Teen
2008-01-18

It was my senior year in high school when we started dating. Her name was Nicole, she was a freshman, at the top of her class and not to mention beautiful and athletic. She played volleyball, basketball, and softball, and was the future senior class president. She had blonde hair down to her shoulders and the most beautiful blue eyes a man had ever laid eyes on. She hadnt really dated yet, maybe a boyfriend of two weeks back in the sixth grade, and the furthest she ever went was a peck on the lips.
Me, I had nothing going for me. My name is Lee and i was a senior. That was pretty much it . . . I didnt get the good grades, not even good enough to play in any sports. I was the class clown, always goofing off and trying to find ways to make people laugh. I was "cute" to all of the girls, but I could never get girls my age to like me. They always went for the star quarterback type.
One night, I went to the movies with a bunch of friends. I was friends with kids from all grades, as it was a very small school.

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I was told that a bunch of the freshman girls were coming along, and i thought it would be fun. The movie was "Save the Last Dance". As usual i was making an ass out of myself goofing off during the whole movie. I was trying to impress the freshman girls, they all looked so young and so innocent . . . . lets face it, they were hott!! I was actually friends with one of them, Jessica, who i talked to frequently online. She was really pretty and i wanted to get with her so bad. After the movie we all went home and Jessica instant messaged me online. She told me how good i looked that night, so i started to put my moves on her. She basically told me flat out that she wasnt interested that we would only be friends, but her friend Nicole thought i was pretty "cute".
Nicole and I went out on several dates through the last part of my senior year, and started to really like each other. We were two kids sho were really into each other and expierimenting life. I was in a 1 year relationship with a girl before Nicole, and I was cheated on.

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My trust issues with women from that point only went so far. But this girl, this girl was perfect. I was young, and found myself really falling for this girl.
We went on to date for several years, 7 to be exact. When i graduated i found a job and stayed close to home with my family. I was with Nicole all through her high school years, excluding minor breakups that never lasted for more than a day. It was now time for HER to graduate. She was planning on attending THE Ohio State University in the fall, and I would be stuck in Cleveland which is about two hours away. Not too bad, I thought we could make this work. Welllll, it didnt . . . my trust issues came up and I told her that I didnt want to be with her anymore. I quickly found another girlfriend and it was cool, but it didnt last long. Nicole came home for break and we would see each other as we agreed to be "friends".

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That never works. We got back togather and she decided to transfer to a school that was closer to home so she could be by me and her family.
Everything was going great. After waiting almost two years before she let me have sex with her, it seemed like i was now getting it whenever i wanted. We had even tried anal once, but she then told me she didnt like it. I was getting everything a young man could ask out of a girl, but the relationship suddenly stated going dry. As all relationships im sure do. It seemed as if we both had started wondering what it would be like to be with other people, but we both agreed that we were soul mates and that wed stay togather forever.
One night we were in the bedroom doing our thing when she asks me what kind of fantasies I have. Reluctant to tell her, I eventually said that i would like to have a threesome with her and her friend Jessica. She smiled, "what?" I said. "Nothing. " She said with a smerk on her face. After begging her to tell me she finally said it. "One of my fantasies is like yours!" she said.

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" I would like to have sex with you and another guy. " I was in shock over this. Sweet, innocent Nicole was finally starting to find herself in the bedroom. "Well, who do you want the other guy to be?' I said. " I dont know, not someone we know, but i dont want it to be a total stranger either.

" We would go on for months discussing the possibilities, as her sudden hornyness really turned me on. We would talk about it in the bedroom a lot, imagining her being with two guys. She would dirty talk to me and everything . . . It was really turning me on.
Her 21st birthday was coming up, and I wanted to do something really special for her. I saved up enough money and bought her and me a trip to Las Vegas. About a week before her B-Day we got into a huge fight. She was telling me how she was really stressed out with school, and her parents were in the midst of a nasty divorce.

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She was telling me how she thinks we should break up so she could take some time for herself and think. She told me she needed some "space". Of course, I refuted like all hell and she agreed that we will keep trying at the relationship. On her birthday, I suprised her with her gift and she was SO excited! She couldnt wait, we had sex later that night and she was fantasizing of the possibility of maybe meeting somebody we could have a threesome with.
The day finally came. We were leaving for Vegas!! It would be both of our first times there, and I couldnt wait until we would get there and I could finally kick back and relax. I envisioned sitting by the pool all day, maybe doing a little gambling and going to the various clubs at night. Little did I know that Nicole had different ideas. She was a typical tourist, walking up and down "the strip" looking at the various casinos. There was no time for relaxation at ALL. The vacation wasnt what i expected. We went to bed early every night and didnt really do anyting fun!! I felt like I wasted all of my money, I felt like I didnt get the "vegas expierience:. I was mad over this, and when we got back home we fought non-stop. We broke up, only this time it was for real.
I pleaded to get back with her, as she was the only girl I wanted to be eith for the rest of my life.

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She just kept telling me that she needed her "space". She started contacting her old friends from high school and hanging out with them a lot. I was very depressed, here I was in love with a girl who didnt love me back. One of her friends, Sarah, lived two houses down from me. She was the party girl type, never really dated anyone, mostly random hookups with whoever the hell she wanted to fuck. One night, Nicole and Sarah decided to go to a Cleveland Indians game. Sarah was going to drive, so Nicole drove to Sarah's house and parked on the street right in front. As the night went on, I remember passing by my window and seeing Nicole's car. It spiked my interest as to what was going on. Curiosity got the best of me and i sat by the window the whole night waiting to see what time Nicole would finally get home. It was about 18 o' clock when they came home, typical time for someone to get home from a ballgame. I saw Sarah pull into her drive, and then all of the sudden another car pulled in behind her! My mind was racing. How could she do this to me? She knows I live only two houses away!! The second car then pulled right back out of the drive and as it drove past my house I could see that it had three girls in it . . .

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Nicole, Sarah, and Jessica.
I waited all night by that window to see what time Nicole would finally come home. Finally, as I was starting to doze off a car pulled up. It was the same car that Nicole left in, so that was good. But it was strange, only Nicole got out of the car. No Sarah, and no Jessica. Nicole got into her car and drove off the OPPOSITE direction of her house!! The other car followed behind, which i wasnt worried because i knew it was Jessica. Why was she going the opposite direction though? Fuck it, Im going to see where she is going. I got in my parents brand new car (that I knew she wouldnt recognize) and raced off until I finally got behind her. She eventually pulled into the Holliday Inn, I parked in a spot where i could see through the glass doors of the hotel. I saw Nicole and Jessica go inside and walk into the bar at the Holliday Inn. Granted it is 1 o' clock in the morning, so they werent going to be there long. I waited for about a half an hour when i saw Nicole come out with this guy. Out of the blue, they just started kissing. My heart broke right then and there.

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I didnt understand, I didnt know what I did so wrong that she wanted this other guy over me!! I couldnt watch anymore, I drove to the back of the parking lot to think. I parked in a secluded spot where no one else had parked. I was BALLING my eyes out, and wanted to settle down before i went back home. About 18 minutes later a car pulled into the spot three spots away from mine. IT WAS NICOLES CAR!!! "Oh, shit" I thought to myself. "What if she sees me?" I looked in her car and that kid was with her. He was about my age, a lot taller and lankier than me. It seemed as if they were trying to see if anyone was in the car i was sitting in, my windows were rolled up and they are tinted fairly well as my parents car is a cadillac.
They must have decided that no one was in the car i was in because they started making out right away. "oh great" i thought to myself, "here i am in the midst of a breakup and now i am forced to watch my ex make-out with another guy in her car. " They had their windows rolled down, so I rolled mine down so I could hear what they were saying. I heard Nicole ask him what his name was. "Brett" he said with a smile. I couldnt believe this. Here is my ex-girlfriend of 7 years, im the only guy she has ever kissed, held hands with, fucked, or whatever and now she is just making out with some random kid in her car? "Im from Florida" he said.

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"You are really gorgeous" I heard him say, and with that they started making out again. After a couple of minutes he then asks her "Hey, do you want to suck my dick?" . . . . "Who the hell does this guy think he is?" I thought to myself. I wanted so bad to get up right there and kick his ass, but i knew i would never get my chance to be with Nicole again if she knew i was there. Surely, whe was going to say no anyways, this girl has way more sense to do that to some random stranger. "Sure" she said, and with that i saw him put his seat back and her pulling out his 6" member and start stroking it. I couldnt believe what I was seeing, "Oh baby that feels so good" Brett immediatly said. She then laid her chair back and got up on all fours and took his tool into her mouth. She looked as if she was really enjoying herself, really getting into it. I could hear his moans coming from her car as she circled the head of his cock with her tounge and took him all the way into her mouth. As she was doing this I could see him fondling with her jeans trying to get them off. She stopped blowing him and I could hear a loud slurping noise as she released the fully erect cock from her mouth.

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She helped him take her jeans off and she got back on all fours. I could see her beautiful ass perfectly sticking up in the air while her head playfully bobbed up and down on Brett's cock. I felt my cock harden instantly at the sight of Brett fucking the mouth of pretty girlfriend. EX-girlfriend. I realized that this actually was one of my fantasies, watching her getting fucked hard by another man. I pulled down my pants and started to wack off. At one point, Brett held her head down on his dick, and as he released her she made this huge gasping noise. The sight of my girlfriends head going up and down, pleasuring another man sent me over the edge. I could hear him moaning with great pleasure, all the meanwhile hearing slurping and sucking noises coming from her car, I came instantly.
Brett put two of his fingers in his mouth, and stuffed them into Nicole's neatly trimmed pussy. As he was pumping his hard cock into her mouth he was simutaneously fucking her cunt with his fingers. I heard him say "Lets go in the backseat!", and I saw him push her off of him as he crawled over the center council and into the back. As he did this, Nicole took off her shirt and bra and let her small B-cup titties fall free. She crawled into the backseat with him, and with him sitting upright she had her ass toward his face hovering over his fully engorged cock. She couldnt possibly want to fuck him, afterall, she did make me wait TWO years just to let me stick MY dick in her.

With that, she grabbed his cock and slid it right into her wett slot. My cock instantly regained its stamina and was solid as a rock. It was the biggest boner Ive ever had in my entire life as I watcfhed my girlfriend fucking this random douchebag. I heard their moans from the car as their bodies slapped togather in rhythm to what sounded like country music. About after a minute of hard fucking they stopped. Brett's voice was soft as he was breathing heavily, "I want to put it in your ass!" he said. At this point I didnt know what she was going to do. I mean, I didnt think she would ever come this far, and here she is fucking some random fuckface. She had only let me stick it in her ass one time and it was soooooo good. I came in her ass and she said after that day she hurt for a month so she didnt want to do it anymore. As much as I fantasized about it, I respected her wishes. Sure enough, she said "Yeah, baby fuck my ass!" It seemed almost instantly after she said that, Im talking like three seconds after he told her he wanted her ass he said, "Ugh, Im going to cum baby". And with that, Nicole got off of him and lowered her head down to his cock. She was never the one to swallow, she did it for me only on special occasions. She took his full load right into her mouth and sucked him dry.

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They recouped for a minute and he gave her his number . . . (which i copied and have) . . . and asked if she wanted to go to Denny's for some food. Nicole suprised me when she said "Put your fucking pants on and get the fuck out of my car!" He did, and he went back into the hotel and Nicole went home.

True Story . . . . Part 2 is true too, cant wait to tell you . . .