Tag: High School

I fucked my girlfriend while her best friend watched, but my girlfriend didn’t know we had an audience…(Part II) [MF] [long]

TW: Cheating, but on the person I was with. I have no regrets, hence the flair.

For those of you who need to be brought up to speed, here’s Part I.

Skip to *** for the good stuff.

Diving right in with the key players and their descriptions:

OP: 6′ 6″, 215 and fit, brown hair with blue/brown eyes, and a decent 6.5-7″ dick depending on cardiac output during fun times

Eliza: Girlfriend-now-wife, 5’6″ and 115lb of blue-eyed bottle blonde, bouncing B-cup tits with a thick runner’s ass and Reese Whitherspoon chin.

Kristin: Girlfriend’s friend, sandy brown hair with some curls, pale skin, Irish freckles, and the most gorgeous pale green eyes I’ve seen on a girl. 130lb of fit, gentle four-pack abs, and perfect innie pussy that, let me say now, looked so good spread around my dick. Watched my cum in my girlfriend while jilling off in the corner.

Set-up: Read more »

[Mild Erotica] Paralyzing interest (quadriplegic story) Pt 1&2

*This is a commissioned story about a disabled guy just trying to find love like everyone else (mildly nsfw). Thanks for reading and I hope you enjoy!*

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“Class of ‘15” read the banner Zoey found herself staring at for the past… how long had it been now? Maybe it had been long enough to politely excuse herself. She checked the time on her phone. Not even an hour had passed since she arrived at her high school gymnasium for the class reunion. She rolled her eyes and instead proceeded to stare at the beams in the ceiling. Why had she even bothered coming? She’d debated with herself about it all week. She had nothing else going on… and it’d be good to at least show her face. But she didn’t care for anyone that would be there. Just like when she’d attended the school back in ‘15. Read more »

[MF] Slipping through “The Window”

We all know / hopelessly crush on someone who is perpetually in a relationship and therefore unavailable. But there are moments – brief, fleeting moments – between breakups and reconciliations, between old relationships and the next new one where there is a window through which you can make your moves.

*If this sounds familiar, it’s because there’s a HIMYM episode about this very phenomenon. Except unlike Ted Mosby, I managed to actually slip through the window.*

Let me tell you about Christa. We were high school friends who stayed moderately in touch throughout Uni. Christa was cute as a button – Greek, with long, dark curly hair and beautiful olive skin. Her dimples had dimples. Her eyes shone behind her glasses. She was smart, able, capable. She teaches kids music. I was hopelessly infatuated.

*But there was always a problem. She was always dating someone else.*

There were opportunities, of course: times when she had just broken up with her partner. And I tried to jump on those opportunities as well as I could. I must have “confessed” to her at least three times, usually when I was drunk. It was not a good look for me. She turned me down every time, and every time I was sure that that was the end of our friendship. But every time, Christa got back in touch with me and our friendship continued. Read more »

How My Wife Lost Her Virginity

“He’s just so sexy. His legs are like tree trunks. Oh he’d get it”.

These were the things I’d heard my wife say about a crush she had, John, back when we were High School Seniors.

We hadn’t started dating yet but were good friends from the year before. I didn’t know John and would never meet him.

As I mentioned in my previous post, my wife had just given her first BJ the Summer before our Senior year. She was also determined to lose her virginity before graduation.

Unfortunately for me I was too late to the draw and John ended up popping her cherry later that first month of the school year. I would find out later from casual conversation with her how it happened:

John was 19yrs old and aspired to be a baseball player. My wife would visit him during games and they’d grab some food afterwards.

One night, my wife and John went on a double date with one of my wife’s friends, Sandy and her BF. They ended up getting a hotel room to drink at and spent the evening partying and smoking weed. Read more »

[M26] fun with twin sisters [F20]

I have two sibling who are identical twins. My sisters Sarah and Sasha always did things together. My parents made me responsible for them because I was the oldest sibling. My parents were both doctors and worked hours on end. We got along fairly well like normal siblings do. After I graduated high school, I landed a nice job in an IT firm which worked out well because I was relatively good with computers. When COVID came around, my parents were hardly around and I started working remotely from home, only having to go to the office once-twice a week.

Sarah and Sasha, who were seniors, would always cause some kind of ruckus after school while I was working. I saved enough vacation days to take a whole week off work. I asked Sarah and Sasha if they wanted to get some food. We got home and we did our own thing as I watched some TV as I ate. I was going up to my room, I heard slight moaning coming from Sarah and Sasha’s room. I wanted to crack the door, but it was locked. Knowing they were doing something sexual, like eating each other, I thought about it and fantasized which actually got me hard. I figured I just had to jerk to rid myself. But as days went by, these thoughts and images of my sisters were torturing me. Read more »

Wren’s Virginity Part II: The Fallout from the Bullies [FM]

It was the start of summer 2013 and the first time the whole group had been together since school began last fall. As had often been the case in the past, we gathered at Ben’s for a pool party. His older brother who just graduated bought beer and liquor for his “baby brother” because “what else is there to do in a small town?”

I was curious to see how, if at all, the old group had changed. New places, new faces…surely their outlook and demeanor would have changed. Right? Well, apparently teen movies are more accurate than you’d hope and most of them hadn’t progressed past high school. I was never down with these comments, but sadly only four others had changed being away. We shared looks of discomfort and disgust as they ripped on the “queers and weirdos.”

Especially Ben. He and his brother were spoiled. The only time he didn’t get what he wanted was me, and that’s mostly because I saw no redeeming qualities in him. Plus, he was the lead when it came to bullying and the most obsessed with my virginity. Read more »

Wren’s Virginity: Bullied Guy Gets the Popular Girl [FM]

Lately I’ve been reading the stories posted by u/Flimsy-Pear-7212 and it often gets me reflective of my own Steven, so I thought I would share a story of my own. I hope the back story isn’t too much and I hope y’all enjoy!

My name is Corrine, Wren for short to those closest to me. I was always the popular girl in high school. Cheerleader, Ballet Dancer, Prom Queen, and Valedictorian. I was in the popular crowd, but mostly by association rather than choice. But typical high school anxieties and needing acceptance kind of made me stay. It’s not that I didn’t like the people, but I didn’t like some of the things they did.

You see, my parents were self-made and lucked out in life, but taught me to be humble. I was a “miracle baby,” and though I had access to anything I ever wanted, I had to work for it. Additionally, I was raised in the church and while my family is open-minded, I held firm to saving myself for marriage. Read more »

Haven’t Had Any Complaints

My dick is nothing extraordinary. It’s slightly above average length, quite girthy, but besides that, it just looks nice. It’s smooth, proportionate, has some nice veins popping out, with a big, meaty head resting on top of a thick shaft. I’m not a bad looking guy, myself. I’m tall, handsome, have a nice smile, and a sexy voice. I get almost as many compliments on my eyes as I do my dick. Girls like me anyway, so when they find out I’m packing, they almost lose their minds.

I first noticed a change when I was going through puberty, at about 12 years old. I woke up one morning and walked past the mirror naked, caught a glimpse, and had to stop for a second. What had previously been nothing more than, let’s say, a button down there, had now taken on the shape of a duffel bag (that’s the first thing I thought of, anyway) and was hanging down over my balls. This was back in the ’90s, so internet was fairly new. I hadn’t seen a lot of porno, and the stuff I did see was just naked girls, so I didn’t have much to compare it to. In any case, I was pleased with the development. Read more »

[MM] My friend’s and mine first day in our trip to India

My friend and I are both 18 and just finished high school, so a trip to India was in our bucket list. Why? We both are fascinated by India and Indian chicks are so sexy. We’ve both had experiences with Indian women and how easy it was with them since they love white European cock so it was a no brainer.

Intro about us: From Germany, both very fit and hung (9 inches) and bisexual. It’s super nice to have your best friend hung and handsome like you as you can both attract and have sex with many women, as well as enjoy each other’s company.

With that being said, we landed in Mumbai and immediately went to our hotel. Being two tall white Europeans we were getting the attention since the very beginning especially from the women. Being so excited our dicks were getting hard already. We went to the hotel and this very cute tall Indian girl was working in the desk. She was immediately eyeing us and we knew that she would be our first “prey”. I managed to find her on IG and immediately added her. Read more »

[FM] I (18F) fucked my boss (52M) last night…

I’m an intern at a pretty boring office job. Straight out of graduating high school, I knew I wanted to take a gap year to figure out what I want to do with my life. So me and my parents decided the least I could do was get some workplace experience. I definitely did lmao.
I’m 18 but developed early. I have had more sex than almost anyone I know at my age. I’m kinda a sex fiend. When I’m not getting piped, I’m usually playing with my pussy or giving a blowjob lol. I do love getting penetrated tho, I just constantly crave it. Maybe its because I was raised catholic and told all the time about how that shit was evil. Idk if I’m being honest. But that’s where I’m at. I’m 5’7 with an hourglass figure, 36Ds with a big ol booty that I’ve earned from going to the gym wayy too much. I got blond hair and nice lil tan :)
Anyways. I knew from the moment I saw my boss that I wanted him to fuck my brains out. He’s your typical suave, well-dressed, in shape, tall, dark hair, dark eyes, brooding guy who honestly could’ve been a damn cover model. He was married, always wearing his ring and talking about his wife. BUT ever since I started working there…he’s been eyeing me.
One day he walked over and was asking me about my day. I saw the twinkle in his eye and got butterflies in my stomach. Later he took all the interns to get lunch just to do something nice. He asked if any of us wanted to ride in his car with him. They all said no…I ofc said yes. So I slid into his front seat and at first he just stared at me. I remember asking what was wrong and he only said “I just can’t believe I have you sitting here in my car.” He placed his hand on my thigh and I nearly soaked through my panties. Read more »