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. If this type of content offends you or you are under the age of 18 do not read it.
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Characters My name is Ben, David my close friend, my sister is Susan
Back in Part one David and myself had been having some fun, after David had found found that I enjoyed getting dressed in some sissy clothes. To my surprise I found that I liked taking the part of a girl in as much as taking care of David's cock. I loved feeling his cock penetrate me, what I now refer to as my boy pussy. With the first few weeks David would make his way to my house and when alone we have some sex fun, and also take care of the school project we were working on. In the end of this we did very well in the project and was sure we be rated an A for the both of us. This grade would help David a lot since he be able to play on his sports team. As a thank you for me for all the hard work, I had done. David fucked me twice in a row. He also gave me a fantastic blow job which I almost enjoyed as much as the fuck. Maybe I should go into a little detail so you will understand why it was so hot some detail on how he planted his seed in me.
It was the last meeting for the school project and we were about 95% done and knew we have plenty of time for sex play, my parents and sister were away for the day so we were alone. As normal if you could call it that I was going to meet David at the door in something sexy from my stash of my sisters clothes. I even went a step further and before David showed up and my parents were gone I went into my mothers dressing area and used here hair curlier and some spray she had and made my long hair curl up on the ends, it looked very famine. I normally just had my hair very straight and added these curls as a twist and knew once done, a shower would remove the spray and my hair be back to normal.
I decided instead of wearing the sort of sexy night outfits I had been wearing, I do something different, I got dressed in my sisters cheer leading outfit from when she was younger. She had grown out of it but since I was so thin It fit just fine even when I added the padded bra and also the tit enhancers, or what ever there called. I knew that David liked them the first time I tried them on, them he said it made me look more like a girl. The skirt was on the short side and while trying it on I realized that with the slightest bend of my waist my ass was on full display. With that in mind I decided to leave the shorts off. Yes I know I am turning into a real slut. so here it was almost time and I wanted to see the expression on David's face when he saw me dressed like that.
I still had a few minutes so I brought the school project up on the computer and worked on it for the thirty minutes left before David showed up. Looking at our work I made one or two changes and felt we were done. I left it up to see if David wanted to make any changes. The door bell rang and got up and answered the door and as I suspected it was David, once he got a good look at me, not that I was surprised but I could tell he loved the way I was dressed. You may ask how I knew and it was simple he had a big smile on his face and also his cock was tenting the baggy shorts he was wearing.
Being the little tease that I was turning into, I gave his a simple cheer that my sister used to do, and it ended with me touching the ground with my hands and needless to say my ass was on full display. I wiggled my bubble butt and giggled a little like a girl. Knowing I was being a bad girl, or good girl depending on what sort of girl I was becoming. I forgot to mention that when I was getting ready for David's visit I had taken a shower and made sure my hole was very clean, and as an added step I had taken a good size carrot and used it to stretch my boy pussy so I be ready to take in David's cock. I asked David if he wanted to check the project, he asked did I think it was ready and I said yes, and as he was removing his clothes as he said that is good enough for me.
Once he was naked his cock was sticking straight out, I said guess you like my outfit and he said yes very much it is just so hot. With that in mind I went down on my knees and took his 6 inch hard cock into my mouth and started running my tongue around the ridge of his cock. I loved doing this and knew he enjoyed me doing it to him. One thing for sure I was really getting into sucking cock, but this afternoon all I wanted was his seed to be inside my body and deep and in my boy pussy. So after a while before he could cum I stopped and planted my hands on the ground and presented my ass to his cock. As an added kink I took the hem of the short skirt and flipped it up so my ass was know presented to him ready for what I wanted. That was simple I wanted his cock buried deep in me and when all the way in I wanted his balls to be slapping mine as he drove his shaft deep into me. I so wanted his cock to be fucking my boy pussy. Once his cock was in me, I was using the muscles in my ass to grip his cock and make it as tight as I could. I wanted him to feel that my boy pussy was better then fucking some sloppy girl pussy.
Once he was getting close he slowed down some, after I asked him to try to last as long as possible, He at one point he even pulled his cock out some, but then slid back in again filling that empty void that I was feeling. This went on for a while but he could not hold off any longer. He was going to pull out to try to stop it but I stopped him, I knew if he did he wind up shooting is load on the outside of my ass instead of deep in me, like I wanted. With his last thrust he planted his cock in all the ways and his balls were hitting mine as I felt his cock feel like it was expanding and felt pulse after pulse of hot cum enter my hole. The feeling was fantastic I did not want it to end, I just told him to just stay in me do not pull your cock out. He did just as I asked and with out him sliding in and out I sort of used my ass muscles to slowly squeeze his cock to keep the feeling I enjoyed and to make his cock feel good.
That had the effect I was looking for David never really went soft but was not his real normal hard self, the squeezing helped return him back to his normal super hardness and then he started sliding in and out of me again, The cum that he had left in me added to the wetness and it was an easy slide. I could almost hear his cock sliding into my wet boy pussy, I could not see it but I suspect his cum had cover his cock to make it a slippery wet fuck. This went on for a while, in fact so long my legs were getting tired so I looked back and said David I want to keep doing this but I have to lean over something. He said I have a better idea he puled out, and sorry to say I had that empty feeling again, which I was starting to hate. He grabbed my hand and took me over to the bed and pushed me back on my back. He then had me lifted my legs and he grabbed my ankles and pushed them up to my head. I was bent like a pretzel but my ass was rasied up off on the bed and was in the perfect position for him to slid his cock back into me. He was still holding my legs up but had leaned in and we were face to face as his cock was pounding my boy pussy. I manged to keep my legs up tight so he could let go and he was kissing my mouth and running his hands over my fake tits as he was pushing his cock into me. This went on for what seemed like along time, until again I felt his cock pulse and then he was groaning. I could feel another load of hot cum coming my way, then I felt his cock pulsing and then empty his second load into my body.
While he was pounding my boy pussy my cock had been rubbing on my belly and with that feeling of his cock in side of me I had shoot my own load so my skirt was covered by my own cum. Since we had plenty of time we just seemed to lay in the bed next to each other. The outfit I was wearing was a little bit tight so I removed it and now we were just two naked boys spooning together, and it felt so good. I suspect because of the work out we both had we fell into a short nap. I woke up maybe 2 hours later with David hugging me and I could feel his soft cock resting between my wet ass cheeks. It was still early and I did not expect my parents home for a few more hours so why waste a chance to get even more cum in me. I slid away a little and turned David on his back while he was still in a light sleep, but that changed when I took his soft cock into my mouth. I was sucking him and his soft cock was now growing in my mouth. I could have made it easy and just made him cum in my mouth but after having my boy pussy filled twice I wanted that again. Also I had found that there where a lot more places that David was able to have me suck him off, but places where he could fuck me were a lot fewer, and this was one of those times that I wanted him fucking me.
Once David was awake and again and his cock up to the task I said I have an idea and rolled on my belly and presented my ass for him to mount, He mounted me and slid his hardened shaft into me again. He was pounding away and had his mouth up to my neck and was sort of nipping at me as he pounded my boy pussy. Since as young guys we recover quickly I soon had another load of his hot wet cum emptied into my hole. Also the pounding of his body on my ass had been driving my hard cock into the bed, I also came again coating my sheets with a fresh load of cum. Once we were done we grabbed a shower to clean off the cum, that had leaked out of my boy pussy and also my own loads that were dry on my belly. It was fun washing off each other, but after cumin so many times we did not play again. David got dressed and left and I stayed naked as I gathered up the sheets and the cheer leading outfit and washed and dried them, This was required because the skirt seemed to be covered with cum.
The next few week was a little bit hectic in that I was busy and my parents were around the house more, even when they left my sister would be home. David had asked me a few times if we could meet but there was no place since his mother was always home. Then one day David met me in the hall at school and very quietly said he really needed a blow job at least. I said I be happy to help him out but where, He smiled and said I have an idea. A few hours later he had me meet him outside of the school building then he had me follow him back inside. We walked in the direction of the old part of the school where they were doing construction to update that part of the school. There were a few signs saying construction stay out but the halls were not blocked. He led me into where the old gym was and then from there we went into the girls locker room. David said that all the workers should be gone by now and even if some were still around they would not be using the girls room and this area was not on the list for being renovated, it was just the class rooms.
What David said made sense, so here were alone so we both stripped from pants down and I left on the panties that I been wearing sine I found I enjoyed wearing them. I was soon on my knees taking care of David's hard cock milking it so I would be rewarded with a weeks load of cum, that he said he been saving for me. When he finally did empty his load I could taste it and also admit that it was a big load, which I swirled around my mouth then swallowed every ounce. Once David was satisfied he said we better get out of here so we did.
The school halls were empty so we had no problem getting out with being seen, as far as I thought. The next few weeks was pretty much the same and since David had to have his load drained once in a while we made a few visits to that girls locker room and after like the third time we felt safe enough where David had fucked me, I had laid my belly down on the bench between the lockers and with my legs raised it positioned my ass to take David's cock. I had also on the days I knew we were to meet, work a few items under my clothes that once we were in the girls locker room I could turn my self into Susan the super slut. All was good until it was not and I will tell you about that in the next chapter.