HELPING THE FAMILY
I was young when I learned how hard my parents worked and toiled for the family whose property we lived on. I had no idea how hard the work was because I was best friends with the owner's son Adison. He was a few years older than me, and I really looked up to him, he taught me a lot. We played games and rode bikes and fished on the property together all the time. We became best friends and he always complimented me on my looks. I was just a skinny lad with long hair, because my parents always told me they were wanting a girl. I later find out why, but for now I just shrugged it off. Summer vacation started up and I was excited to have time to spend with Adison my bestest buddy. I was happy and bouncing around the house when my parents asked why I was so happy, I said I was ready to go play with Adison, we had made plans to go to the lake and fish. My father laughed and said not today. You are starting your job at the house. If you would have been a girl, you would not have to the chores you have today. I slumped down and lost my smile. My mom said cheer up, this a way you can help your family out, after all me and your father has done for you, now its your turn to chip in. So I was told to go put on work clothes and hurry or we would be late. We arrived at the Tate mansion and headed to the back door. We entered and there was Adison and his mom Mrs Tate. He said you ready to go fishing buddy. His mom whispered into his ear and his smile left his face. He stormed out of the room, and she called and called for him to return. He kept going and we all heard his door slam. She apologized for him and his manners. My father just laughed and said we disappointed this one today too. Mrs Tate said I do wish he would have been a girl, it would be so much easier. My mother and father agreed and said we will get started then. My mother went into the kitchen and my father took me outside with his are around my neck. I was told today you will walk the entire property and pick up any sticks, pinecones, or trash you see. I will be along behind you shortly to mow. I started out picking up sticks and twigs as I came across them when I went to the burn pile to dispose of them, I heard a tapping and looked up to see Adison in his window waving at me. I waved back with a big smile on my face. He opened the window and said this really sucks, I was planning to show you a lot of new stuff I learned at school. I yelled back I wish we could just hang out instead of this work. I wanna go fishing. He looked at me with sad hound dog eyes and told me to hold on, just keep working and he would see what he could do. I was excited and quickly picked up more debris hoping to see him back in his window. Unfortunately, he was not there as I passed by several more times. I heard my dad calling me, I walked up, and he asked if I was ready for lunch, I said yes sir and smiled, because I was starving. We headed back to the rear entrance and stepped in and washed up. We entered a small dining room and there was a spread of food and my mother waiting to serve us. She gave us a big helping of everything and told us to enjoy she was going to serve the Tate's their lunch. I was almost done when my mom returned and asked up both to stop eating and follow her. We followed her to the main dining room, which was huge. I seen my buddy Adison sitting at the far end of the table. His mom stood and turned to us and asked my mother and father to step into the study with her. I heard Adison call me down to where he was sitting. I got down there, and he pulled me out a chair and said I think I took care of you having to work in the yard anymore. Mom is trying to lease you for me, till I go to college and maybe even after that. I was a little perplexed by his statement. Before I could question what, he had said my parents entered the room happy and smiling, Mrs Tate came in and asked me to follow her into the study. She then said Adison, He still must agree his parents are fine with the deal. My parents asked to speak to me really quick and she agreed. They leaned over and whispered into my ear. We need you to do this, your choice is living here and enjoying all the finer things or working in the yards and gardens with your father. I was thinking well this is an easy choice. I shook my head yes and followed Mrs Tate to the study. When we entered, she said Tim, I and your parents had an original agreement of a daughter for my son. I thought that was too late and your parents would be stuck here forever. I was approached by my son, and he told me he has no interest in girls. I was a little mad at first, but he wants you to be his I guess you can say toy, but a friend for the most part. I want have any grand kids but as long as Adison is happy, I'm happy. So my question is are you willing to be Adison's personal servant, I said yes quickly. She shooshed me and continued. He will have full say on your clothes, hair, grooming, and manners. You do what he wants when he wants. If you choose this path, you live here with us in his room and you will live the way we live. You will have to keep your studies, as well as all the task he will be giving you to do. It will be an official thing on his 16th birthday which is next week. So are you willing to become my sons complete obedient servant as well as a friend? I was not hearing much as after living in a mansion and living like they live. I smiled and said I'll do anything he wants. She said good boy, I had no idea you where lite in the loafers, but ok. Let's go tell them the good news. I was still thinking about the mansion and having my best friend by my side constantly. We entered the room and Adison ran to us, will you do it please, please, say yes. I smiled and said yes, I agreed to everything. My parents let out a happy yell and run up and hugged me. After some more jubilation and small talk. Adison took my hand and said come with me I'll show you to our room. I followed him up the stairs to his room. It was massive. He had one of the biggest beds I had ever seen. A nice tv, big posters hanging on his walls. Video games, a huge stereo, it was really nice and like nothing I could have imagined. He took me to his bed and told me to sit down. He asked had his mother informed me about his 16th birthday party and I replied yes, I can't wait. He said you can't wait, I'm the one who is going to punch my v-card. He laughed and I followed suit even though I had no idea what he was talking about. He said this is our room and it has rules. I said of course. He told me no one else not even our parents are allowed in our room. I giggled and said just our secret hide out. He laughed and said our little playroom buddy. We talked a little more about same thing his mom had already told me. He said I want you to change into some better clothes. So, he handed me a suit of clothes shorts and shirt, socks and underwear. I took them and asked where I could change. He smirked and said you will change right where you are. Remember this is our secret place. I kind of giggled and just started pulling off my old dirty clothes and after I got them off, he grabbed my new clothes from the foot of the bed and said no, no, you can't put these on yet your dirty and filthy in a bad way. He led me to another door and opened it into a huge bathroom, he led me to the shower stall and turned the water on asked if it was ok, I put my hand in it and it was perfect. I shook my head and stepped inside and started washing my body with soap and he handed me a washcloth and I noticed he was staring at my body. I was curious and was staring at him when he caught my gaze and he smiled and said when you finish up towels are in that closet get dried off and come back to the bedroom and get dressed. I finished up and noticed my wee wee was hard as a rock. Oh no is this what he was giggling about. I was embarrassed for a moment. I dried off and headed to the main bedroom. He was sitting on the bed with a remote and a disc in his hand. I took my clothes and was putting them on when he asked if I had ever watched porn. I looked confused, because I had no idea about sex, or anything even close to porn. I said no what is that. He said it is movies of how people show their love and appreciation for one another. I mean two people who are unrelated and really care for one another. I said oh cool, can we watch it. Have a seat next to me. He placed his arm around me and flipped on the tv and a video started and the first thing was an age warning. I looked at him and he laughed and said don't worry it does not matter to rich people or their friends. I just giggled along with him. It started out with a guy walking up to a swimming pool in a tiny swimsuit. I mean you could see everything he had under his swimsuit. I thought wow, that's a big wee wee. He kept walking to the pool and there was a guy swimming and it got closer, and he was skinny dipping. I thought oh cool we had done that before in the lake. The guy in the little bathing suit sat in a chair and the guy in the pool climbed up the ladder and then I seen how big his wee wee was, I was like how in the world. I put my hands over my crotch because I was tiny, tiny compared to these guys. I knew Adison was big but was everyone but me big. The guy on the chair give the swimmer a little grin and the swimmer approached him and he reached out from his seated position and took hold of his massive wee wee. I was fixated on the screen and did not notice Adison was looking only at me. I was watching as the guy in the chair leaned forward and stuck the other guys wee wee into his mouth and started sucking it wildly. I was in another world when I felt Adison's arm tighten up around my waist. I looked up at him and he was staring at me intensely. I realized my wee wee was rock hard and pointing straight out. I tried to cover it and Adison said no, no its normal. Look at mine. I looked to his crotch and seen the outline of his big wee wee through his shorts. I looked away and back to the screen. The guy stopped the guy sucking him and pulled him up and they walked to hammock, and he pulled the other guy's little swimsuit down and took his wee wee in his mouth. The guy stated moaning and cooing. I was enthralled again. I wanted us to try this. All the sudden the tv switched off. He said that is enough for right now. Let's go over some more rules. I smiled and swung around and sat Indian style on the bed. He said your hair looks good, but we will make some small changes to it. I will be dressing you up cute. You are going to be my little play pretty. I smiled and said anything you want. He said lesson two, hold still and close your eyes. I did and opened them quickly when he pressed his lips to mine. I retracted and he placed his hand behind my head and continued to kiss me and felt his tongue push between my lips and my mouth just relaxed and he forced more of his tongue into my mouth. I was getting excited and did not understand why. He placed his hand on my knee and slid it forward up my thigh. The feeling was amazing to me. I reached out to touch his thigh and he took my hand and placed it onto his stomach, and it was impressive. The electricity flowing between us was unreal to me. He leaned back and kissed my forehead and stood up and said, you are really going to be a good little sissy for me. I was still lost in the new feeling I had discovered. I was brought back to reality when he asked if I wanted to play some cards. I said yes and we both hopped in the floor and he started dealing. He had already taught me to play poker. I was doing great winning hand after hand. I said you just letting me win and said no you are hot tonight. Then he smiled a sly smile at me. We heard a bell ringing, and he said its time for dinner. I could not believe how fast the day had gone by. We rushed downstairs and into the main dining room and took our seats side by side. His mom looked at us and said you boys are so cute together. Adison asked where his daddy was and was told he had to work late. My mom entered the room with a tray full of food. She placed it on a stand and handed each one of us a bowl of soup. She did not speak to me but gave a great big smile. She left the room, and we finished our soups, and it was really good. She returned with salads and asked if we wanted crackers or croutons. We all chose the croutons. We finished eating and Mrs Tate stood up and said boys it's been a long day and I am off to bed. I am so happy for you Adison; you have very good taste. He said thank you maam as his face turned red with embarrassment. She said good night sweeties I'm off to bed. We said good night. Adison took my hand as he stood up and led me up stairs to the bedroom. He asked if I would like to go swimming. I said yes and he said we would swim before going to bed. He led me to the pool house and took all his clothes off and his wee wee was already hard and way bigger than mine and close to the guy on the video. He jumped in the pool, and I removed my clothes and walked to the edge of the pool, and he motioned for me to jump in. we swam for a while when he got of the pool and held out his hand for me to take and helped me out and led me to the pool chair and I sat down. He stood there and leaned down and kissed me again. I grabbed him around the neck and kissed back this time. He stood up and grabbed his wee wee and pointed it at me. I immediately leaned forward and licked the tip. He moaned in ecstasy and took more in my mouth. I kept trying to get more and more and I started gagging. He said go slow. I started again and kept trying to take more but could not. I felt his hands on the back of my head. He slowly started pumping his cock in my mouth. I could feel his wee wee start to twitch, and he said Tim I want you to swallow everything that comes out. I tried to say not your pee pee but could no speak. He said don't disappoint me please. I tried to assure him but only muffled sounds came out. He stopped and his wee wee was twitching wildly now and a felt something warm hit my throat and tongue and he held me as I swallowed every thing that he produced. Fearing I was drinking pee pee, I realized this was not pee, it was thick and salty sour, but at the same time sweet. I hungrily lapped it up and he pulled me up to my feet and kissed me deeply. The feeling I felt was nothing I have felt or imagined feeling. I was in bliss. He placed his arm around me and led me inside and up stairs to the bedroom. We were both still nude and we sat on the bed, and he kissed me again. I felt his hand on my little wee wee. It was amazing and nothing I had ever experienced in my life, and I wanted more. I started to feel as if I had to pee. He stopped before I could tell him. My little wee wee was hard as a rock and I wanted more. He reached for the remote and turned on the tv and said watch this video Tim. You are doing well so far but you have much more to learn. I was shaking my head and saying yes yes teach me. He started a cartoon with two boys playing soccer. And one of them hurt his leg and they went to a tree and started massaging each other and one thing led to another as they kissed they pulled on their own wee wee's until the white stuff came out of both of them. Is this what I ate earlier. Wait I can pull on my own wee wee and make myself feel good. So, I kissed him and started pulling on my wee wee and it was amazing and did not take long before I shot my white stuff on his stomach. He said was that fun, I was panting by now and I said yes it was fun. He pushed my head down and told me to clean it with my tongue and then suck my cock. I had heard cock before but never knew what it was. I jumped down and cleaned my white joy off him and was in love with the taste. I quickly jumped to his cock. I sucked it and continued to gag. He stopped me and stood up and pulled me down on the bed and turned me, so my head hung off the side of the bed and said cross your arms on your chest. I'm going to teach you how to deep throat my cock. I did as instructed and as his cock neared my mouth and I opened and lunged for his head. He put his hands on my chest restraining my arms and pushed his cock deep into my throat in one push. I gagged at first and then it was gone. He held it there and told me to breath through my nose. I did as he pumped his cock deep into my throat. He was at a good hard pace, and he pulled out and I caught my breath as he looked down at me smiling. He entered my mouth and pumped his cock deep in my throat and I felt it twitching again and knew my treat was coming soon. He pulled out and said suck just the head. I obeyed and he filled my mouth with his white goody goody. I was in heaven. He gazed down at me and leaned in and kissed me all tongue this time. He pulled me off the bed till my head was on the floor and I felt his mouth engulf my little cock. He sucked it for a brief time and I felt it again only this time he let me finish and he took it all and stood up and helped me to my feet. My legs were weak, and he pulled me against his naked body and kissed me releasing all of my white goodness into my mouth and I hungrily swallowed it all. We crawled into bed, and he picked up the remote and said one more. The next video was a young girl in a little dress and had a tail. I said what kind of animal is that. He laughed and said she is a sex kitten. I smiled and he asked did I want to his sex kitten. I said yes without hesitation. He slid his hand down my back and between the cheeks of my butt. I felt his finger slide down my crack and circle my hole. He pulled it back and told me to suck his finger and get it good and wet like a good little kitty. I did just that and he pulled it out and returned to my crack and quickly to my hole. He makes small circles around me hole. I could feel my legs spreading open. He said I knew you would be a great little sissy, and you're going to be an excellent sex kitty. I cooed and just lay there and drifted off to sleep.
I awoke the next morning still lying on top of him. I nested my head deeper into his chest and looked down to see his cock was standing straight up. I felt his hand slide up to my head and push me down to his cock. I eagerly moved down to take his cock in my mouth. I was still gagging a little, but he took control of me and pushed me down all the way. I gagged but he held me there and I struggled but he kept me there until I got use to it he released me and allowed me to catch my breath and then he pushed me back down. I reached for my cock and began stroking as I sucked him. I was now able to take all of him deep into my throat. I felt him ready to shoot and pulled all the to the head and enjoyed ever bit of his white yummy stuff. He caught his breath and pulled me in for a deep passionate kiss. We lay there a minute before he said its shower time. We went into the shower. And he put me on the toilet and told me to use the bathroom. I said I only have to pee, he said good little kitties pee sitting. So I sat there and pee began and I finished he held me down and said spread your legs. I did and he peed right in the open spot between my legs. He finished and pulled my head to his cock. I took him immediately and I sucked, and I could taste his urine but I kept going. I could taste no more when he pulled me up to my feet and turned and walked to the shower and turned it on. We stepped in and he began cleaning me head to toe. Paying extra attention to my cock and butt. I felt him soap up my rear and slide his hand down my crack and this time he eased a finger into my hole and I yelped just a little and he paused before pushing more in to me. he rinsed me off and said if was my turn to clean him. I started soaping him up and cleaned him good. I tried to touch his hole and was corrected and said no my hole was the only one for that. I finished rinsing him off and we stepped out and he dried me off and dried him off. We went into the bedroom, and he said today you will wear this. He through me a pair of very tiny shorts, socks with little fuzzy balls on them. As I put them on he said lift your right foot. I did and he pulled out a pair of pink lace panties. He put them on me and pulled them up and the feeling was amazing on my little erect cock. I reached down to stroke my cock and he pulled my hand away and said no, another rule is you cannot touch yourself or masturbate. I was heartbroken at the thought of this. He said just to make sure, wait here. He returned with a little metal device. He pulled down my panties and oh the feeling was enough to make me shoot my white stuff. He gave me harsh look and took my cock in his hand and pulled the ring over my balls and shaft. He placed a the metal over my little pecker head and then in a few more moves my cock was locked into a metal device. It pointed downward with a little hole in the end. He said you can still pee when you sit. He pulled my panties up and then helped me with my shorts and my little pecker was trying to get hard again but trapped in its little cage it hurt really bad. I complained and he said you gotta learn to only get hard when I want you that way. He handed me a half shirt. I pulled it on and we headed down stairs and started our day. He wanted to go fishing so we got on the bikes and headed to the lake. We just fished and talked. We later went to the barn and spent some time with the horses. He took my hand as we headed to the house to eat lunch. After we ate he led me upstairs and once there I asked if I could suck his cock. He told me maybe later I had more movies to watch. He started another cartoon. It was the same little girl with a tail. This time she was kneeling in front of a guy and she freed his gigantic cock and started sucking him. She eagerly worked away and finally he shot the white goo all over her face. She stood up and bent over in front of him and pulled up her skirt and he then removed her panties. Oh wow, she is a he, he has a little cock like me, maybe ever smaller than mine. He licked his fingers and started fingering his hole which was big. He guy then pushed his gigantic cock inside his hole. He slid back and took it all and started begging to be fucked. Please cum in my he said over and over. The man filled him with his white gooey fun sauce. He then collapsed to the floor and his cock was shooting white stuff everywhere. I said so the stuff I like eating is called cum. He smiled and said yes, it is. You want some don't you. I jumped up and said yes as I reached for his cock. He stopped me and pulled me to him and kissed me deeply. I head the doorbell ring. And he jumped up said stay right here. He raced downstairs and my little cock was aching from the cage. He returned with a few packages. The first one he opened and quickly placed it to the sice. The next one he opened he pulled out ears. He placed them on my head and then turned me towards him and smiled and then kissed me deeply again. He stood up and held his hand out and I took it he pulled me up to my feet and removed my shirt and then my shorts and panties. I stood there in my cock cage and ears. He opened another package and pulled out a pack of undies. He took one from the pack and told me to put then on and turn around. I pulled on a pair of hello kitty panties and faced away he dropped to his knees, and I could feel him messing with my hole through the panties. He pulled them off and walked to the desk and pulled out scissors and made a little snip in the material. He walks back and told me to put them back on. I pulled them on and he reached for the first package and pulled out a solid white furry tail. I was so happy that I was getting a tail. I was going to be a sex kitty, no I was going to be Adison's sex kitty. He pulled out a little tube and lubed the metal end of the tail. He told me to step back and place my hands on the bed. I did and felt the cold metal touch my butt and then he moved it to my hole and told me to relax. I did and I felt him push it towards my hole and it started hurting a little but as the one on the video I pushed back to him and then in it went. I slowly stood up and pushed it a little further in and my new tail was in place. He then got another package and pulled out a very short school girl uniform, I had seen in some of the cartoons he has shown me. He dressed me in the little dress. With a shirt he tied at the waist. He led me by the hand to a big mirror on back of his door. I was frozen at the sight. He had his arm around me and I was very beautiful, I was amazed. He leaned down and kissed me and said you are even more sexy than have ever imagined I can't wait to show you off at my party. He put his arms around me and kissed me on the cheek. He licked my ear and asked are you happy my little sex kitty. I cooed and gushed I love you and I will do anything you want. Thank you so much for being my friend. He smiled and said I will hold you to that. I just smiled and said I owe you everything and will be your servant for as long as you will have me, and I hope it is forever. He said Tim I never knew you were gay, or we would have had a lot more fun before now. I asked what is gay. He explained it is when two guys or girls have sex with each other instead of sex with guy and girl. I just said I thought you wanted me to be like the girl in the video. He said yes I do but that was a sissy boy. Not a girl. I smiled and said I will be the best sissy ever just for you. He smiled big at me and kissed me and told me we had to get downstairs and eat. I was half down the stairs when I remembered what I was wearing. I stopped and he asked if I was ok, your nervous, don't worry you are very beautiful, and they will love your new look. I continued with him to the dining room. His mom said come on in boys, hey son I heard from a man, who turned out to be Adison's father. He hey dad, this is my friend, he said I have heard and it's nice to meet you. His mom goes wow you are stunning in that; you were made for these clothes. My son has very good taste in clothes and in his friends. I am so happy you chose to stay with us. I can't wait to show you off. Right now, she's still learning how to be a beautiful young cute girl. I will show her off when I'm ready for the world to see the beauty I see. His dad just sat there and said nothing. I was blushing from the compliments. I heard my mom say food is here, and placed plates of food in front of us. As she was leaving Mrs. Tate asked her what she thought and my mom said, I always wanted a little girl and guess it turns out I did have one. We finished eating with very little talk. His mom and dad chatted about work and a big trip he had coming up. We sat there after eating and Mrs. Tate said you boys are free to go up to your room if you wish. His dad said at least I don't have to worry about this little faggot getting pregnant and having to pay you out of that shit. I was blown away by this comment. Mrs. Tate quickly waved us out the door and Adison took my hand and was squeezing hard when he drug me out the door and up the stairs. I could hear Mrs. Tate yelling at her husband. We entered his room and I jumped as he slammed the door close and locked it. I looked into his eyes and he was full of rage. I stepped closer to him and put my arms around him and started sobbing. This caused me to start crying, my baby had his feeling hurt and this hurt me. He pushed me away and said why are you crying, and I said because you are sad and it hurts. He takes my hand and walks me to the bed and sits down. He pulls me standing in front of him between his legs. He looked up at me and said you only cry when I want you to cry, and that's only when there is a reason for you to cry. I smiled with tears still streaming down my face and asked if I could do anything to help him feel better. He pulled me close and looked into my eyes and said I want to take my anger out on you and give you a real reason to cry, I really need this Tim. I looked into his rage filled eyes and murmured anything you want, I already told you. He took me by the waist and pulled up my skirt. I felt him pull on my tell and he yanked it out. I yelped from the little pain shock I felt. He pulled down my panties to my knees. He then looked up at me and said I wish my birthday would get here so I can fuck you like a little cum loving slut that you are. He whirled me around laid me across his knee. I had a flashback of my mama doing this once when I misbehaved after she had a really bad day at work. I also remember she was beyond sorry for the whipping she gave me and piled love and praise on me for days always apologizing for what she did. I was thinking this could be a good thing for me in the long run. I said Adison take it out on me and spank my butt. I felt the dress being pulled up higher. I felt and heard the first blow of his hand as it makes contact with my rear end. It stung and burned. He continued and got really into spanking me hard. He was cussing saying his dad does not understand me. I was sobbing and crying uncontrollably as he continued to spank me. He stopped and I could feel my buttocks ache and the cool air hitting them was even worse. He stood me up wrapped his arms around me crying and sobbing as he held me tight against his chest. A was still crying as well and he apologized over and over. I just held him, we were there for a while in each other's arms when he released his grip and went to the desk and pulled out a key. He returned and undressed me and unlocked my cock. It immediately jumped up hard as a rock and he smiled at me and I felt pride in that moment. He lifted me and placed me on the bed and started kissing at my feet and worked his way to my cock. He licked at my balls, I was twitching and about to cum again. I lifted my legs and pushed my knees into my chest and lapped at the crack of my ass with his tongue. I felt him spread my cheeks, I felt his tongue enter my hole and swirl around. I moaned loudly and he continued to work his tongue in my hole, and I did not even care my ass was still stinging from the whipping. I felt it twitching again and quickly I shot cum up all over my chest and was begging him to keep going. He asked if I wanted to suck his cock. I called yes please. He pulled me down and kept me in same position as he swung his legs over me and had is cock in my face and him still lapping my hole. I took his cock in my mouth and heard him moan as I engulfed him. I felt his fingers rubbing my hole and slid one in and I yelped with his cock in my mouth. He pushed in deeper, and I felt his cock hit the back of my throat. He then pushed a finger in my hole. He worked it in and out pulling and stretching my little hole. I became use to one and before I knew it he had two in me. it was painful but I kept my focus on his cock. He fired his load deep in my throat and I swallowed it all down. He slowly pulled his fingers out placed them in my mouth and told me to suck them clean. I did and the taste was amazing to me. his spit mixed with my natural juices. I asked him to please fuck me like a slut. He stood up and told me no, I am getting your little boy pussy on my birthday. Which reminds me, it only two weeks away and this is the last time either one of us will cum before my birthday. I want to fill you with cum for days on end. We both stretched out in each other's arms, and he apologized again and kissed me. I said I love you and he repeated it and kissed me again and we fell asleep in each other's arms.
NEXT CHAPTER IS THE PARTY