Tag: High School

Back when I was young [Group]

When I was in high school, my family moved around quite a bit until they finally came to rest and we settled in Rancho Cucamonga, CA. Yes people, Rancho Cucamonga is a real place. As the new kid at school, I had no friends but knew a kid who also knew a couple of people I used to hang out with. This new kid would eventually lead me to my best friend Robert. Robert was an average looking guy, not tall, but no fat or skinny, but had a personality girls loved and was not a great genuine guy.

Me and Robert really got close because of two females at our school named Jasmine & Stephanie. Jasmine was about 5’7, had pretty long hair, & was skinny with huge titties. She was one of those girls that older guys messed with because her titties were far ahead of what the other girls at school had. Stephanie on the other hand was shorter, about 5’2, cute face with a great ass and and ok titties. Everyday after school, me and Robert would Catch up and flirt with the two girls until our respected rides came. The word around campus was that those two girls were major hoes, but I could never get those vibes from the girls. Yes they were easy to talk to and laugh with, but it seemed like they were not into having sex with just anybody. Read more »

Getting Fucked in the Bathroom at a New Year’s Eve Party [MF]

If you’ve been reading my stories, you know its been thrilling for me to be able to talk about and chronicle some of my exploits… so… many of you know from my past story that I’ve been home for the holidays, and I got to hook up with a high school crush, Mark. Mark was a bit taller than me, lean, brown haired with an oval face and a light perma-scruff beard.

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*If you haven’t read my stories before, my name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

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Back in high school Mark and I had talked regularly, but we hadn’t ever hooked up or anything like that. We re-connected on Tinder during this break, and we wound up hooking up in the back seat of his car.

We had kept texting occasionally, but hadn’t really been able to break away from family gatherings for the rest of the break. Read more »

[MM] Me and Sam.

The story is about me and my best friend in high school, we will call him Sam. The events of this story happened after we had both turned 18.

Sam was a tall athletic guy whose parents were originally from Eastern Europe, although he was born in the US. Sam and I were neighbors, which is probably what led us to be best friends in high school. Sam and I hung out a lot during high school, almost everyday. Sam’s mom was a tall, pale Eastern European woman with a skinny frame and breasts that seemed too big for her body. As you can probably tell, I had a huge crush on Sam’s mom (but that’s another story).

Because Sam’s mom was a stay-at-home mom and my parents were constantly at work all day, we mostly hung out in my house. We also had a huge pool so during the warm days of summer, Sam and I would always go swimming in the afternoon to cool down. Sam would then come to my house to shower and hang out in my room. Read more »

MF — The after party. [mild, coworkers, second person, build-up, prelude, 2,500 words, romantic, erotic tension, probably Part 1]

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[I’m posting this in a few places and am open to your feedback and suggestions.]

Let’s start with the basics.

You’re 35, 6’3“, 210lbs, not overly muscular but strong. Strong from real life, not gym workouts. You haven’t spent your life inside this cubicle farm we’re stuck in now.

I know bits and pieces from your life – picked up in break room conversations and through careful eavesdropping.

You never graduated high school. You love going camping and fishing and spending time outside. There’s always a project at home you’re working on. Building a server or building a deck – seems like you can do it all. You earn a six-figure salary, and we work for a large IT company. I run the project. You run the servers.

We’ve spent many a night in a late-night work chats, side-texting as we watch the deployment happen.

There’s a core group in our team. You’re good friends with 3-4 guys, and I’m the woman you’ve allowed into the circle. And why not? I’m smart, funny, always up for hearing the dirty jokes, have great comebacks of my own, and have a great, great cleavage. Read more »

[F] 18, (confession) I masterbate in weird places.

I promise my next post will be about the time my boyfriend and I fucked in the school parking lot.

But anyway, I like to masterbate in public places. Like every day at work in the bathroom, and whenever I’m in a public restroom. And I used to masterbate every day in junior and senior year of high school, during homeroom, in the bathroom. Because I get so wet every day thinking about my boyfriend, and the ways he fucks me hard, and his delicious cock with valuable savory cum that I crave. And you might be wondering how I never got caught yet, I’ve mastered orgasming completely silent. It’s taken a year to learn this valuable skill. And it’s still hard to not moan when I’m cumming really hard. And I’ve never told anyone until this post about my strange masterbation habits. And is it wrong that I want to get caught someday doing it?
I’m also asking you the reader a question, have you ever masterbated in public? And if you were ever caught, what was it like?

Wasting my time on Tinder [MF]

[If you want to skip straight to the sex part, just scroll until you see FUN BEGINS. Enjoy my first gone wild story!]

The summer after my freshman year of college I was working as a tutor for a high school summer program in New York City. When I wasn’t in the classroom I was at the gym across the street, playing video games, or smoking weed with my friend who was taking classes at New York University. One night while smoking a well-deserved joint after a long day of field trips and classwork, I decided to open Tinder and do some swiping. I always find myself downloading and deleting and redownloading Tinder, sometimes in the same day. Up to this point, nothing substantial ever came out of it. Getting a match was more of a self-confidence booster than anything. After that, conversations with girls never really went anywhere. However, one match really caught my eye more than anything. Read more »

I had sex with my cousin [MF]

I’ve been writing up a lot of my sexual experiences lately, but by far the most interest I’ve seen has been the last couple of days, when I’ve been back home for the holidays and just been going stir-crazy in my home.

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*If you haven’t read my stories before, my name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

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So a few nights ago I crossed a line I hadn’t even dreamed I would cross, and it took me a while to work up the courage to write about it. There’s a link below to the full story, which is way too long for a post on reddit, but I’m copying some of it here…

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I woke up this morning and touched myself [F]

If you’ve been reading my recent posts, you know I’m home for the holidays, back on the cold east coast… fortunately I’ve been staying warm with some fun sexy friends, but the more I get the more I want, and I’ve definitely been wanting more lately.

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This morning I woke up slowly, reached for my phone and read some recent comments on my stories. I let my hand wander down my stomach as I held my phone on my pillow close to my face.

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I scrolled through a recent message thread, in which a guy was telling me how much he wanted to bend me over his desk, slide my panties down and spank me until my ass was red and sore, and only then would he unzip his pants and slide his bare cock inside me… then he sent me a bunch of pictures of his cock and (surprisingly muscular and hairy) body.

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I save threads like that for when I wake up impossibly horny, my body just begging for the dirtiest messages, imaging myself used as the sexual plaything of any of the fun perverts on reddit ;)

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How I lost my virginity [FM]

I’d lived next door to Adam my whole life and always had a bit of a crush on him. He was the classic jock, football guy who was 6’2″ and thickly muscular. He had choppy red hair and seemed like he always had a 5 o’clock shadow. But, he was also smart and really nice, even though he was heavily labeled with the bad boy persona. He’d gotten a DUI in high school and was arrested a few times, but he was always nice to me.

He’d gone away for school and I was stuck back at home. But, one summer day I saw his car in the driveway and got really excited that he was back. We had a superficial relationship where we basically talked through the fence. I made a plan to accidentally bump into him and then push him to hang out.

He was fond of hanging out by his parents huge pool, so I figured that would be a good start. One afternoon I was waking up from a nap, all alone in the house, and looked out back and saw him swimming laps. I ran to the other side of the house and looked at his driveway and his was the only car there. The time was now! Read more »