Jenny and I dated for most of high school. We were each other’s first real bf/gf, first kiss and everything else. For anyone who has not read other Jenny stories, she was petite, thin, short reddish brown hair, brown eyes, some freckles, small tits and nice legs and a nice ass. She was very cute.
Back when we were dating, I worked at a summer camp several hours away during the summer. This was pre-internet and pre-cellphone days, so other than actual mail, I pretty much disappeared for the summer. Every time I came back, Jenny I just picked up right where we left off.
One summer, I came home and I had some temporary job for the week before school started. I was driving to work on the second shift at some factory or warehouse one afternoon, when I heard honking behind me. I looked back and saw people waving frantically at me.
I pulled over into a small parking lot and the car followed me in. I got out of my car and immediately recognized the people in the other car. Jenny hopped out of the backseat of the car and ran over to me. We hugged and kissed in the parking lot, standing next to my car. She looked so hot.
Jenny was tan from the summer, she was wearing cutoff jeans shorts and a tiny string bikini top. So, when I hugged her I could feel the skin on her back and sides. It was very out of character for her to dress like that. I guess I was really looking at her/perhaps staring at her up and down because I liked it.
She actually covered herself with her arms. It was funny that she was not embarrassed to wear that in front of friends and in public, but it was too intense for her the way I was looking at her. I had to get to work and she had to get back to some extracurricular school thing. We agreed to go on a date the next night.
I picked her up at her dad’s house. I remember she was wearing some white denim shorts and a light sort of sweater top that left her shoulders exposed. We went to see a movie. I don’t remember what it was probably because I did not pay attention at all.
We sat in the theater and having not seen each other all summer, plus she was looking so hot, there was a lot of sexual tension. It was probably silly that we even went to a movie. We started out holding hands, sneaking a kiss here and there. But, I was looking down at her legs and they looked good. She had nice legs and they were tan and smooth. Her shorts were very short, so it was a good view of her legs.
I had to start resting my hand on the top of her bare thigh as we sat there. I started caressing her leg, moving my hand to her inner thigh. She opened up her legs, so I could move my hand all the way up to her crotch. I was moving my hand up and down her inner thigh all the way up to the crotch of her shorts and rubbing her crotch.
I looked over at her as I touched her crotch and she was giving me a naughty smile. Her shorts were pretty short and I realized that I could move aside the crotch a bit and rub the crotch of her panties with my middle finger. Then, I slid my finger under her panties to touch her pussy. She spread her legs wider and moved back in her seat to help me.
I dipped my finger partway into her vagina to get it wet and then rubbed up and down, touching her clit. We went to many movies over the years we dated, but I don’t think we had really ever messed around like this in the theater. We usually waited to get somewhere more private. I unbuttoned the top of my shorts, so just a bit of my boner was poking out, covered by my tshirt and she started touching my dick under my tshirt. I am sure that had anyone seen us that would have made no difference versus just having my dick out.
I actually cannot remember if we were interrupted by someone walking by or if we left the movie early, but I know we did not finish anything in the theater and we needed to fuck bad.
We went to a park where we always went to fool around. Jenny and I got in the back seat of my car making out. I unbuttoned and unzipped her shorts, then put my hand down the front of her panties to finger her. I pulled my hand out, unbuttoned my shorts and pulled out my very hard dick.
Jenny started stroking it and I was pulling down her shorts. She lifted her butt, so that I could pull her shorts all the way down and then she kicked them off. I pulled my shorts and boxers all the way off. She stroked me and I was fingering her. Finally, Jenny said, “Do you want to?” She meant, “Do you want to fuck?”, but she was too shy to say it that way.
I said, “Yes.” She laid back on my back seat and I started pulled off her underwear. She helped me get them all the way off. She was so tan, she had these really distinct tan lines from her bikini bottoms. I was thinking how I never got to see her in a bikini because I was gone all summer and only imagined how that bikini must have looked based on her tan lines. She always had a neatly manicured dark bush, but this time her bush was more of a landing strip and trimmed way down.
She said, “I shaved for you.” I thought it was so hot that she had purposely prepared her pussy for me, knowing we were going to fuck. I said, “I really like your tan lines.” That embarrassed her. I was probably staring at her pussy as I was between her spread legs with my boner preparing to fuck her.
I have a very clear image of it in my head. She was still wearing her sweater with her tan shoulders exposed. She was smiling up at me kind of nervous and a little red faced. Her legs were spread ready for me and I could see her tan lines, and little bit of dark bush. Her sweater ended above her belly button so I could look at her flat stomach.
She covered her pussy with one hand. I said, “What, I have seen your pussy a bunch it times?” She said, “But it is embarrassing when I haven’t seen you in awhile.”
Jenny pulled me down to her and she grabbed my dick and guided it in her. She said, “You can cum inside me.” We were pretty risky, always had unprotected sex and either I pulled out or we timed it with her cycle. Somehow we never got her pregnant.
We fucked like that in the back seat, with her legs wrapped around me and my face right in her face so we could feel each other’s breath and kiss. She had this pouty lower lip that I liked to suck on when we kissed. I could run my hands from her bare hips up her side. I tried to lift her sweater a bit, but she did not want me to see her small tits and stopped me. But it was hiked up to wear it was just covering her tits and I could feel the skin of most of her.
Her pussy felt warm, tight and wet on my dick. She was breathing heavy (I’m sure I was too.) Her face was red through the tan and she whimpered a bit. I felt like I was going to cum, so I pulled out. She was immediately, like “what are you doing, you can leave it in.” I think she was disappointed I had pulled out. I was just being more careful.
I came in a paper towel. Then, I put my dick back in her and we laid there snuggling for bit. We got dressed and then hung out for a little bit on a picnic table near my car, hugging and kissing. Then I had to take her home.
Source: reddit.com/r/Erotica/comments/tnpksp/my_high_school_gf_jenny_and_i_reunite_after_a