This story is a work of fiction and contains descriptions of explicit sexual acts. Some of the parts are real but will leave that up to the reader to decide.
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Cast of characters so far is myself Sam, my friend Mike, and older boy Skip, my new friend Pete and his friend Carl and the old guy Jake and the one girl in the story is Cindy.
Little about myself my name is Sam and now I am a dirty old man but these stories took place when I was 15 years old, I liked girls but for some reason I liked cock better. But after a few times sucking and getting sucked by my best friend Mike I was almost always thinking of cock.
I left off where Carl said to Pete that they had fun with my boy pussy and my mouth, I knew I had to tell my best friend Mike as soon as he got back. This was going to happen on Friday which was in two days when his family was coming back from their trip. I was hoping he get home early so I could invite him over to spend the night. I knew my parents thought I was a little too old to have sleep overs but then again they figured we were playing games, back in those days they were board games but still had the same attention as the video games as of today. We would always get out a board games and set it up even if we had no intention of playing with it. It was better at Mikes place we had a little more privacy but I knew his parents would not go for a sleep over since they be busy just unpacking from the trip.
Before I asked if Mike could stay over I decided to ask my parents if we could sleep in the play room that was set up in the basement. This was nothing fancy like the man caves of today but was a clean room with a folding bed and a table that could be used for playing games. I figured we could use our sleeping bags since the folding bed was very noisy and no way could we get away with having sex on that, the springs would give us away for sure. So I did get the permission as long as it was OK with Mike's parents. As soon as I got home after school On Friday I looked over at his place and as of yet no car in the driveway, so my hopes started fading. I did some stuff for a while played some hoops at the school yard and while I was there I ran into Skip. We played a game and Skip said winner gets to pick what he wants, he never said it out loud but knowing Skip I be bending over or on my knees and his cock be cumin for sure. So after Skip beat me easily he had me follow him to the bathroom that was not far from the court. I knew it was sort of risky playing there since any other person that was in the park could walk in on us, but I went along with it any way.
We went into the bathroom and went for the stall in the very back and Skip said he only had time for a quick blow job so I sat on the bowl and he had his cock out and I sucked him as fast as I could. It was not the best but Skip seemed to enjoy it, he held my head as he had his cock buried deep in my mouth as he shoot his load. On the last squirt he did pull out some so it went into the front of my mouth and even some on my lips. We heard the bathroom door open and someone pissing and then we heard what we thought was the outer door closing again. Skip and I decided this be the best time to get out of the stall. As we did there just happened to be a young man standing by the sink he was the new janitor and he was cleaning the sinks.
He looked over and I could feel he knew what we were doing and then I realized I had a drip of Skip's cum on my lip, the young guy who I suspect was no more than 20 said I can see which one of you was the cock sucker. I sort of gave the look that showed I was guilty, the guy said it was Ok with him and in fact he could use a good blow job himself. Skip was no help when he said a good blow job is what you will get and even a sweet tight pussy if you really want one. This perked up the smile on the janitors face. He said hold onto that idea and told me to go in the back stall and take off my clothes, I kind of hesitated and he said just do it so I did. Skip said he had to get going so he left. The guy took a closed sign and posted it on the door outside and then locked the door from the inside with a key. Then the guy came back and told me to come out and show him my boy body.
I been with boys my age and some a few years older but never with a man, the guy had me turn around a few times made me play with my cock to get it hard. He even had me bend over and spread my ass cheeks and he made a comment on how nice my hole looked as he stuck a wet finger into it. I sort of moaned as he did that so he for sure knew I liked cock in my hole. He then stripped off his clothes and I could see he was a somewhat thin guy and he had a massive cock on him, way bigger than any of the boys I been playing with. Once his cock got really hard as he rubbed it between my ass cheeks it had to be at least 9" long if not 10 and the helmet on his cock was bigger and fatter than any I have ever seen.
He then had me turn around get on my knees and he fed me just the head of his cock, I had it in my small boy mouth and was using my tongue to make him feel good. After sucking as many cocks as I have so far I was really learning some awesome cock sucking skills, I could see he liked my mouth but he said he be more interested in my boy pussy. He had me lean over the cleaning cart that he had pushed against the wall so it would not be able to roll. He then took his big cock that was covered with my spit and lined it up with my hole. He pushed and I felt the massive head of his cock try to enter my hole, to say it hurt would be an understatement. I been fucked quite a few times since I found out I enjoyed it but with never a cock the size of this guy. I had to tell him to stop since it was hurting too much. The guy wanted his cock buried deep in me but he was not a bad guy and figured my pussy was not used to a tool like his.
He pulled out and I was surprised when he pushed my ass cheeks open and he started licking my hole, that felt good and I could feel his tongue as he opened my hole and also covered it with spit. He did this a while and I have to admit I loved the feeling of his tongue on my hole. He then stopped reached into the cart and grabbed a big container of Vaseline, then said this stuff is great to use under the sinks to stop the pipes from rusting but also great to use if you need to get something big into a small hole. It felt kind of messy as he used his finger and shoved the gel into my hole. He used plenty and he stuck first one finger then a second deep into my ass with the grease on them. Then he put a dab on the head of his cock and he lined it up, Before he pushed he told me to make like I was taking a dump and push my hole out. I did as he asked and felt that giant cock head entered me.
I would like to say it did not hurt as he slowly slid his entire fat cock into my tight boy pussy, but I be lying. It hurt like hell but he slowed down a little let me get used to the feeling and then he start pushing again. It took a while but I could feel his balls slapping against me as his cock was in all the way. I never felt so full as I did with this huge cock buried deep into my pussy. The guy knew I was getting used to him so he started to slide in with long strokes and as deep as he could and then pull it out, almost all the way and do it again. When I thought I had him in me as deep as I could possibly have him he stopped.
The he told me to lay on the floor on my back, I was not crazy about this since it was a dirty tile floor but figuring I was going to learn something new so I just went ahead and did it. He then took my ankles and raised them towards my head almost folding me over. While he was doing this he lined up his cock with my hole and entered me. It felt good to have that big cock in me again. But I realized with me bent over like I was he was able to get into me deeper than he was before. The feeling was amazing I never had a cock that deep in my body, and I could tell he liked it also. The guy fucked me for a while then I felt his big cock pulse and fill my hole with his cum. I figured he would stop but he smiled at me and said I need another turn at that ass of yours, I never felt one as tight as yours.
He stayed in the same position and face to face he pounded my hole till he was able to drop another load into my ass, by now his cock felt fantastic in my hole and I knew I have to find another big cock like his to give me this pleasure again. After He finished we got up he let me clean up since my hole was covered with grease and a mixture of his cum. Then before we departed he told me his name was Jake and he went to collage locally and he did this job part time. He did say he would love to meet me again even he knew it was risky for him to be fucking such a young boy. He said after the fun he had he have to try this again. I have to say I wanted it again also, and we both left.
I went by Mike's house again and this time he was home so I knocked on his door and he let me in and said they were just unpacking from the trip, I asked him if he wanted to stay over tonight and I whispered to him I wanted to tell him all the crazy things that happened since he went away. He asked his parents and they said it was Ok so he just grabbed his sleeping bag and we headed over to my house. When we got there my mom had dinner ready so we sat down and ate and then we went down the basement to supposedly sleep and play some board games. As it worked out Mike was tired but that did not stop us from having him giving me a blow job as I told him what I did with Carl and Pete the two older boys and also what happened today with Skip and the man Jake. After telling Mike how good it felt having that big cock in my boy pussy, he said he wanted me to fuck him. I did but knowing my cock was nothing like Jake's but Mike still liked it.
After I was done fucking Mike he said he was up to fucking me but when he did he said my hole was a lot looser then it was when he fucked me last and I said that had to because of the size of Jake's cock. Mike said my pussy still felt good and I think because it was not as tight as before he was able to fuck me a lot longer before I took a second deposit of Mike's seed into my body. After this we were both tired so we did really just get in our sleeping bags and fall asleep.
If you enjoyed the story let me know at woodd_guy@yahoo.com