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Unforgettable Summer Road Trip with Jen [M/F] | 2016
This is my first attempt at writing a gonewild story about a relationship that occurred several years ago but I still think about on a regular basis. Be warned this is very long and detailed! Skip down to the &&& if you want just the action and don't care about the back story.
Some background info: Jen and I met during college orientation and immediately hit it off. She was half indian and white which gave her a unique combination of features but the thing that immediately attracted me was her big beautiful doe eyes and playful smirk similar to Zooey Deschanel. Jen was about 5'5" and a few inches shorter than me. What she lacked in boobs she made up for with great legs from years of dance and amazing curvy hips and a full ass. Our conversations were playful from the start and we had a lot in common. Unfortunately she had a boyfriend at the time who she had been dating for a few year since high school
Although I was very attracted to Jen and knew she had an interest in me, I didn't initially push things it because of the whole boyfriend situation. I went after other girls which I found out later made her want me even more. Several months into our freshman year I was still single and we had become close friends. I'm going to leave out a lot of details about how our freshman year went for another story if you guys end up liking my writing style. Suffice it to say we ended up hooking and felt like we couldn't control ourselves around each other. Her BF who lived in a different city found out during the summer after freshman year and my relationship with Jen came to a screeching halt since she decided to try and repair her relationship with the BF.
We stopped talking for almost two years yet still saw each other often since we still shared many mutual friends.
Fast forward to senior year where this main story takes place. In the time we lost contact with each other, I found out she had broken up with the old BF and was single now. We ended up talking again because we were interested in the same field for graduate school and decided to compare notes on our future plans. The chemistry we had was still there and since we were both now single there didn't seem to be anything standing in our way.
We started off again as just friends but by spring we were spending more and more time with each other and practically dating again. Unfortunately time was running out for us because I had committed to moving across the country for graduate school and she was going to stay in our home town. We decided to take a road trip along the west coast before I had to leave as a last hurrah and planned to drive up the Pacific Coast Highway stopping along romantic spots like like Santa Barbara and Big Sur.
I picked Jen up and she was wearing a long flowing dress that was semi translucent in the California sun and a belt that further accentuated her thin waist and amazing hips. I kissed her and can remember she tasted sweet and her long brunette hair that was slightly wavy smelling like fresh cut flowers. We were both filled with excitement about the road trip and being able to spend so much time together without anyone else.
We drove up the coast with the Pacific Ocean to our left and enjoyed each others company laughing to stand up comedy routines I had loaded onto the ipod. After a while we got bored of listen to the stereo and begin driving along a straight part of the freeway. We had been holding hands the entire time and I noticed Jen was starting to rub her hands up and down my arm and resting her head against my shoulder. I looked over at her and the saw her big eyes staring up at me and she smiled which seemed to give me infinite confidence. My right hand moved from the console to her thigh and the only thing that separated us was the thin silky material of her dress. She closed her eyes and hugged my arm tighter.
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I was getting bored by the driving so I figured why not have a little fun to stay awake. I had never messed around in the car before let alone while driving so my heart starting to race knowing anyone driving by would be able to see us. I wanted to feel Jen's silky smooth skin so I started slowing pulling up her dress. With her bare thigh now exposed I started to alternate between firm squeezes and gentle rubs which made her give up little moans. I could tell she was also excited by the public display especially since we were passing many large semis that could easily look down upon us. As I inched up her thigh, I could feel the warmth radiating from her crotch and I could feel the bulge in my shorts start to grow.
Jen now had her eyes closed and was enjoying the attention and griping my arm, guiding my hand towards her soft mound. She said "I'm wearing a special thong today just for you." This made my erection grow and I started to rub her clit directly over her panties. The material of her thong was even thinner than her dress and I could feel her wetness. She reclined her seat more and hiked up her dress which gave me a view of slit through the sheer underwear. I was struggling to control the car at times and Jen was totally lost in another world and no longer cared if anyone saw us.
I slipped my fingers over the top of her panties and could feel the little fuzz leading down to her clit. I was teasing her now and her groans were getting louder each time my fingers touched her most sensitive area. She was hugging my arm tightly now which made driving even harder. I was starting to get light headed from the excitement and the car was getting warm from the bright sun. Jen's loudest moan was when I first inserted my finger into her hot tight pussy.
Jen was now squirming around in her seat getting finger banged going 70mph down the freeway. Her dress had a tube top and she pulled it down to reveal her small yet luscious tits. Her skin tone was light since she was half white but her areola were dark like an indian girl's. Her nipples were both hard and she was rubbing my arm against them. I was frustrated that I had to drive and could only dedicate only arm to playing with her. As I slid another finger into her now dripping wet slit she started to moan "oh FUCK" loudly. I went back and forth between insertion and rubbing her clit until she clamped her now sweaty thighs around my hand and started convulsing with an orgasm. She had a death grip on my entire arm and started biting my shoulder as she gave up control to the orgasm.
I had a shit eating grin on my face now and was rock hard with my dick going down the right side of my shorts. After a few minutes of recovery Jen still hadn't let go of my arm but reached over and started rubbing my cock through my pants. She reached up through the bottom of my shorts and gave my throbbing cock a firm squeeze. I moved my seat back away from the steering wheel to give her more room and she starting rubbing up and down the length of my dick. She then whispered in my ear "I'm going to return the favor now and make you cum. I want to taste you in my mouth." Driving was now almost impossible and I told her I was going to pull off the freeway.
I took the next exit even though we were in the middle of nowhere and drove around until we found a cul-de-sac that seemed secluded enough. She hungrily unzipped my shorts as soon as I parked the car and pulled my cock out and told me to keep on eye out in case anyone drove up or came out of the house. I was already hard and my dick wet from pre-cum due to her her up-the-pants hand job. She took my tip in her mouth and gave it a firm suck before going straight down and deepthroated me. I wanted to cum down her throat instantly but tried to hold out longer. In between watching her gag on my cock I was looking in the rear view mirror and at the house in front of me for signs of other people which made the whole experience even naughtier.
Jen started rubbing my balls as she sucked up and down my cock which drove me over the edge and I shot ropes of hot cum down her throat. She was a champ and didn't skip a beat swallowing every drop while squeezing my balls for more. I was fully reclined in the drivers seat and basically catatonic from such a strong orgasm. Once i came to my senses we cleaned up and kissed each other before continuing back to the freeway. This time when we kissed it was slightly salty from all the cum I had just unloaded into her mouth.
As we both enjoyed the post-orgasm glow we continued on our trip up the PCH. We spent the rest of the day stopping in romantic spots, taking pictures, and making out. It was now getting dark and we were in Northern California hundreds of miles from where we started. I made reservations at a nice restaurant overlooking the ocean and afterwards retreated to our hotel. We took turns showering and I climbed into bed naked figuring I wouldn't keep my boxers on for long anyways.
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Jen came out of the shower wrapped in her towel. I got up and grabbed her before she could make it to the bed. As we embraced and passionately kissed I made her drop the towel and it was the first time that day we could finally feel each other's naked bodies against each other. My dick started to get hard and was starting to rub up against her slit and clit. I wanted to bend her over the bed right then and fuck her brains out but before I could she dropped to her knees and began sucking me off.
I loved getting my dick sucked while standing and looking down to a girl on her knees. I had a perfect view of Jen's ass and she bobbed on my cock and deepthroated me. She would occasionally look up with her big eyes to see the reaction on my face which was one of ecstasy. After a few minutes of this I pulled her up and we finally made it to the bed. She laid on her back with her ass slightly hanging over the edge and legs up in the air. I put on a condom and started rubbing the length of my cock up and down over her clit which elicited moans from her and she pressed my dick against her pussy.
After teasing Jen for a while she grabbed my hard cock and lined up the tip against her opening. She was very wet by this point but her pussy was tight and I used my weight to forced my tip in. Jen spread her legs wider to take in my cock and grabbed the sheets while letting out a louder moan as I entered her. I wasn't trying to be gentle and continued to push my entire cock into her pussy in one slow and firm stroke. Her pussy was so tight that it made my dick kind of hurt but in a good way and I can only imagine she felt a little pain too. I put my body against hers now and she wrapped her legs around behind me trying to push my cock even deeper even though I could already feel her cervix against the tip of my cock.
Jen was taking deep and fast breaths at this point and I could feel her hot breath against the side of my face as I just laid on top of her balls deep inside her incredibly tight pussy. As her pussy started to accept my deep cock inside of her I began to move in and out of her pussy. After a few minutes I had built up a good pace and was pounding her. She was now digging her nails into my back and had locked her legs behind me in a firm grasp.
We then changed positions and got into the middle of the bed where Jen assumed doggy-style position. She was bent over, ass in the air and face pressed against the bed. I had to stop for a moment to admire her gleaming pussy framed by beautiful full thighs. I slapped her ass before getting on my knees behind her and putting my now throbbing cock against the entrance to her hot pussy. I went as deep as i could in one stroke and pushed down between her shoulders so her face was forced into the bed. She loved it and loudly moan "oooHHHH mmmm" which was lightly muffled by the pillows.
I grabbed her hips and fucked her from behind with my balls slapping against her clit. I liked to scratch my nails along the length of her back which drove her even more wild. To get a better grip i gathered her hair and took a firm handful closer to her scalp and pulled her head back. She liked to feel dominated and in between moans told me to fuck her harder and harder. Her juices were now dripping down the slides of her thigh and I could feel her pussy clamped around my cock. I looked down and watched as my dick slid in and out of her pussy and started rubbing brown little starfish. The pressure on her ass drove her over the top and she started convulsing with an orgasm which in turn made me start unloading my cum into her as well. I grabbed her hips tightly and moaned loudly as I came into her and we both didn't care if other people in the hotel heard us.
I collapsed on top of her and we both felt totally spent after a long day. Jen finally got up to use the bathroom and I pulled off the filled condom but was still hard. I decided to surprise Jen as she came out of the bathroom we were still both naked. As I pulled her close to me tight and kissed her she noticed that my hard dick was still poking her stomach and was surprised since I normally had to wait a bit for round 2. Jen didn't want to waste this opportunity and her pussy wasn't fully satisfied so she got down right in the middle of the floor on all fours and told me to fuck her from behind.
"Don't worry about the condom, just fuck me right now" she ordered. Since we started dating again she always made me wear a condom even though she was on birth control since we both wanted to be extra careful but now the passion and horniness threw all caution out of the window. I loved this plan and started rubbing my still hard dick between her ass. She wasn't having any of my toying and grabbed my cock with her own hand and inserted me into her pussy. She was now on a mission and I just had to go along for the ride. She pushed back firmly and took my entire dick inside of her while moaning loudly. She was in a tripod position supporting herself with one hand while the other hand reached between her leg to rub her pussy and grab my balls. I once again tried to pound her as hard as possible. The sound of our sweaty bodies slapping against each other as we fucked on the floor of the hotel was great and I savored each moment.
As I got close to climax again I told Jen and she said "okay just cum inside of me!" which was a surprise to me and drove me over the edge immediately. I grabbed both of her shoulders and drove my dick as deep inside of her as possible before forcing load after load of cum into her tight wet pussy. She gave out a deep low moan as she took my semen into her pussy and collapsed onto the floor as I knelt down behind her trying to process what just happened.
This was only day 1 of our week long road trip and I felt like things couldn't have gone any better.
TLDR: Hooked up with half white and indian friend in college and went on a road trip where I fingered her to orgasm while driving, she deepthroated and swallowed my cum while we pulled over, then later fucked and creampied into her tight wet young pussy.
I personally like longer stories and hope you do too. LMK what you think and if you are interested in more. I can tell you more about this road trip or how she first started cheating on her boyfriend with me.
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