Date: Tue, 28 Apr 2020 23:45:00 -0400 (EDT) From: ShortStories@PlayTime69.e4ward.com Subject: My Older Baby Brother This story is 100% fiction and is for mature readers only. If you are under 18 please leave now. Please note that all my stories are written for enjoyment only and not intended to give anyone ideas on what to do, what to try, or who to do things with. The actions taken in my stories should stay in your mind only and not expanded to real life situations. This story is a fantasy involving diaper play, masturbation with diapers, and sex acts between brothers and a male friend. You can see a list of all my stories on the authors page under the author, Playtime69. All comments are appreciated and can be emailed to ShortStories@PlayTime69.e4ward.com. Please identify what story you are talking about when you send me a message. Even though I do not respond to all emails I do read them all and have used some of your suggested ideas in my stories. I also will write new stories with your suggested ideas. Just send me your ideas to address above with as little or as much information as you want to tell me including names, ages, sexes, positions, relationships, and what section on Nifty you want the story to go, etc. I will see what I can do with it. If you want to name the story that is fine too. Just make sure the information is yours and not from someone else's story. Thanks for reading. Please, find it in your heart to donate to nifty at http://donate.nifty.org/donate.html without them we would not have a safe place to deposit and read such great stories. My Older Baby Brother by: Playtime69 This story is about my brother, Anthony. He was 14 and two years older than I was when the story began. My name is Luke, and I was a normal 12 year old boy. My sister, Rose, was a cute little two and a half year old girl. Rose was being potty trained but still wore diapers and a tee shirt all the time at home. Mom and Dad are normal parents that worked. Dad had a regular job away from home but was home each night. Mom worked from home part time so when she had to be in the office either Anthony or I had to keep an eye on little Rose. Anthony was a little small for 14 years old, being 5'3" tall weighing 100 pounds. I on the other hand was a little big for my age being 5'0" weighing 95 pounds. We were often thought to be twins. That did not really bother either of us because we got along great. We could talk about anything and do things together without issues. I knew Anthony was my big brother and gave him all the respect he deserved. Neither of us were upset when Rose was born either. We just knew we were her big brothers and had to take care of her and protect her from the world. Now with that all out of the way, the story begins with a day when Mom had to work in the office and we were to take care of Rose. Dad was not expected to be home for several hours and Mom had to get some work done. It was raining outside and we had homework to do, so we had to be in the house anyway. We did get extra money when we had to watch her so really was in our best interest anyway. I was trying to get my homework finished before dinner, and Anthony was laying on his bed, (We shared a bedroom with two beds in it.) when Mom walked in and said, "Can you two watch Rose? I have to have a phone meeting that will last a while and your father is not home yet." I looked at Mom with a 'Are you kidding' look, but before I could say anything Anthony jumped up saying, "Sure, I can watch Rose. Luke is doing his homework." "Fine. She is in her room. Just keep her quiet and do not disturb me." Mom insisted. "Ok." Anthony replied. Anthony and Mom left the room and I continued to work on my homework. I was not paying attention to the time as I wanted to finish the math problems before I ate dinner. I was almost finished when I heard Dad yelling. I did not even hear him come in the front door much less know where he was in the house. "What the fuck do you think you are doing?" I heard Dad yell. I did not know where in the house he was, or who he was yelling at. I just knew someone was in really big trouble. I wanted to find out what was going on, but I was scared to leave my room till I knew more. Finally, the interest got the best of me and I left the room to hunt where the yelling was coming from. It did not take long to find both my parents in Rose's room yelling at Anthony. When I looked in I saw Rose on the floor. Her diaper was open showing off her bare baby slit. The diaper was obviously filled with pee and looked like she was in the process of being changed. What really caught me by surprise was Anthony. He was standing beside Rose looking at Dad as he yelled at him. Mom was beside Dad also yelling. The thing was Anthony's shorts and underwear was around his ankles and his cock was dangling between his legs. "Get those shorts up and get to your room before I do something I will be sorry for." Dad yelled. I knew my presence was not needed and more than likely not wanted so I headed back to my room. I got to my room just before Anthony ran in and slammed the door. He sat on his bed looking like he was scared to death. I was not sure I should ask, but then again I was curious. "You, ok, Anthony?" I quietly asked. "I do not think so." He replied. Anthony figured he had nothing more to lose and began to tell me what happened, how it all started, and why he did what he had done. I am sure my mouth was open during half of the explanation as I was surprised to put it mildly. My cock seemed to be very interested though as it was up and down throughout the story. I took in every word knowing I was going to have to help him out of this mess, especially since I now knew he had not done anything so wrong as our parents thought he had. When he finished explaining everything I went and found Mom and Dad. They were both in the kitchen getting dinner ready. "Dinner is going to be late tonight." Mom said as I entered the kitchen. "That is fine. I was not coming to check on that anyway. I need to talk to you about Anthony." I mentioned. "What do you know about what the pervert did? Were you in on it too?" I heard Dad ask. "No. I did not know anything until he told me just a few minutes ago. I think you need to know the whole story." I tried telling them. "Ok, son go ahead we are listening." Mom said as we all sat down at the bar. I told them that what I was going to tell them was what Anthony had just told me and with that I started explaining, "It all started about four months ago when one of his friends told him about a way to cum that is as close to having sex as you can get. His friend has a baby sister like we do so that is why he told Anthony about this method. He told Anthony that when he has to change his sister's diaper he takes the diaper and if it is not wet enough he finished filling it up by peeing in it himself. He then takes the diaper and wraps it around his dick, lays down on it so that the diaper is under his belly, and bounces up and down on it while pushing into the diaper. He said that after a few minutes of this he cums in the pee filled diaper. Then he takes it and gets rid of it with all the other old diapers so it gets rid of all the evidence. Anthony began to try this with different variations. One way he tried did not work at all, and Rose ended up going potty on the floor which he had to clean up. After several different tries, he found that by him being naked from the waist down he could lay Rose on one half of the diaper and he could lay his dick on the other end where he would then pee until the diaper could not hold any more. He would then quickly put a clean diaper on Rose, roll the wet diaper around his dick, lay on it and bounce until he came. He would then put the dirty diaper in the Diaper Genie. He said he never did anything to hurt Rose and never would. He just liked the feel of the wet diaper around his hard dick." Mom and Dad thanked me for explaining what had been going on. Mom told me to go back to my room and they would let me know when dinner was ready. I did what they told me to do. When I got to my room I told Anthony what had happened. He thanked me and we waited in silence until dinner was ready. We went and ate with nothing said about what had happened. It seemed like everything was back to normal with Mom and Dad not acting upset at all. When we finished eating Mom told Anthony and I to clean the kitchen and put the dishes in the dish washer because she had to go to the store. Dad took Rose to her room to change her and then they were going to spend some time with each other. We did as told and then went to watch some TV in the living room. A little while later Mom got home brining in some bags which she took to her room. A few minutes later Dad came into the living room and told Anthony to take a shower and go to his room. He told me to meet them there when Anthony was finished. Fifteen minutes later Anthony was done. He put on his shirt and boxers and went to our room where I met him there. Mom followed me in and shut the door. Dad stayed with Rose. "Anthony." Mom said. "Take all your clothes off." She then commanded. My mouth opened, Anthony turned white, and Mom became impatient that he was not stripping fast enough. She said it again, but this time with more authority. Anthony finally figured there was no way out and did as was told. His cock was 100% limp at this point measuring only a couple inches. Me on the other hand was starting to get hard. I had always liked seeing Anthony naked, and even though we had never done anything together, I was always hopeful we would jack each other off some day. Anthony stood by his bed naked as the day he was born when Mom explained his punishment, "Ok, Anthony, your father and I have decided what to do about the issue at hand. First, you are not allowed to change Rose or be alone with her for more than a few minutes at a time." She then looked at me and said, "This means, Luke, you will have to watch and change Rose when I am working." She then looked back at Anthony and continued, "Next, since you like to wear diapers so much for the next six months from the time you get home from school till the time you go back to school you have to wear pull-ups." She pulled a package of pull-ups out of a bag and showed them to Anthony. They were girl's size extra large. The picture on the front showed they were pink and purple with butterflies on some of them and flowers on others. They were actually pretty cute for a girl that is. "Besides having to wear these all the time, including all night long, you are not allowed to pull them down unless you have to go poop. When you wet them, you will have to either get me, your Dad, or Luke to change you like a baby. You will need to let us know or if we think you are wet we will check like we do Rose. Now put a pair on right now and leave them on all night." She demanded. "One other thing. The only time you are not required to wear them is at school. If we go out to eat or you go to play at a friend's house you still have to have your pull-ups on. Do you understand?" She asked. Anthony shook his head, 'Yes.' I could tell he was already liking this idea as he was starting to get hard by the time the pull-ups covered his cock. I too began to get hard, especially when I saw him standing there in the cute little girl pull-ups. Mom told him he could not wear anything to cover the pull-ups except when he left the house, so I was going to get to see him in his cute new clothes all the time. With that thought in my head my cock jumped to its full 4" cast iron hard length in an instant. Mom then told me she would teach me how to change him in the morning when he was wet. She then left the room with the rest of the package of pull-ups. We just looked at each other as she left the room. I looked down at his cock and smiled. "You do look really cute standing there in the pull-ups." I truthfully said. "I can tell you like me in these too since you have a hard-on now." He said with a smile. I went and took a shower making sure I jacked off before going to bed. I could not get the way he looked out of my mind, and the only way I could get my cock to deflate was by jacking off. I got dressed and went to bed. Anthony already had the lights out and was in bed by the time I got to the room, so I too got into bed and went to sleep. The next morning we were awaken by Mom telling us to get up and get ready for breakfast. As she was talking she moved over to Anthony's bed and pulled the covers back revealing his still pull-ups covered cock. "Looks like we went potty in our pull-up during the night." She said as she patted his cock area to see how full it was. I was getting so hard watching Mom pat his cock and seeing him with a full little girl pull-up on that I was afraid Mom was going to notice. I saw Anthony look at me then look down at my cock. He looked me in the eye and smiled. I figured he was having more fun with this than our parents thought he would. "Luke, come over here and feel how full his pull-up is." She commanded. As I approached her and the bed she grabbed my arm and put my hand on his cock. "Feel that?" She asked as she squeezed my hand around his covered dick. "Yeah." Is all I could get out. "Well, if you feel him like this you need to change your new baby brother, Ok?" She said. I nodded my head as she showed me what to do. She told me step by step how to go about the task. "Make sure you put a towel under his butt so you do not get pee on the bed or floor. Then you tear the sides of the pull-up, like this. Next raise his butt off the towel or have him do so while you pull the wet pull-up out from under his butt. Take a wet wipe and clean his butt, penis, and balls real good. Put his feet through the holes in the new pull-up and have him stand up. Pull the new pull-up up making sure his penis is in the right position. Then get rid of old wet pull-up." She explained in detail. I was so hard by the time she finished I just wanted to pull my cock out and shoot a load all over his new little girl pull-up. The thing was Anthony knew how excited I was, and he was enjoying teasing me with my new learning experience. We finished up in the bedroom and headed out to the kitchen for breakfast. Dad was already sitting at the table when we walked in. He and Mom smiled at each other as she walked in. He told me good morning as I walked in and sat down. I said the same thing back to him. When Anthony walked in, just wearing his cute pull-up, Dad looked at me and said, "Your new baby brother sure does look cute this morning doesn't he?" "Yes he does." I answered with a big smile. We had breakfast then went back to the room to get dressed for school. This was the only time Anthony could remove his pull-up and since he was not wet, he could just change into his school clothes. I too changed and off to school we went. While at school he told his friend what had happened and that he had to wear pull-ups all the time except at school. His friend was as excited about it as he was and they started planning a sleep over so he could see him in pull-ups. With school over we headed home. Soon as we got home Anthony headed to our room where he stripped naked and put on his pull-ups. I too went to the room mainly to watch him change and to see if his cock was going to get hard as he got dressed. We worked on homework for a while then went to the kitchen to get a snack. Mom noticed my baby brother needed changing so she changed him before going back to the room to finish what we were working on. We had just finished studying when dinner was ready. Dad got home and we ate. We watched some TV together as a family then when it was time for showers, Dad removed Anthony's pull-up so he could shower. Once showered Dad put a new one on him for him to sleep in. I showered and off to bed I went also. The next several days went about the same way. With each day I became more and more excited while watching him in his pull-ups and being changed. I got to change him once or twice, but up to this point was not very often. Then out of nowhere something happened that changed me forever. "Luke!" I heard Mom call out from the other end of the house. I yelled back, "I'm coming! Hold on." I walked to her office that was across the house from my bedroom. The door was open so I walked inside. I saw Rose playing on the floor and Mom holding the mouse in one hand and the phone in the other. When she saw me she said into the phone, "Hold on a minute please." She turned to me and said, "Luke, please take Rose to her room and change her. I have to take this call and will be tied up for quite a while. Thanks." I took Rose by her hand and said, "Come on Rose. Let's get you all cleaned up and in something dry." We walked out and headed to her room. When we passed my room I heard Anthony ask what was going on. I explained what happened as I passed the room. He followed and entered Rose's room with us. I knew what he wanted to do but was not going to take that chance. I picked Rose up and put her on the changing table and began to remove her diaper. It was soaked and heavy. I cleaned her up and put a clean diaper on her and put her on the floor to play. I do not know why but my cock started to grow while I was cleaning her up. Anthony notice the growth of my cock in my shorts. He looked at my growing cock and smiled. "Wanna try something?" Anthony asked. I looked at him with a threatening look and said, "I am not doing anything with Rose." "No. Nothing with her. Just thought you would like to know what a pussy feels like." He said. Now that did interest me, and it showed with my growing cock. "Ok. What do we do?" I asked. "First, we strip. Second, we get hard. Third, we stand face to face with our cocks side by side. Fourth, we tightly wrap the wet diaper around our cocks. Finally, while we hold the diaper tight we pump our cocks toward each other. It is like we are fucking each other." He explained. I agreed to give it a try and we proceeded to follow the steps. When he wrapped that hot pee filled diaper around our cocks, I thought I was going to die. It felt so good, I almost came right then. We began to pump each other. The feeling of the wet diaper and Anthony's cock rubbing against mine caused me to go into overload. The more I pumped in and out of the diaper the harder he squeezed. Wow, did it feel good. We both went nuts and pounded each other as our moaning began. Anthony's breathing increased along with his loud moaning. Not long after his breathing increased I felt him tense up and I could feel his cum filling the diaper. This added liquid caused my cock to start shooting its load into the same wet diaper. When finished, he unwrapped our cocks to find they were both dripping with cum. I have no idea why, but all of a sudden I bent over and slipped his cum covered cock into my mouth and began to lick and suck him clean. When I was finished cleaning him up he did the same to me. Then it hit me, Rose. I quickly looked around to find Rose. I was so afraid she had left the room and got back to Mom that I was about to cry, but when I looked down at our feet, there she was, looking up at us and our semi erect cocks. Anthony smiled at Rose and then at me. "Remember what I told you, Rose. If you say anything, you will never get to see me squirt again." He told Rose. "Ok." I heard Rose say. Rose never said much anyway, but I was glad she knew what not to talk about. We cleaned up and discarded the very used diaper. I put the clean pull-up back on Anthony before the three of us played together. About 30 minutes later Mom entered the room to find us playing together. She seemed relieved that we were not doing anything we should not have been doing. Dad got home and we had dinner together. The whole time I was trying to figure out when we could play again. I knew then why Anthony did what he did. The feeling was so intense it became addictive to him and it will do the same to me if I did not find another way to play with my dick. Several days went by without having an opportunity to play with Anthony in a wet diaper or pull-up. The best I could do is jack off in the shower and in bed at night. I was really wanting to find some time that Anthony and I could have together. I guess if I had told Anthony I wanted to masturbate with him in a diaper again he would have helped me find the time, but I did not think to tell him. Maybe because I was too scared of what he would think or maybe I was afraid of getting caught. I did not know how but somehow I just had to find a way to come with Anthony again. It was Friday late afternoon and I heard the phone ring. Mom answered and I could hear that it was Dad. I could not make out the whole conversation but did pick up a few words. I heard something about 'night' and 'Rose'. Then I heard mom say, "I do not see a problem with it. See you soon, and if something comes up I will call back." She hung the phone up, turned to me, and said, "Dad just said his boss wants us to come to dinner tonight." "Ok. I guess." I said with a very confused look on my face. I guess the way I looked at her said I did not understand, so she added, "He wants just your dad and I come eat with him and his wife. Oh and they want us to bring Rose, 'cause their older daughter and husband is there and they want to take care of a baby for a bit. They are wanting to have a baby and so they want to know what it is like. Hope you understand not being invited." I was so excited I almost shot in my shorts. I did not want to let on so I simply said, "That is fine. Anthony and I will find something to do around the house." "Make sure you do stay inside, and get to bed before we get home which will be rather late. We will leave you some money so you can order some food for delivery. Oh, one more thing. Make sure Anthony stays in his pull-ups." Mom said. I went and found my brother and told him what Mom said. He was ok with it, but was not overly joyed with the idea until I said, "This means we will be alone and can play in a wet pull-up." He instantly understood and replied, "Really? You want to play some more...like...that?" "Yes, really." I giggled. It seemed like time had stood still. We only had a few hours from the time Mom told me they were going out until they actually left, but those few hours seemed to take days. Finally, We were all at the front door. Mom, Dad, and Rose had walked out and I was at the door telling them good bye with Anthony inside the house behind me. We watched them get in the car and leave. I stepped inside and closed the door. When I turned around I almost bumped into my brother because he was right behind me. "Luke, I think I need to be changed." He said in a little babyish voice and at the same time he grabbed my hand and placed it on the front of his wet pull-up. "Yes, it looks like my big baby brother needs a diaper change." I admitted. His pull-up was fuller than I had ever seen it. It was so full with pee that it looked like it was going to fall off. I took him by the hand to our bedroom where I grabbed the big changing towel. I laid the towel on the floor and had him lay down. I took the full pull-up off and noticed how warm it was. I figure he had peed a lot very recently. "Can we try something a little different tonight?" He begged. More than happy to play our little games a different way I said, "Ok. Just tell me what to do." While smiling he said, "First, you need to take all your clothes off. Then you need to lay down on the towel." I was more than willing to be naked in front of my brother, so I quickly stripped off all my clothes and laid down on the towel while he stood up. My brother then straddled my body and bent down. He pull my hard cock and balls up and had me put my legs together. This way my balls rested on the legs. My cock sticking straight up in the air. He then placed his knees on the towel on either side of my body. He then positioned his cock on top of my mine, our balls touching. Anthony then wrapped our cocks with the wet pull-up real tight. Laying down on me caused pressure on my cock which felt really exciting. Once he had his weight pressing down on our cocks he began to fuck my cock with his, both being inside a super wet hot pull-up. "You like?" He asked. "Fuck, yeah." I quickly answered. He picked up speed as our cocks rubbed against each other as he pumped his cock in and out of the pull-up. I could not believe how great it felt to be fucked by my brother. He had been rubbing our cocks together for about five minutes when I could tell my dick was about to erupt. "I am about to cum." I panted. He continued to thrust his cock and body against mine. The more I panted the faster he went until I blasted a load of cum inside the wet pull-up and all around my brother's dick. This did not stop him as he had not cum yet. It began to tickle to the point of hurting as he was determined to cum before stopping. Another two or three minutes passed before I could tell he was picking up speed and then he went stiff as I could feel his cum shooting all over my cock and in the already cum and pee filled pull-up. We laid together for another fifteen minutes. Finally, he got up leaving me on the floor with a wet cum filled pull-up laying on my belly. I got up putting the pull-up into Rose's Diaper Genie. Anthony suggested we order Mexican food for dinner. I agreed and the order was placed. We cleaned up and I put a clean pull-up on my brother. The food showed up just as we were ready to eat. We ate, cleaned up and headed to the living room to watch some TV. "How would you like to watch something, well, you know, dealing with sex?" Anthony asked. I smiled as my cock began to grow again and I replied, "What do you think?" He grabbed a DVD and slipped it into the player. It began to play and in no time there were two guys totally naked touching each other while kissing. My cock now throbbing as I watched the TV. Anthony reached over and grabbed my cock and began to caress it. I moaned as he played. I too reached over and began to play with his cock in the same way. Shortly after they started, one of them laid down and the other got between his legs. After putting some lube around and inside the other's butt hole, he lined his cock up and began to slip his dick into the other's hole. Once he was inside they began to fuck. They changed positions several times before he pumped a load of cum deep inside the other's ass hole. "You want to try that?" Anthony asked me. I was so hot and horny I would have done anything to get to cum again. We got into the same position as we were in earlier, but this time he lined his cock up with my butt hole and not my cock. He lubed my hole up and put some on his cock. He then began to push. I could feel a lot of pressure as he began to enter me. At first it felt funny that soon changed to feeling good then just as he entered me I felt intense pain. When the pain was gone he began to fuck his cock in and out of my butt. After a while we got into a rhythm and the feel of his cock in my body was overwhelming. He fucked me harder and faster until all of a sudden he stopped and began to shake as I could feel his cock depositing a load of cum inside my butt. Once he was finished abusing my hole he pulled out, his dick covered with his cum and cum dripping from his pee hole. He then got on all fours in doggy style offering up his butt hole for my enjoyment. I did not have to think twice. I lubed my dick and his hole up and proceeded to puncture my baby brother's tight hole. He enjoyed my cock more than I enjoyed his, probably because my cock was not a big as his and because he had been sticking his hairbrush handle inside his hole for months. I found this out much later. I began to fuck my big baby brother's tight hole. It was the best sexual experience I had ever had. It was pure pleasure as I slipped in and out of his butt. My balls slapping against his butt as I pounded my dick in and out of his body. In short time, my cock exploded with a huge amount of cum deep into his body. We collapsed in a heap of cum covered bodies on the floor. After resting some we noticed we were about out of time. We showered together paying special attention to each other's cock and butt hole. When finished we dried off and I put a clean pull-up on my brother. He was so cute in his little girl pull-up. I just wanted to pull it down and fuck him again, but this was going to have to wait for another time. We were in bed asleep when our parents got home. To this day they had no idea we had fucked each other while they were gone. We did not get a chance to be alone in the house again for quite some time. When we got too horny we would quietly fuck each other at night after our parents had gone to bed. A month or so later Anthony's friend spent the night with us in our room. It was at this time we had our first trio fuck session. It was also the first time I put on a pull-up. It was fun with all three of us wearing pull-ups. We fucked, sucked and peed in the pull-ups all night. It was 3:00 am before we had all had enough and went to bed. Anthony and his friend slept together in one bed each wearing pull-ups. I slept in my bed totally naked. When we finally woke up the next morning we all three jacked off just for the fun of it. That night was by far the best sexual experience I have ever had. What I would not give to have another night like that. I still fuck my brother's ass from time to time, but for the most part his boyfriend takes care of his sexual needs. The End