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Her name was Jessie.... she had that fun girl flair about her that many women don't and that is what pulled me in initially.
I was out naked wife pictures with my friends having some drinks/playing pool at the bar when this rail thin/tall brunette came up and asked if her and her friend could 'whoop our asses' next. I being my normal naked girl pics cocky self back in the day wouldn't have normally taken this lightly, but I was infatuated a little so I allowed it to slide and proceeded to play some amature wife games with her and her friend. The flirty banter grew as we progressed throughout the night. She let on that she was going to be a vet in school (i think we were both about 22 at the time), her intrigue picqued when she learned of my career (something about being in the Midwest and 'trading' for a girlfriend gallery living that catches some attention. It was a perk that I used to my advantage many times as I grew up.
I will spend a little time and embelish on the details of what she looked like. She stood close to my height a little under 5'10" probably and was what most people would equate to a distance runner. Tall, thin, with a cute little booty and tight body from all angles that you tried to not get caught looking at. Her character as you got to know her dropped her from a 9 to a 7, but I was young and free at the moment so that didn't bother me for the couple weeks we hung around in close proximity.
We spent a couple nights messing around and hanging out a little before heading out to my brothers farm for a bonfire/relaxing Saturday evening. On the way out we flirted and joked in the honeymooner style bliss that most collegiate aged kids have when exploring each other for the first month. I ran my hands up and down her body and teased her a little as she was perpetually horny and constantly annoyed from my want to make her wait for 'it'. She liked to talk dirty and see if she could break my resolve, which I loved for the most part having pretty solid resolve and a composure that annoyed most girls that liked to tease this way. As we hung out with some friends around the fire enjoying a drink and relaxing she leaned over and let one of those pert sexy breasts of hers rub firmly against my shoulder "When can I get that beautiful cock in my mouth" the words were able to break my resolve as she could tell it immediately had a strong reaction within me.
Now to preface this, I have always been a pretty nice guy and regularly getting shot down due to friend-zoning myself... It was tonight that I realized the power of confidence and resolve, and what it could do to a woman. I turned to her with a 'serious' look that normally would be taken as complete sarcasm (I am a total smartass) but the situation with what she just said to me probably had her a little on her heels as to what my response would be. As I looked at her I said in a voice I am sure the people sitting closest to us could hear (but i think thankfully didn't) and said "you better be careful, or the punishment you get tonight may not be one you beg for..." I said it completely deadpan and her face flushed immediately. I had never been rough in my short/inexperienced sex life... I wasn't even sure if I was ready for 'the ropes course' yet, but it struck a note deep inside her and that was obvious to see...
I turned back and kept enjoying the evening but she seemed to have changed from that point from jovial/outgoing woman almost into a quiet, anxious girl that was nervous of the surroundings. We finished our beer, and me being my normal horny 22 year old self decided it was time for us to head back towards town. We said our goodbyes and proceeded to walk through the garage/house and out to the dark driveway where my suv was parked. When we were out of view i grabbed her arm, spun her and semi forcefully pushed her back up to the side of my SUV and kissed her very aggressively while pressing our bodies together. My hand ventured to that tight little ass and pulled her body to mine. She could tell i was awake pretty quick and gasped into my mouth as we made out in the quiet driveway uncertain of what the night would hold. I told her teasing me like that wasn't very polite in front of my friends and slapped her on the ass as I stepped back to walk around to my side of the car.
We drove home in relative silence for a couple miles as nervous looks happened between us until I built up the guts to ask for something I had never had before. I turned and told her "if you want it, you better not waste any more time... I don't want to take it out on you later (said with a little smile... I was still too much of a nice guy to pull off the complete 'dominant' card)." She looked at me with that hungry look she seemed to always have and slid her seatbelt loos and got on her hands and knees. Her ass was up in the window, i am sure tight as hell in those little jeans she wore it looked amazing to anyone we would pass on the interstate. Her hands started fumbling with my shorts, trying to get them down quick... I remember thinking to myself this almost seemed like a little nymph that belonged in porn, my excitement was beyond anything I had ever experienced in my sex life.
The sight of her bent over in my lap while driving down the road back to town to climb into my unrestricted house was almost too much to bear. I have no idea how I was able to keep my resolve, maybe my sense of self preservation/fear of crashing and dieing is what kept me going so long... She felt amazing and I felt like a king, it was a great beginning to a roughly 30minute drive home. Alas, being the tough guy today... I was always one to want to please, so my hands began to wander... caressing sides, breasts, her ass and rubbing her through her jeans as she purred onto my cock, determined to make me cum and make me happy; it was a great night to be me. I started fidgeting with her jeans and finally told her to take a break and drop those jeans some so i can play. The enthusiasm with which she complied just helped build on my ego as she hopped up, undid her jeans and promptly pushed them down to her knees and climbed back into my lap with that beautiful mouth of hers... I then really got to explore... running my hand down her ass, feeling her shiver as my fingers tickled that little asshole of hers that I hadn't yet wondered the fun of playing with. As they slid lower I was excited but not surprised... she was radiating, and dripping wet... I curled two fingers into her and began to pump in ryhtm with her mouth, joking that she better not try to back off or I will pull her back onto me as I thrust those fingers in and out of her... she moaned at that statement and my naive self didn't even understand the type of woman I was dealing with.
As we got closer to town I would tell her when I was passing a car, and it almost seemed like she was lifting her ass to be seen, she loved it and was just going to town. I honestly hadn't thought of it until today, but the time i lasted with her working me over on that drive baffles me today as I sit here writing this. When we reached the edge of town I warned her I was about to cum and she moaned in approval, going down as far as she could and as fast as she could until I exploded in her mouth. She swallowed it all without missing a beat and looked up and asked 'how was the drive?' with the most mischievous smile you have ever seen. She sat back in her seat, and began to play with herself while making no moves to conceal what was happening... what had I gotten myself into?!
It was the most surreal thing I had experienced to date, little did I know this was really the night that turned it around for me, and it had just begun.



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