High School Archives — Page 188 of 805 — NSFW story

[M]y year long a[F]fair with somebody who was married

After I got injured playing college football I had been determined to try again. After college I played in a semi pro league for a few years before another serious injury took me out for good. I was in a slump for a few years. Without football in my life, I was lost. When my high school won a state championship I didn’t even attend the alumni celebration. What happened finally was one of my old teammates called me up to see if I wanted to work out, long story made short, I discovered CrossFit and fell for it that same day.

Fast forward a few years, I’m not just at the top of my game but now teaching CrossFit and doing personal training, which if you’d seen me 2 years before you’d have laughed at. My friend said he wanted me to come with him as he was going to compete. So I figured why not and drove with him.

After we checked in, I had to check in at a different table since I was a “coach” not a competitor. As I turned around to leave I bumped into somebody…. Read more »

[mf] My (20m) freaky ex (20f) and our sexy adventures Pt. 1 – Fun on the run

When I was a senior in high school, I started dating a girl who was a few months younger than me, both of us 18 at the time. Let’s call her Grace. She’s about 5’6”, 115 lb, with blonde hair and hazel eyes. My favorite part about her though is her 34DD boobs that could turn any man’s head. To picture her, just kind of think Bunny Colby.

This girl was freaky as heck. Think a nymphomaniac on death row. She had a sex drive a mile high. We had many escapades in the two years we dated, some which include handjobs on road trips, bj’s in parked cars, titfucks in her parents basement, and much more. Today, I will touch on one of these adventures.

We had been friends for a while before dating, so once we made our relationship official, we already had gotten to know each other quite well. Because of this, it did not take long for the two of us to start messing around. It is important to note that Grace and I were each other’s first significant other. All of our messing around sprouted from talk of future life, including marriage, children, road trips, etc. It is worth mentioning that we were both from very conservative families, so the idea of having sex before marriage was out of the picture. Read more »

The Organization (Prologue) (MF)

This is the first installment of a longer story I’ve toyed around with. Thoughts, comments, and feedback are all welcome. This is a secondary account but hopefully I’ll be able to keep up with it.

Prologue

I guess you deserve a little backstory so we’re all starting from the same place. My name is Nicholas Martin, though I generally go by Niko, Nicorino, jackass, or dude. I’m freshly 18, 5’ 11’’, with a more or less athletic body. I’m around 160 lbs. with a somewhat toned body that could use a bit more muscle. I’ve always been a pretty decent student, a mix of A’s and B’s with a smattering of AP courses. My mom raised me on her own though I was mostly left to my own devices as you’ll see.

This is a story of how my Senior year was ruined by circumstance which conversely yielded one of the best years of my life. I was surrounded by women and explored some of the more erotic aspects of life while guided by people I came to trust. But let me tell you how I found myself in this situation. Read more »

A Very Thankful Weekend Pt 1

Thanksgiving weekend, four days of freedom without work. I had heavily been looking forward to it. I had declared to myself, decided I suppose, that I had three goals this weekend. The first was obvious, eat good food. The second was to spend quality time with my family. The final was a private goal of mine. I wanted to fuck as much as possible. Not only was it Thanksgiving weekend, but I also was ovulating and at my peak horny levels.

So I packed two suitcases and drove three and a half hours to my Aunt and Uncle’s place. All the cousin’s would be home for the holiday and myself and my parents were joining them. I packed some clothes and my usual stuff in one bag, the other had my lingerie and my “toys” as I like to call them. I arrived late Wednesday night and said hello to those who were already there before retiring for the night. It was at this point I realized the guest room I was staying in was occupied with another person. I was not happy, I wanted privacy to…get ready for my third goal and I knew I wouldn’t get it sharing a bedroom. I considered getting a hotel room when she entered. Read more »

Fiction: The babysitter made me do it.

Fiction: The babysitter made me do it, but I also wanted to. So there’s that.

Elle was our babysitter, and I had been looking at her for the last six months. I am a horrible person, probably.

She was 21 and in college, and I was just 31, so it’s not like the age was that super creepy. But I was married, technically — my wife and I were trying what our therapist called a “trial separation with cohabitation,” which basically meant I’d been sleeping on the couch for a month. We needed Elle once a week so we could go to counseling, which was an excuse for me to get into a room with my wife and have her tell me why I was horrible.

I took it, mainly, because I don’t like fighting with a referee in the room. It had been a decade of ups and downs and downs and downs, and most days I couldn’t remember how we got here or if we ever were anywhere else. Read more »

I gave my boyfriend a very sexy surprise before he left for boot camp. [MF]

Hey guys! I’ve looked on this sub Reddit for a while and never thought I would post anything. I thought I might give it a shot and hopefully it doesn’t fail miserably! Lemme know what you guys think.

A little background info. I am 19 and female. He is 19 and male. We started dating in high school. I’ll refer to him as Tyler for the story. I am a 120 lbs. 5’3 with dirty blonde hair. I have a pretty big ass and thighs with smaller tits. Tyler is a humongous man. Not fat. Just huge. He’s 6’3 and 270 lbs. He is a big gym rat too. He is jacked and makes me look like a dwarf haha.

We spent the summer of 2021 in my small small small cowboy/hick town. I was going to continue school at my university and he decided he was going to join the Army National Guard so he could pay for college. Unfortunately for him to join, he had to attend the 10 ioohweek boot camp in which we would not be able to speak hardly at all. So before he left I wanted to make sure he was gonna come back to me *wink wink*. Read more »

[MF] High school teammate turned FWB in college

This is my first time posting, so please forgive me if I make any mistakes.

This all started during my freshman year of college. My friend, we’ll call her Jill, and I both decided to go to a university that was about an hour away from our home town. Jill and I had never been exceptionally close until our senior year of high school when we got paired up for mixed doubles on our school’s tennis team. Upon learning we were going to the same university we made sure to find dorms that would be close to each other, so we could make sure to see each other often.

Jill is built like an amazon woman. She has big greyish blue eyes, long wavy light brown hair, lightly tanned skin, and she stands right at six foot tall. She’s always been extremely competitive which was greatly appreciated when we played doubles together, but this also caused her to be a bit of a gambler. She was constantly asking me if I wanted to make a bet on something or other with the punishments usually being something stupid like take a shot of soy sauce or yell something embarrassing in public. Read more »

[FM] Fucking my first big black cock

This story happened about a year ago when I was still in high school. At that time I was of legal age. I am a white girl from Germany that grew up in the suburbs. In my area there were hardly any black people, but I’ve always found bald muscular black men to be one of the sexiest men out there. However, my parents are pretty conservative and would probably have had a heart attack if I ever brought a black boyfriend home. That made them only more desirable to me.

But one of my friends (Lena), who was a “wild girl”, was kind of seeing this older black man, Gerald, and she introduced me to his friend, Raphael. Raphael was 41 years old, nearly 2 meters tall, in excellent shape, very muscular and took very good care of himself. I looked like a twig in comparison to him. Read more »

When I was rewarded for my summer work part 1 [milf]

It was the summer between my junior and senior year of high school. My parents told me that if I worked hard they would match what I earned so that I could buy my first car. I checked on several summer jobs and finally decided that I could make the most money by doing yard work in our part of town. I went door to door and lined up several yards that I could mow and do other work on, on a weekly basis. I would still have some time to do fun things.

My name is Rick. I just turned seventeen. I’m 5’10” and weigh 155 pounds. I’m on the school track team so I stay in good shape. I have fairly long curly blond hair. My grades are good enough that I stay on the team but will never make the honor roll. I get along OK with my parents. We live in an upper middle class neighborhood on the edge of the city. Read more »