Tag: High School

[m/m/m/] When I was in high school, I dressed like a girl and had a threesome with my two friends

When I was fourteen, I dressed up like a girl and had a threesome with two of my friends. When my parents and sister went to visit relatives for a weekend, I held a house party in which a couple dozen or so people showed up.

Everyone cleared out after the cops showed up concerning noise complaints, with the exception of two of my close friends, who had received permission from their parents to stay the night.

Growing up, plenty of my straight guy friends hit on me. They would playfully dry hump me or want to practice what it was like going up a girl’s shirt, with me being the closest thing they could get to a real girl. I was small in stature with androgynous features. I was often mistaken for a girl and sometimes picked on for it. I enjoyed my male friends’ attention, but never felt the need to take it further for a few reasons:

1. The social ramifications were too much. I often fantasized about making out with a friend while jerking him off, but there was no way I could act on these thoughts in my small, suburban hometown. Read more »

White and Pink Paisley. [Fm] [inc]

White and pink paisley.

That was all I could think about on the drive home from school.

How badly I wanted to pull out my phone out to get a third, fourth, fifth look at the picture Leslie texted me just before the end of class. It wasn’t much, just a hint of the soft skin of her inner thighs right up the hemline of her white and pink panties. Just enough to get the idea of what I was looking at. Just enough to leave me rock hard and dying for release. Sadly, I had to get home–strict parents and whatnot–so it was hands on the wheel and eyes on the road. But fuck how my mind was racing.

Pulling into the driveway I noticed my sister’s car was gone (recent college grad, stuck at home due to the shitty job market) as was my mother’s. Not entirely unusual, but typically my mom stuck around in the afternoon’s to “make sure I didn’t get into trouble,” as if I was still a little kid. (In my defense, the time I set a part of the garage on fire was an honest accident and no one got hurt. Yes, the lawnmower was destroyed but it was a piece of shit anyway.) Read more »

[F/F] Finally giving my neighbor a taste

Erica was a feisty, hyper ball of energy. Short, maybe 5 foot with a petite frame and modest breasts, but big hips and a plump but firm ass and short but toned legs. Her dyed hair changed between shades of brown to dark red and occasionally purple highlights depending on the week and she had somewhat of an artsy look with a pierced septum and ears. She was 26 but had a babyface and could have passed for 18 with juicy, full lips. She had one of those voices that always seemed excited and inquisitive like she just drank two cups of coffee. She was cute, not sexy, but had an adorable personality which was hard to pin as either bluntly flirtatious or playfully sarcastic and goofy.

She lived a few doors down in our townhouse community and I’d see her on weekends coming home with her girlfriend holding hands (I wouldn’t have known she was a lesbian if not for that). I didn’t have air conditioning and spent most of my downtime relaxing on my porch. I moved in during early spring and shed often stop by on her way home from jogging to make small talk if she saw me on the porch, occasionally joining me for tea a few minutes. Read more »

[M/F] Kind of cheated on my girlfriend with my step sister…

So this happened less than a week ago. Sounds like a clickbait-y buzzword kind of /r/gonewildstories title, but this is 100% true.

My and my stepsister’s parents have been together for a few years but don’t live together, so I rarely see her. We’re both 18, both still in high school, and both get along really well, but I’ve never really felt any sexual tension, despite the fact that she’s 10/10 model gorgeous. She kind of has this hippie/hipster blonde chick thing going on that I usually wouldn’t go for, but works really well for her.

Anyway, we were recently on vacation and watched a movie in her room with both our siblings. She was wearing a big loose shirt and loose cottony shorts. I fell asleep about halfway through the movie and woke up to find her sister asleep next to me and her still awake, scrolling through her social media. Everyone else had returned to their rooms. Read more »

Bug me not (FF) (very long) (part fiction)

There’s this coworker who just wouldn’t stop coming on to me. It would have been nice, except we both are women. I do have a share of a past lesbian experience-slash-relationship which I considered to be a “phase” however it had been haunting me since it began. I love the attention I’m getting but it just wouldn’t work out with me. As her advances drive me insane, I thought of writing what I would have wanted to do as opposed to actually doing it. Hopefully this could get it off my system, somewhat.

—
It’s my application day, and I thought I looked appropriate for a plump 30-year old lady. Wearing my favorite button-down blouse tucked in my sleek fitting slacks, I thought I’d be able to land this job easily. Being a professional starting private practice needing a bump up in daily expenditure, I sure could use this extra job. I was set for a teaching demo that will decide if I get (officially) to be hired as a teacher. I was standing outside the room and this other lady approached me. I suspected she was a bit older than me or at least the same age as I. She was petite, hair tied back in a bun, wearing thick-rimmed glasses, chiffon blouse tucked in her skinny jeans, clutching what appeared to be a bunch of folders. She stopped in front of me and asked me what my name was. I said, “I’m Joey.” And she said, “Joey what?” I responded, “Joey Black” and she said, I’ll see more of you, Joey Black.”
I didn’t know why but she pissed the crap out of me and each moment I saw her since. Read more »

College Asian Chick

*Something I whipped up during my hour break… I’m not a native English speaker so pardon the grammar if its bad. Enjoy!

First day of college… I dreaded this day since summer began, and now it is here. This day is nothing more than a day where everyone show up to class looking all prepared and ready, while knowing that they’ll fall as sleep before class even starts, for the rest of the semester. There are also those new high school kids coming in, all magically knowing how they will all become doctors and neurologists and heart surgeons, ready to dominate the world. Gosh those kinds get on my nerve like a pesky fly in the kitchen. It’s sad to think that their fluffy dreams will share the same fate as the fly. Squashed. By second semester, they will begin to realize it’s just a propaganda that society had drilled into their heads, to go to college and succeed. All the while the university make money and continue to groom them with, “Oh don’t worry Rick, take as much time as you need to make up your mind, but keep coming to school ok?” What a stupid fucking world we live in. Read more »

Memories of a teacher’s daughter [M/F]

A long time ago at my middle school there was an English teacher, Miss. Hong, who lived a few houses down from mine. Miss Hong was a single mom who had a daughter, Amber. Amber is four years younger than me and we became friends because we would occasionally bump into each other when we’re out walking our dogs. I was never really initially attracted to Amber because she was dull-looking and had tomboyish style that I didn’t really care for.

We eventually grew apart and stopped talking to each other for several years but I would occasionally see her around the neighborhood. We added each other on Facebook one day and I learn through pictures that Amber is now a senior in high school and evolving into quite a lady. We exchanged phone numbers and text each other every now and then but I tended to keep the conversation short or forget to text back because I had a girlfriend at the time. Read more »

(F) Large Age Differences are Hot (M)

Lately I’ve had a previous lover on my mind. I’ve seen a few people who look similar to him and it’s brought up memories. This all started 3 years ago. Sorry if this is poorly written.

It was a few months after my I turned 18, end of the summer, about to start my senior year of high school. I was dumped by my first bf, so I didn’t know how to handle my emotions or what to do with myself. My bright idea was to put an ad on Craigslist to get my mind off of things. A simple ad with no pictures stating I was 18 and looking for experience.

I don’t know that I was even planning on do anything, just looking for attention. This dangerous behavior turned out to be pretty exciting. Most of the guys who contacted me were gross or creepy. One guy who contacted me however was attractive and from what I could tell seemed like someone I could trust enough to have sex with. He said he was 28, he was tall and I had a weakness for blondes. I’ll refer to him as X. Read more »

[20F/25F/22M/21M] Strip Mario Party 6 (Long)

I was the coolest cat in college.

If cool means spending my Saturday nights at my best friend/co-worker/crush’s apartment playing Mario Party with a high school friend and his best friend, anyway. This wasn’t even that unusual for us, while everyone else went out drinking and clubbing and partying and all the other things college kids did (do? I didn’t know, still don’t know) we wound up playing video games, talking about our favorite books, talking shit about President Bush, and eating french toast BLTs at our favorite diner after the drunks had cleared out.

(Life pro-tip: make friends with a diner’s cook, tip the staff well, and don’t be an obnoxious prat, and the staff will make you the *coolest* food. And your coffee cup will always stay full, too.) Read more »

Working for my friend’s mom (M/F)

u/miamya and I really enjoyed the pm’s and comments from last time, and thought we’d share more for you guys to enjoy. There are plenty of other after school stories at her house to tell, but I thought I’d shift into the next kinda phase of our time together: Working together, sometimes alone and for long periods of time.

For a few years after her divorce, she jumped around several jobs before finally deciding to open up her own business selling boutique furniture from a small shop in the city’s then shitty and desolate downtown. Unlike many of my close friends, her son included, I stuck around town to do the local community college thing after high school, which I wasn’t particularly thrilled about at first, but it turned into a quite the job opportunity for a 19 year old taking 12 hours in community college while living at home.

After calling me numerous times over the course of a weeks or two to come help her move furniture around the store, she decided to hire me at the shop (to my delight). We had been fucking off and on since that first time after school at her house (and yes, once when she’d called me to move stuff around the shop), but this was to become something different. Read more »