Small Town Affair

I was seventeen when I first me Elaine while working at the local pizza place. I was hired as a cook but waited tables and filled in as a delivery driver on occasion. Elaine was an assistant manager. Elaine was, in my mind, very attractive. She was 5'8" tall, skinny, tan, shoulder length dirty blonde hair, wore glasses most of the time, she was recently separated from her husband. Elaine was fifteen years older than me. I helped her move into a very small one bedroom duplex located on the east side of town near the railroad tracks. She quickly discovered that trains passed by there every three to four hours and everything in her duplex would shake violently as the train passed, which was a good description for how close she lived to the tracks.

I admit that I masturbated often thinking of Elaine. I had a girlfriend, Tina, who also worked at the same pizza place as a waitress. We had been dating for a for about a month. I had lost my virginity to Tina on a day I drove her home from high school. Her parents weren't home. Tina and I were making out on the couch in the living room. Things were heating up as I was massaging her c-cup tits and she had her hands down my pants playing with my cock. Tina pulled my pants down and started sucking my cock. Tina was more experienced than me even though she was a year younger than me. In fact, she had a reputation around school for being easy. Oddly, I didn't know this until later in our relationship. Tina sucked my cock as she removed my jeans and underwear. Being half naked in her living room was exhilarating and terrifying with the possibility of being caught. When Tina had taken them off she stood up and unbuttoned the last few buttons on her shirt, her bra had been pushed up over her breasts from me fondling them earlier. She unfastened her bra in front and dropped it on the floor with her shirt. I watched sitting half naked on her couch as she slid her tight fitting jeans down with her panties. She was the second girl I had ever seen nude! Tina had a very cute face, she had short brown hair, dark brown eyes, a cute nose, nice full lips and her puffy cheeks were rosy when she smiled. Tina had a woman's body, she had nice full firm c-cup breasts, big hard nipples that always seemed erect even when she wore a bra they poked through whatever top she was wearing, she wasn't chubby but not skinny either. Her stomach was flat and she had nice legs for only being 5'4". Tina pulled me up to her and she rubbed my cock. We ended up on the floor of the living room. Tina was on top of me. She wasted no time taking my cock and stuffing it easily into her pussy! The concept of a piece of my flesh inside another was intoxicating. The sensations I was feeling burned into my brain. Tina moved up and down on me almost bouncing. I played with both of her tits as I watched my cock disappear into Tina. The sex was overwhelming and I was so onto it that when Tina jumped off of me, I had no idea her father was coming in from the kitchen! Tina rushed me into her bedroom with me just wearing my socks. She picked up our clothes and threw them into the room. Tina closed her door as fast as she could without slamming the door then she locked it. Her father had dropped his keys in a bowl which chimed through out the house. I had my jeans on and was zipping up with my underwear on Tina's floor. Tina took a pair of pajama bottoms that were laying on her bed and slipped them on. Her little ass wiggled as she hiked them over her buns. Her father had slammed the refrigerator door and you could hear him opening up a can of beer. Tina was frantically buttoning her shirt on as I slipped my T-shirt back on. Tina kicked our underwear and her bra under the bed. She motioned me to open her window and go. She whispered in a loud and quiet tone, "I am not allowed to have boys over here!" I would later know the reason why. I got the door open and Tina shoved me out making me fall into some shrubs. She threw my tennis shoes out and shut the door. I heard her father loudly pound on Tina's door. He yelled at her to unlock the door as I ran and hid behind a large tree to get my shoes one. I then ran to my car which I had parked on a side street and tore off. An hour later I was at work in a daze, when a coworker could tell just by looking at me that I had just gotten laid. I couldn't deny it and bragged about it!

Thanks to Tina, I couldn't get enough sex. We would fuck in my car, in the woods, and our favorite place was climbing up on top of the middle school and fucking on the roof in the middle of the night. At work, I would follow Tina into the walk in fridge and grope her ass and breasts from behind as she tried to get stuff to replenish the salad bar. We didn't hide our affections very well at work. Our co-workers all knew about Tina and I. One night after the pizza place had closed, Elaine was counting the register and I was mopping the floors. Elaine smirked at me and mentioned Tina had talked to her about me. I kind of knew what she was getting at but played dumb asking what Tina had said. Elaine smirked as she continued to look down and count the money, "I heard you have quite the sex drive!" I couldn't look at Elaine for too long because she was so hot even in her pizza attire and blushed. Elaine knew she had embarrassed me and laughed. She continued, "and I know you like to do it in public. ..like the top of the middle school?" I had no idea Tina had told her about that and I stopped mopping and stared at Elaine. She had my full attention. Elaine smiled with her slightly crooked teeth which I found sexy, "I also heard you have quite the nice....." Elaine began to fan herself with a stack of bills as she looked flushed, "cock!" She broke eye contact for a moment and took a long sip of pop from her straw. Her thin lips pursed the straw and I had wished it was me instead.

I smiled sheepishly and humbly said, "I wouldn't know about that..."

Elaine looked at me in a way I liked. I don't know if she meant to but she stared at me and licked her lips really slow. I felt something shift in my pants. Now Elaine and I had flirted before but this seemed different. Then the phone rang. Elaine answered it and I got back to mopping and went around the corner to clean the bathroom floors. When I came back around, Elaine nonchalantly informed me I needed to take her the bank to deposit the money in the overnight drop box and then drive her place. She informed me her unreliable sister wasn't able to pick her up like usual. I had done it before but like I said, this felt different because Elaine was the one who was pressing the flirtations.

We finished up at the pizza place just after midnight. We deposited the money and joked about taking the money and running off together. It wasn't the worst idea I had ever heard. A few minutes later we arrived at Elaine's duplex. We finished listening to a song on the radio and Elaine sat still in my car. Then she said the words I was longing to hear, "Would you like to come in and hang out? I am not feeling that tired." Elaine's voice went to a higher pitch. I turned off my car and I followed her. Elaine had a very nice ass as I walked slowly behind. She had her keys out but when she went to put the key in she dropped them. Elaine bent over slowly. It all seemed to be a dream because I did something that I had fantasized about...I grabbed her left ass cheek firmly. Elaine jumped forward and banged her head against her door. As she looked as if she might fall, I grabbed one arm and my other wrapped around her thin waist. Elaine spun around and while her head was spinning, I kissed her. Her eyes got big and I had mine open too. Elaine didn't really kiss me back but I kept going. I now had both hands on her waist and easily pulled her into me. Elaine's brown eyes closed, her arms went around me to my back and she kissed me back. We made out for a while. I was so hard. My hands now massaging her tiny ass, Elaine rubbed my back as we held each other tight. We heard a trains horn coming so Elaine broke free to open the door. As I stepped in, she immediately shut the door behind me and locked it. I pinned her up against the door and continued to kiss her. I moved to her neck. Elaine boldly began to rub my cock in my plants. She exhaled loudly and moaned. Her moaning was even sexier than I had ever imagined. I was super excited that this was happening especially with Elaine whom I masturbated just thinking of her. The train began to go by and Elaine's place shook. It was so loud you could hardly hear anything else. Elaine began to unbutton my work shirt. I was less patient. I got my fingers in and ripped her shirt open. Buttons flew everywhere. Elaine looked shocked. She wore a small lacy white bra against her tan skin. The house shook as we spun around kissing while walking through her small living room into her bedroom. Elaine had unbuckled my pants and they now hung down around my ankles. My cook's tip protruded above my underwear. Elaine unbuttoned her pants. I stepped out of mine and kneeling, I pulled her pants off her. We were in our underwear and our socks on. I moved up between Elaine's nice lean long tan legs as she backed her way up her queen sized bed with me following. I noticed Elaine looking down at was poking out of my underwear at her. I admired how sexy Elaine looked in her lacy underwear. She saw me checking her bra out and she put an arm over her tiny chest. Elaine would later say she was embarrassed about her small breasts, I thought they were perfect. We kissed as we grinded our pelvic regions together. The train had finally passed to now only hearing us breathing heavy in the anticipation of what was about to happen. I took the first step, taking my underwear off. Elaine touch my lean muscled chest and abs. She gently touched my cock. I leaned over her propping myself up with my arms and watch her. My cock throbbed hard for Elaine's touch. She gasped feeling how firm it was. She looked up at me and smiled. Her brown eyes lit up. She said hesitantly, "you, you're so big!!" whether or not she was just saying that didn't matter to me. Elaine slipped her tiny white panties down her legs. She was shaved smooth! Elaine kept her bra on as I gripped my cock and rubbed it between her legs. Elaine had her hand down on her opening herself up with her lean tan legs spread. As soon as I got my mushroom shaped tip in, I plunged all extra thick seven inches into Elaine. She moaned and cried out in extacy. I wasted no time going faster and faster. Elaine's hands ran all over my body as I watched myself going into her amazing sexy body. I told her how great she looked. Elaine touched my face and gave me her cute crooked teeth smile. I pounded her hard and fast. She made sounds every time I moved all of me up inside her. Our bodies smacking into one another. Elaine told me I felt so good in a very cool seductive way. Her words echoing in my ears making me cum faster than I wanted. I pulled out and shot my load out onto Elaine. The first one shot up between us. Elaine had her mouth open and it landed hitting her square in the face, the second and third shot up onto her chest with the remaining load forming a pool in her lower stomach and filling her belly button. Elaine ran fingers through my cum and licked them off. She licked her lips making a mmmm sound. I lowered myself on her and rubbed my cum between our bodies. My cock was still ready to go. Elaine kissed me with her cum stained lips. She reached down to check if my cock wanted more. "Fuck me again." she said softly almost begging me. I put myself into her warm wet hole. We rolled over and Elaine rode me. I removed her bra. She immediately covered herself as she slowly went up and down on pole. I gently pried her arm away and began to rub her tiny tits. She has the tiniest nipples. Elaine laughed as wiggled from me touching them. She leaned over and let suck them. She loved how I sucked and bit them gentle like. Elaine's body seemed to electrify. She moved in a circular motion on top while grinding as my cock thrived inside her responsive body. We fucked and fucked even as we broke into a thick sweat. I took her from behind, on her side, and finished while I was on top as another trained past. I didn't pull out and shot my load into her. Elaine didn't seem to mind. We took a break to hydrate. I followed Elaine. Her tiny ass moved so perfectly. I slapped it, she jumped around and punched me lightheartedly telling me to stop....but I couldn't! As she leaned over the sink in her small kitchen. I took her again from behind. Elaine had to use all her strength to brace herself on the counter. I held her tiny hips as I tenderized her pussy. Her head bobbing with every smack of my flesh into her ass. Her tiny ass shook very little because it was so firm. Elaine was tired. She begged me to slow down and eventually stop. I did. When she turned around. I picked her up easily. She wrapped her legs around me as my cock found her and I pumped into her kind of awkwardly as I carried her back to bed. We did it slowly as she scooted up each time I buried myself into her. We kissed much more passionately. Elaine told me she loved my energy but she wasn't going to last much longer. Her legs seemed to like limp wet noodles as they laid wide open letting me just go at it inside her. She felt good but was beginning to dry out. Elaine was wincing more and her moaning was sounding more like it was hurting her. I stropped and moved off of her. Elaine backherself into me and asked if I would hold her until she fell asleep. It was amazing to hold her naked to my body. Elaine fell sleep and I kept holding her wiping the sweaty curls of hair out of her face. I kissed the back of her neck softly. It was so calming how comfortable I felt. I closed my eyes for a moment.

That moment turned into many hours later. I woke up incredibly hard with my cock pressed up against Elaine's tiny tan ass. Elaine and I had not moved an inch since falling asleep. As I stirred, Elaine woke up sleepy. She rolled over smiled and kissed me sweetly. She wrapped a leg over me. Feeling my hard cock with a hand her eyes opened up. I moved over onto her. Elaine led me into her. She cringed but smiled saying how much she liked morning sex. It took several pumps in order for her pussy to lubricate itself. Once moist, we fucked slowly as Elaine closed her eyes half asleep. I enjoyed fucking her! I finished inside her and noticed the time. I was going to be late for school!!!

Like the loud train passing. I jumped up quickly and got dressed. I had to go in my pizza uniform because there was no time. Elaine had slipped just her panties on as she walked in a sleepy seductive was up to me. She hugged me, we kissed and she wished me a good day at school. It was the perfect sendoff! !

You can imagine the stares and grief I got coming to school in my work clothes from students and teachers. It paled in comparison when I bumped into Tina after first period had ended!! I told her I had fallen asleep in my uniform and awoke up late with no time to change. I know she didn't by it as I was saved by the bell ringing. I thought better than to tell my friends what had happened between Elaine and I. Fires moved slower than gossip in high school. Tina approached me later in the day asking for a ride home. She kissed me and I wondered if she could taste Elaine on my lips. I grabbed Tina's ass and she jumped and smiled. ..seemingly putting her suspicions to temporarily rest.

As I drove Tina home, she reached over and began rubbing my cock. I jerked the wheel and she stopped playing with me. She asked if anything was wrong. I told her it was a rough day at school and I just needed a shower and some sleep. Tina unbuttoned her two top buttons leaning over so I could admire her big breasts. It was a spectacular sight. She took my right hand and rubbed it over them and down between her legs as I did my best to not get into a car accident. She hiked up her skirt and guided my hand to rub her wet inferno that was between her legs. I had to stop at an intersection. Tina pulled her panties down and slipped her left leg out. She took my hand and rubbed her as she filled herself up moaning. I finger banged her all the way home. Tina begged me to come in but I told her I wanted to clean up but would call her later. She slipped her other leg out of her panties leaving them in the passenger seat for me. We kissed and she lifted her skirt up showing off her nice rounded ass. I drove off smiling. I stuffed Tina's underwear into my pocket and went into my house. I was amazed to not get lectured about not coming home last night. I striped and took a shower. I got out, toweled off, threw my clothes in the hamper and got something to eat. I got dressed in my other pizza uniform and went to work. Elaine had called in sick and I was a bit bummed since we were scheduled to close that night. I had to shift gears when Tina came in an hour later. I happened to be out back throwing garbage away when she got dropped off big her mom. Her mom reluctantly waved at me as she drove off. Tina and I hugged and kissed. I grabbed her ass and breasts as she grabbed for my cock. We laughed and went back to work.

The shift ran it course and Tina got picked up by her dad after the dinner rush ended. After the other non-closing staff had left. It was down to me and a bitch of a manager, Melody, we called her Mel for short. The phone rang just as we were about to close. I answered it. It was Elaine!! My manager looked at me. I acted like it was a customer ordering a pizza and began to inform Elaine we closed our doors in five minutes. Elaine picked up on it and quickly asked if I would come see her. I said sure, then telling her what time we opened tomorrow. Elaine excitedly thanked me and I said loudly for Mel to hear, "We look forward to serving you!" and hung up. Mel seemed impressed by my friendly dimenor. I cleaned up as fast as could. I had to wait for Mel to finish counting the money for the nightly deposit. I followed Mel in her car to the bank and we went our separate ways. I drove fast over to Elaine's place. ..