Kelly's Diary 145 - High School Regrets
Copyright© 2025 by Kelly85
Chapter 1: High School Class Slut
Erotica Sex Story: Chapter 1: High School Class Slut - If you're like me, it's probably more the things you DIDN'T do in high school that you regret more than anything you did. Even then, it's not really WHAT I didn't do so much as WHO I didn't do. Although we can't go back in time and do things over, sometimes you get another chance at it later in life. The question was, what would I do when such an opportunity arose?
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Oral Sex
While I was in high school I would imagine that if you asked most people who the smartest kid was, who the richest kid was, who was the class clown, etc. that you would have gotten pretty consistent answers. We all knew who those kids were when we were in school. Many of us had label that may not have been listed in the yearbook but were well-known by everyone. For instance, there was nothing listed next to my picture but I’m pretty confident that most people still remember me as the class slut. Every class has one and I worked hard for my position (no pun intended).
Actually, being THE class slut isn’t as easy as you might think. First, there’s a lot of competition from other slutty girls, all of whom would scratch your eyes out given half the chance. Then there’s the pressure from people always having such high expectations of you, especially the guys. It seemed like every day some new guy would hit on me, expecting me to at the very least suck his dick on demand if not more.
Contrary to popular belief, being a class slut takes a lot of work. It’s more than just spreading your legs for every guy that asks, any girl can do that. In fact, when I look back at it I really didn’t fuck all that many guys while I was in high school compared to some girls I knew - only about a dozen by the time I graduated. When you consider I’d been having sex throughout all four years, that’s not exactly a lot of guys. OK, more than most girls but nothing for the record books. Just because a girl had fucked more than me didn’t confer on her the same “status” I enjoyed in high school. It’s all in the intangibles - your attitude, clothes, makeup, hair, and especially the way you act when you’re around people. My class had its share of girls that fucked just about every guy in school they could lure into bed with but that just earned them the reputation for being whores, not sluts. It’s a fine line!
Based on what people have told me and asked me, apparently most people thought that as the class slut I could get laid by just about anybody I wanted, any time I wanted it. Unfortunately, that’s wasn’t exactly true. Of course there was always some horny boy wanting to get in my panties (that’s only a figure of speech).
Then there were those boys who were so ridiculously shy I could’ve literally hog-tied and dragged into my bedroom, stripped right in front of them and they STILL wouldn’t have done anything because they were so unsure of themselves. There were also a few diehards that genuinely believed that sex before marriage was wrong and I respected their beliefs. Some guys had girlfriends they wouldn’t cheat on. I know, that sounds ridiculous that they would not take advantage of what was available to them but those kind of guys are actually out there.
Two boys stand out in my mind from my high school years that I never was able to add to my “sexual history”. First and foremost on my list was Todd who worked in the chemistry lab. Many a day Robin, my lab partner in crime, and I would tease him mercilessly as he spied on us from behind the curtains in door to the supply room at the back of the classroom. We knew he was jerking off back there even though we never could catch him in the act. Maybe it was the way he would look at us and try to hide his erection that endeared me to him but try as I might, I was never able to get him to even talk to me because he was so shy. Something about the fact that I knew he masturbated about me in class (and hopefully at home as well), together with his insane shyness made me want to be his first. The second boy was totally different from Todd. Whereas Todd was ridiculously shy, Rich was the class hunk. My only problem was that he was “in love” with one of the hottest cheerleaders and refused to date any other girls. Personally I don’t think he was just being true to her so much as scared she would dump him if he got caught cheating on her. I’d done everything I could to let him know I was “available” but he wouldn’t even give me the time of day, especially if the bitch was around. The more he turned me down, the more determined I was that I was going to get him one way or another. Well, it never happened, one of the few times in my life I really wanted a guy and he turned me down.
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