("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text -------------------------------------------------------- This work is copyrighted to the author © 2008. Please don't remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. -------------------------------------------------------- Joyz of Babysitting by Lostmindfound (lostmindfound@aol.com) *** This is the story of how I and my friend's sister both lost our virginity. (mf-teens, youths, 1st) *** Author Note: This is my story of my first time as well as my friend's sisters first. Its not something I planned to happen but I have no complaints and neither does she. I will tell this story as it happened. Enjoy. *** I had turned 13 a few weeks ago and now it was xmas break so I had nothing but time on my hands when I wasn't jacking off. During the break my friend's mom asked me to watch Ashley while she and my friend went to a dentist appointment for him to get braces. I of course agreed to it given it would give me a chance to watch the porn I stole from my dad and stashed at his house. When I got there my friend and his mom were just leaving. His mom gave me the dentist number and said they would be back in a few hours. I said bye and watched them leave. Once out the drive way I went to see what Ashley was up to. She was in her room playing on the floor with her dolls. I stood at her door and watched as this almost 10 yr old girl that was skin and bone with long thick brown hair that went to her mid back play around on the floor. I told her I would be in my friend's room and if she needed me to call. She said ok without looking up almost ignoring me like always. I went to his room and closed the door forgetting to lock it. I put in the porn and cut the volume way down so she wouldn't hear. It wasn't long before I had my dick out stroking to this chick getting fucked doggy style. As I sat there and slow jerked myself I didn't pay attention to the fact the door was cracked. It wasn't till the door flew open and Ashley came falling into the room that I realized she was there. The sudden noise nearly gave me a heart attack as I nearly cleared the bed. What are you doing? I asked not caring the porn was on or that my dick was still out. She asked the question back as I said having fun till you ruined it. She apologized and asked what I was watching. I knew she knew nothing of sex since I was the one that told my friend so I told her that I was watching people have a lot of fun that only adults can have. From there we went through the usual talk of what was what and why he was doing things to the girl so forth and so on. I had put my throbbing dick up which at that time was 4 in cut (7 now for the record). As we watched and talked a new thought hit me that had never occurred. I wonder if I can have sex with her was the thought I had. So as we talked I offered to teach her about it so she could be an adult and have a lot of fun. It toke some convincing but shortly after bring it up she agreed. My dick shot straight back up as I told her we would start with oral and do more later. She asked what that was so I showed her on the tap and told her what the girl was doing to the guy and what is cum was like. She seemed interested so I again pulled my cock out and leaned back on the bed and told her to go to work. She got between my legs and just looked at my dick for a second unsure what to do say I told her to open her mouth wide and when she did I pushed her head down to my dick and I felt my aching member slide past her lips and into her mouth. I moaned as it felt better then I thought it could as her tiny mouth clamped down on my dick. I pushed a little more then head in and told her to suck it. She had a little trouble at first but learned quick. She sucked hard on my head as I could barely move with all the built up cum I had. I told her to keep doing that and soon I came in her mouth and that she had to swallow it all down. My hand slid off her head as I put my head back and said her it comes swallow it all. Not even a second later my cock shot gallons of cum out and she wasn't able to handle it pulling her mouth off as she gagged for air as I kept shooting spurt after spurt on her pretty little face. I looked down and saw her cum covered face as I smiled from hear to hear. She asked if she did a good job and of course I said yes it was great. She smiled at me as my cum ran down her face and chin as she went to whip it off I stopped her and said leave it there for now why don't you undress so I can show you something new. She said ok, with smile and hopped off the bed quickly pulling off her shirt showing me her flat chest and tiny nipples with her flat stomach. Next came her jeans which showed me her nice legs and her tight little cotton panties. I said those too, as I pointed at her panties and with a little delay she did. The sight of her hairless tight little cunt almost made me hard again but I asked her to turn her back to me so I could see her ass. As she slowly turned with my eyes never leaving her crotch as it was replaced with this tight hard bubble butt. Seeing that made my semi go rock hard as I told her how hot and sexy her little body was. She blushed at me with a grin as I told her to lie on the bed. She did and I stood up undressing quicker then the Flash and quickly got back on the bed getting almost on top of her. I laid there next to her with my hand rubbing up and down her body as I told her that I was going to fuck her soon and it would hurt a little at first but not bad. She asked what I meant as I slide my hand to her smooth pussy and started to rub it as I told her my cock that shot on her face was going in there. She closed her eyes as I tried to work her clit not really having a clue what I was doing. As I played with her she began to moan a little as I asked her if she wanted me to fuck her and she nodded her head yes which made the last bit of wet cum move against her cheek. I smiled to myself as I got on top of her and told her to spread her legs and pull them to her as close as she could. She did so without a fuss as I watch her tiny twat spread a little and I got a good view of just how nice it was. She held her legs straight up with her hands as I told her to put them farther back. She then amazed me by putting her legs behind her head and asking like this. I was almost in aw as I saw her tiny body get smaller all but the part I wanted. Her pussy was wide open for me so I wasted no time putting my cock to it and rubbing my head on it. Her little cunt felt great to me as it made my dick tingle. I looked down and moved my cock to her small tight juicy pussy hole and started to push forward. It was so small my cock head nearly covered the hole. I didn't care I wanted in there no matter what. I leaned down putting my arms on either side of her so she couldn't put her legs down as I pushed again. This time I barely got my head in before she cried out and said ouch that hurts. I told her that it was ok it was going to no matter what I did. She closed her eyes as I told her to relax and I pushed again getting my head all the way in only to hit her cherry. I toke a sec to tell her I had to pop her cherry and after that it wouldn't hurt again only be fun. She didn't say anything only laid there with a look of pain on her face. I was tired of being patient and said her goes as I pulled back a little and thrust hard into her tearing past her cherry only stopping when all of my cock was in. She screamed to the top of her lungs as she went stiff then shuck from head to toe. I on the other hand was in heaven my cock was finally in a pussy and it was so tight I could barley stand it as not even a second after reaching the bottom my cock again erupted but this time filling up her pussy. I laid on top her as my dick spurted loads of jizz into her. When I was empty I slide out of her slowly and collapsed next to her on the bed. Her legs slowly came down as she laid there sobbing wanting to cry but I raped a arm around her and held her tight as I spooned with her. I told her I was sorry it hurt but it would no matter what but from now on it will be great and you will love it. She held back her tears as she just laid there with me. I told her that this should be our secret and if she ever told anyone that we would get in big trouble. She said she wouldn't tell and asked if it was really going to be good the next time. I told her it would and that once she had an orgasm she would be hocked. Nothing else was said till we heard her mom pull up and we scrambled to get dressed as she went to her room and I staid in my friends. Mom thanked me for watching Ashley as I said I was happy to any time. I went mom with a smile that was irremovable. Well that's my story for now. There is more to tell of the other encounters we had after that but that's for another time. END ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ This story was written as an adult fantasy. The author does not condone the described behavior in real life. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Kristen's collection - Directory 56