Planes Trains and Automobiles Ch 04 Jackie
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Planes, Trains And Automobiles Ch. 05: Charlotte free porn video
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. Chapter 02 it was Erica a great lover with and insatiable appetite for sex. Erica was my second favorite car sex partner ever. Chapter 03 you met June an unexpected lover who revealed a big surprise. In Chapter 04 it was Jackie a mysterious train rider and lover. Chapter 05 finds me in the Midwest with an anal lover named Charlotte.
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CHAPTER 05 CHARLOTTE – 1971
In 1970 the company decided to move its administrative offices to the Midwest. This included the data center and the IT organization. Many of the staff elected to stay behind in New York and find jobs with other firms. I decided to give the Midwest a try. I knew that I would miss the East Coast at first but when looking at the cost of living it was worth exploring. Right off the bat I sold my townhome in New Jersey for twice what I paid for one in the Midwest. The new one was also twice as big and was situated in a nice community with a pool, fitness center, tennis courts and lots of single people.
I learned one thing very quickly and that was there was plenty of sex to be had. It seemed that there were always parties and get-togethers and there was always someone to hook up with for the night. One of the other guys Al who moved too said it was the best kept secret in the country. It also didn’t bother people to be sleeping with co-workers and in the first year I had sex with five young women at our company. There was a nearby watering hole where we were always stopping for drinks after work and hooking up.
I had seen Charlotte around but had not been out with her or had sex with her. One Thursday afternoon I went to the pub for lunch and I saw Martin with his squeeze Gail at a table. Charlotte was with them and Martin waved me over to join them for lunch. The four of us had lunch and then Gail said she was horny and wanted to go home for a quickie. I sat there in amazement that she would say that in front of Charlotte and me.
Martin then looked at me and asked, ‘Are you up for it Walt? Want to join us?’
At first I thought he meant a threesome but then I realized that Charlotte would be going along. ‘Sure, I’m game. Are you good with this?’ I asked Charlotte.
‘Definitely, I could use some loving too.’
Charlotte was a 28 year old brunette with brown eyes, about 5’5′ and 120 pounds. She was not the prettiest of girls but she wasn’t ugly either and no stranger to brief encounters. Charlotte rode with me and I followed them to their place. Within minutes we were in separate bedrooms fucking like rabbits. I learned that Charlotte with the right guy preferred anal sex. That afternoon I was the right guy. Her favorite position was the spoon position. She liked lying on her side with my cock in her ass as I fingered her pussy and fondled her tits. It was also one of my favorite positions as well. After several hours we cleaned up and went back to the office. I ended up working late that night to make up for the time missed.
The next time I saw Charlotte was at a party on Friday night. A guy named Russ and his girl Terry had a bunch of people over. Some came as couples and others single like me. Charlotte was there and she was bummed out as this guy Rick was supposed to meet her there but he showed up with someone else. I was talking with this blonde cutie named Donna when Charlotte asked if she could speak to me for a minute.
‘Can you meet me in the garage in a few minutes?’ she asked.
I told her I would but I noticed that she had been drinking, probably because she was pissed at Rick. I went down the stairs a few moments after her and she ushered me into the garage through the entry on the lower level. Charlotte closed the door and told me to get in the van with her. There was a van in addition to a sports car in the garage. We got in the back of the van and she turned her back toward me and pulled down her shorts. She was not wearing any panties under her shorts. It was a new style outfit with matching tops and bottoms that were held in place by elastic. Charlotte had elected not to wear panties under her bottoms and as I found out shortly she passed on the bra too.
‘I need you to fuck my ass before you head out with Donna,’ Charlotte requested slurring her words a little.
Not knowing if I would get laid that night, I honored her request. I dropped my pants and underwear and I pushed my fingers in Charlotte’s pussy. I moved my fingers from her pussy to her asshole for several minutes gathering her pussy juice and lubing her asshole. We moved into the spoon position and I pushed my cock in her pussy and got it good and wet before I eased it into her ass. Charlotte grunted as my cock hit home and slid into her ass. We both fucked rapidly as I pushed her top up over her tits and played with her tits and nipples. I reached with one hand for her pussy and plunged two then three fingers into her quim. Charlotte went wild with the double penetration and the manipulation of her tits. She soaked my fingers with her female juice as she had a string of orgasms.
Soon I felt my seed shoot through my cock into the depths of her ass causing her to groan loudly. She milked my cock dry with her talented sphincter muscle and her hips thrashed uncontrollably ejecting my cock from her ass. I held her tightly and my wet cock brushed against her creamy ass cheeks.
‘Oh thank you, thank you,’ she cooed as her body calmed.
We went back in the house and used the laundry room sink. I washed my cock off in the sink and then dressed and returned to the party. Charlotte stayed behind after I left and I did not see her again that evening. It was ironic that Charlotte and I had hooked up twice in other people’s homes and had fucked in Russ’s van. I returned to the party and was pleased that Donna was still there. I told her that Charlotte had too much to drink and I helped her out. That night after the party Donna came back to my place.
There were three more times that I got with Charlotte and each time it was in a vehicle. The next time a bunch of us were at the watering hole after work and Charlotte was there. Pretty soon people paired off and left or others just left alone. I asked Charlie if she wanted to sit in my car with me. She knew what I meant and she accepted my invitation. Charlotte and I got in the back seat and I immediately peeled off her panty hose. I lowered my pants and underwear to my knees and the two of us played with each other for several minutes. My new car had louvered rear windows so it was impossible for anyone outside the car to see in the back seat. There was something very erotic about being partially clothed but still having access to each other. Charlotte had her legs spread wide as I fingered her pussy and pushed her cunt juice into her ass. Charlotte stroked my cock with her hand as I prepared her for another ass fuck.
I never knew anyone like Charlotte who could get so wet during foreplay. My hand was sopping wet and within minutes I had her asshole coated with her own pussy juice. I positioned Charlotte so that she was kneeling down on the back seat and I knelt behind her. I put my cock in her pussy and let it soak in her juices before I lined it up with her ass.
Once again she reminded me, ‘
Not too deep at first and then deeper.’
I eased my cock into her asshole as she maneuvered her body to accommodate the anal penetration. Charlotte had her head down on the car seat turned to one side and I watched her face grimace slightly as my cock made its way into her ass. She moaned and groaned as I slowly fucked her going a little deeper in her ass with each thrust. Once I was all the way in I picked up the pace and fucked her until I flooded her ass with my cum. She had her fingers buried in her twat and she brought herself off as I plowed her ass. When my hips stopped moving she milked my cock with her sphincter and then her hips gyrated as her own orgasm overtook her. I had to hold her tightly to keep my cock in her ass as her hips jerked out of control.
My cock softened and I eased it out of Charlotte’s ass. I knelt there looking at her recently violated asshole and watched as my semen trickled out of her rectum. She remained still for a few minutes with her red dress thrown up over her back and her ass on display. I had some paper napkins in the car and she used them to wipe the semen from her ass before she sat down on the car seat.
‘You definitely have the largest cock that has ever been in my ass. Do you know how big it is?’ Charlotte asked.
‘Well Karen measured it one time when she was blowing me and she said it was over 7 inches long and just over 5 inches around,’ I replied.
‘It certainly felt bigger than that tonight,’ Charlotte sighed.
‘At times I do feel thicker and longer but I have never thought about my size very much,’ I admitted and added, ‘I know that there are plenty of cocks bigger than mine.’
‘I think tonight was one of those nights that you peaked and your cock is plenty big for me,’ she said with a giggle.
Charlotte did not bother putting on her pantyhose when I pulled up my pants. I opened the car door and we got out of the back seat. Charlotte said that she was glad that she ran into me and that she would see me later, then she said goodnight and made her way over to her car. I watched as she got in her car and as she did her skirt flew up and flashed her bare pussy. After she left the parking lot, I drove home in a very sated state.
It was at least another week before Charlotte and I met up again. It was a repeat performance with me stripping off her pantyhose in the back seat of my car, lubricating her ass with her own juices and fucking her tight ass. It was exciting for me to strip off her hose and fondle her legs, pussy and ass. Charlotte seemed to like being without her panties and hose in the back seat of the car. I took my time with her, fingering her pussy and ass driving her crazy, until she finally begged me to fuck her in the ass.
The final time it was another night at the watering hole and Charlotte had had too much to drink. I put her in one of the booths toward the back to let her sleep it off for a while. I didn’t drink too much since I was driving so I decided to take Charlotte home. I picked her up and carried her out to my car all the while I hoped that she wouldn’t get sick. I placed her in the front seat and buckled her in. She woke up and told me that she was staying at her sister’s pad that night. She managed to stay awake and give me directions to her sister’s place.
Once we arrived at her sister’s, I had the urge to fuck her before I left. She told me that we couldn’t go in the apartment as her sister didn’t want her bringing guys in the place. I told her to get in the back seat and I stripped Charlotte naked. I removed her blouse and bra, her shorts and panties. Then I stripped down naked and got in the back seat with her. It was the first time that we were totally naked again since the very first time we had sex.
I rolled Charlotte to her side and she knew what was coming next. I scoop her female juice from her pussy and used it to lubricate her asshole. Charlotte cooed as my fingers probed her pussy and lubed her ass. Then I placed my cock in her pussy just for few strokes to get it slick. I positioned my cock at her ass and gently pushed my cock into her.
‘Not too deep at first and then deeper,’ Charlotte whispered those familiar instructions.
I did what she asked and as I fucked her ass I went a little deeper each time. Soon I was balls deep in her ass and I picked up the pace. My cock felt long and thick at that moment. I reached around Charlotte with my left hand and played with her tits and rock hard nipples. Then I moved my right hand to her pussy and pushed three fingers into her cunt. She was going wild and she was creaming all over my fingers as I plowed her ass. My cock was throbbing in her asshole and I felt my pending ejaculation building in my balls. One more deep thrust and I held my cock there as I exploded in her ass. My cock pulsated as streams of cum shot into her. Charlotte instinctively clenched and unclenched my cock with her anal muscles. She milked every drop of cum from my cock.
I stayed hard that night and I kept right on fucking her ass. I knew it would be a while before I came again so I pulled out of her ass and rolled her on her back. Then I pushed my raging hard cock in her pussy and treated her to an exhilarating fuck. I kept my cock in constant contact with her clit and I had her writhing and trembling as a continuous string of orgasms rocked her body. I pulled my cock out of her pussy and rolled her back to her side and re-entered her ass. I pummeled her ass as I sought out my second orgasm of the night. Charlotte’s ass was loose and slippery from our combined juices but she was still snug enough around my cock. Once again I stiffened and fired a barrage of cum into her rectum. I could feel my cock pulsate again as it released a torrent of semen deep into her anal recess.
We lay still for a few minutes recovering from the intense fuck session. I had forgotten about my cock in her ass until it had softened and slipped from her hole. I felt my wet cock drop on my thigh and I knew that cum was trickling out of Charlotte’s asshole onto the back seat. I was at that moment thankful for the vinyl seat cover. We slowly got dressed and I waited until she was in the apartment before I drove off.
That was the last time that I had sex with Charlotte but each encounter in the car and van was memorable. Our company went through a restructuring and she was one of the casualties in the corporate downsizing. Gail told me that she had moved away to take another job.
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NEXT CHAPTER
In the next chapter you will Pamela and engaged young woman with very little scruples and odd behavior.
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