Date: Thu, 17 Jun 1999 00:40:57 -0700 From: UBoy Subject: Huge Part of My Life This is an almost complete history of all of my sexual experiences -- and believe me, there are/were many. All of these are true but names have been changed both for theirs and my sake. These stories are of both hetero and homosexual nature. You should really be 18 when reading these but I know you're probably not. Enjoy. Don't send comments because I'm trying to stay as anonymous as possible. Okay, so I'm 19 and sex has been a huge part of my life. I lost my virginity when I was 14 and have been extremely active ever since. So, I'm about 5'11" 153 pounds, bleach blonde hair combed straight forward and hazel eyes. May 24, 1998 9:00 pm-2:30 am- The first time I had sex... well. I was at my best friend's house. Let's call him Jack. Jack was my age at the time (14) and had a sister who was twelve. This particular night I was sleeping over as was Jack's sister's best friend... let's call her Jamie. The four of us were gathered in his family room watching a movie. Me and Jamie were on the floor, Jack was on the sofa, and his sister was on the love seat. Jamie was laying to my right and it was evident that she was getting quite tired. She rolled over to her left and as she did she draped an arm across my stomach. This made me instantly hard. In order to hide the tent that was in my shorts, and that was completely evident just by looking at the blanket that was covering the two of us, I also had to roll to my left. So there we were. Both of us facing the left, my ass point right towards her. Her crotch near my ass. Her right hand draped over my stomach inches from my throbbing erection. Both Jack and his sister were concentrating on the movie. As if to make it appear as though she was doing it sub-consciously, she slowly began to move her hand lower. 30 seconds later her hand was down my pants. Before I go any further, this girl was gorgeous. I mean, probably the cutest twelve year old you've ever seen. And I was just about to get up or go do something else to avoid what was about to happen, but it was too late. She was jerking me off so slowly and gently that there was no way I could leave. She just kept stroking my dick until I was on the brink of an orgasm. It took every bit of will-power I had to move her hand away so I didn't wind up shooting my load on the carpet. I got up to go get a Pepsi from the fridge (that was my excuse). She got up and followed me. As I bent over to remove the can from the bottom shelf of the fridge, she bent over and whispered this in my ear, "Meet me in Jack's bedroom at two o'clock". Because Jack's parents were gone for the night, and me and Jack always slept in the basement during sleepovers, his room would be unoccupied. And because Jamie and Jack's sister slept in the same bedroom, it wouldn't be hard for her to sneak out. But still, I didn't know if I wanted to go through with this. So, me and Jack made our way to the basement at about 12:00 and Jack being the kinda guy he was, was asleep within minutes. I, on the other hand, was wide awake. I stayed wide-eyed until I made my decision to go up to Jack's room to see Jamie. I slowly and as quietly as I could made my way up the stairs. Jack's sister's door was shut, his parent's door was shut (they had arrived home before me and Jack went to bed), and Jack's door was open a crack. I walked in to his room and shut and locked the door behind me. The lights were dimmed. I saw her face only peeking up above the covers. She had only a flannel sheet drawn up to her chin. I began to slowly undress. At this time, my dick was already 6 and a half inches hard. Her eyes were focused only on my crotch the entire time. I walked over to the bed and drew the sheets away from her body. She was wearing only a needless bra and cotton panties. I laid next to her so that my right leg was on her crotch, my left leg on the other side of her right leg. We were kissing as passionately as two young children could. My right hand was massaging her small breast under her bra while I slowly pressed my leg into her crotch, at the same time, basically humping her leg. Hell, she seemed to enjoy it. Then, I brought her knees up so that her feet were pressed flat on the bed and her legs were spread. I laid down between them and began to kiss her again. I slowly moved down her body, taking time to unhook her bra. I began to suck her nipples. The whole time, not a word was said. I slowly made my way down. I stopped at her belly button and took some time to encircle it with my tongue. I continued down to the elastic band of her white cotton panties. She was noticeably wet. While keeping them on, I moved the top of the band down and began to kiss and lick directly above her pubic mound. I allowed the band to move back in place. She began to get a little more brave as she placed her hands on my head, urging me to go lower. Somehow, I just knew what to do. I continued to kiss and lick her virgin pussy above her underwear. I couldn't wait any longer. In one swift motion, I had her panties off and her virgin cunt exposed to me. I hungrily began to lick her lips and dart my tongue between them while massaging her clit with the thumb of my left hand. I was about ready to shoot my load right there. I could tell she was about to climax, but before I had the chance to go any further, she said the words that took away the one thing most guys didn't lose until they were at least 17 (or so I thought). "Fuck me," she said. With my elbows only I moved myself up so that we were crotch-to-crotch. I reached down with my right hand and took hold of my penis and slowly started to merge it into her tight twat. She let out a soft gasp but told me to continue. I inched it slowly into her hole until my balls were up against her ass cheeks. The only sound I heard was a soft cry as her hymen was being breached. She grabbed my ass cheeks with her hands and forced my to pump my cock into her pussy. The whole time she kept moaning softly and I almost had to put my hand over her mouth to keep her from yelling. I let her know that I was about to cum but because we didn't want to get her pregnant, she told me to pull out. She then put me where she had been laying, and now it was her turn to kneel between my legs. She immediately took my cock in her mouth with such skill as one would think she was experienced. She sucked it like a pro and made me cum harder than I ever could have when I jacked-off at night. That night was one to remember and would fuel my imagination during the countless numbers of times that I masturbated since then. Jamie and I never spoke again after that. June 6, 1998 7:00 am-12:00 am- This was not the second time that I experienced the pleasures of sex... I know that for sure. The one thing I am not sure of, is when or with whom I did have my second experience. This is the next one I remember. The one thing that sets me aside from most of the general conceited teenage population is that my friends were of all different types. I had friends who smoked pot, some who shot up heroine, some who drank, some who skateboarded (mostly the potsmokers) and then I had the straight-edge friends who were all straight-A students that never got in trouble and thought of smoking and drinking as sinful or whatever. So it was my birthday. I decided that this time, I would invite only my straight-edge friends to a small party. At this point in my life, sex was not the first thing on my mind and everytime I looked at a girl I wasn't thinking, "Oh god I have to fuck her". On the contrary; I was mostly thinking how I would actually like to have as meaningful of a relationship with her as humanly possible at 15 (it was my 15th birthday). So all my friends were just kinda hanging around in my house watching TV, playing nintendo, talking, eating, etc. My parents knew that with this particular group of friends, nothing was going to happen. They trusted me for the most part and had decided to give us our freedom by leaving the house for the night. Getting back to the story, we were all sitting around talking. There was this girl in the corner of the room whom I had not invited, however I had told a couple of the girls that they could bring friends along because I had invited more guys than girls. She was staring at me the entire time. I think she may have been a little older. She walked away but kept her eyes on me the entire time. I knew she wanted me to follow. You may be asking yourself, what makes me so special? Well, If I may blow my own horn, I was an attractive kid. I always had a nice body, the girls always told me I had nice eyes and I had a 6 inch dick that they seemed to be amazed by. It grew and is about 7 1/2 inches now. So anyway. I excused myself and was walking down the hall searching for her when she pulled me into the bathroom and shut the door. She immediately planted a tow-curling tongue-twisting kiss on my face that I would later identify as a the mark of a much-too-experienced girl. Her hands were all over my body and she was kissing me desperately as though the world was going to end any minute. I was sitting on the ground with my back to the door and my legs straight out in front of me. She immediately went down to my belt and had it undone in a matter of seconds. I was as hard as a rock by now and she pulled my rigid shaft out through the fly in my silk boxers and was sucking on it like a baby sucking on a lollipop. It wasn't the first time I had been given a blow job but it was the most experienced one. So much so, that she had my blowing my load in a matter of seconds. Now it was my turn. With my schlong still sticking out, I pushed her back so that she was laying on the ground. I had her pinned. My hands were all over her well-developed breasts. She wasn't wearing a bra. I stuck my hands up through the bottom of her shirt and was massaging and kneading her breasts all to well. I lowered myself and in one quick motion, undid her pants and hand both her jeans and her underwear by her ankles. I didn't bother beating around the bush (no pun indented) because I figured some of my friends would miss me shortly, so I went straight for her pussy. I ate her out like there was no tomorrow and had her screaming so loudly I definitely needed to put my hand over her mouth so nobody would hear. As soon as she had climaxed substantially, I moved myself back up her body and all-too-easily slid my dick into her moist hole. I proceeded to fuck her right there but before either of us could "finish" there was some knocking on the bathroom door while at the same time the person was complaining that they needed to use the facilities. She quickly pulled her pants up, adjusted her shirt, and fixed her hair as I tucked myself back in. We both walked out at the same time receiving an extremely puzzled look from the kid outside that needed to pee badly. That was the end of that, but not my last escapade by far. And not all my experiences were straight. I did have a few homosexual experiences in my time but I'll save those for later.