Note: this is cross-posted elsewhere. Please comment/PM your thoughts. Also feel free to comment or PM your awkward/nervous first time.
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We were both starting college in the fall. We were 18, dating and still virgins. While it was never explicitly stated, we probably would not stay together too long into the beginning of our freshman year, but felt it was right to lose our our virginities to each other. After all we had been dating for 6 months, which in 18 year old time is forever. Also, it probably goes without saying but we rounded all the bases before sliding into home.
We decided we would do it one night after work. I got out around 10 pm and went to her house to pick her up in my early 90s Chevy Cavalier that cost only $200. We lived near a lake and decided it was best to have our first time in a car because we never had a free house. We drove in silence, nervous about what we were doing. A roll of unused condoms burned a hole in my pocket.
I parked the car and we without words got out and went into the back seat. Now if anyone knows what a 90s Chevy Cavalier backseat looks like, we did not have a lot to work with. I kept the car running both for the ability to jump in the seat and drive away if a cop comes and for air conditioning purposes. It was a musty 90+ degree despite it being later at night.
We start making out, to start the process. It was a comfortable scenario in an uncomfortable, new situation. After a few minutes, she took off her top, exposing her sun kissed breasts. Her small pink nipple erect in the pale area that her bathing suit did not cover. This act alone got me ready to go. She skillfully took off her pants, which to this day, I am unsure how she did and I slid mine down. I reached out and took out the condoms; Trojan “for her.” I tried to put one on and it was inside out and I threw it away because I was worried about pre-cum impregnating her. I did this again because I was nervous. In my head I am thinking, “maybe this is not the right time.” She recognizes my nerves and slowly started to stroke my cock, keeping me hard as I figured it out. Once I was nice and hard and figured out how to put on the third condom, she climbed on to my lap, almost spread eagle. She placed her hands on the back windshield to brace herself and started to slowly grind forward after getting it in. I started to buck my hips slowly as I did not want to give her a concussion by putting her head into the roof. We lasted maybe 10 minutes and by we, I certainly mean me. We stared into each other, sometimes breathless, listening to sad music on the radio as we both gave ourselves to the other. Her breasts swung gently with each thrust as I focused on not cumming but enjoying the moment. She recognized me get harder and thicker and knew I would not last longer so she reached back to my thighs and rode aggressively as I gave my first guttural groan in my life and came.
We sat there for a minute. I was unsure what she was thinking, unsure if she enjoyed it, unsure of the next steps. She gave me a deep kiss and dismounted and got out of the car. To my surprise and enjoyment, I saw the dripping going down her legs, knowing there was at least some enjoyment by her. She got in the front seat after putting on her clothes as I put on mine. We drove for a few minutes in silence but then she grabbed my hand and put it down her pants, showing how much she enjoyed it. I used my finger to enter her then rub her clit slowly at first. When she was unconsciously pushing against my hand I became more aggressive, rubbing to the beat of the song on the radio. While she didn’t cum from the sex, she certainly came in the passenger seat.
I brought her home and she gave a soft kiss goodbye knowing the bittersweet implications of that night.
Source: reddit.com/r/gonewildstories/comments/by94ey/the_nervous_virgins_mf