Tag: High School

[MF] ~Half a Decade in the Making! [LONG]

2012. Snapchat was in full effect. A new way to connect with all my high school friends even after we graduated because we all promised too. We all know that’s not what happened though, it never ends up like that.

Fast forward into the summer of 2017, Most of us have gone off to college or something of the sort. It was a slow day at work so I decided to check out some Snapchat stories to pass the time. I notice my old friend Kara post a picture of her new dog and I couldn’t help but swipe up and comment about how cute the dang thing is. Kara thanks me and we make some small talk about how our lives are. I make a comment about how I couldn’t wait to get out of work and head to the gym to relieve some stress. Kara opens my message but replies with a picture of herself in the mirror in a sports bra and tight spandex shorts captioned “I just finished my workout.” Now I had never looked at Kara in a sexual way, last time I saw her she was short (and I mean short! 4’11”), had a larger frame, and kind of geeky. I was in shock about the picture because she was absolutely gorgeous, her body now tight and fit, her boobs were double D’s, and an ass she made sure to show off while still being 4’11”! Read more »

[MF] This past weekend, I endulged an older friend in her mommy fantasy, and I’m still reeling.

For starters, I’m 29 and she’s 44. We’re both professional theatre actors and met in a play we were in together about a year ago. We’ll call her Erin.

We got to be pretty close. It was a small cast, and our characters kind of hated one another, so it was fun to fake bicker with her backstage, considering she’s one of the most genuinely sweet women I’ve ever met. She’s about 5’9”, long brown hair. Wouldn’t guess she was 44 in a million years. I’d say somewhere around 35. You could definitely tell she was a bit older than I am, but it wasn’t drastic. She’d aged well. She kept herself in shape, and I admit I caught myself checking her out on more than once occasion, but we had such a professional relationship, and she’s 6 years younger than my own mother, so I never thought much of it.

Fast forward to last weekend, about a year since we’d done that play together. One of our mutual friends who was in the play with us was doing a play at another theatre in town. She sent a group text to everyone in the old cast asking if we wanted to go see it. I was the only one who didn’t have concrete plans, and I figured it’d be fun to see her again. So I agreed to go. Read more »

The Work Conference [M/F, M-POV]

*What a boring lecture.*

I sit up a little in my seat and stretch as much as I can without hitting the person next to me. As my gaze sweeps back to the speaker on stage talking about workplace safety I notice a similarly bored woman also looking around the room. Our eyes meet briefly over a few rows and columns of seats but she quickly looks down, then focuses her attention back to the speaker. At least now I have something more interesting to pay attention to.

My eyes focus a little more as my mind clears of it’s half-sleep. Her wavy brown hair curls at the ends as they just dangle over her shoulders. She’s wearing business-appropriate clothing, of course. A nice white blouse and black slacks. Her leg is bouncing as her soft face looks expectantly at the speaker. I wonder if she’s pretending to pay attention or if this is actually interesting to her. Thankfully the presentation doesn’t last much longer. As the people file out I make sure to keep track of this woman. I push my way through tired people and make my way into the lobby to see her already starting toward the exit. Read more »

[FM] I got fucked by my boyfriend in a public bathroom stall for the first time

Hey everyone :) My boyfriend and I have been together for nearly 3 years now, both of us 19 and in our last year of high school. Now, I’m sort of known as a bit of a…spontaneous person. I mean, just a couple of weekends ago I randomly proposed we go to the beach for the weekend, and on that same day we packed our bags, booked a hotel and went on our way. Being spontaneous all the time probably isn’t a great thing, but nonetheless it’s never done me wrong yet. So today as we were walking home, I suddenly got the urge to go to the mall and my boyfriend was down, so we turned and headed towards the bus stop and caught the next one straight there.

When we arrived, we spent about an hour just wandering about, trying food samples, window shopping, and just enjoying each other. Eventually we found ourselves in a new store that wasn’t at the mall the last time we went, so naturally we had to take a look. It was kind of a weird, big store with a mix of furniture, bathroom supplies, kitchen stuff, children’s toys, organic foods, and liquor. After looking around for about 10 minutes, my boyfriend had to go to the bathroom. I followed to wait outside. Read more »

Loosing [m]y virginity to my older friend at prom

Yes I know there was lot of things I should have done different, some of the story is a bit fuzzy because this was almost 3 years ago.

Edit 1: yes I know 1 year age gap isn’t older, but when I was in high school it was pretty significant to be younger/older.

For starters this happened about 3 years ago, I would have been in the end of grade 11(17 years old) at the time, and this grade 12 (18 years old) girl I was friends with asked me to go to the prom with her, I’ll reference her as Emma. we were just friends, I’d never really thought I had a chance with her, cause she was super hot, 5’8 like 130 lbs a nice round ass, and breasts that didn’t fit her body at all. I’d known her since I was 14 and to be honest I used to masturbate to her all the time. Read more »

My crush [F] knows me better than I [M] know myself

Disclaimer: Due to privacy and security reasons, I am not disclosing my name or my crush’s name.

For my entire time in high school, I’ve always been looking at this girl who to me, was the perfect person. She was really smart, athletic, confident, and great in almost every way imaginable. She was a part-time tutor, in student council, founded the Physics, Psychology, Neurology, Microscopy, Forensics clibs and was on the board of the Politics, Finance, and the Debate clubs. On top of that, her softball and swimming team always win, she ranks in the top 1% of students academically, and has already been admitted into the world-renown Oxford University in England. Always, she knew what to say, what was about to be said, and knew what to do in any given situation. I personally couldn’t imagine wanting anyone other than her, though she does feel way out of my league. She was the pinnacle of perfection and I couldn’t imagine looking up to anyone but her. She was my mentor, my senpai, my queen, my goddess, my everything. I feel eternally grateful for her mere existence, for she was everything I imagined the ideal person would be, even before I entered elementary. Read more »

How I Fucked [M]y G[F]’S Best [F]riend

In our early 20s, my wife (Crystal) had a BFF named Nadia. This was her best friend since childhood and they remained relatively close in the few years after high school. Nadia was attending school at a university in Southern California while Crystal and I remained up North for college. I met Nadia while she was visiting for Winter Break. Her and I did not get along well at first. She was not a great friend to Crystal and I was quick to point this out. We butted heads often, which eventually turned into this weird sort of sexual tension that Crystal started to encourage.

*OBLIGATORY STATS*

**Crystal**: Brunette, 5’1”, 120(ish) lbs, slim thick with sexy Latina curves and plump red lips

**Nadia**: Dirty blonde, 5’3”, 140(ish?) lbs, curvy Latina with GIGANTIC tits

**Me**: 5’7”, 175 lbs, stocky former college athlete with some fluff, light brown skin with darker Latino features that makes me look ethnically ambiguous

*CONTINUE* Read more »

“I know you better than you know yourself”

For my entire time in high school, I’ve always been looking at this girl who to me, was the perfect person. She was really smart, athletic, confident, and great in almost every way imaginable. She was in student council, founded the Physics, Psychology, Neurology, Microscopy, Forensics, Politics, Finance, and the Debate Club. She’s on the student council, ranks in the top 1% of students academically, and has already been admitted into the world-renown Oxford University in England. Always, she knew what to say, what was about to be said, and knew what to do in any given situation. I personally couldn’t imagine wanting anyone other than her, though she does feel way out of league. She was the pinnacle of perfection and I couldn’t imagine looking up to anyone but her. She was my mentor, my senpai, my queen, my goddess, my everything. I feel eternally grateful for her mere existence, for she was everything I imagined the ideal person would be, even before I entered elementary. Read more »

How an unexpected foursome blasted away 18 years of repressed sexuality [Group] FMFM

Hello! I’m very new to all of this, as I’ve only been slutting it up for a few months. But my (select) friends and acquaintances have been enjoying hearing about my sexual exploits so much they encouraged me to start documenting them. Everything I write is 100% true, although some details get hazy and foggy because I’m such a pothead. This is the long and involved story of my sexual awakening this past Labor Day 2018 and how I gained super slut powers and started my foray into slutdom.

So some background about me and my sexual history. I’m a married 38 year old nerd. I met my husband Jack (names changed for anonymity) in college and we’ve been together and monogamous for 18 years (up until Labor Day 2018). He was pretty much my first lay.

You can skip ahead to the foursome at **** if you like. Read more »

[MF] I hooked up with my buddy’s wife

About a decade ago in my early twenties I used to work for a Fire Department. While I was working there one of my buddies would bring his wife around a lot to eat dinner with our shift. I never thought anything of it, or much of her. She was cute, 5’2, blonde hair, blue eyes, B cup tits but a spectacular ass.

One of the things I had to do was become EMT certified and was sort of inconvenienced when my buddy told me that his wife would also be in the class I was getting ready to start at the local community college. It was known that they had been going through some stuff and were actually living separated at the time. He asked me to keep an eye on her and I just thought to myself “here we go”. I went to the first days of class I tried to avoid the situation and keep to myself, however she approached me for casual conversation during breaks. It was fun and passed the time so no harm no foul I thought. The second week of class she became very flirty and would make comments how I was much more attentive than he was. Read more »