Babysitting the Neighbors Summary: One 13 year-old boy's babysitting experiences with diaper boys. Babysitting the Neighbors My name is Josh and I am an only child. This can be good and bad sometimes. When I'm alone on a rainy day I get bored but then again I don't have to share my toys. I'm 12 and have a wonderful experience to share with you. I do some babysitting around the condo complex and have seen some great things. I like kids and always have. I sit for 3 different families. I like the extra money but my mom and dad make me save most of it. But, I'm not in it for the money; I like diapers. I always have loved them. I wet the bed until I was 8 and was allowed to wear cloth diapers and rubber pants to bed. I guess that got me hooked. I love the warmth of wet morning diapers and oh that smell. Any way... So there I was on a Friday night sitting for one of my families, the Conners. They have two boys, Jason and Kenny. Jason is only 2 and he was already asleep when I got there. Kenny is 9 and he was up and full of energy. I thought to myself that this could be a great night because I knew Kenny is a bed wetter and if he was up I got to put him in his diapers. I say my goodbyes to the parents and off they went. I turned to Kenny and said, "hey, wanna go get your diaper on?" "No way," he said, "you have to catch me first." So I chased after him and we ran into the basement to try and stay somewhat quiet. He ran and hid behind the couch and I gave chase. I grabbed him out from behind the couch and one swift movement I threw him onto the couch and pulled his shirt off his head. He was a bit shocked that I got his shirt off so fast, but he and I have been playing this game for some time now and I was going to really get him this time. While he was still in awe about his shirt I grabbed his pants open and pulled them and his underpants down. He made a grab for them and ended up falling off the couch in a laughing fit. So I started tickling him to get him to straighten out and finish getting him naked. Now that he was totally naked I saw why he made a grab for his pants. He was already erect and it was sticking straight off his belly. I stared at it for a second or two, so nice and firm. I'd seen it many times before but it seemed different tonight. He looked at me and our eyes meet and he said, "It's okay, I wanna tonight." "Oh..Okay..."I stammer out. I gulped; I could feel that lump in my throat again. The same one I felt two or three years ago when I first made him hard in the tub. I reached my hand out and gave it a gentle rub, he was so hard. I made a grab for his balls and he went into a laughing fit, he said I was tickling the hell out of him. Then he jumped up and ran upstairs. I was still sitting on the floor in amazement. His parents had just left only 10 minutes ago and I almost had cum in my pants, already. I picked up his clothes and made sure I got everything together. I turned and headed upstairs to see where he went. On the way I smelled his underpants, the smell of fresh little boy. I got to his room to find that he had already gotten his Pamper out of the closet and was sitting on the bed smelling it while he played with his penis. I have been putting his diaper on for all three years that I have been sitting for the boys. For a while he was embarrassed about it but now he's used to it and it seems that tonight was going to be a great night. When he sees me his whole body turns red and he uses the Pamper to hide his erection. I dropped his clothes into the hamper and went onto his bed with him. "Close the door silly, we don't want anybody seeing us, do we?" he said. I closed the door and when I turned back around he was under the covers. Obviously trying his best to hide his red boner from me. "Let's get those covers off you and get that diaper on you," I said. "Get the oil!" he said. I grabbed the baby oil and pulled the covers off him. I spread his legs and poured some on his belly. I quickly gathered up most of it and spread it towards his crotch. His face lit up as my oily fingers came in contact with his rigid member. I spread it all around and into every crack and crevice. Then I lifted up his legs and rubbed some onto his bottom. Then, like I do every time I ran a finger or two into his anus. This time I kept them in there while I rubbed his front with my other hand. He squirmed around and thrashed so much I thought we were going to wake the baby. I did know from experience that Jason doesn't wake up easily, he he. I pulled my fingers out and then lowered him down to concentrate on the front. He was so hard I thought it's going to pop so I grabbed his wiener and stroked it up and down. The boy was panting and I could hear his breath coming in shirt stops. Then his hand was thrashing at mine to get me to stop, but I knew that this was nothing I wanted to stop. He was almost crying and kicking his legs about; I was worried. But just then the calm came and he started to orgasm. I could feel his penis throb, trying to pump out its premature load. He seemed so calm and peaceful until I heard his breath catch and he seemed scared. "Are you ok?" I asked. "Please hold me," he muttered. I grabbed him and pulled him into my arms and we lay then for almost an hour. I told him I love him and explained what happened. I told him that I can do this anytime he wants to when I baby-sit but he can't tell anyone about it, especially his parents. He agreed and I asked him if we should get his diaper on. He said ok and I got the powder out. I pulled the diaper out from under his butt and sprinkled some powder in it, and then I put some on his penis and balls. He was so tired from his orgasm that I let him go limp while I dressed him in his PJ's. I knew that he would sleep well in his diaper and PJ's and a fresh orgasm. Now that Kenny was asleep though I was left with a huge erection and I needed some release. I looked in Kenny's diaper pail and I didn't find any large Pampers so I knew that they must have just emptied the garbage cans today, so there weren't any good diapers to play with. I sneaked into Jason's room and heard that he was still sleeping soundly. I didn't usually do this but my rod was in dire need of cumming and right then it was doing all the thinking. I went over and get the diaper pail for Jason and brought it into the bathroom with me. The Conner's used cloth and rubber pants on Jason and I had never really gotten into them. I guess it was the poopy diapers and the extra mess of a baby. This time though there were no poopy ones, just nice sweet- smelling wet diapers and plastic pants. My rod twitched as I opened it and caught a whiff of the contents. I ripped off my jeans and underpants to free my 13 year-old cock. It was so big compared to the one I just played with. I grabbed a diaper and a pair of plastic pants out of the pail and wrapped the soft pants around my cock and grabbed it with the diaper so I had a nice soft, wet place to slide my rod into. The smell of the pee and the feel of the plastic just made sense. The old Pampers with the plastic backing were nice to rub against your rod but these were even better. I started just with stroking but soon turned into passionate humping. So I was on the floor thrusting my penis into the diaper and rubbing my balls with the other end, BAMM!! I came in like a second. I got my semen all over the plastic pants and some and some on the carpet. I cleaned most of it up with the diaper but I couldn't get it all off the plastic pants. I hoped it would go away. I knew that in Pampers your seed remains fresh and sticky in the rolled up Pamper for days. I knew because I kind of pulled Kenny's wet Pamper off him one night and came in it, then I put it back on him. The next time I saw him he said he was all sticky when he woke up the next morning. His mom had taken off his diaper and almost had him go to the doctor. She thought was coming from inside his but. Now I always wondered, did she think it was from me cumming in Kenny's diaper or from me cumming in Kenny's ass? She never said anything about it. But it looked like I got the carpet all cleaned up. I put the diaper pail back and go watch TV. Oh did my balls ache, I must have pumped out quite a load. Next week I was over at the Ms. Williams house. She was a single mom with two boys, age 10 and 8. Billy and Josh were such a handful but I liked them both. They both are bedwetters and wear diapers to bed. They wear cloth diapers and plastic pants, nursery print style, too! I loved seeing them in their diapers, and I got to put them into the diapers. When I get there that night, though they both were already wearing diapers. Ms. Williams got them into them at 2:00 in the afternoon because it was raining and the boys were staying inside all day. "They will both need a fresh diaper before bed, and maybe a bath too. Sorry about the smell, but I think Josh pooped his diaper and I have to run, see ya, "she said as she ran out the door. I turned to the boys and said " Let me check your diapers before we start messing around, I don't want poop on me." I turned each boy around and stuck my finger in behind their upper thigh and feel their diapers. Yup, Josh was poopy, and Billy was just a little wet, so I grabbed Josh and off we went. Billy was going to sit and watch TV while we went so I got him a can of soda to drink. I picked Josh up and carried him toddler style up to the changing table set up in the boys' room. I got him there and rubbed his belly a little and his thighs. I tried to relax him as much a possible to get him in the mood for a diaper change. I soon found my hands rubbing the front of his diaper and I could feel a small bulge deep in the folds of his diaper, so I rubbed there some more. I saw his eyes flutter back in his head and I knew I was stroking his penis right on target. I slowly opened his snap-on daytime pants. He had these cool one-piece snap-on diapers that looked so comfortable and fit so snugly. I unsnapped the sides and lifted his bottom up to clean it as best as I could with the diaper. I used some wipes and cleaned his bottom really well, oiling inside his cheeks and of course sliding one finger inside. I pulled out two thick pin-on style prefolds and placed it under his bottom to set him down on. I then took out the baby lotion and squirted some into my hand. I started at his tummy and moved to his penis and balls. I got him so aroused by the oil on his backside that he was almost ready to come and not complaining about it at all. So, unlike Jason, the other week, Josh seemed to really know how to respond to the sexual stimulation I was giving him. He spread his legs wide and his breath caught in his thought, I knew it was coming. I gave his balls a gentle squeeze and sort of slapped his bottom as he curled into a fetal position to start his orgasm. It was a good one and I could feel in his little rod. He just lay there panting as I finished diapering him. He sounded so peaceful. I left Josh up in his room on his bed while I went downstairs to see what Billy was up to. Billy was on his second can of soda and was still watching TV. I sat on the couch and watched him in his diaper. I could see that he was fidgeting around obviously would need to pee soon. I offered him to come up on the couch with me and he did. I positioned him in a way so I could stroke the front of his diaper. He was wearing a prefold baby print diaper and some clear plastic pants. He looked so cute and with the pants being clear I could see the yellow stains through the front of his diaper. I could also feel the warmth of his wetness on my legs. As we watched TV I stroked his boner through his diaper. I have done this many times before and he has learned that it feels good. I started to feel extra warmth on his diaper. As I looked down I could see the stain spread. He looked up at me and smiled while I squeezed his rod. We watched TV for another 20 minutes or so before Josh came downstairs. He was really groggy and blurted out that he needed a drink of water. I got him some water and he said he was tired and I helped him off to bed. I didn't even have to read a story to him or anything. A good orgasm really sent this boy out. I checked once more to see if he was wet, just a little damp so he would be spending all night in that diaper. I went back down to Billy and he said he was wet and needed a new diaper, so we went up to get some supplies. I said that we couldn't wake up his brother so we got his fresh diapers and diapering supplies and went into his parents' bedroom. Once there I realized that I was still really aroused and I needed to cum soon. I took of his wet diapers and set them down on the floor for me later. He and I were about the same size and I could squeeze into his wet diapers later. I rubbed him a bit with the wipe and got him hard again. I used some lotion on his front area and got him super erect and ready for anything. I had him turn over and I rubbed some oil into his bottom. He seemed to be enjoying it. Like last time I was able to get three fingers up his butt without him complaining. I was looking at his butt and his wet diapers on the floor, then feeling my rod almost ready to bust out of my pants. I took of my pants and underwear in a second and Billy looked back at me. He asked what I was doing and I grunted that I really liked him and I was sorry that I had to do this. I oiled up my rod and slid it up his butt in one quick thrust. He loved it! He was pushing back at me and then down on his clean diaper. He asked why I didn't do this a few weeks ago. I couldn't even think about why, who or what. All I knew is I felt great and gave one last thrust. I came all in his ass falling all over him in sexual exhaustion. I rolled off him and apologized. He said it was ok, a friend and he had done that a few months ago and they loved it. When I asked him about this friend he said it was Kenny Conner. I just sat back in awe. I could just imagine getting these two boys together for one great session. Maybe I would find out.