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Central Coast, California, Sept. I had just graduated high school that May at years-old. I was city boy based in Chicago, and was suffering a broken heart. I was in search of something, a cognitive shift, perhaps. So that June I bought a one way ticket to NorCal where I fell in love with the state. The traveling itself was an amazing experience; I saw my first weed farm, I was offered to do porn in San Francisco, I dropped LSD in Las Vegas, and enjoyed the fresh Colorado air. I came back to Chicago, had my th birthday and decided I would move back. I did what any -year old would do - get a job. My friend offered me a job at a burger joint his old man owned, and gladly accepted. They were greeks, and I, being an American born to pure-bred Russians, we shared one and only one thing in common: fucking women, and talking about fucking women. Within the first few minutes of my first shift, my friends father, Cris, asked me: "You ever fuck a chick in the ass?" To which I responded, "Yes. Have you ever fucked your wife in the ass?" Still stunned from my answer, and not the fact that I asked him if he has ever fucked my friends sexy mother in her tight, small, athletic ass, he sadly responds, "No." Needless to say, my time there was weird. However, I enjoyed working with my friends older brother, Rick, whom I admired very much. He was at the time, and to me, was a symbol of American freedom. He is a Jack Kerouac reincarnate, and one day at work, I thought he might enjoy the story of my recent trip to California. He seemed to be impressed, and after our long shift, proposed we move to California after a few paychecks. The summer ended, I bought a car, and we took old Route from Chicago to Los Angeles. I was happy to be back in California. I had luck impressing college students with my skateboarding at the University of Southern California, so I got to fuck a freshman in her dorm room, however, I was jobless and living in a studio apartment in South Central with four other men older than myself. I was relatively unhappy. Then I won the lottery. At a party, I was offered a job miles north, on the coast, to grow marijuana on a large ranch in the mountains. I was told the grower was a lonely, -year old named Kate and was interested in hiring a young man to assist her. I got in contact with her, and a few days later found myself driving north on Highway to her ranch. The place was nestled in a valley with mountains on either side, so it took a while to locate. The ranch itself was , acres of pasture and surreal hiking, but after the long sunset drive down a lonely dirt road, I found paradise. I pulled in and got out of my car. Instantly, I noticed a beautiful orchard with scattered flowers and vegetables which sat in front of a stone pathway. I followed the pathway and could not believe who I saw. She had thick, long brown hair, and sharp brown eyes which gave her stunning face a contemplative look. As I checked her out, I saw she was wearing a small, thin knitted sweater which exposed the nipples of her very busty chest that sat on a tight waist and perfect hips. I approached this beautiful and free woman, and realized she probably had the same intentions as me. She said something along the lines of: "I'm glad to have a young, muscular man working for me." She turned around and led me into the ranch house. As she walked through the doorframe, I looked her up and down, and I noticed she was above average height, about '. Then I noticed a big, tight, overall perfect ass. I was in heaven. I wanted to sleep with her, but I was nervous due to the fact that up until that night, I had only slept with my high school girlfriend of two years. We sat down, smoked a joint, had some wine, and chatted for about two hours. She then let me settle my stuff into one of two bedrooms. I had one duffel bag and one backpack, so it did not take long for me to fold and store my clothes. It was about p.m. at this point. She was in her room, and I was on my new bed, reading, and contemplating the new life I had always wanted to live. I then looked up, and saw her standing in the doorway, naked, holding a jar of coconut oil. She said: "Would you mind giving me a massage?" I replied: "Of course not." She turned around and I followed her into the living room, which housed a giant couch, paintings, a massive bookshelf, candles and incense which were already burning, and about pounds of untrimmed marijuana. She then handed me the jar and took to the couch with her face down and giant ass sticking up at me. Since I had already gotten comfortable in my new bedroom, I was only donning a t-shirt and boxer briefs. I straddled her upper thighs and I immediately began to get hard. I extracted a handful of coconut oil from the jar, placed it in my hand, and slowly began to rub it on her trapezoids, shoulders, arms and upper back. I focused all of my energy on patience, intentionally rubbing each part of her body that I sensed needed a strong, young mans hand on them. I got into the rhythm of things and noticed her hips slowly backing into my cock. Then I got really, really fucking hard. I slowly made my way down to her dimpled lower back, and then her glorious ass. I squeezed at her ass checks and slowly spread them in a tasteful, melodic fashion. I then rubbed coconut oil over her pussy as I wrapped another hand around her left breast. I began to kiss and bite her neck and slowly finger her. I then realized, her pussy did not need coconut oil, and was ready for me to slip my cock into her. I was nervous, and waited for her command, or some sort of dominant action on her behalf. Kate was, and at , still is very sexy, and clearly experienced. As she lie on her stomach with my dick resting near her pussy, she looked over her left shoulder and said: "Shove it inside of me. Now." I will never forget those words. I tried and managed to get my shirt and shorts off without seeming too eager, but quickly nonetheless. I got back on top of her with my hard-on sandwiched in between her solid ass checks, and I let some of the oil rub on to my cock. I slowly paced myself on her ass, and kissed her neck some more. I couldn't wait any longer. I couldn't believe I found myself sleeping with somebody other than my old sweetheart. Initially, I felt self conscious jumping from sleeping with a beautiful, busty year-old, to a beautiful busty -year old. But after a few seconds, I realized her pussy was soaked, and that this relationship would last for a while. I was ready, and I slowly shoved my cock between her wet lips. My hormones were out of control as I fucked her doggy-style; the shape of her ass, hips and back were amazing, especially for my unexperienced eyes and cock. I was going very slowly, and gradually began to fuck her faster and harder. Then I felt close to cumming. I got up from the bed and stood beside her. I threw her on her back and pulled her legs to me. I then began to eat her out. It tasted so fucking good; coconuts and taboo. I couldn't stop. My tongue viscously attacked her lips and clit as my hands squeezed on her tits. Then, I thought it was time I finished her. I stood up and threw her legs over my shoulders, and slowly sank my cock into her. At that angle, you can get a little too deep. I decided thats what this woman needed. I was fucking her, and we locked eyes. She began to talk to me, which we hadn't done yet. I don't remember too much of what we said since I was trying to control my orgasm, but I remember it being really, really filthy. I never did that in high school, and I was new to it, but I do remember being very filthy. Filthy enough she asked me to spit on her mouth. Then she asked me to spit on her face. I moved my face to hers as I continued to fuck her, and I spit on her. After I did that, she moaned, and I felt her cumming all over me. I was so intrigued, I put my mouth to her right ear, and asked her to spit on my face. I looked her square in the eye and she did. I loved it. I loved it so much and she fucking knew it. She could see I had to cum. She demanded for me to cum inside of her. It had been months since I did that without a condom, and I couldn't hold it anymore. I embraced her perfect body, giving her a bear hug as I was cumming, and cumming. She was soaked from her cum and mine. I rolled off of her and couldn't believe what happened. I thought this was probably typical for her, but for me, I was in another dimension. She got up and said something along the lines of: "I'm glad to have you as a worker." Fun little side note: After a year with that scene, I joined the Marine Corps. We still love each other very much. Last I saw her was about months ago, and we hooked up. Also, I live in Hawaii now, and the high school sweetheart is coming to visit me in a few weeks. Life is a trip. AimlessDegenerate