0 comments/ 5619 views/ 4 favorites Planes, Trains and Automobiles Ch. 04: Jackie By: walterio AUTHOR'S NOTE: Thinking back I recalled the numerous times that I had sex in a vehicle and I decided to write about those times in my life. My first thoughts were to rank the encounters from the least memorable to the most memorable. However since the best car sex partner ever was also my last, I decided to just go in chronological order. CHAPTER 01 - Penny 1963 CHAPTER 02 - Erica 1963 CHAPTER 03 - June 1967 CHAPTER 04 - Jackie 1969 CHAPTER 05 - Charlotte 1971 CHAPTER 06 - Pam 1975 CHAPTER 07 - Michelle 1978 CHAPTER 08 - Joanie 1981 CHAPTER 09 - Sue 1982 CHAPTER 10 - Cathleen 1986 - 1989 In Chapter 01 you met Penny a fragile divorcee who turned out to be a bit of a head case. In Chapter 02 it was Erica a great lover with and insatiable appetite for sex. Erica was my second favorite care sex partner ever. Chapter 03 you met June an unexpected lover and revealing a big surprise. In Chapter 04 you will meet Jackie a mysterious train rider and lover. ***** CHAPTER 04 JACKIE - SEPTEMBER 1969 It began on the train ride to the Jersey shore. I graduated from college in June 1969 and continued to work in the city. I left my former company and got a nice pay increase when I joined a manufacturing company headquartered in New York City. The industry name had changed from data processing to management information systems (MIS) and I was now a project leader. I moved from my studio apartment to a townhome in central Jersey. The beach season usually ended on Labor Day weekend but I liked it in the month of September. I took the second week of September as vacation and planned to spend it at the house in Point Pleasant. The other guys would be down the following weekend and we would work on putting the house back in shape. The lady we rented from loved us as she said we always left it in good shape. That Thursday I drove down to the house and stayed overnight. I decided to take the train from Bayhead to Penn Station on Friday morning. After work on Friday I was going to a party and I wasn't sure how things would turn out. Worst case would be that I was taking the last train from the city to Bayhead and I would stay at the beach house Friday night. If I was really lucky I would have a chick with me or be shacked up in the city. As it turned out I had fun at the party but the vibes just weren't there. I wasn't interested in any of the girls who showed interest in me. The ones I liked were interested in someone else. It was a good party but I decided to stick with my plan and I caught the last train to Bayhead which was the last stop on the Jersey Central railroad. I was still in my business suit but I shed my jacket and loosened my tie. Just before the train pulled out a young woman got on and sat in the seat across from me. It was somewhat odd because there were plenty of empty seats. "Hi, I hope you don't mind. I didn't feel like sitting alone." "No problem, I like company too." "My name is Jackie and I live in L.A." "Nice to meet you Jackie, I'm Walt. What brings you to New Jersey?" "Oh, I'm visiting my parents. They live in Red Bank. I'm heading back on Sunday." "Did you enjoy the city?" "Oh yes, I love New York. Do you work there?" "Yes, I live in Monmouth but some guys and I have a place in Point Pleasant for the summer. I'm spending the week there." "No offense but I like the beaches in California better." "No offense taken. I have been there and I agree." "You're riding the train late tonight." "Yes, so are you." "I was out clubbing but I didn't meet any guys to my liking. I was hoping to have fun my last night in the city." "Same thing for me, I was at a party but no connections." "I like you," she said catching me off guard. I looked closer at her and decided she was cute enough. She had short reddish brown hair and had a nice lower body encased in tight black slacks. She was wearing an odd looking top that resembled a cape. There were cut outs for her head and arms and it covered her upper body completely. No one could tell what her figure looked like while wearing a top like that. "Do you mind, if I sit next to you?" She surprised me again but I agreed, "Sure you can sit here if you like." She moved over to my seat and I tossed my jacket onto the seat across from us. We chatted amiably until the conductor came by to take the tickets. He took her ticket and checked my monthly pass. Once he moved on Jackie turned to me and put a big lip lock on me. My breath was taken away when she drove her tongue deep into my mouth. I recovered quickly and kissed her back. It seemed as if things were going to work out that night for both of us. I sensed she wanted to get laid and I wasn't going to turn down a piece of ass at that point. I reached under her cape-like top and found bare skin. Her belly was as firm as a rock and she obviously took good care of herself. My hands worked around her back and moved up expecting to find a bra strap but she was topless underneath. I moved my hands around and located her naked breasts. They were unbelievable as they were the hardest firmest tits that I had ever held in my life. Her nipples were like little projectiles and I knew that I just had to suck them. However that was not going to happen on the train in public. We continued kissing and fondling each other with me rubbing her fantastic tits and her rubbing my throbbing cock through my pants. I was sure that if we kept that up that I would cum in my pants before we got off the train. Then I remembered that she was getting off at Red Bank and I would have to convince her to come to the shore with me. Just then the door slid open and the conductor walked through and yelled to the few people in our car. "South Amboy, engine change," he bellowed. We broke our embrace and she asked "What's going on?" "They change engines here. The electric line only goes this far and they have to switch to a diesel engine. It takes about 15 minutes." "Why is everyone getting off here?" "It's a ritual. There is a bar right at the station and most everyone grabs a drink there." I looked at her and she had a mischievous smile on her face. "Come with me," she whispered and took me by the hand. Jackie led me into the bathroom and we locked the door. I stood up and remained still as she unbuckled my belt and unfastened my suit pants. She took her time and then lowered my pants down past my knees. I could feel my cock rising to the occasion and my boxer shorts tented in evidence of my excitement. She smiled as she reached for my cock and then she fondled it through the fabric of my boxers. I groaned as she gently squeezed my shaft. Then she slowly pulled my boxers down my legs allowing my stiff cock to get caught in the waist band. She continued pulling my shorts down until my cock cleared the waistband and bobbed in front of her face. "Let's see if we can make it before the train starts rolling again," she whispered. She lowered my pants and undershorts all the way to my ankles and then she pushed my dress shirt and tie up out of the way. I rolled up my shirt and threw my tie over my shoulder and watched as she lowered her mouth to my cock. She looked up at me as she moved her head up and down on my cock and the expression on her face was one of pure ecstasy. She gently held my balls in one hand as she worked her magic on my cock and I did not last long at all. "Jackie, I'm going to cum," I cautioned. She however, stayed glued to my cock. I exploded in her mouth with one of my most massive ejaculations ever. It seemed like I kept cumming for minutes although I knew it was over in a matter of seconds. She sucked me dry and kept my cock in her mouth for a seemingly long time after I came and she nibbled on it teasing me and driving me wild. I had tingles running through my body and I had to push her head away as I began to feel weak in my legs. I steadied myself by holding onto the sink and then I began to redress. She smiled at me again and licked her lips in a very sexy way and then stood up and kissed me. She drove her tongue deep into my mouth to see my reaction. She moaned when I kissed her back and reached under her top to fondle her unbelievable tits. I just had to see her breasts so I lifted the top and stared at them. They were magnificent. I lowered my mouth to them and sucked on her protruding nipples. Just then we felt the train jerk and I knew the engine had coupled up with the passenger cars. "Let's save that for later," she whispered and we went back to our seats. Everyone was back on the train and the conductor came through checking tickets and announcing the next stop. He looked at me and gave me a knowing smile. The train started moving so Jackie and I resumed cuddling and kissing but we cooled it until we got to the last stop. She had agreed to stay on the train if I would drive her back to her parent's house in Red Bank. We got off in Bayhead and walked to my car in the parking lot. We drove to Red bank and she played with my cock and I fondled her tits all the way there. I had hoped to convince her to come to Point Pleasant and spend the night but she insisted on going home. We pulled into the subdivision and she told me to kill the car lights. I drove slowly following her directions to a secluded parking spot. "Let's get in the back and get naked," she directed. I was driving a two door Chevy Impala that had ample room in the back seat. It would be no problem for us to have sex in the spacious car. Our clothes came off quickly and we were all over each other. She lay face down on the back seat and her ass looked magnificent sticking up from her shapely body. "I showered earlier and I douched my ass and my pussy." I had always been a leg and ass man and right now I was looking at one of the finest asses I had ever seen. I loved anal sex and had been successful finding girls who would give up their ass if the mood was right. I ran my hands up Jackie's legs and let them come to rest on her buttocks. I massaged her ass cheeks and I was pleased how firm her ass was. I dipped my head down to her ass and planted kisses all over each cheek. She squirmed and cooed under my touch and kisses. I lifted her by her hips so that her ass came off the car seat and then I plunged my tongue between her ass cheeks and sought out her nether hole. She squealed in delight when my tongue probed her anus. I let my tongue dip down lower and swabbed her pussy and then licked back up to her asshole. I kept this up for several minutes and she was going wild. "Oh God yes, I love it. Eat my pussy lick me ass, rim me, tongue me. Oh this is wonderful!" I kept it up and soon she was cumming on my tongue. I fastened my mouth to her pussy from behind and ate her pussy as her hips bounced around in orgasm. I held tight to her hips and locked my mouth on her pussy until she collapsed on the back seat. Next I went back to her ass and tongued her sweet tight aperture. She squirmed under my tongue and lifted her ass off the seat so that I could drive my tongue in deeper. "Oh my, you've done this before," Jackie cried out, "Oh I'm ready and I'm ready for you to fuck my ass." Jackie handed me some lotion that must have been in her purse and told me to grease her ass up for my cock. I was so turned on at the thought of fucking her incredible ass that I was afraid that I would cum too soon. I played with her curvy ass as I applied lotion to her asshole and my cock. I couldn't wait any longer as I had to get my cock into her hot ass. I lined up the head and pushed slowly. My cock head cleared her sphincter and I slowly fed my cock to her. She was holding her breath as I inched more and more of my cock into her anal passage. I told her to relax and breathe as I slowly fed my cock to her a little at a time. I eased it in, stopped, withdrew a little and then pushed some more in. I took my time and I was careful not to hurt her as I filled her shapely ass with my raging shaft. "Oh sweet mother of God, I am so full. Go easy but put it all in. I want your whole cock in me." I pushed once more and the final inch of my cock disappeared into her asshole. I remained still for a moment and allowed her to adjust to the girth of my cock and then I began to fuck her ever so slowly. She eventually began to move her hips in an attempt to match my thrusts. She was gasping and grunting as I began to pummel her ass. When I reached for her pussy I found her hand already in place frigging herself frantically. I picked up the pace and held to Jackie's shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like maniacs. "Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass." We were both sweating from the physical intensity of our butt fucking. I slammed into her as my cock now moved freely in her ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes. "Oh good, I feel it. Fill me up, fill up my ass," she cried out and then her own orgasm hit her, "Oh shit, here it is, I'm cumming!" Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her fingers flew over her pussy and clit as my warm seed flooded her anal passage. She then collapsed face down on the back seat and my cock slipped from her ass with an audible pop. I knelt over her as my cock dripped the remaining cum on her curvy buttocks. She wiggled her bottom and squealed in delight. "I have to admit it you are one hell of a butt fucker," she said and then rolled onto her back and looked at my semi hard cum dripping cock. "Eat my pussy again," she ordered. I moved my head between her legs to eat her pussy but first I kissed and licked around the area and her inner thighs. I breathed warm air right on her snatch and she grabbed my head and pulled it to her cunt. I pulled my head back off her pussy and let my fingers trail to her pussy. I lightly rubbed her outer cunt lips and she twitched with each touch. She moaned as her clit responded to the stimulation and slowly exited its hood looking for attention. I placed my fingers on her cunt lips and trapped her clit between them and it became engorged and stood erect. She squirmed in pleasure while I moved up and down on her clit and she shuddered from the extreme arousal. Still moving her cunt lips up and down, I bent down and kissed her clit. She jerked and bucked as my lips touched her upright nub. I drew my head back a bit and again blew air directly onto her clit as she writhed and bucked again, moaning with pleasure. I placed my arms behind her knees and raised her hips up. I put her legs over my shoulders and I lowered my mouth to her pussy and kissed it as though it were her mouth. She groaned with delight as she waited for my next advance. I drew my tongue along her outer labia, up one side and down the other without touching her clit. "Suck it please, please lick it, oh please!" she moaned lustfully. I flicked my tongue across the edges of her pussy as she quivered and seeped her juices from between the lips. I licked the juices form the edges telling her she tasted delicious. She was nearly mad with desire as she begged me to pleasure her with my tongue. I parted her labia with my tongue and licked the insides of her cunt lips, nibbling each one a little and then sucking on them both. She whimpered and moaned when I suddenly plunged my tongue as deep as I could into her pussy. She screamed with delight as my tongue explored the insides of her pussy. Instinctively, she grasped my head and pulled it into her cunt, begging me to lick and suck her. I did not disappoint her as I swirled my tongue around her engorged clit and back into her sopping wet cunt. She was constantly moaning as my lips closed about her clit and sucked it in and out of my mouth. Writhing and gyrating she exploded in another powerful orgasm, drenching my face and mouth with her copious juices. She seemed to cum with each spasm of her body. I did not let up sucking her clit and she tried to push my face away as she cried out. "Oh stop, please stop. I can't cum anymore let me rest some." Her body shuddered through yet again another orgasm and she lay there gasping and breathing heavy as her orgasm abated. Finally her orgasm subsided and she embraced me and kissed me. I knew that she could taste her own juices on my lips and I plunged my tongue into her mouth taking her breath away. "That was marvelous, absolutely incredible. You are quite the lover." By now my cock was rock hard again and I moved between her legs but she had me sit back so that she could ride me. I eased my cock into her sopping wet pussy as she straddled me and lowered her pussy. "Is there no end to this?" she asked playfully. "Not just yet anyway," I replied and I began to fuck her gently. Slowly, I moved into her. Jackie opened up enveloping my penis tightly. Her cunt was like a fist as she clenched her vaginal muscles. She squeezed me as I moved within her. "Jackie," I groaned, "You are really tight." She moaned in response, "Your cock feels so good. Fill me up with it." I thrust into her deeply and I felt the head of my cock pressing against her cervix. "Oh Walt," she sighed with her eyes closed. I felt her vagina contract around my cock. She climaxed again with a shudder and a long moan and she urged me on, "Fuck me baby. I can take it, I want it." I grabbed her hips in my hands and began to thrust in and out as I pounded her pussy. My heavy bloated testicles slapped against her ass as my cock drove into her hot pussy. Her hot firm tits were rubbing against my chest and I just had to feel them again. "Yes, oh yes," she gasped as her body rode me. The car was now rocking with the force of our fierce, animalistic fucking. Her legs clamped around my thighs as she screamed her release. Her pussy grasped my cock, squeezing it and milking it as I fucked her. I moved my hips against hers and buried my cock to the hilt within her. Her quaking pussy erupted into orgasm again as I rocked my cock slowly, grinding the head against her cervix. I felt my orgasm building in my balls and I knew that any second I would be spewing my seed into her womb. I felt my semen travel from my scrotum through my cock as I came deep inside her flooding her waiting warmth with my load. Neither one of us could speak as the pleasure was so intense. She collapsed on me and wrapped her arms even tighter around my body. I kissed her neck and she sighed aloud then I kissed her on the lips and our tongues dueled briefly. We stay coupled together until my cock deflated and slipped from her cum filled cunt. "Between my ass and my pussy I feel as if a fire hose was turned on inside me," she sighed and then added, "I love being fucked with a load of cum in my ass it feels like I have two cocks in me at the same time." Jackie stroked my abs and thighs as we talked and then told me, "You are really fit. I like a guy who keeps himself in shape." "You are in incredible shape yourself." "Let's put our clothes on and I need you to drop me off at my parent's house." We both got dressed and I drove her to her parent's house which was right around the corner from where we were parked. I dropped her off and gave her a business card in case she was ever back in town. I waited until she was safely in the house and then I headed to Point Pleasant. I was exhausted and it was all I could do to keep awake. I finally arrived at the house and a bed never looked as welcome as it did that night. I stripped down to my boxers and hit the sack. I don't know what time I went to bed but I didn't wake up until 11:00 AM Saturday morning. I showered and threw on some casual clothes and headed to the diner for brunch. Later I would go for a long walk on the beach as it was a beautiful September day. I even took a few dips in the ocean as it was warm from the flow of the Gulf Stream. I was looking forward to a relaxing week at the beach. Planes, Trains and Automobiles Ch. 04: Jackie NEXT CHAPTER ***** I move to the Midwest and meet quite a few girls but Charlotte is the one with who I have car sex. As it turns out she is one of the few girls who like anal better than anything.