock as he ignored his pleas.

After awhile Jimmy's anus began to expand a bit. Mr. Michaels kept stroking Jimmy's cock as it became erect again. Jimmy remained quiet now so Mr. Michaels forced a fourth finger in. Jimmy cried out, "Oh MY GOD! It HURTS! Stop! Stop! OW! OW! OW!" Mr. Michaels kept sliding his fingers in and out as Jimmy continued to cry out in pain. He also continued to stroke Jimmy's cock. 

After awhile Jimmy was quiet again and his cock was rock hard. Mr. Michaels said, "I am sorry you have to go through this. But, I am rather large, much larger than your own cock. You do seem to be responding well though." 

Jimmy just softly moaned and kept his head turned to the side. Mr. Michaels removed his hand and said, "I think you are ready, Jimmy. Once I fuck you, you will forever more be mine. You will always do exactly as I say and no one else can touch you unless I give permission. I am your lover, employer, provider and friend. You belong to me, Jimmy."

He lined his cock up to Jimmy's asshole and began to push. Jimmy's whole body seemed to spasm and Jimmy began to cry from the pain. He called out, "No! Oh God, it hurts! It hurts! Ow! Ow! Stop!"

Mr. Michaels continued to stroke Jimmy's cock but kept his own in place to allow Jimmy to adjust. In a soothing voice he said, "Relax your ass. If you keep tightening up it will continue to hurt. But, if you relax this won't hurt nearly as much." As Jimmy began to relax and adjust he pushed a bit more until his whole cock head was in. He remained still as Jimmy's body adjusted. 

Mr. Michaels said in a demanding voice, "I will have you now! I can't wait any longer!" With that he slowly forced the entire length of his cock into Jimmy as Jimmy cried out from the pain and begged him to stop. Once the whole 9 inches was buried deep Mr. Michaels moaned out in pleasure, "Oh, God! This feels great! You see, this is my first time as well Jimmy. You are my first gay lover. I am glad it is you. You feel so good." Jimmy's eyes began to stop releasing tears as his anus adjusted.

Mr. Michaels then began to slowly thrust. Jimmy was still in pain but not nearly as bad. With every slow thrust his anus seemed to become more accommodating. His own cock was beginning to throb as if wanting to cum. Mr. Michaels sped up and began to plow into Jimmy. Soon, the pain was gone and Jimmy actually felt good. To both their surprise, they ejaculated at the same time. Jimmy splattered all over Mr. Michael's stomach and Mr. Michaels filled Jimmy's ass. 

When finished he collapsed on top of Jimmy. He kissed him passionately and Jimmy did not fight him. Jimmy then whispered, "I really must pee. Too much beer." Mr. Michaels then untied Jimmy and allowed him to use the restroom. Once he did his business in the bathroom he came out and looked ashamed at Mr. Michaels. 

Mr. Michaels took Jimmy into his arms as Jimmy cried. Mr. Michaels then felt bad about what happened because he did care for Jimmy. But, lust overwhelmed him. Mr. Michaels softly said in his ear, "You did well, Jimmy. You have made me very happy. You have nothing to be ashamed of. I do love you, Jimmy." He then led Jimmy back to the bed and lay with Jimmy's head on his chest. He held him tight and said, "You are officially gay now. We are lovers. I will never let you go. You will go everywhere with me and I will take good care of you." Jimmy remained silent and eventually fell asleep.



Young Jimmy Ch. 02



After the first sexual experience Jimmy and Mr. Michaels had a long time passed. Mr. Michaels acted as if nothing had happened. This left Jimmy confused and oddly enough, a bit hurt. Their first time was not all that exciting and Jimmy was left feeling used. But, when his prepaid stay at the hotel ran out, Mr. Michaels ordered Jimmy to move into his penthouse with him. Jimmy of course knew there was no use in refusing. And the fact that Mr. Michaels did not seem physically attracted to Jimmy any more left him with a false sense of security. 

Mr. Michaels had of course planned it all. He wanted Jimmy to lower his defenses. Their first time was Mr. Michaels satisfying his immediate need for release. He wanted their next time to special. And since Jimmy would be living with him he thought it would be good timing to make him more submissive to his need to dominate young Jimmy. The whole gay experience was new to him as well as Jimmy. But, he knew once Jimmy was living with him things would be much better.

Once Jimmy brought all of his things up to Mr. Michael's penthouse, Mr. Michaels instructed him to take everything to the guest room. The guest room would be Jimmy's room from then on. Jimmy did as he was told and then went back into the living room. Mr. Michaels coolly said, "Let's get dinner. I am hungry." 

Jimmy looked down at his clothes and sighed, "I need to change. My clothes are dirty." 

Mr. Michaels seized the opportunity to express his domination over Jimmy as he said, "You will change clothes. But, you will wear what I tell you to wear. Go in your room and remove your clothes. Then, sit on the bed completely naked and wait for me." 

Jimmy swallowed hard as he realized that Mr. Michaels still wanted to dominate him. He had hoped it was a one night thing before. But, he now knew that moving into the penthouse was a trap. He hadn't seen a dime of the money he was promised but all of his material needs were taken care of. Jimmy knew if he left Mr. Michaels he would be out on the streets without a dime in his pockets. Feeling defeated he frowned and nodded as hew turned to leave the room.

Mr. Michaels said in a snappy voice, "Get back in here! It is awfully rude to not verbally respond to me when I speak to you, Jimmy. When I give you a command I'd better hear ‘yes sir' as a response. Do you understand?" 

Jimmy quickly turned around and nervously responded, "Yes Sir."

Mr. Michaels sighed victoriously and waved him away, "Go. Do as I said now."

Jimmy nodded, "Yes Sir." He then turned and walked into the room.

Mr. Michaels poured himself a glass of champagne as Jimmy was undressing in the room. When he finished undressing he sat on the bed with only underwear on and waited for Mr. Michaels. Mr. Michaels drank down the champagne and walked into the room. He saw Jimmy sitting on the bed and smiled to him until he realized Jimmy still had underwear on.

Mr. Michaels huffed, "I see you did not do as I said. You still have underwear on." He walked over to Jimmy and grabbed a hand full of hair on Jimmy's head. While forcing him to look up to him he said, "I told you to be completely naked. What you fail to understand is that I am not just your employer and lover. I am your master. You are my sex slave. You will do as I say. Otherwise, punishment will always follow." He slapped Jimmy's face with the other hand.

Jimmy's eyes watered as he said, "I'm sorry, sir. Please…. I'm sorry. I'll take them off!"

Mr. Michaels felt his cock grow rock hard and he slapped Jimmy in the face with his free hand and let go of his hair. The slap was hard as the sound rang throughout the room. Jimmy immediately placed his hand on his cheek and begged, "I'm sorry! Please don't hit me again!"

Mr. Michaels sighed, "I wanted our next time to be special. But, I see now you want to be difficult. Get on your knees and suck my cock. I want it deep down your throat. And when I cum you better drink every last drop if it!" He then grabbed Jimmy's hair again and dragged him off the bed. He let go and Jimmy crawled on his knees in front of Mr. Michaels. Mr. Michaels slapped him again but not as hard, "Damn it, hurry up! Unzip my pants and get to it, slave boy!"

Jimmy quickly unzipped Mr. Michaels pants and pulled his raging hard on out. Jimmy licked at the tip and shivered at the taste of the pre-cum. Mr. Michaels just looked down reveling in the sight before him. Jimmy oddly enough started to enjoy the feeling of sucking on Mr. Michaels. He slowly took more of the cock into his mouth. He licked and sucked lovingly.

Mr. Michaels moaned, "That's it, baby. That's it." He stroked Jimmy's hair as if caressing him. His whole demeanor changed to a kinder more loving lover. He slid one hand to the back of Jimmy's head, "See…. Now, that's not too bad. I'll be doing the same to you soon." He gently urged Jimmy's head forward as he desired him to take more into his mouth.

Slowly the tip began to push at the back of Jimmy's throat. Jimmy began to gag and his eyes watered as he looked up to Mr. Michaels. Mr. Michaels said, "Show me how much you care for your lover. Swallow all of me down your throat. Make me feel like you love my dick down your throat. Relax, baby. Concentrate on not swallowing or gagging. Concentrate on keeping your throat open for me."

Jimmy nodded and did as Mr. Michaels said. It was hard but he managed to keep his throat relaxed. Jimmy actually swallowed all of Mr. Michaels down his throat. Mr. Michaels moaned in ecstasy. His balls grew tight full of cum. He looked down at Jimmy lustfully, "I'm sorry Jimmy. But, I need to fuck your throat now. This just feels too damn good. I want you to swallow every drop of my cum." With that he held onto Jimmy's head with both hands and began to furiously shove his long thick cock in and out of Jimmy's wet mouth and down his soft firm throat. Jimmy could not concentrate on keeping his throat relaxed due to the speed of Mr. Michael's thrusts. He gagged many times and tears ran from his eyes. 

The feeling of what was happening and the look on Jimmy's face made Mr. Michaels loose it. He released stream after stream of thick white cum down Jimmy's throat. Even after he finished ejaculating he left his slowly softening cock down Jimmy's throat. When he pulled out Jimmy sighed and gasped. Mr. Michaels smiled and stuffed his cock back in his pants.

Mr. Michaels looked down to Jimmy lovingly, "Sit on the edge of the bed, lover. It is time for me to show you that your Master loves you too."

Jimmy nodded his head and did as he was told. Mr. Michaels dropped to his knees in front of Jimmy and spread his knees apart. He looked down to the slightly smaller cock and kicked his lips. Jimmy looked away from embarrassment. The flush on his face told Mr. Michaels as well. Mr. Michaels reached up and turned his face to look at his, "Come on, lover. You should watch as your Master pleases you. Your body belongs to me, yes. But, as long as it provides pleasure, it will receive pleasure."

Jimmy looked down as Mr. Michaels lowered his mouth on his suddenly erect cock. Jimmy indeed did like what was happening. Mr. Michaels tongue felt warm, soft and moist as it twirled and licked at the tip of his cock. When Mr. Michaels began to take more of Jimmy in, Jimmy exhaled from the pleasure. It did not take long for Jimmy to arch his back wanting Mr. Michaels to take all of him down his throat as he had done him.

To Jimmy's relief, Mr. Michaels did not let him down. He easily took all of Jimmy down his throat like a pro. He sucked and licked until Jimmy came down his throat. He kept his cock down his throat until it was limp again. As he rose to his knees he said to Jimmy, "See, lover? See how good we make each other feel?"

Jimmy blushed and looked down to the floor. Mr. Michaels bent down and took Jimmy's face into his hand. He gently urged Jimmy to look up to him, "How can something that feels so good still embarrass you? Tell me, my handsome lover, wasn't that your cum that sprayed down my throat?"

Jimmy looked up and sighed. Mr. Michael's words made sense to him and he was slowly becoming less embarrassed. He softly said, "Yes Sir. That was my cum. What we did felt very good."

Mr. Michaels pressed his lips against Jimmy's and he gave him a loving kiss. When the kiss was broken he looked into Jimmy's eyes, "I know I can seem a bit demanding and stern at times. Just remember it is only because you turn me on so much that I feel like I am losing my mind. When I want you, I must have you. Delays make me angry."

Jimmy smiled, "I know I belong to you. I will try to not bring your wrath out again." Jimmy felt defeated and weak. Yet, he felt desired and pleasured at the same time. He knew he was trapped as a sex slave for Mr. Michaels so he decided he might as well make the most out of it. 

Mr. Michael stood straight and released Jimmy's chin. He exhaled, "Get dressed. We are still going out for dinner. Just remember, you belong to me- your master. I am already growing excited again. Never forget that you must never deny me no matter where we are. If I want to fuck in the middle of the street you will not hesitate in doing as I ask. DO you understand, young Jimmy?"

Jimmy flushed with embarrassment at the thought of fucking Mr. Michaels in public. But, he knew better than say anything other than what Mr. Michaels wanted to hear. He nodded his head yes, "Yes Sir. I understand. I am your slave and you are my Master. You own my body and I am never to deny you or delay you." Mr. Michaels smiled victoriously as he left the room for Jimmy to prepare for dinner. 

As the limo drove up to the restaurant Mr. Michaels said casually, "We will be having dinner with Mr. Yomoto. I got a call from him. He wants to do business with the company. Many companies have vied for his business. He has been a hard sell. It seems that nothing pleases him. But, he has decided to hear me out because he says he likes me. I want you to sit quietly and only speak when spoken to. When you do speak, I expect your answers to be polite and to the point. No elaborations. And do not make eye contact. Am I clear, Jimmy?"

Jimmy nodded his head obediently, "Yes Sir. I understand clearly."

Mr. Michaels reached down and gently squeezed Jimmy's cock, "Mmmm…. If all goes well I will be wanting some if that later." He released his hand as the driver came around and opened the door.

Once inside Mr. Michaels and Jimmy were shown to their reserved table. Just as they were sitting down Mr. Yomoto entered the restaurant. Mr. Yomoto was escorted over as the two stood. Mr. Michaels greeted Mr. Yomoto like an old friend, "Ah, it is good to see you my friend." 

The two shook hands and Mr. Yomoto smiled to them both, "It is good to see you as well, my friend." As the three sat down, Mr. Yomoto noticed right away how submissive Jimmy was being. His cock twitched because he himself enjoyed sex with younger men as well. He was an intelligent man and knew right away that his early suspicions we correct- Jimmy was more than a personal assistant. He was a sex toy as well. 

The two business men made small talk as they browsed the menus. Jimmy sat his down first as he decided what he wanted. Mr. Yomoto was next and then Mr. Michaels. When the waiter came to the table Mr. Yomoto ordered first, then Mr. Michaels and lastly, Jimmy ordered. 

After the waiter left Mr. Yomoto turned to Jimmy and smiled, "I have not heard a peep from you, Jimmy. How have you faired? Is Mr. Michaels treating you well?"

Jimmy nervously looked up but did not make eye contact, "Yes, Mr. Yomoto. I have faired well and Mr. Michaels is a wonderful boss." Mr. Yomoto felt his cock grow very hard at the sight of such submissiveness. He looked back to Mr. Michaels with a more serious look, "Ok. Let's get down to business here."

They went back and forth trying to negotiate. Mr. Yomoto was indeed hard to please. When the food arrived they calmed a bit and seemed to retreat to their corners to enjoy some of the food. About half way through the meal Mr. Michaels asked Mr. Yomoto, "Is there nothing that will persuade you to bring your business to my company?"

Mr. Yomoto looked over to Jimmy and back to Mr. Michaels, "Him. Jimmy." 

Jimmy felt his heart race. He knew what Mr. Yomoto wanted. But, it was bad enough he was forced to do it with Mr. Michaels. Just when he was learning how to accept it he didn't want to be forced to be with someone else. He coughed a bit on his food and drank a bit of water to help him.

Mr. Michaels pretended to be confused, "Jimmy? What could he do to seal this deal?"

Mr. Yomoto leaned in and in almost a whisper said to Mr. Michaels, "I have had many submissives. I know Jimmy is your sex toy. The sight of his submissiveness and good looks excite me greatly. Give me one night to do as I please with him and you will get the contract. But, he must not deny me. And no one must ever hear of this deal."

Mr. Michaels exhaled, "He has only been with me. He is still learning. If I give him to you I must be allowed to watch. And you may not harm him." Mr. Yomoto nodded and looked victoriously over to Jimmy, "I will look forward to conducting business with you, Jimmy."

Jimmy swallowed hard but said nothing.

Mr. Yomoto looked back to Mr. Michaels, "Next Saturday night, my penthouse."

Jimmy was no longer hungry yet Mr. Michaels was well pleased as he chit-chatted with Mr. Yomoto a bit more as they finished their meals. They all ate dessert and then went their separate ways afterwards.

That night in his penthouse Mr. Michaels turned on some slow love making music and sat on the comfy sofa. He then told Jimmy to strip in front of him. Jimmy nervously stood in front of him and looked down to Mr. Michaels, "Are you really going to rent me out just to win a contract?"

Mr. Michaels looked annoyed, "You are delaying my pleasure, Jimmy. Start undressing and I will answer your question."

As Jimmy unbuttoned his shirt Mr. Michaels said, "It is only business. I know he means nothing to you. So, don't worry, I won't feel betrayed." Jimmy could not believe how casual Mr. Michaels was being as he proceeded to remove his shirt. Mr. Michaels continued, "You will be making me very happy by doing this, lover. You will help me out more than you could know. Don't be worried. I will be there to make sure you are not abused."

Jimmy then unbuckled his pants and Mr. Michaels licked his lips. Jimmy said, "So, you want me to fuck him? I thought my body belonged to only you."

Jimmy dropped his pants and stood before Mr. Michaels in his underwear. Mr. Michaels was shocked by the way Jimmy talked but liked it. He licked his lips again, "Turn around. I want you to bend over and slowly slide your under wear down." As Jimmy bent over Mr. Michaels said, "Yes. I want you to fuck him. Yes, your body does belong to me. You fuck me and who ever else I tell you to because you belong to me. You can never deny me."

Jimmy slowly slid his underwear down and dropped them around his ankles. Before he could stand straight Mr. Michaels said, "Stay bent over. Now put your hands on your ass cheeks and spread them apart. I want to see that cute little asshole that I will be fucking tonight." 

Jimmy did as Mr. Michaels asked and Mr. Michaels stood up. He quickly removed all of his own clothing and sat back down. He began to stroke his cock as he starred at Jimmy's tightly little rose bud. When his cock was quite rigid he said, "Stand straight and come stand in front of me between my legs."

Jimmy did as he was told. He stood there with his semi-erect cock with his hands by his sides. Mr. Michaels admired his slim body for a few moments. He then said, "Stroke your cock. I want to see it hard." 

He did as he was told and when it began to get erect Mr. Michaels said, "Turn around and keep stroking your cock no matter what I do." Jimmy did as he was told, as usual.

Mr. Michaels pushed one thumb into Jimmy's asshole. He pumped his thumb in and out. When his anus relaxed he put the other thumb inside. He worked the two thumbs together and Jimmy moaned from the pleasure. When Jimmy's anus easily accepted that, Mr. Michaels pulled the thumbs out and replaced them with the index and middle finger of his right hand. He worked the two fingers in and out as deep as he could. Mr. Michaels could tell Jimmy was getting very excited and said, "Stop stroking. I don't want you to cum yet."

Jimmy moaned, "But it feels so good, sir. Please let me cum."

Mr. Michaels slapped his ass with the other hand, "No. Not until I say you can, slave boy." After saying that he removed his fingers and said, "Now, get on your hands and knees like a dog with your ass facing me." Jimmy dropped to his hands and knees and Mr. Michaels got on his knees behind him. 

Mr. Michaels spread Jimmy's ass cheeks apart and admired the tight fuck hole for a few moments. He then pressed the tip of his now hugely erect penis at the opening. Jimmy trembled with fear of pain. Mr. Michaels rubbed his ass cheeks, "This is going to feel very good. Don't fight it. Just relax, lover."

Jimmy tried to concentrate on relaxing as Mr. Michaels forced the tip in. But, it just hurt too much. It had been a long time since he last had anal sex with Mr. Michaels, so his anus was very tight. He cried out from the pain, "Ow!! It hurts! Please, stop!" Mr. Michaels ignored his pleas and forced more of himself in. Jimmy cried out louder and his body trembled, "Ow!! Uhh!! Oh! Ow!! It HURTS!" He whimpered and grunted from the pain as Mr. Michaels forced all of his 9 inch cock in deep. Jimmy trembled, "Oh God, it hurts." He cried, "Please, pull it out and stop! Please!"

Mr. Michaels chuckled, "Such a fussy lover. It has to hurt a bit in the beginning. But, if we always stop when it hurts, your ass will never get used to it. The more I fuck you, the more your ass will get used to it and the better it will feel." 

Mr. Michaels vein ribbed cock throbbed in Jimmy's ass. His ass was fitting so snuggly around his cock that even the throbbing hurt. He whimpered, "It hurts so bad. It doesn't feel right there! Please, no more! You could at least use some sort of lubrication!"

Mr. Michaels laughed evilly, "Lubrication? No, young Jimmy. I can't have you used to that stuff. It is messy. And I won't always have it when ever I want to fuck you. No, you will only be fucked raw. Don't worry. It will hurt less each time." He grabbed his hips firmly and said, "Now, get ready. Your ass is about to be stretched wide as you please your master."

Jimmy trembled and whimpered as Mr. Michaels pulled his cock back a bit. He then pushed forward and Jimmy cried out from the searing pain, "No! Please! Oh my God! It hurts! You're tearing me!"

Mr. Michaels chuckled, "Soon enough you'll be begging me not to stop. Just relax, lover."

Jimmy gripped the carpet as Mr. Michaels forced himself back forward. He did the same movements for awhile until Jimmy's ass began a bit more relaxed. Jimmy was still in pain but not as much. He was now just whimpering softly and sucking air through his teeth.

Mr. Michaels pulled all but the tip out this time and slowly slid it all back in. Jimmy continued to whimper from the pain as Mr. Michaels did this a few more times. The soft tightness of Jimmy asshole around his cock felt incredible to Mr. Michaels. He moaned out from the pleasure. As he listened to Jimmy's whimpers, he found himself wanting to take Jimmy harder. He took a firm hold of Jimmy, "Hang on lover, I am about to fuck you like a slave is supposed to be fucked."

He then began to slam his cock in and out of Jimmy. Jimmy cried out from the initial pain but his ass was forced to open up as it accepted the invader. Jimmy didn't even whimper anymore. It didn't quite feel good but the pain was minimal now. Jimmy exhaled from relief of so much pain dissipating.




Young Jimmy Ch. 02



When Mr. Michaels felt himself close to ejaculating he pulled his cock out and stood up. He sat on the sofa and said, "Sit on my cock, Jimmy with your back to me. Line it up and let it slide all the way into your ass."

Jimmy stood to his feet and backed up. He sat on Mr. Michaels lap and reached between his own legs to align Mr. Michaels cock with his ass. He lifted up a bit and slid the tip in. He then slowly slid down as he gasped. Mr. Michaels brought his hands up and began to tweak Jimmy's nipples and said, "Stroke yourself. Tell me when you are about to cum."

Jimmy said, "Yes, Sir."

He stroked himself as Mr. Michaels cock twitched in his ass. Strangely, Jimmy was now feeling good. He stroked faster and harder as he wanted to cum. Mr. Michaels was straining against his own need to cum. He wanted them to ejaculate at the same time. He put his strong hands on Jimmy's slender hips and began lifting his light body up and down on his cock. Jimmy moaned from the pleasure and said excitedly, "Here I cum!" 

Mr. Michaels called out in his own excitement, "Yes! Let it out!" He then began to fuck into Jimmy's ass hard and they both ejaculated. Jimmy released his thick white cum all over his stomach and hand. Mr. Michaels released his into Jimmy's tight ass and let go of his hips. Jimmy sat there for a few moments as Mr. Michaels cock deflated.

When they were finished Jimmy was ordered to take a shower. Mr. Michaels stepped into the bath as well. The two lovers took turns bathing each other. Afterwards they dried off and got under the sheets together. Jimmy soon fell asleep in the arms of Mr. Michael. Mr. Michaels lay behind him with an arm draped over Jimmy's waist. His crotch was pressed firmly against Jimmy's ass and they slept that way all through the night.

The next day of work started like any other day. There were several meetings and plenty for Jimmy to enter into his computer. At the end of the day Mr. Michaels found himself starring over to Jimmy. He wanted to himself bury deep inside of his boy toy. So, he stood and walked out of the office. He walked over to the secretary and with a charming smile said, "Go home early today, dear. You deserve a couple of hours."

The secretary smiled widely, "Thank you, Sir! I think I'll take my daughter to the park." She quickly packed up her things and turned back to him, "Should I turn on the voice mail?" 

Mr. Michaels nodded, "Yes. I don't feel like answering these lines up here so that is a good idea." She nodded her head as he walked back into the office. He left the door open so he could hear her leave. Jimmy concentrating so hard on his work that he didn't notice anything that just transpired.

A few moments later the secretary came to the door and happily said, "Ok. I am leaving now, Mr. Michaels. See you tomorrow, Jimmy." 

Mr. Michaels nodded to her, "And please lock the outer door on your way out."

Jimmy's attention was taken away as his name was said. He turned to her and with a smile said, "Ok. See you tomorrow." He felt his stomach feel very nervous when he looked at the time. She was leaving two hours early. This made him fear that Mr. Michaels sent her home so that he could have his way with Jimmy.

It only took a few moments for them both to hear the main door pulled shut and locked. Mr. Michaels stood and walked over to Jimmy. Jimmy tried to pretend he was concentrating hard on his work and kept typing. Mr. Michaels leaned over Jimmy and took his hands into his own.

Jimmy nervously said, "I need to finish this, Sir." His heart raced as his hands were held. 

Mr. Michaels leaned down and kissed lovingly on Jimmy's neck. He inhaled and exhaled hardly, "I just can't resist you, Jimmy. I have to have you. Stand up." He released Jimmy and stepped back. As Jimmy stood there Mr. Michaels pushed the chair to the side.

Jimmy breathed nervously as he waited to feel Mr. Michael's hands on him again. Mr. Michaels stood close behind Jimmy and reached around him with his hands. He proceeded to unbuttoning Jimmy's shirt as he tenderly pressed kisses on the left side of his neck. The kisses actually felt nice and Jimmy bent his neck a bit so that Mr. Michaels would have better access.

Once the shirt was unbuttoned Mr. Michaels slid his hands down to Jimmy's belt and quickly unbuckled his pants. He loosened the belt and slid one hand inside of Jimmy's pants and underwear. His strong muscular hand firmly rubbed and squeezed Jimmy's cock. When it became erect Mr. Michaels pulled his hand out and his hands rubbed Jimmy's bare stomach and chest. In a sexy voice he said to Jimmy, "Tell me that you want me."

Jimmy shut his eyes tightly and whispered, "I want you, Sir."

Mr. Michaels smiled, "Now, tell me you love me."

Jimmy whispered again, "I love you, Sir."

Mr. Michaels slipped Jimmy's pants and underwear down his hips and let them fall around his ankles. He then pulled the shirt down Jimmy's arms and let it fall too. Jimmy's naked body excited Mr. Michaels like a lion during the bring down of large prey. With a more demanding voice he told Jimmy, "Bend over. Put your hands the desk."

Jimmy complied and Mr. Michaels pulled fished his own cock through the zipper of his pants. He then pulled Jimmy's ass cheeks apart. He admired the ass pussy for a few moments and then pressed the tip against it. Jimmy exhaled as he tried to relax himself. Mr. Michaels proceeded to force the tip in. It hurt Jimmy but not as bad as the night before. His asshole was still a bit open from the night before. 

Mr. Michaels was pleased with how much easier it was to slip into Jimmy. He moaned from pleasure and excitement. Jimmy just sucked air through his teeth as Mr. Michaels proceeded to push all 9 inches in. Jimmy was in pain but it was at a tolerable level.

Mr. Michaels grinded his hips against Jimmy and said, "Damn it, boy. You feel so good. Beg me to fuck your tight ass. Let me know how much you want me."

Jimmy played along, "Please, Sir. Please fuck my tight ass. I need you to fuck me. Please, I am begging you to fuck me."

Mr. Michaels began to slowly pull everything but the tip out and slowly slid all the way in. After a few moments of this he said, "Tell me you want it harder. Beg me to fuck you like a slave deserves."

Jimmy was enjoying the feeling and his own cock grew hard. He had no problem playing along now, "Please, Sir. Please fuck me hard. Fuck me hard like a slave deserves. Pound that monster cock into my ass, please!"

Mr. Michaels chuckled, "Ok. Have it your way." He then pounded deep, hard and fast into Jimmy. The sound of flesh slapping flesh added to Jimmy's excitement. He moaned loudly as the excitement built. 

Mr. Michaels kept saying dirty things that had a good sexual effect on Jimmy. He said things like, "Take this cock in your tight slutty ass!", "You are my whore!", and "I want to rip your ass apart!" And he called Jimmy names like, "Fuck toy.", "Slave boy", "Pussy boy.", "Cock sucker." and "Whore."

Mr. Michaels ejaculated deep in Jimmy's ass before Jimmy could ejaculate. Jimmy sighed in disappointment. Mr. Michaels said, "Lay on the floor on your back." 

Jimmy complied and looked up hopefully to Mr. Michaels. Mr. Michaels smiled down to him, "You get to fuck me now, Jimmy. You see, I fuck myself with a Dildo to keep my ass nice and open."

Jimmy looked surprised, "You mean you want my cock inside of you, Sir?"

Mr. Michaels sighed, "Yes, lover. Stay still. I am going to slide onto your cock with my back to you. You can put your hands on me if you like."

Jimmy's cock twitched at the thought of fucking its' Master. Jimmy nodded, "Yes, Sir."

Mr. Michaels removed the rest of his own clothing and stood over Jimmy. He stepped between his legs and pushed them wide apart. He then turned around and dropped to his knees. Mr. Michaels hooked his legs under Jimmy's knees. He backed up a bit and Jimmy instinctively lined his own cock up with Mr. Michael's asshole. 

Mr. Michaels slid his warm ass down and enveloped Jimmy's cock easily. Jimmy moaned from the pleasure and Mr. Michaels leaned forward to hold Jimmy's ankles. He then proceeded to lift his ass up and down on Jimmy. He pounded his ass against Jimmy as Jimmy moaned loudly and said things like, "Yes.", "Fuck.", "Fuck my cock." and "It feels good."

Mr. Michaels felt his own cock grow hard again. He knew he would cum again very soon. He hoped Jimmy would release his load soon to. When Jimmy finally did cum inside of Mr. Michaels his back arched upward and he called out, "Oh God! I'm cumming, Sir!"

Mr. Michaels sat up straight and grinded against Jimmy. He stroked his own cock and he quickly ejaculated on his hand. Both men stayed in that position for a few moments. Mr. Michaels then stood up and looked down at Jimmy, "Let's wash up and go home." 

They went into his executive bath room behind a wall panel that was a hidden door. Mr. Michaels turned on the water and adjusted the temperature. They bathed each other, dressed and went home. That night as they lay in bed Mr. Michaels said in Jimmy's ear, "I told you every time we do it, it gets better. If I am not mistaken, you enjoyed yourself today."

Jimmy pressed back against Mr. Michaels and smiled, "Yes, I did. It felt great, Sir."

Mr. Michaels chuckled, "Is there any doubt if you are gay anymore?"

Jimmy chuckled, "No, Sir. I know I am gay."

Mr. Michaels kissed his shoulder, "You are my slave too. Don't forget that. You still belong to me."

Jimmy sighed, "I know, Sir."

Every night that week they fucked at home. Jimmy was allowed to fuck his Master's ass no more that week, however. Mr. Michaels told him that was a privilege to do. He would not allow Jimmy to do it very often. It wasn't that he didn't enjoy it. He just didn't want Jimmy accustomed to being the one in the lead position. He wanted Jimmy to know his place and purpose. 

Saturday came and Jimmy dreaded what was to happen that day. He knew he was to be Mr. Yomoto's submissive that night. He had grown to enjoy and even look forward to being fucked by his Master. But, he wanted no part of being someone else's submissive.

As they rode up the elevator to Mr. Yomoto's penthouse, Mr. Michaels and Jimmy were alone. Mr. Michaels said, "Do everything he asks and maybe we will be out of here soon. Just imagine it is me. I want you to please him well. The contract of a life time is at stake here. You won't be seriously injured pet. I will see to that. Just remember that you are after all a sex slave and I am your Master. In pleasing Mr. Yomoto, you will be pleasing me."

Jimmy swallowed hard, "Yes, Sir. What kind of things can I expect him to do?"

Mr. Michaels chuckled, "Well, he is Asian. They really get into sex and submissiveness. He will surely use dildos, restraints, and he may even use torture devices that are meant to cause you discomfort but not seriously injure you. He will surely make you feel much more dominated than I do. You see, I love you. He does not. You are nothing more than a fuck toy to him."

The elevator doors slid open and Jimmy's heart felt as though it would pound right out of his chest. Mr. Yomoto stood nearby clothed in a robe and had a cigar in his mouth. He smiled pleased, "Come in. Follow me."

They both quietly followed Mr. Yomoto to a door with Asian symbols ornately carved into it. Before opening it he turned to the two, "This is my toy room. Please, follow me."

He slid the door open and Jimmy's gasped at what he saw. The room looked like a dungeon with restraint systems and what looked like torture devices. There was also a bed in the middle of the room with restraint devices attached to the bed and hanging from the ceiling. Mr. Michaels urged the intimidated Jimmy in. Mr. Yomoto closed the door behind them and Mr. Michaels sat on a bench in the corner, "He's all yours, Mr. Yomoto."

Mr. Yomoto circled Jimmy twice as he admired his slim almost girly body. He stood back in front of him and backed up. Jimmy starred at the floor as his body trembled. Mr. Yomoto said in a cold voice, "Remove your clothes, slave." Jimmy quickly shed his clothes and let them hang around his ankles. Mr. Yomoto spoke again, "Step forward out of the clothes." Jimmy did as he was told again. 

Mr. Yomoto walked over to a device designed to hold Jimmy in a standing position with his legs spread, is neck in a locked collar and his arms would be spread wide with his hands restrained by shackles. Jimmy was terrified but slowly walked over to Mr. Yomoto as he waved him over. Mr. Yomoto said, "Keep facing the device and walk forward. I want you to step into the shackles." Jimmy did as he was told.

When the shackled automatically clamped around his ankles he felt panicked. His heart was pounding harder than it ever had before. He tried to step out but could not. Mr. Yomoto quickly slammed Jimmy forward and hooked his neck into the locking collar. Jimmy was panicking and terrified now. He clawed at the collar and Mr. Yomoto laughed, "You might as well calm down. You aren't going anywhere for awhile!"

But, Jimmy continued to panic and beg to be released. Mr. Yomoto walked over to a cart and took a cat o' nine whip. He stood behind Jimmy and delivered a few swipes to his ass cheeks. Jimmy cried out from the shock and pain. But, he stopped clawing at the collar. Mr. Yomoto said, "Now that I have your attention, slave, put your hands into the shackles." Jimmy's body trembled but he did as he was told. These shackles too closed automatically.

Jimmy waited and whimpered as he waited for what was to come. He was not used to such treatment and certainly was not used to that whip. Terrible thoughts rushed his mind as he imagined what was to come….

**STAY TUNED FOR CHAPTER 3 TO FIND OUT WHAT SINISTER SEXUAL FANTASIES JIMMY WILL HAVE TO PARTICIPATE IN AT THE HANDS OF MR. YOMOTO.**



Young Jimmy Ch. 03



Mr. Yomoto chuckled, "There now. Don't fight what you are destined for." He lifted up the whip and asked, "Who am I?" 

Jimmy growled back, "A sick fuck!" 

Mr. Yomoto delivered two stripes across Jimmy's ass and calmly said, "You will call me Sir. Do you understand?"

Jimmy hesitated. His hesitation resulted in two more swipes across his ass.

Mr. Yomoto shouted at him, "Do you understand?!"

Jimmy cried out, "Yes!"

Mr. Yomoto rubbed his own erect cock and asked, "Yes, what?"

Jimmy immediately said, "Yes, Sir." Tears streamed down his cheeks as he looked over Mr. Michaels. To his shock Mr. Michaels had his own cock out of his pants and was stroking it slowly as he watched on.

Mr. Yomoto rubbed Jimmy's ass cheeks, "Very good, slave. Soon enough you will be begging for me to fuck you." He stepped back and admired Jimmy's backside for a moment. He then lifted a finger to run along Jimmy's ass crack a few times. He then said, "Your ass is perfect."

Jimmy flinched and Mr. Yomoto dropped to his knees. With his hands he spread Jimmy's ass cheeks apart and licked at the rosebud. Jimmy shivered as Mr. Yomoto slipped his tongue inside. Though he wanted nothing to do with Mr. Yomoto, hiss asshole could not deny the pleasure his tongue was bringing.

Mr. Yomoto then lifted a hand up and stroked Jimmy's cock at the same time. This continued for a few minutes until Jimmy's cock began to get erect. Mr. Yomoto stood up and chuckled, "You may not cum until after I do."

Jimmy exhaled as Mr. Yomoto stopped what he was doing. He asked, "Can I just suck you off then?" He wanted to get this over with and knew if he could suck on him it would be over soon.

Mr. Yomoto grabbed his whip and delivered four strokes to Jimmy's ass, "You will not make requests! You will not speak unless asked to speak! Do you understand?!"

Jimmy cried out, "Yes, Sir!"

Mr. Yomoto retrieved a testicles restraint and walked around in front of Jimmy. The way the device was made looked like a big open square with shackles on each corner and a neck restraint in the center of the top wooden rail. There was also a thin flat rail that extended from the center of the top rail down to just above Jimmy's belly button. This rail was meant to help the captive stay standing by supporting some of the weight. This design was very efficient. It left Jimmy completely exposed, even his nipples.

Mr. Yomoto dropped to his knees in front of Jimmy. With his right hand he clasped Jimmy's ball sack just above the testicles and pulled downward. Jimmy gasped and Mr. Yomoto attached the restraint. The restraint was made out of leather and made to fasten so tight that the sperm flow would be cut off and the testicles would be very prominent. It did not take but a few moments for this to become painful to Jimmy. He moaned out from pain.

Mr. Yomoto sucked on Jimmy's cock a few moments and then stood up. He looked Jimmy in the eyes, "Thank me for restraining your balls."

Jimmy hesitated and Mr. Yomoto slapped his face hard, "You will be grateful for everything I do to you. A slave is always honored by the attention his Master shows him. You will say, thank you for restraining my balls sir! Now say it!"

Jimmy trembled and cried out, "Thank you for restraining my balls sir!"

Mr. Yomoto smiled wickedly, "Oh, you are most welcome, slave." With that he returned to the table and lifted a silver thin metal dildo. He walked over to Jimmy and smiled, "We will start you off with this one. Let me see if you understand how all of this works yet. You know you are a slave. You know I am to be called Mister. You know you are to thank me for everything I do to you. I hope you understand by now that denying me is not a good idea. So, I will ask you a question. Look at this dildo. Would you like me to fuck you with it?"

Jimmy sighed. He knew that if he did not answer or say no, Mr. Yomoto would whip him again. Jimmy decided that if he went along with it, this night would be over with sooner. So, he played along and said, "Yes, Sir." 

Mr. Yomoto smiled, "Very good, slave. You are learning." He walked behind Jimmy and slowly pressed the dildo up inside of him. Mr. Michaels had used Jimmy so much that the dildo went in without trouble. Mr. Yomoto looked over to Mr. Michaels, "It appears you find him quite pleasing, Mr. Michaels. No bother. I will use a larger one."

Mr. Yomoto slid the dildo out and retrieved a fatter one. This time it did not go in as easy. It actually hurt Jimmy. Jimmy cried out, "It hurts!" 

Mr. Yomoto said nothing. He merely chuckled in response as he began to fuck Jimmy slowly with the dildo. After awhile this slow fucking caused Jimmy's anus to relax and feel pleasure. His cock began to become very erect. Jimmy released a soft moan. To his own disgust he was beginning to feel good.

Mr. Yomoto stepped away and retrieved a cock ring from the table. He stood in front of Jimmy and dropped on to his knees. He began sucking Jimmy until he felt Jimmy's cock began to throb. He slid his mouth off and slowly slid the cock ring down to the base of Jimmy's cock. Jimmy flinched from the immediate pressure of the blood flow being cut off to his cock. Mr. Yomoto stood up and kissed Jimmy on the lips. When he pulled away he said, "You can't cum until I do, slave. Do you want me to cum in your ass so you can cum?"

Jimmy wasted no time in answering, "Yes, Sir." The pressure in his balls had become almost unbearable and he knew it would no be long before his cock would be aching as well. He wanted this to be over with and had become completely submissive.

Mr. Yomoto chuckled, "Because you are so sexy and submissive I will go easy on you tonight, slave. If you can beg well enough for me to fuck your face and throat I will face fuck you until I cum. And then I'll fuck your ass until I cum again. And after that I will allow you to cum. Does this sound satisfactory to you?"

Jimmy nodded, "Yes, Sir. Thank you, Sir." He exhaled and decided to begin the begging as Mr. Yomoto walked over to the table and picked up the whip, "Please, Sir. Please fuck my face and throat." 

Mr. Yomoto walked behind him and struck his buttocks twice with the whip. Jimmy gasped and Mr. Yomoto shouted, "Not good enough!"

Jimmy tried to muster a sincere voice as he continued, "Please, Sir. Please use my mouth and throat. Please allow me to pleasure you."

Mr. Yomoto looked over to Mr. Michaels and smiled. Mr. Michaels remained quiet and continued to slowly stroke himself. Mr. Yomoto removed his robe and allowed it to fall to the ground. He pressed his naked body up against the backside of Jimmy. 

Jimmy gasped as the whelps stung from the contact of flesh. He continued to beg, "P-please S-Sir…. Use me to pleasure yourself. Please give me that honor."

Mr. Yomoto kissed the back of Jimmy's neck, "Well, since you asked so nicely…. very well, slave. He quickly worked on releasing Jimmy's ankles from the shackles. He stood up behind Jimmy again and whispered in his ear, "Your feet are free. I will free your hands now. Do not try to fight me or you will regret it severely, slave. You will do exactly as I say. Do you understand?"

Jimmy trembled with fear, "Yes, Sir. I understand, Sir."

Mr. Yomoto released Jimmy's hands from the shackles, then his neck. Mr. Yomoto brought his hands up to rest on Jimmy's shoulders, "Go lay on your back on the bed with your head on the pillow."

Jimmy ducked his head under the beam him neck was shackled to and slowly took a few steps forward. He then stopped and turned to Mr. Michaels. A tear slipped down his face as he watched Mr. Michaels smile to him and stroke himself.

Mr. Yomoto shoved him forward and Jimmy stumbled a few feet. He stumbled to the bed and fell onto it. He slid himself up and turned to lie on his back with his head on the pillow. He looked to his left and right and saw leather straps on the posts. He assumed these would be used to restrain him.

Mr. Yomoto crawled up on the bed and sat on Jimmy's chest. He leaned over and strapped Jimmy's wrists tightly with the leather straps. He then looked down at him. He stroked Jimmy's cheek and said, "So beautiful. You are so beautiful. So youthful and flawless. Quite a prize. Open your mouth."

Jimmy opened hi mouth and Mr. Yomoto slid his cock into his mouth, "Lick on the tip."

Jimmy did as he was told.

Mr. Yomoto began to grow excited and grabbed a hold of the back of Jimmy's head with his hands. He forcefully shoved his cock all the way down Jimmy's throat and began to brutally fuck his throat. As Jimmy gagged Mr. Yomoto kept saying, "Yes! Take it, slave! Take it!" It did not take long for Mr. Yomoto to spray Jimmy's throat with his cum. When he was finished trembling and spurting seed he pulled his cock out. 

Jimmy coughed and wheezed. His eyes were watering and he could not wipe them. Things seemed blurry as a dark shadow loomed over him. He realized it was Mr. Yomoto when he said, "Make me hard again while I suck you and I will let you cum." He had repositioned himself in the 69 position. He slid his cock into Jimmy's mouth and Jimmy immediately began to suck.

After a few moments Mr. Yomoto was erect again. He pulled out of Jimmy and repositioned himself so that he was on his knees between Jimmy's legs and looking down at his blue and bound testicles. Mr. Yomoto slowly released the binding and then lifted Jimmy's legs and bent them at the knees. He moved his hips until the tip of his cock was aligned with Jimmy's ass hole. When it was aligned he shoved his hard cock into Jimmy's ass. 

Jimmy screamed out from the pain and tears rolled down his cheeks. Mr. Yomoto ignored his cries of pain and pounded into the tender flesh of his anus. He then slowed as if to make it last. To Jimmy's surprise Mr. Yomoto then pulled off the cock ring.

Mr. Yomoto continued to slowly fuck Jimmy's ass. He chuckled, "Cum or I fuck your ass hole all night, slave." He reached down with one hand and began to stroke Jimmy's cock.

Jimmy was disgusted by himself but he knew if wanted this night to be over soon, all he had to do was cum. He closed his eyes and relaxed. Soon, his anus relaxed as well and began to feel pleasure. 

When Jimmy's cock had grown so hard that it began to throb Mr. Yomoto said, "I too am soon to cum." He sped up and after a few minutes Jimmy's body tightened and he moaned as he ejaculated all over Mr. Yomoto's hand. 

Mr. Yomoto began pounding in and out of Jimmy hard. The sound of flesh pounding flesh echoed through out the room. Jimmy looked over to Mr. Michaels just in time to see him ejaculate all over his own hand. He looked back up to Mr. Yomoto and closed his eyes.

Mr. Yomoto finally came deep inside of Jimmy's ass. He left his flinching cock inside of Jimmy until his cock released all of the cum it was going to. He pulled out and stood next to the bed. He looked down to Jimmy and smiled, "Such a fuss. You see? You liked every minute of it. Look at all that cum on your stomach and my hand. You are a good slave." He then released Jimmy's hands from the straps. He walked over to a counter and retrieved a large roll of paper towels. He laid it on the bed next to Jimmy and took one for himself. As he cleaned his hand off he said, "Clean yourself up slave, we are done."

Jimmy sighed a sigh of relief as Mr. Yomoto picked up his robe, put it back on and left the room closing the door behind himself. Jimmy took the paper towels and cleaned his stomach. He looked up as Mr. Michaels walked over, "You let him hurt me."

Mr. Michaels took a paper towel and cleaned off his own hand, "But, you are a slave. What he did was not abusive for a slave. You were not caned or beaten until bloody or even fucked until bloody. Some Masters fuck their slaves so ruthlessly that they get torn rectums. Besides, allowing yourself to cum admits that you enjoyed the painful pleasure."

Jimmy rolled his eyes and walked over to his clothing. He dressed himself in silence. Mr. Michaels felt an odd sensation within himself. He felt remorse and guilt. 

As Jimmy and Mr. Michaels left the room, Mr. Yomoto could be seen sitting by a fire smoking a cigar. He stood and shook hands with Mr. Michaels, "You came through your part of the deal and I will come through with my end, partner. That boy of yours pleasured my cock very well. Perhaps you will loan him to me for a whole weekend sometime."

Mr. Michaels chuckled, "Nah…. I don't think I want to let go of him again. Thanks for adhering to our deal. It will be a profitable decision." Mr. Yomoto agreed.

Later that nigh as Jimmy lied naked under a blanket in bed he winced from the occasional stinging on his back side if he lied on his back. He felt depressed, betrayed, used and dirty. As he softly cried Mr. Michaels walked into the room. He sat on the other side of the bed behind him. Jimmy stifled his cries and kept his back to Mr. Michaels.

Mr. Michaels exhaled, "Jimmy…. I-I….I'm sorry. I said I wouldn't let him hurt you. But, he did." He then lied next to Jimmy and pulled him onto his back. Mr. Michaels then saw his tears. His heart sank into his stomach. He took Jimmy into his arms and kissed his forehead. Jimmy began to sob into Mr. Michael's chest, "Please don't make me do that again."

Mr. Michaels held him tightly, "Never baby. I will never share you again. I'm so sorry, baby." He put one hand at the back of Jimmy's head and pulled him back to look up at him. Mr. Michaels exhaled, "Jimmy, I love you. I loved you since the moment I first saw you. I didn't want to admit it. I thought if I made you a slave and forced you to fuck other people I wouldn't love you. But, it didn't work. I can't deny it anymore. I love you and I swear no one else will ever hurt you again. Please say you forgive me. I know you probably don't love me. But, I will work hard to be deserving of your love."

Jimmy kissed Mr. Michaels on the lips softly and then looked into his eyes, "I forgive you. I don't mind being bossed by you. And I don't mind being submissive to you. Just, please, don't make me fuck other people again. I do care for you. I know I do because it hurt me when you did nothing to save me."

Mr. Michaels exhaled, "I love you, baby." The two lovers then engaged in a deep passionate kiss. When the kiss was broken Jimmy snuggled against Mr. Michaels and soon fell asleep from exhaustion. Mr. Michaels soon fell asleep as well and with a smile on his face. He had found the one he would always love and protect. And that someone allowed him to be dominant as well.

Two months went by with no sexual activity. Mr. Michaels treated Jimmy very different. At work he treated him like a real assistant and made no advances towards him. At home he treated him like a roommate and made no advances. He slept in his bed every night desiring Jimmy but kept it to himself. Mr. Michaels hoped Jimmy would come to him. He loved Jimmy and didn't want to cause him anymore pain. 

A meeting with three brothers who owned a business was arranged. DigiTech wanted to buy out this smaller company. The company of course was trying to bleed DigiTech dry on the purchase price. The three brothers were openly gay and knew Mr. Yomoto well. Mr. Yomoto told of an apprentice he had a fun evening with. During the meeting with Mr. Michaels they knew right away Jimmy must have been that assistant he spoke of.

The older brother finally said, "Give us one night with Jimmy and we will sell the business at the price you are asking for." Jimmy felt his heart sink and prepared to hear Mr. Michaels agree to the deal.

Jimmy thought to himself, "Here we go again. He is going to whore me out again."

To Jimmy's surprise and relief Mr. Michaels slammed his fist on the table, "Hell, No!"

The oldest brother stood up and the two other brothers followed his lead. He said, "Then, we have no deal. Our business is complete here."

Mr. Michaels stood up and anger was quite visible on his face, "Listen to me! That business of yours is a money pit right now! No one will even offer you the deal I have! You can walk out that door if you like! I am doing you a favor! My company makes too much money for me to beg for your little company or whore out my assistant!"

The older brother snapped at him, "So, it is ok to whore him out to Mr. Yomoto but not us? Why the change of heart?"

The older brother was right. Mr. Michaels did have a change of heart for Jimmy. But, he did not want to seem weak. He glared at the man, "Mr. Yomoto? What exactly did he tell you?"

The older brother sighed, "That he had an evening of sexual decadence with a sexy young personal assistant. He didn't say a name but I am willing to bet it is your precious Jimmy. It is not hard to see that he is your Bitch!"

Mr. Michaels charged over to the smaller man who defied him. He grabbed him by the collar and glared into his eyes, "Don't ever speak of my assistant in such a way ever again or I will kick your ass, little man. Either accept my offer or get out."

The brother shrugged free and chuckled, "Now, now. Calm down, Mr. Michaels. We accept your offer. The paperwork will be sent over tomorrow." 

Mr. Michaels gritted his teeth, "Very well. Now, get the hell out of my building."

The men left and Mr. Michaels kicked over a chair in frustration. He looked to Jimmy, "Damn I would love to kick that smug look of that asshole's face." He turned and left out of the conference room while Jimmy sat there stunned for a few moments. 

Jimmy could not believe how Mr. Michaels stood up for him and even wanted to hurt the guy for him. He thought to himself, "Maybe he truly does love me. Is that why he has made no moves in two months?"

That night at home Mr. Michaels sat out on the balcony sipping a glass of wine. Jimmy sat on the sofa watching television. But his eyes kept being drawn in Mr. Michaels direction. He turned off the T.V with the remote and walked out onto the balcony. He sat in a chair beside Mr. Michaels and sighed. He looked over to him and said, "Thank you for standing up for me, Mr. Michaels. I really thought you were going to whore me out again."

Mr. Michaels closed his eyes for a moment and exhaled hard. He looked over to Jimmy, "Jimmy, I meant what I said before. I will never do that to you again. I will allow no one to use you for sexual pleasure again. I will not allow anyone to hurt you again. Even myself." He exhaled and looked out over the railing, 'Why don't you go on to bed. It's late, Jimmy." 

Jimmy nodded and stood to his feet. As he walked through the sliding balcony doors Mr. Michaels said, "Jimmy…. Don't call me Mr. Michaels when we are at home alone. I want you to call me by my first name. It's John."

Jimmy smiled and said, "Ok, John. Good night." 

John waved over his shoulder, "Good night, Jimmy."

When Jimmy crawled into bed later he could not sleep. He tossed and turned thinking of John. He even said his name a few times. A while later he heard the sliding doors to the balcony close and he heard John go into his own bedroom and close the door. Jimmy realized that he actually felt disappointed. He was actually desiring John!

Jimmy couldn't stand it anymore. He sat up in his bed and stepped out onto the floor in his underwear. He walked to the door with bare feet and slowly opened the door. He then took a few steps to stand in front of John's door. He slowly turned the knob and stood in the doorway for a few moments. He observed John sleeping and smiled.

Jimmy crept over to the bed and crawled in behind John. John woke up when he felt Jimmy's warm body against his and his arm draping over him. John smiled but remained still to see what Jimmy would do next.

Jimmy kissed the back of John's neck and whispered, "I love you too." 

John rolled over onto his back and Jimmy lied on top of him. John wrapped his arms around Jimmy and pulled him down for a deep passionate kiss. When the kiss was broken John surprised Jimmy, "Why don't you enter me for a change?"




Young Jimmy Ch. 03



Jimmy looked stunned for a moment and then smiled, "I would love that, John." He lifted Johns' legs up and used his hips to align his cock with John's ass. He poked the tip at the tight hole.

John said, "During these past months I have not even pleasured myself with dildos. I should be rather tight for you."

Jimmy felt his cock twitch and he sighed. He then pushed his cock head in. John winced from light pain but said nothing. He took the pain as Jimmy slowly pushed balls deep into him. Once all the way in Jimmy grinded his hips and John moaned in pleasure. Jimmy began to slowly pull his cock out except the tip and slowly push back in all the way.

John moaned out, "Yes, baby. Make love to me." 

Jimmy lied on top of Jimmy and continued his slow thrusting movement. He lightly kissed John's lips, "I do love you. I believe you now." He then delivered a demanding kiss and sped up the thrusting. He pulled his lips away and then pulled his cock out. Jimmy said, "Turn over on your stomach."

John did as he asked and gripped the rails in front of his head. Jimmy straddled John and guided his cock into his waiting asshole and lied on top of John. He gripped the rails above Johns' head and began to furiously fuck his asshole. They both moaned out in ecstasy as the sounds of flesh smacking flesh filled the room.

Jimmy finally filled John's ass with his seed and collapsed on top of him. He panted as his cock still twitched inside of John. After a few moments he pulled his limp cock out and said, "Turn back on your back."

John turned on his back and stroked his erect cock wanting desperately to cum. Jimmy positioned himself so that he was between John's legs and his face buried in John's lap. He began to furiously deep throat John.

John moaned out loud, "Oh, Jimmy! Yes, baby! Yes! I'm cumming!" He nearly drowned Jimmy in his seed. But, Jimmy drank every drop. 

No words were spoken as Jimmy moved onto the bed as John turned to his side. John held Jimmy in his arms and kissed his neck. The two lovers fell asleep in each other's arms with big smiles on their faces. Their relationship had transformed several different ways until they reached this moment -the moment of admitting and enjoying total love and devotion for another being. They were truly partners now in every way.