Date: Sun, 3 Oct 2021 21:25:23 -0400 (EDT) From: ShortStories@PlayTime69.e4ward.com Subject: Countdown - Chapter One 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 an older teenage boy and girls from age 17 to 8. 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. This story ended up being so long I had to put it into chapters. If you happen to start before Chapter One, I suggest you go back and read from the beginning. I have added a complete list of girls at the end of the last chapter so you can see them all in one place. How would your list be different if you did a countdown? Enjoy and let me know what you think. Countdown Chapter One by: Playtime69 "Hey Frank." I heard Jason call out. I stopped and responded, "Hi. Jason. What are you up to today?" "I was just going to walk down to the store to waste some time before I have to go to work. So, what are you going to do for your birthday?" He answered. Jason was my best friend. He was about the same age as I was and lived right next to me in the apartment complex. We had done some basic boy sex games when we were growing up but once we got old enough to fuck girls we left each other alone. We did talk about all the girls we had and what we did with them but had never even had group sex, not that it was out of the question though. I was going to turn 20 in a few weeks and had been thinking about doing something special for the event. Knowing Jason would not say anything I decided to tell him of my idea. I am not sure if I wanted to know his thoughts or if I just wanted to 'show off.' I took one last breath and answered, "I thought I would start by fucking a 17 year old girl, then I would take on a 16 year old pussy. Next will be a 15, 14, 13 pussy hole. Continuing on I would fuck a 12, 11, 10, 9 year old girl, ending up slipping my cock into an 8 year old hairless pussy slit on my birthday. I figure if I can get through three or four girls a week I can finish the countdown on my birthday. The hard part will be finding girls at the right age that will let me fuck their pussy." By the time I told him of my plans we both were sporting a nice hard-on. "That would be fucking hot, dude. Looks like you are ready for your first chick." Jason said as he looked at my lump in my shorts. Laughing I said, "Yeah, I guess so. I figured I would start Saturday night." "Keep me informed with all the details." He begged. "Sure thing. Talk to you later." I said as I headed off in a different direction. I began to think of who my first fuck would be with as I walked away. I thought about the girls at work and which one might fit the age requirement and would have sex with me without having to get into a committed relationship. There was one from work and one that I still kept up with from when I was in school that first came to mind. The one from school had always flirted with me when I was a Senior but she was such a little girl that I really paid no attention to her. We were still friends but she had quit flirting with me so I was not sure if she had given up or if she had no interest in me any longer. The one from work was always teasing me with panty shots and cute smiles, so I figured she would fuck me if given the chance. The problem was I did not know their ages and if I was going to do this by my plan I would have to fuck the 17 year old first. I found myself by the high school just as school was getting out so I figured I would look for Britney. She was the one I knew from school. I also knew she was still in school but did not know what grade so I could not figure her age. I also did not have to work until the next day so I was not able to talk to Amy until then anyway. I waited around and just when I was about to give up I saw Britney walk out the side door and head toward the walkway. I caught up with Britney and said, "Hi Britney. How have you been doing?" With a shocked look on her face she finally answered, "Frank? Is that you? Wow. I am ok. What brings you around here?" Having more confidence than I thought I had, I replied, "I just was thinking about you and wondered if you might want to go out with me Saturday night." "You are asking me out? Are you serious?" Britney questioned. "Sure. Why not?" I quickly answered. "Maybe a movie to start." I added. While we walked I thought of how she had really changed from the silly little girl that chased me around to the young woman that she now was. Britney had 36C breasts, was slightly larger than average but still very nice looking with a very lovely face. She also had beautiful long blond hair and caring blue eyes. We had got to her house before she finally agreed to go out with me. We agreed on a time for me to come by to pick her up but no specific movie was selected. "Britney. One quick question. Not that it matters but how old are you?" I embarrassingly asked. Giggling she answered, "Sixteen." "Thanks. See you Saturday night." I replied with a smile. "Great." She said then gave me a quick kiss on the lips and a smile. I walked away wondering how I was going to fix the first problem of my quest. I could either not have sex with her until I found a 17 year old or just fuck them out of order. I finally decided to find out how old Amy was before making my final decision. The next day at work I found Amy and asked her how old she was and to my surprise she was 17 years old. "How would you like to go out to eat Friday night?" I hopefully asked. I figured if I could get into Amy's pants on Friday and Britney on Saturday I would be well on my way to my goal. The one thing I got out of this situation was to ask age first before making plans. Amy was nice and was not bad to look at but I really do not know if I would fuck her if I had not made my countdown goal. Amy had 34C breasts and was of average size. She had medium length light brown hair, brown eyes, and a well defined arm and leg muscles. "I really would love to but I can't." She began to tell me but when she saw how disappointed I was she explained by saying, "My parents will be out of town all weekend and I have to stay home to take care of my 13 year old kid sister." "Oh. Ok. Maybe later then." I replied with a deep disappointment in my voice. "Hey, I got an idea. What if you come over to my house and have dinner with us. I am a pretty good cook. Then after we eat maybe we can watch a movie on TV." She suggested. "Sure! That sounds like fun." I happily agreed. I got her address and time and went back to work. I could think of nothing but sex the next few days. I reframed from masturbation because I knew I would have to be able to fuck two different girls on two consecutive days. Friday night came and I showed up right on time with an empty stomach and a full bag of cum. While we ate we talked about work, school stuff, friends, and anything else we could all talk about. Jackie, Amy's 13 year old sister was pretty much like Amy. She had 32B breasts, short blond hair, and blue eyes. Amy was of average size with nothing special about her looks. The meal was good and while the girls cleaned the table and kitchen I found a good movie just about to come on TV. Amy sent her sister to take a shower so she could go to bed as soon as the movie was over. Amy and I sat on the couch talking. All of a sudden she leaned over and kissed me on the lips. I kissed her back and in no time we were French kissing. Our hands began to roam over each other's body until Amy heard the water in the shower shut off. She pulled back telling me to wait till Jackie went to bed. Jackie came out wearing a short shirt and cute pink bikini style panties. I was not sure if she did that to try to excite me or just because she knew no better. It really did not matter the reason as it was really making me horny especially since I now knew Amy was going to let me fuck her pussy. We watched the movie and even had some popcorn and drinks just like we were at the movies. I had a hard time keeping my mind on the movie with one half dressed little girl and a horny older sister. The movie finally ended and Amy told her sister to go to bed. To my surprise Jackie did just what Amy told her to do. When Amy figured it was safe she leaned over and kissed me. This gave me the go ahead to make my move. I kissed her back and in no time we were French kissing. My hands quickly crept to Amy's nice sized boobs. Amy's hands moved to my cock and noticing the hard bulge in my pants she began to unbuckle my belt, unsnap my jeans, and pull down the zipper. She was like a horny girl going after her first cock. She was far from being a virgin though. I helped her by getting fully undressed then turned my interest into getting her undressed. Looking at her pussy, I noticed it to be perfectly shaved with a nice shimmer of pussy juice in her slit. With my 5.5" super hard thin cock ready to explode, I pulled out a condom and got ready to put it on when Amy stopped me saying, "No need for that. I am on the pill. Our parents made us start taking the pill when we turned 13 just in case." I needed no further instruction. I laid Amy down on the couch and once again began to kiss her. The kissing quickly turned to French kissing while I positioned myself between her legs. I slipped my cock into her crack and her pussy instantly gobbled it up. I moaned with pleasure as I sank my dick as far into her hole as it would go. My balls now resting on her butt crack and cheeks. I began to pump my dick in and out of her pussy while massaging her breast and lapping at her tongue with mine. We both were moaning with pleasure as the sound of bare skin slapping filled the room. "Fuck. Your pussy hole is hot!" I moaned. Amy moaned back, "You cock! Yes! Fuck me hard! I love your balls slapping my butt! Yes, right there, hard, fuck me hard!" She yelled louder than I thought she should. I began to pound her pussy with all I had. Her body began to shake as she neared an orgasm. I too was getting close and was not going to stop until I filled her cunt up with my seed. I felt her thrust her butt up in time with my thrusts down making our fuck a harder stronger fuck. Her shaking turned to a shivering as I felt her girl cum being expelled against my thrusting dick. I could hold back no longer and blew a super large load into Amy's pussy. Just as my cum stream was finishing up I looked up to see Jackie watching us from the doorway. Her fingers were inside her cute panties looking like they were massaging her pussy lips. I could not tell if they were inside her cunt or not but just the sight of her fingers inside her panties was enough to get me excited once again. When Jackie saw me looking she ran off to her bedroom also taking with her my excitement. I finally got off of Amy. We kissed before we got cleaned up. She told me how good I was and how she would be willing to be fucked by me again if I was willing. We kissed again as I was leaving. Just as I left I told her that I too enjoyed it and would be back for more in the future. The next night I headed off to take Britney to the movie. I picked her up and the first thing that caught my eye was her low cut top showing her larger breasts than I remembered. Her beautiful blue eyes took my heart as she got out of the car at the movie theater. The movie was good and even before it started we were holding hands. The movie ended and before we got up out of our seats she leaned over and kissed me. I kissed her back and before we knew it we were French kissing. Luckily there was no one around to see me kissing a 16 year old girl. I asked her if she would like to stop and get some ice cream or something and her response to me was shocking. It was not what she said it was what she did. We were in the car but had not left yet when she leaned over. I thought she was going to kiss me again but her head dropped to my lap. Her fingers quickly unzipped my jeans and her sweet but pudgy fingers pulled my now growing dick from its warm environment. She quickly sucked on it until I was just about to shoot my load. I pulled her off telling her I did not want to cum in her mouth and that I wanted to fill her pussy up with my seed. She opened the door and got out, making me think I was done for, but she immediately got into the back seat and began to strip. "Well, come on. Come stick that prick of yours into my hole. I am protected." She said. I quickly climbed to the back while taking my pants off. I then noticed her nicely trimmed light brown pussy hair was covering her slit that was calling for some attention. We began kissing as she begged to be fucked. In one quick move I not only found her hole but was buried deep within. She began to fuck me before I was even able to start fucking her. This girl was hot and wanted me to know it. We fucked hard and heavy for about 15 minutes before she sprayed her cum on my cock. My cock then took note and expelled its own load into her warm exciting cave. With both of us still panting we sat up and managed to dress before we headed back to her house. I walked her to her door and kissed her once again. Once inside I walked back to the car wondering why I had not taken advantage of her advances when she was younger. Two down and eight to go made me begin to continue planning. I knew it was going to be more difficult from here on out because of the age I was now needing to have. A fifteen year old was next on the list. I did not know anyone from my past school career that would be that age, but I did figure there was a 15 year old that worked where I did. I just was not sure I knew who she might be. I called Jason to tell him of my status and he called me a horn ball to which we both got a good laugh over. He then asked if I knew Pam. I asked if that was the new girl that started a week ago. He said it was and that his sister knew her. His sister told him that Pam was 15 and was the sister of a boy he went to school with. I thanked him for the information and was glad I had called. I told him I would keep him updated and might would need his help in the future. He called me some more names which again we laughed about. A few days later I was working the late shift and noticed the one I thought was Pam. She had 34B breasts and was of average size. She had beautiful long light brown hair and alluring hazel eyes. I had already confirmed she was 15 so the first thing to do was to make sure it was Pam. I then had to get her to go out with me so I could fuck her. Sounded easy but when I looked at her I was not so sure. She looked to be more of a prudish type than the venturous type. I started off my making eye contact and smiling at her. Luckily she smiled back. I tried working close by and even helping her with some things she was having problems with. Finally we spoke which gave me the chance to ask her what her name was. Bingo. It was her, Pam. "How would you like to go out with me this weekend?" I carefully asked. Pam looked at me like there was something wrong then replied, "Why?" I found that to be a strange question when being asked out on a date but figured I would play along, so I said, "I think you are cute and I would like to go out with you." "You do know I am only 15 years old right?" She teasingly asked. I did not want her to know I had been checking up on her so I replied with a question, "So? Does it matter? I am only 19. That is only four years difference." She thought about it a moment then responded. "I can only go out on Friday or Saturday night and I have to be home by 11:00. You still want to go out with me?" "Sure. How about some miniature golf? Friday?" I suggested. She said it sounded like fun and we set a time for me to go by her house and pick her up. That was a good start but I still was not sure how I was going to get her from miniature golf to sex in one evening. Then on top of that issue I still had to have her home by 11:00. This was getting tough. I was just going to play it by ear. Thursday night at work Pam came up to me and said she was going to have to break the date. I asked her why and she told me that someone she babysat for had an emergency and needed her to watch her child that night. She also told me that she had already made plans for Saturday night and could not get out of them either. Just taking a chance I asked if I could come help her babysit. She looked at me funny and asked why I would want to do that. I explained it was just that I wanted to be with her and not necessarily had to do with what we were going to do that mattered. She looked a little suspicious but finally said it would be ok and that the one she babysat for had already told her she could have someone with her because she trusted Pam. Hearing this was almost making me want to back out because I was feeling a little manipulating in my actions. That feeling was soon gone when I thought of my purpose of sticking my cock into her sweet pussy. I met her at her babysitting job after the mother had left. She was dressed in a pair of short jean cutoffs that was tight against her butt and pussy. Her top was a half shirt that showed her sexy belly button. I am sure if she had looked at my crotch she would have noticed that I wanted more than to just spend some time with her. She introduced me to the one she was babysitting which was a 4 year old boy which was on his way to bed when I walked in. When she finished putting him to bed we sat on the couch and talked. Things were going a little slow for my goal so I went for broke. Either she was going to spread her legs and let me fuck her or she was going to toss me out of the house. I really did not have much choice as it was getting late. I leaned over and gave her a hard kiss on the lips. She did not push me away so I continued forward. I put my arms around her and tenderly hugged her while parting my lips. I let me tongue escape my mouth to see if she might be interested in letting it come visit hers. She slowly parted her lips and soon we were in a hot French kiss. At this point I was not sure how quickly I should make my next move but I guess I had taken longer than I should have. I felt her hands between my legs as they were clumsily searching for my growing male member. I spread my legs so she could find my hard dick easier. I in turn went searching for her 'toy box.' Her shorts were so tight I could feel the heat building between her legs as we touched each other's privates. If we just had more time I would have loved playing this game for hours. That was a luxury I did not have so I found her button and unbuttoned it and quickly moved to lower the zipper. I slipped a finger inside her shorts but outside her tight panties. I guess at this point I had got her overheated because she moved her hands from my body to pull her shorts and panties down and off as quick as she could. She then pulled away from me just long enough to take her shirt and bra off. I looked at her sweet sexy 15 year old body wondering if she was a virgin or not. Her brown pussy hair was trimmed into a thin strip from the top of her pussy slit upwards to form the shape of a landing strip. The rest of her pussy hair was shaved off including inside her pussy itself. "What are you waiting for?" She asked. "Sorry, I was just admiring your beautiful body." I replied. "Well do you want to fuck my virgin pussy?" She wondered. That was a stupid question. But, of course I did not say it that way. I simply stood up and dropped my pants and underwear. I then removed my shirt and quickly sat back down. We began to kiss once again as her fingers found my pre-cum dripping cock. She laid back pulling me down with her. With her still pulling on my dick, I could tell she was trying to pull it to her cunt. "Hold on." I stated as I stood up. I pulled a condom out of my pants pocket and opened it up. I placed it on my penis and unrolled it down the shaft. I grabbed a towel and placed under her butt so we would not make a mess on the couch. I then climbed back on the couch and between her legs. It was not long before my dick head was just inside her outer pussy lips. "Please be gentle. I really am a virgin." She pleaded. Without saying a word I began to kiss her to take her mind off the fucking she was about to experience. I then began to push into her. With a hard shove and a loud moan my dick head pushed its way inside her pussy. Giving her a minute to adjust, I continued to kiss her while playing with her breasts. After a few minutes I pushed harder until I was up against her hymen. Telling her I was about to pop her cherry, I pulled back and with one hard push my cock split open her hymen and I sank all the way in. I was now resting just outside her cervix. She had squealed in pain as I broke her open but once inside she relaxed and was able to enjoy the fucking. I pumped in and out hard and fast. The harder I pounded her pussy the more she begged for more. Her body shook as she had her first orgasm. I soon followed filling the condom up with cum. I soon pulled out and removed the rubber. We cleaned up the mess and sat holding each other for some time before getting dressed. I then left right before the boy's mother got home. I got home making notes of the night so I could tell Jason all about it the next day. Chapter Two will continue the countdown so make sure you follow the fun to the end.