Date: Sun, 23 Feb 2020 13:31:02 -0500 (EST) From: ShortStories@PlayTime69.e4ward.com Subject: Game Playing can be Fun 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 sex acts of children. 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. Game Playing can be Fun by: Playtime69 "Jesse...Jesse...Jesse." My sister Laura repeated then finally said a little louder. "Jesse can I ask you a question?" "Huh...What...Oh. Sorry, Laura. Did you say something?" I asked. " I said, Can I ask you a question?" She repeated. " Sorry. I was trying to get my math homework finished. Sure, but let me finish this problem first." I answered. I finished the problem then looked at my 11 year old sister. She was really cute and with her long brown hair and big brown eyes she was hard to turn down with anything she asked. "Ok. So what can I do for you?" I asked with a smile. "Well. You know Becky next door." Laura started saying. "Sure." I said. Becky was a fairly cute 12 year old girl that was friends with my sister. Becky was not quite as cute as Laura, but I might have been just a little prejudice. "Well, she dared me to kiss her brother, Tommy." I looked at her funny, like as to say, "So what". So she explained further. "You know, kiss kiss. You know, stick my tongue in his mouth kiss." She finally got out. "Oh, you mean French kiss." I said. "Yea, that's it." She agreed. "So, did you do it?" I asked with a smile. She gave me a half dirty look and a half sad look then replied, "No. I chickened out because I have never done it and do not know how. I was wondering if you have ever done it." "Sure, kinda. I was at a party last year when Brenda was dared to kiss me like that and before I knew it Brenda walked over to me and shoved her tongue down my throat. So of course I stuck my tongue into her mouth. It was not too bad either." I answered. "What did Becky say when you chickened out?" I then asked. "She just said, 'That's ok he would probably rather have Jesse kiss him anyway.'" My sister answered. At this point I stopped what I was doing, my pencil went down, my mouth opened, and I asked, "Tommy wants me to kiss him?" "That is what Becky said. So, will you?" She said. "Will I what? Kiss Tommy?" I answered. "NO! Silly. Will you teach me how to French kiss?" She asked. "Oh." I remarked. By now my cock was getting hard with all this talk of kissing Tommy, something I had thought about once or twice. Tommy was Becky's 9 year old brother and was actually cuter than Becky. Then the thought of kissing my sister made my cock instantly hard. I had never done it before but had thought of not only kissing her but sticking my fingers into her slippery pussy while I jacked off. "Only if you can promise never to tell anyone cause I would get into a lot of trouble." I finally answered. With a big smile, Laura thanked me and asked when I would do it. It was almost time to eat and I wanted to make sure I had time to jack off once I was done with her so I suggested we have the kissing lesson after we ate, sometime just before bedtime. She agreed and left the room. My cock now more than ready to release a load of cum was just begging to get out. I unzipped my pants and stuck my hand inside to tease it a little. I did not want to cum as I wanted to see what would happen with my sister first. That night after dinner we showered and got ready for bed. We told our parents goodnight and headed off to bed. I followed Laura to her bedroom so I could get a glimpse of her white panties. She wore a very short shirt that just covered her butt and when we were in the hall out of sight of our parents she raised her arms to give me a panty shot. By the time we were in her room I was as hard as a rock and ready to kiss a frog if I had to. When we entered her room I told her to sit on the bed. She looked at the bulge in my pajamas but said nothing. She sat down and I sat in front of her and explained what I was going to do. She smiled and told me that was fine. I first put my arms around her and gave her a hug. She hugged me back. I then pulled my head away from hers, looked her in the eyes, and brought my lips to hers. I kissed her gently with closed lips to start then opened my mouth slowly. I then pressed my tongue to her soft lips which she parted making way for me to slip my tongue into her mouth. She in turn pressed her tongue into my mouth. We each probed the other's tongue, lips, and teeth. I pressed my body into her causing her to slowly lay back on the bed. I continued to kiss her with my tongue inside her mouth while pressing my hard cock against my sister's stomach. I began humping her as we kissed. She humped back while we continued to fuck each other with our tongues. Something came to me and decided now was not the time for this so I pulled back while pulling my tongue from her mouth kissing her lightly on the lips. I smiled and told her I hoped she enjoyed the lesson as much as I did and that I would teach her more later. I also told her that she was a great kisser and hoped for more in the future. I quickly went to my room, shut the door, stripped naked, jumped on my bed, and began to jack off. I rubbed my cock from the balls to the head. Faster and faster until I shot a huge load. I almost instantly fell asleep not moving till the next morning. "Jesse, mom sent me in here to get you up and to tell you to come to breakfast, so get up before she comes in here herself." I faintly heard my sister say as I opened my eyes. "Ok. I am getting up." I replied. "I can tell you are up. Now get out of bed." I could hear Laura say as she giggled. I looked down and saw what she was giggling about. My cock was hard and sticking straight up causing the sheet to stick up in the air. Not to make a big issue about it I asked, "Would you like to see it?" She said nothing but nodded her head, "Yes." I pulled the sheet down showing off my 6" hard member to my cute 11 year old sister. I was pretty proud of my 6" cock being just 14 years old at the time. She asked what the dried white stuff was on my belly. I looked down and remembered that I had cum the night before and never cleaned it up. I told her it was cum and sometime soon I would teach her more about it. We figured we had better get going before our mother came in and caught us. I got out of bed and quickly dressed before getting to the kitchen for breakfast. We ate, got cleaned up, and headed for the bus stop. "Do you think I am ready to try to kiss Tommy?" Laura asked as we waited for the school bus. "You are definitely good enough." I told her. "But wait a few days. I have an idea that I think you will like. I have to do some work on it and have to ask Chris something first." I added. Chris was my best friend. We were the same age but he looked a little younger. He was smaller than I was and his cock was only 5" long but we still got along great. We had discussed some male on male playing but never had done anything about it. Now with Tommy possibly in the picture we might just have some fun. "Ok." She said as the bus pulled up. We got on the bus with me going to the back and my sister staying in the front. This is where we usually sat. Once at school we normally never saw each other much less talked to each other. It was a really small school with all the grades in one building. I went to my first class where I found Chris already in his seat. I told him I had something really important to talk to him about so to make sure he got to lunch as soon as possible. We did not have the time needed to talk about it before class started so he agreed. Lunch time arrived and we sat off to the side where we could talk without others hearing. I told him what I had heard about Tommy, and how I thought we might could have some fun with him since we had already talked about male on male play between the two of us anyway. Chris looked very interested but wanted to know more. I explained that I was still working out the details but since I knew he was interested then I would keep working on it. I told him to keep Saturday afternoon open. We finished lunch and went to class finishing out the school day. When I got home I made some notes and outlined the possible activities. I also made a list of what I had to do and who to ask what. First on the list was to find out if Laura was interested in my plan. I was waiting on Laura at the front door when she got home, she had her weekly piano lesson that day so we did not get home at the same time. "Hi Laura. I have an idea and want to know if you are interested but first I have to ask you something." I asked as she walked in the door. "Sure, but I have to go potty first. If it is real important you can come to the bathroom with me." She answered. I sure was not going to turn down an invitation like this, so I followed her into the bathroom and watched as she pulled down her pants and panties. She was so sexy, for an eleven year old that is, I just wanted to pounce on her. Finally, I started my question. "I have an idea on how you can kiss Tommy and have some other fun too, but I need to know if you are willing to do anything with Tommy, Becky, Chris and me?" "What do you mean? Anything?" She then asked back. "Well, like, would you let Tommy lick your pussy? Would you lick Becky's pussy? Would you French kiss Becky? What about Chris? Would you kiss him? Would you like him to lick your pussy? Would you suck his cock?" I asked. With each question she nodded her head, "Yes." Some of them it took her a bit of thinking but would finally agree. The I said, "What about me? Would you kiss me?" With this question she quickly said , "Sure," with a big smile on her face. This smile faded away when I then asked if she would let me lick her pussy and if she would suck my cock in front of all the others. She looked down and quietly said, "Yes." "I have been thinking about that all day. I just do not know about doing it in front of the others. On the other hand if I do it with the others, I would want you to be there to watch, so I guess it would be ok if they watched us do it." She explained. "Great. Go next door and ask Becky and Tommy if they want to play a game Saturday afternoon, say one o'clock. Do not tell them about the sex stuff though." I told her. A little bit later she came back and said they had told her that a game sounded like fun and that they would be here about one. I told Laura thanks and that I had to go do some work. I went to my room and started to work on the game. I called Chris up and told him it was set for one on Saturday and for him to be here then. The next day at school I gave him some basics of the plan. I told him about a game I had heard of that was mentioned in the new movie, Friday the Thirteenth, called Strip Monopoly. I said that in the game the basic rules stayed the say but instead of paying the other players money for things you paid with clothing and when you ran out of clothing you had to pay with "favors". I told him I was working on the cards to be drawn when a favor had to be done for the different prices. I told him I would explain it all to everyone at once but to be ready for some really hot and steamy fun. The more I worked on the game the harder I got. I wanted so bad to jack off several times while working on it but decided it would be more fun to wait and cum with everyone watching. I finished the game and Saturday at one everyone showed up thinking this was just going to be some fun game they were all going to play together. When they all showed up they saw the Monopoly game laid out. I explained that we were going to play Monopoly but with some different rules. I told them that everyone would receive double starting money and that the only money they had to pay out was when they bought property, taxes, or some other things required to pay to the bank, like getting out of jail. I then explained that rent paid to players that owned property would not be paid by cash, but would be paid with clothing or sexual gratification. "To start with, if you owe any amount for rent you will take off one piece of clothing until you are naked. Once you have no clothes left, and you owe rent, you will pick a card depending on how much you owe and then you must do what it says to do. When we get started and play a bit, it will make sense." I said to them as a group. None of them had any clue of what I had put on the cards so they really did not know what was going to happen. I, myself, could not wait to get started, because I wanted to have some fun with them all. They all agreed and we began the game. It took less than 45 minutes and we were all naked. I was semi erect, and as I looked around the room I saw that everyone was excited to some extent. There had been some minor rent payments made by kissing and touching but nothing like was to come. I owned several places and started building houses first. This meant I was going to have the most fun when someone landed on my properties. Becky was first to draw a more involved card. She looked at it then looked at me and smiled. "I get to suck your dick for 30 seconds." She said with a smile. It was not my first choice, but, hey, I was not going to turn down a pair of warm lips wrapped around my shaft from anyone. She came around to me and when I spread my legs she placed her head in my lap sliding her lips around my now fully hard cock. Laura, the time keeper timed 30 seconds and then rang the bell to stop. Becky pulled off and went back to where she was sitting. I smiled at her and said, "Thanks." Chris then drew a card that had him licking Becky's pussy for 30 seconds which caused Chris' cock to spring to life and was harder than I had ever seen it before. I could tell that Becky really enjoyed it too. Next was Tommy. He got to stroke Chris' cock for 45 seconds while playing with his balls. I was surprised how big Tommy's cock got from playing with another guy. I did not say it but I was hoping to get to be the first to suck Tommy's dick. It was so cute and hairless. I had a pretty good patch of hair and Chris had even more than I did even though his cock was not quite as big as mine. I had never had a hairless cock in my mouth and wondered how it would be, so I was disappointed when my card had me licking my sister's nipples for a minute. Everyone looked at my sister and I funny when I did not hesitate to lick her nipples and her being my sister. I am sure they all thought we had been having sex because of the way we were acting toward each other. My sister then had to rub her pussy over Tommy's cock three times. I watched Tommy closely and found him not to like that as much as when he had to stroke Chris' dick. I was now pretty sure he liked guys more than girls when it came to sex. Becky got lucky and did not land on anyone's property. Chris had to stroke my cock, Tommy had to French kiss his sister while finger fucking her. I could tell he really hated doing this, but I was not sure if it was because she was his sister or just because she was female. I did not get the pleasure of doing anything on my next turn. The last in the round was my sister. She had to suck on Becky's nipples. The card called for her to suck on each nipple for two minutes. At this point we decided we all needed a break. We all went out to the kitchen for something to drink. I bet it was a site to see five little naked kids walking through the house, three guys with hard cocks and two girls with hard nipples. We were lucky my mother had to spend the afternoon and evening at her sister's place and my dad had to work until midnight. My mother was supposed to be home by seven but might be even later. This gave us several more hours of playtime. After break, we went back to the game. Becky got to French kiss Laura while playing with her pussy. Chris got to lick Laura's pussy for a minute. Tommy had to French kiss me while playing with my balls. I am pretty sure he really enjoyed that payment requirement. I did not get to pick a card on that round. Laura then had to lick and nibble at Becky's clit for 2 minutes. The next round was more intense. Becky had to suck Tommy's cock for three minutes while finger fucking his butt hole. I think he enjoyed the butt hole play, but I think he would have liked Chris or myself to do it to him more than his sister. Chris had to jack me off for three minutes. I had to work hard not to cum. And finally, my sister, Laura had to suck on Chris' cock for four minutes while playing with his nipples. There was much more sucking, fingering, kissing, and jacking off during the next hour or so. We basically had forgot about the game and were just going around to see who had to do what with who. Before we finished we had all sucked each other's privates and or played with their butts. Kissing was done without even thinking. This even included me kissing my sister and Tommy kissing his sister. Each of the guys felt pretty easy kissing the other guys and even oral sex became second nature to each of us. I think we were all just about to explode when the time limit we had set was about to come. With the time limit at hand we made one more round with the final orgasm cards I had made up. We each got two cards. Once card was a person card which told who they had to do it to, and the other card was an action card that told how they were to make that person have an orgasm. Becky drew Chris. Chris drew Laura. Tommy drew Becky. I drew Tommy. Laura drew me. Becky had to rub her pussy on Chris' cock until he came. Chris has to finger fuck Laura to orgasm which made me a little upset because I wanted to have Laura all to myself. Tommy had to eat his own sister's cunt until she came. I got my wish and got to suck Tommy off. The sad part was I did not get rewarded with cum as he was not shooting cum yet, but it was still fun to have a hairless cock in my mouth. Laura just had to jack me off with her hand. I wanted more but I also knew I could get more at a later time. The final phase of the game was to determine a winner and a looser. The winner got to tell the looser what to do, and they had to do it or else. The looser ended up being Tommy and the winner was his sister, Becky. It was funny how it ended up, and Becky picked the perfect punishment for loosing. She made Tommy wear her panties all day and night for an entire week. This included sleeping in them and to school and all times in between. On top of that, she got to pick which ones he wore and when. To add more to it he had to show any of us his panties if we asked. We could do this at any time as long as no one that was not in our group could see. Monday afternoon I was sitting on my bed getting ready to jack off when the doorbell rang. "Who could be messing up a fun orgasm now?" I thought to myself. I went to the door and found Tommy standing there by himself. "Hi, Tommy. What's up?" I asked. "Hi, Jesse. I was wondering if Laura was home." He asked. "No. She had to do something after school with Mom. I am home alone right now. Can I do anything for you?" I questioned. By now he had stepped inside and I closed the door. He looked around like he was making sure no one was around. I asked him if he wanted anything to drink but he nodded his head "No." Finally, he said, "That sure was a fun game Saturday, wasn't it?" "Fuck Yea, it was. I had a strong orgasm. So I guess you enjoyed it?" I wondered. "Sure was. I do not even mind loosing. The punishment was..." He was saying but faded off and did not finish. "So you liked the punishment?" I asked. He nodded his head, "Yes" as I maneuvered him into the living room. I could sense he was wanting something but was afraid to ask, so I was going to test the waters. I knew if he was scarred or did not want to do anything he would never had come over. "Show me your panties. I want to see which of Becky's panties you are wearing today." I commanded. Tommy did not hesitate. He pulled his shorts not only down but off. He also removed his shirt which showed off his hairless chest. He stood in front of me wearing just a pair of bikini style pink panties with little hearts on them. I took one look and my cock jumped to attention. Slowly he turned around so I could see his butt. This added fuel to the flame between my legs. "How long before anyone gets home?" He asked. "We have about an hour." I answered. "Would you like to do anything?" I then asked. "Uuummmmmm. Do you?" He responded. I took him by his hand to my bedroom. Soon as we got there I stripped naked, my cock sticking straight out in front of my body. I could see that Tommy too was excited because I could see his little 3" cock pushing out the cute panties he had on. I told him to take his panties off and without questioning he pulled them down and took them off leaving him too completely naked. His adorable cock was sticking straight out just like mine. I asked him if he had ever had a cock up his ass hole. He looked at my cock and shook his head, "No." I then asked him if he had ever put his cock up another guy's ass hole. Again he shook his head, 'No." "Would you like too?" I then questioned. This time he answered with words saying, "Yes!" Without thinking too hard I took out a tube of lube from my night stand and opened it up. I put some on my hand and began to rub Tommy's cock. I then put some more on my finger tip and worked it into my own ass hole. I had never had a cock up my ass either, but I had thought about it, but had not had the chance until now. I laid down and instructed him on how to lay between my legs. I pulled my legs up high showing off my hole. I guided his cock to the entrance and told him to push. It was tight and even though his cock was small it did not go in very easily. I told him to push harder and then all of a sudden it slipped right inside. He sank his cock all the way inside me all the way to his balls. We both let out a loud moan. His was a moan of pleasure and mine was a combination of pleasure, pain, and pressure. I told him how to pump his cock in and out of my hole. He pumped in and out of my ass for about five or ten minutes, his pace increasing over time. He got going real fast then all of a sudden he let out a big breath, a somewhat quiet moan and stopped pumping me. He pulled out making me feel a little empty but even more horny. "You want to do me, now? He surprised me by asking. "I would love to but I do not know if you can handle my big cock inside your tiny butt hole." I answered He looked a little embarrassed and answered, "I think I can take it. I have been shoving Becky's hairbrush handle up my butt for a while and it is stretched out some." I did not question any more. I just put some lube on my cock and on one of my fingers. We switched positions and I gently shoved my cock up his ass. Fuck he was tight, but he did not seem to mind. Matter of fact he looked like he enjoyed it. I pumped his ass faster and faster and so hard I could feel my balls slapping his butt as I came down on him. I blew my big load right up his butt. It felt like if he opened his mouth it would have shot out. When I finished draining inside his body, I pulled my dick out, leaving him wanting something back inside his hole. I looked in his eyes and smiled. I asked him if he was ok and how he liked it. He told me he was fine, and that he loved the feeling. We cleaned up and I watched as he put his pink panties back on. He asked if we could do it again soon, and of course I said, "Yes." I now had a boy pussy I could fuck when I wanted and I had my sister that would jack me off or suck my coke when I wanted it. Chris was there for other things and in time I would let him get a taste of Tommy's ass hole and would even let him fuck me in later years. What more could a boy want. I had a group of kids that would play sex games with me, a sister that would give me great orgasms, and a boy that would fuck me and let me fuck him. Life was good! The End