Tag: High School

[M]y [F]un run in with Jenny with a Y.

Greetings GW Stories, long time fapper/reader first time I’ve had a decent story to share. (please forgive typos, I’m doing all this on my phone)

BACKSTORY
I was recently let go at my job and am starting a new one next week. The last week or two I have been trying to get back into running because I used to be in a lot better shape (mostly from running cross country in high school and college) prior to previous job. There is a gorgeous river walk and running trail about 1/4 mile from my house and I had been running there for the last week, every morning.

The second day I was running and doing the usual runner wave to fellow runners or a polite “Good morning” as most people do. About half way into my 5 mile run, this super cute brunette with short hair crosses my path going the other way. I didn’t really take notice of it. The next day, I’m running and near the end of my run, we cross paths again. I say “Good morning!” with a little more enthusiasm then my previous ones because I remember her. She responds with, “Same time tomorrow?” I chuckle and shout back, “Of course!” The third day comes and we cross paths again, we chat for a little bit but both of us have other things to do so it doesn’t last long. Read more »

My Gamer Virgin [FM]

Note: The upcoming event I will be narrating was probably one of my more “naughtier” encounters with a virgin. It wasn’t particularly kinky or dirty, but it does make me smirk when I remember it today. It should go without saying names in my stories have been changed.

I posted my first story in another subreddit, but was told to post true stories here.

Also non-face photos of me are in my history for any visual references as well as my first retelling. Enjoy!

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I had been involved in improv comedy for a couple of months at this point. It was a small group of students at my college who got together once a week to do spontaneous scenes and comedy games. We hadn’t planned on doing a show, but we did take improvement and feedback seriously.

Well, the week came where we wouldn’t have access to the theater. Many of the drama students were having to do their projects in which the improv group members agreed it would be best if we didn’t interfere. The only other woman in the group, Adrianna, volunteered her basement at home which had a small stage for her dad’s band. Admittedly we didn’t need a stage, but most of us liked getting used to performing on one. Read more »

[FFM] I told many stories, but this should’ve been the first one: threesome with my boyfriend and friend.

INFO:

– More info about me or Dawe (my boyfriend), body description pics etc -> check my history.

– I would like to know who’s reading my posts. It’s a turn on. In addition to PMs, could you comment (or PM if you don’t want to comment) with your age and gender? I’m just curious. Also, I’d like to think that I make girls horny too as I’m bi, but there seem to be no love from them!

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This is the story of my first threesome. Or, I should say, my first sexual experience with 2 other people. Although this is not properly a threesome, and it’s not as kinky as my other stories, I wanted to share it. This is the first time I did anything sexual with more than 1 person.

I was 19, and so was Dawe. It was winter break and Bede, a friend of mine, came to visit me. with 2 other friends. Those were my high-school friends who had never met Dawe before. I will describe Bede’s body in the next paragraph, but first I should say something. Read more »

My first threesome [MFM]

I’ve had a lot of wonderful comments and feedback about my recent blind date. So I decided to write about one of the most amazing weeks of my life. And just when I was almost finished, I lost what I wrote. So here is something that was requested, and much shorter to write.

So back when I was still in high school I had a nice summer day to myself. Parents were away for the weekend and my older brother was working. So I was just being lazy all day. Then the doorbell rang.

I answered it, and was surprised to find two of my brothers friends there. Chad I didn’t know too well. He and my brother became friends in college. Ethan though was different. He and my brother had been friends since elementary school. And for the past few years I had a crush on him.

At the time, I was 5’7 32b 100 lbs brown eyes and brown hair halfway down my back. Both guys were tall, athletic, and good looking. Chad had short dark hair, while Ethan’s was shaggy and brown. Read more »

[MF] I was just the prey.

First of all I know that my texts are very long, but I dislike when people describe everything in 3 paragraphs.
So I have found myself with quite some time in my hands this week and decided to tell you another of my fun memories. One of the perks of living in Dublin is that you get to know people from all over the world, and fueled with loads of beer and jagermeister you make friends in a matter of minutes. Sometimes they develop into lifelong relationships, no matter how far you end up living.

One of these friendships was Marisa, this fun Brazilian girl that studied at the school I taught in Dublin. We developed a close bond, nothing sexual, but a couple of years ago she told me they had an opening at the language school she was running in Brazil, and I offered myself, two months later I was moving to Brazil to be very much underpaid, but expecting loads of fun. And boy did I have fun! Read more »

Sex with Ashlea on the Beach – [mf]

Back in 2014, my wife Rachel and I decided to open up our marriage. We were 24 and 26 at the time. Keep in mind, we were very secure in our love for each other but had been monogamous since high school. Both of us were exclusive partners since we were 14 and 16 years old. We agreed It was time to shake things up a bit. Enter Ashlea.

Ashlea has always has been, best friends with my sister-in-law Anna. In fact, she’s like the third sister among Rachel and Anna. Perhaps this is why my attraction to her felt so wrong.

“Where’s the top to this suit? I swear I packed the lime green top!” Ashlea shouted as she walked across our Airbnb rented apartment in Costa Rica. Meanwhile her hands were cupping her perky b-sized breasts. I tried to pay not attention, with my head buried in Yelp reviews for nearby restaurants. “There it is, damn it! How did that end up under the couch?” I tried not to look as she casually put the top on and walked toward Rachel and I. I could see both of her areolas popping out of the top as she fidgeted with the straps. “Did you guys find a restaurant to eat at yet?” Read more »

[FFm] [inc] Son Brings a Cougar Home to Mommy

The heat of the July day was fading into a cool evening. A soft breeze carried the scent of lilac bushes through the open window next to me as I sat on the large leather couch in my front room greedily reading my newest trashy romance. Ever since my divorce 5 years ago, the pressures of being a mother and bread-winner have reduced my sex life to this tacky erotica and, of course, my son Eric.

Eric is 22 years old and just graduated with a degree in Communications. He’s staying with me this summer before he enters the “real” world. I know most people would think it was monstrous or abusive, but ever since his father and I split, our relationship has been more than an average mother and son. At first, I wanted to make sure that he would know how to treat a woman properly, something the other men in my life have consistently failed to do, but it grew to be so much more.

I’m only forty-three myself, and I take very good care of myself. I love the feeling of turning heads of men half my age, and teasing Eric’s friends has always been a favorite pastime of mine. No harm in letting a little nip slip just to make a teenager squirm a bit, I always feel. Read more »

[FMM] [cheating] origin!

Hopefully the first of many stories! It may not be quite as crazy as some others but it’s real and that’s what I often look for when reading them, so that’s what I’m writing. :) Anyhow, it’s an origin story of sorts.

I was in high school and I was dating my first “real” boyfriend, Jason. He was the first guy I ever had sex with or gave a blowjob to. Either one of which might be a nice story for another time. He was horny all the time, even for a high school guy. We did a little bit of everything, but he was especially into getting head. He had a nice if average cock and I was horny too and happy to oblige. I sucked him off pretty much everywhere. Every room in my house and his, his car, semi-public places, wherever. Sometimes even in front of our friends.

He really loved when I would take him out of my mouth and tell him how much I enjoyed sucking him. At first he’d say, “I love how much you love sucking my cock” and things like that. I did, and I said as much. Pretty soon he started saying things more like, “I love how much you love sucking cock.” Subtle difference? I still did and I still said so. Read more »

Our hottest role-play [MF][married][cheating/hotwife fantasy]

This happened tonight. This is a real story. But first you need context, I’ve been with my wife for almost 20 years. We’re almost 40 and though we’re not the athletes we were in our 20s people would still call us hot. I’m 5’10 and 190. I’ve been told I look like Andrew Shue. We’ve been doing cross-fit for the last year and I’ve bulked up my always broad shoulders. I’ve got brown hair, big brown eyes and full lips. I look good for my age. I played soccer in high school, college and still play now and my wife loves my quads and ass the most.

My wife was a gymnast and a varsity cheerleader. She played soccer too. She was fierce and fast (although not too skilled back then). A blue eyed and blond girl, I told her when first dating that I’m sure she was masturbation material for most of the boys in her high school. She giggled and scoffed at the thought. She’s your innocent, girl next door who thinks of all guys as friends even when she strips at a high school party to her panties and bra and plays pool as a tease. Read more »

The Ripe Redhead (Part 1) [MF] [nc] [bd]

I’d very much like to get some feedback, as this is my first attempt at a story outside of patchy RP on forums. I’m hoping to get constructive criticism that I can use when writing the continuation of this story.

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He was a wicked man. A cruel, sadistic monster. And he wouldn’t have it any other way. He had just arrived in a fresh town, having just made a hasty exit from the last town after his most recent escapade. He had just his van still, his would-be infamous van, of not for his pristine record. Poor girl, he thought, reminiscing their last moments together, before he planted her in the garden behind the cabin. She was such a beautiful creature, but the woman was spent, and he had to find a new plaything.

He pawned a few of the previous girl’s valuables at a seedy pawn shop, the kind that never asks nor answers questions, and used the money to buy some food. He never kept trophies, and never left a trail. His victims always disappeared into the ether, and always arrived in his domain on the other side, to live through hell and pay with their bodies for his pleasure. Read more »