("`-''-/").___..--''"`-._ `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 © 2013. Please don't remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. -------------------------------------------------------- My High School Sweetheart - 1 by Bigguy006 (bigguy006@aim.com) *** This is a multi-part story about my high school girlfriend and her younger sister. Then again twenty five years later. (MF-teens, youths, 1st, rom) *** PART 1 This first part is before cell phones and computers. I was a junior in high school on the starting squad of the varsity football league. I notice this really hot freshman with unbelievable lips and nice grapefruit tits always watching me. After a game she was standing by the gate that we went through to our lockers smiling and staring at me. In the shower a friend of mine said hey Jimmy did you see that hot chick checking me out? I was thinking yeah right she was checking out someone else. Rick told me that her name was Anne and that she goes to the ice skating rink every Saturday night. That Saturday night I picked Rick up and we went to the rink to skate, the whole ride there he told me that he would pick her up tonight. After the fifth time I had enough and bet him twenty bucks that she would get a ride home from me. When we got there I did not see her at first, then I saw Rick practically mauling her. Anne was pushing him away as I made my way to them. I told Rick to knock the shit off and to go elsewhere. As he skated away the lights dimmed and a slow song started to play with the announcer saying for everyone accept couples need to get off. I started to skate off the ice when Anne grabbed my hand asking if I would mind skating to the song holding her hand. Needless to say Rick paid me the twenty dollars the next day and Anne and I started dating. By the time I was a senior Anne and I still did not have any sex of any kind, if we got all worked up she would leave. I was never allowed in her bedroom when I was at her house, so I started getting blue balls. After Christmas she started getting closer to me and we starting going further. Anne still would not let me touch her pussy but she would let me grab her 34C tits while she would rub my nine inch dick through my pants. The first time anything happened was a wild night. Anne, my sister friend Ann, my sister, and myself all went to a concert. Anne and I had nose bleeding setts that ended up working in my favor. Anne was pretty drunk standing in front of me with black spandex on shaking her beautiful ass in my face with her legs spread, I kept putting my finger at her pussy and rubbed until she slapped my hand away. After a while I stood up behind her putting my hands up under her shirt and bra and I started squeezing her nipples. I was in heaven when she pushed back into me and she did not stop me. This was the first time I got to touch her bare nipples so I was hard as a rock pushing my dick into her swaying ass. Anne stopped swaying and started rubbing her ass crack into my rip roaring hard-on. I finally got the balls up to reach around her front and slide my hand down the front of her pants. I was just inserting my finger into her soaking wet pussy when the lights turned on, which took Anne out of her sexual trans, Anne grabbed my hand and said be good and I have a surprise for you later. We meet up with my sister Nancy and her friend Ann at Nancy's car. We all got into the car while Nancy and Ann were talking about the concert I started making out with Anne, I was so horny I didn't care that my sister and her friend was in the front. I put my hand down Anne's pants and started rubbing her clit to the point that she started shacking and biting my neck. Being a virgin and never turning a girl on that much I did not know that she just had a mind blowing orgasm. When she started relaxing she whispered in my ear that it was my turn. Thinking that she was going to just give me a hand job, which I was fine with it. She had her hand up my shirt rubbing my nipple then she bent over kissing my stomach. We were total in heaven in the dark I had my eyes closed not realizing that Anne's orgasm was loud enough that my sister and Ann heard her so they stopped talking to hear us. Anne unzipped my pant and touched my dick flesh to flesh for the first time, I was ready to blow as she pulled it out and attempted to give me her and my first blow job. The mood was changed when the light turned on and my sister's friend Ann yelled out oh my god he's huge. Anne lifted her head as I started shooting cum. Ann yelled "don't waste his cum put your mouth back on it". When she didn't Ann wiped her mouth over my dick and sucked the last of my cum. The next few months were tough between us, whenever I mentioned about getting a blow job Anne would just snap back. "Why don't you just go see Ann I'm sure she would suck you off." A couple of days before my senior prom my ex friend Rick decided to get even with me and told Anne that I rented a hotel room for prom night and I was planning to fuck her. Needless to say she broke up with me the day before the prom. I was so pissed off I wasn't going to go because if I saw Rick I would kill him. I ran into Ann later that day, she told me that my sister told her what had happen and she was going to make my day. Puzzled I asked her how, Ann told me that she had broken up with her boyfriend last month and she would love to go to my prom with me as my date if I wanted to. As she was saying this I started to get an hard-on thinking maybe she would go to the hotel with me. As she must have seen the thought in my eyes she said and we can't let that great hotel room go to waste. The prom was great everyone was a little confused at first when they saw me there with a different Ann, they all understood after I told them what Rick did . Ann had really worked me up with the grinding and close contact I just wanted to attach her. In the parking lot we started kissing for the first time and as I was thinking about going for her tit she started rubbing my dick. I was thinking, "holy fuck she made the first move". I had my hand down the front of her dress rubbing her nipple when she broke the kiss and said "let's go to the hotel and get more comfortable" We checked into the room as I was checking the room out I noticed Ann's dress just drop to the floor. She walked over to me in her strapless bra, panties, and stockings, as she started kissing me and undoing my shirt. I just wanted to rip my clothes off and fuck this beauty. Ann started kissing my ear saying "Nancy told me that you are a true virgin" All I could do was shake my head yes. She then said okay baby I'm going to show you how to do everything, how much time do we have before check out? Ann would not let me take control, first she pushed me down and teased my dick by nibbling on its side, then she would suck my balls, when she finally worked back up the shaft of my dick I was ready to cum. The next thing I knew she had my dick down her throat and pulling rapidly on my shaft until I shot my load down her throat. After she was done cleaning my dick off, Ann told me to start sucking on her nipples then to kiss her body. When I got to her juicy pussy she said not to just shove my fingers in her hole to suck and play with her clit for a while. At this point I was hard as a rock and I just wanted to fuck her hard. Again Ann was reading my mind and told me to make it enjoyable for my partner also, not to just fuck and get it over with. After Ann's second orgasm she started pulling me up her body kissing me deeply, I felt her hand pulling on my dick then I felt something like a small mouth sucking my dick in. As I felt it surround my whole dick Ann broke our kissed and yelled fuck me Jimmy fuck my brains out. After we fucked for about twenty minutes I shot my load deep into her pussy, as I was in the middle of my orgasm Ann opened her eyes and started squealing that she was orgasming also. After we calmed down Ann put on my tuxedo shirt and said let's go check out the deck. As I went out to the deck I saw our neighbor checking Ann out, I was about to say something when I noticed it was Rick. Ann noticed who it was also so she came over to me and drop to the ground onto her knees, she pulled out my dick which was still soaking with her and my cum. Ann looked up at me with this mischievous grin then over at Rick and went down on my dick nice and slow. I started to play with her tits not wanting for Rick to see her tits. Ann stop sucking my dick and said loudly "fuck me again big boy" then she sat down on my lap inserting my dick into her pussy. She had me so turned on from the show she was putting on and also from fucking this gorgeous woman in front of someone. It didn't take me long to blow my next load into her tight pussy. As I was dropping Ann off at her house she told me that she was heading back to college, she would not be home until the semester was over. She also said that Anne will be calling that I should not answer the phone if I run into her on the streets to act cold to her. Ann was right my phone rang off the hook, I didn't answer it even though I was waiting to hear if I got into a new type of school to learn about the best thing called computers. A few weeks later I ran into Anne she was drunk and started crying about how stupid she was for dumping me. As I was comforting her she put her head on my lap which caused a stir in my pants right away. Anne looked up at me then she pulled my hardening dick out and gave me a blow job, as she was sucking my dick I slid my hand down her pants First shoving a finger into her soaking wet pussy and pulling it out to taste her pussy juices, as I pulled my hand out I heard a slight whimper from Anne. After I cleaned my finger off I put my hand back down her pants and I started playing with her clit until she had an orgasm, after her orgasm subsided she went back to work on my dick until I shot my load into her mouth. Over the summer Anne gave me a blow job almost every night, but she still will not let me fuck her. After a while Anne's little sister who was twelve started catching on that we were doing something that we shouldn't be doing, so she kept trying to catch us. As time went on we started being careless and I saw Julie watching us a few times. Julie has seen enough that she would know when I was about to blow, she would start banging on the door until Anne would stop. After doing this a few times Anne went down stairs and started arguing with her mom, Julie came in and asked what I was doing. I pulled the sheet off and told her that she knew what was going on and she need to finish what her sister started. Julie came right over in her skimpy bikini and lay down as she started playing with my dick. I told her to stop playing and to start sucking, as she put her small lips around my dick I pulled her on top of me. I pulled her bottoms aside and started sucking on her small clit. As Julie orgasm hit her I shot my load all over her face and flat chest. I broke up with Anne when I went to college because I wanted to concentrate on all my computer classes. Which I knew I would not be able to with her wanting attention all the time. To be continued? * * * * * * * * * * * * * * * * * * * * * * * * * * * * It's okay to *READ* stories about unprotected sex with others outside a monogamous relationship. But it isn't okay to *HAVE* unprotected sex with people other than a trusted partner. 4-million people around the world contract HIV every year. You only have one body per lifetime, so take good care of it! * * * * * * * * * * * * * * * * * * * * * * * * * * * * Kristen's collection - Directory 77