Fucking My Way Through High School - Sex Stories

Fucking My Way Through High School

During my sophomore year of high school, I wasn’t the average teenage girl’s idea of an “attractive boyfriend,” at least from what they knew externally. I was maybe 5’10”, so I was an average height. I weighed about 160 pounds and could probably be described as “skinny-fat;” not exactly lean but not fat either. I had brown eyes and hair, the definition of “boring.” I always went out of my way to help girls who needed it, I was always friendly and comforting, and I always tried to be something perfect for them. But it never happened, and I always got upset about it. Being a teenage boy, of course, my hormones were raging. Girl walks by, I look at her ass. Even if it wasn’t nice, hell, it was a female body part. I was good at not getting caught, too; I had coped my share of feels and then some even at just sixteen years old. And that’s where this journey through high school really kicked into high gear; the day I got caught. Emily was the peak of teenage attractiveness. She was about six inches shorter than me, had a thin, slightly muscled body, and had perky B-cup tits. Her real feature that made every boy want to fuck her was her ass. It was the kind of ass that surprised you when she turned sideways. It looked flat from the back and had no sideways curve, but it was a bubble butt. When she turned sideways you realized that you could probably get two good handfuls of it. It was the last class of the day, a science class that we shared together. She wasn’t wearing anything ...

... particularly sexy or revealing, just the average high school girl outfit: leggings, boots, and a light sweater (it was mid-December). The science class was Digital Electronics. Sparing the details, the class was working on Karnaugh mapping. Emily was by no means what I would call a dumb girl, but this was a bit over the majority of the class’s heads. Our teacher was a very relaxed kinda guy, he didn’t really care what went on in the classroom as long as everyone was paying attention. Emily sat in the front of the room, and the tables were arranged in a U-shape, so when she stood up, everyone had a great view. She was sitting on a stool stretching around, doing the thing girls do where they stand up and do a sort of lunge forward, making their ass pop out and looking fucking beautiful. When she got called up to the board, something about the way her ass jiggled through her leggings and when she kind of bounced and turned sideways set me off. I couldn’t stop ogling her beautiful ass. Naturally, I quickly sprouted a raging boner. She kept doing her thing and I kept drooling over her for about ten minutes. My cock was ready to explode in my pants. Then she turned around and looked directly at me. She saw me staring at her ass as she turned. At first she looked pissed, but then her look...changed. She smirked slightly and gave me a wink, then sauntered back to her stool. I was blown away. What the hell made her do that?! Then I looked down and saw the huge tent in my pants and I ...