High School Archives — Page 667 of 805 — NSFW story

Catching up with an old high school classmate over Thanksgiving weekend [MF]

For those in the states, we all know thanksgiving week/weekend is everyone’s unofficial high school reunion as everyone is back home from wherever their life has taken them….and that’s how this story begins….

I was at the bar Wednesday night seeing a bunch of old friends talking about the good ole days and what everyone has been up to, when _she_ walks into the bar, I’ll call her Sarah for purposes of this story. We were always friendly back in school but never really hung out since we had different circles of friends, and I hadn’t seen her since the summer we graduated. Long story short we chatted up for a few, she had grown into a very cute woman , long brunette hair, medium bust, but a great ass that I never knew she had, we said our goodbyes and that’s all I thought of that.

Back out on Friday we ran into each other again, this time with a smaller crowd and got to spend some more time talking 1-on-1. We talked about what we’d been up to , hobbies, relationships and found out we shared similar histories both of us had had long term relationships that just didn’t pan out and hadn’t found the one yet. The drinks kept coming , our chairs kept getting closer and she asked if I wanted to go to another bar that had a DJ and dance floor. Of course I was in. Read more »

First time author, first time gay story. Would love feedback. [mm]

First Morning

Tyler woke gently, stretching and opening his eyes to the orange and purple hues streaming in his window. It was dawn, hours before he would normally be awake, but he felt more than ready to start the day—a day of complete freedom, like every day would be for the next few months.

Slowly kicking the sheets off his nude 18 year-old form and absentmindedly stroking his healthy morning wood, Tyler grinned at his newfound adulthood. High school was done, college was still a summer away, and for the next month he had a beach house to enjoy along with his friends—and without any parents.

Life was good, and Tyler was ready to enjoy it.

He swung out of bed, his adolescent erection subsiding as he pulled on a pair of swim trunks and started downstairs. There was a bit of noise coming from the kitchen; Tyler grinned knowing that he wasn’t the only one looking to get an early start.

“Morning,” he said quietly as he stepped onto the cool tile of the kitchen floor. Adam was standing at the counter in his boxer briefs making a pot of coffee. Read more »

The teacher [F]antasy

This is a repost, edited for clarity.
So back in high school (about 2 years ago now) there was this hot teacher, well call Adam. Adam was pretty much every girls fantasy. They’d go into his class and just talk with him, or take extra long to drop off papers. They’d want his class just to look at him. He was also 27, while I was 18. I didn’t think he was very good looking until the second semester of my senior year. When that happened, it’s like he noticed me as well.
Once, walking to my car after school one day I caught him checking me out. If we saw each other in the hallways we’d smile. I was in yearbook and had to interview people for my page, I ended up in his classroom, and no exaggeration he acted like he only noticed me (I was in there with 2 other people) He only talked to me and kept looking at me. I was so nervous I didn’t say a word.
Anyways, cut to graduation where were in lines to rehearse. My line ended up being right next to his. I was at the back, he was at the back, again he checked me out. Coincidentally, he also ended up walking next to me on the way to the parking lot as well after that day. But, keep in mind we weren’t talking in anyway at this point.
About a month after graduation my friend told me to add Adam on Facebook. I did, he accepted pretty much right away. Nothing happened for a while until a drunken Friday night. I was scrolling through my feed, champagne drunk & I decided to check Adam out. I liked a few of his pics, he liked a few of mine, back and forth back and forth. Then he slid into my DMs with that sexual sly face emoji and it went bananas from there.
We talked all day everyday, about everything. His likes, my likes, our dislikes, he was definitely trying to flirt with me and show he wanted me. I, at first, was not into it. I didn’t think he’d want anything to do with me if he knew who i actually was. After a few days I brought up if he actually knew who I was (a student) and he did, and he admitted to checking me out. So that was that, no mystery.
A few days after that he invited me to his house. I was against it at first but figured fuck it, I’m legal, he knows who I am, I’ll go for it. I didn’t think anything would happen, It was a Wednesday night, he had school the next day, it was already 8 when I got there. I really thought we would just talk and get to know each other in person. Keep in mind, before him I only had one long term boyfriend and sexual partner. I was naive. But lo and behold, we actually did end up doing the deed. We fucked, sucked and came. I thought it was amazing, his dick was huge, his head game was awesome. I was impressed. What was I supposed to say, a guy 9 years older than me had to have more experience and actually know what he was doing right? Wrong. At least I figured that out after getting more experience. Having sex with him was like having a hot, thick rod connected to a dummy pounding you. No other stimulation.
We ended up “dating” from there. I say that because it was basically just me going to his house, us talking for hours and having sex. He took me on a few dates, to a concert and out to eat. But I never met anyone in his life, he never met anyone to me. But he did teach me about pouring cans of beer into plastic cups and drinking and driving.
I only sucked him off once because he was so big (again, no experience) I know I was terrible. I do get very, very wet and he loved that, but he was so big I couldn’t really get set enough. He never made me cum, and he lasted for either 2 mins or an hour. But now with more experience, I realize he was actually pretty bad. Between his jack rabbit anger sex or his intense eye contact slow sex, it was probably actually a 3/10 compared to the 11/10 I thought.
I stayed the night a lot. We’d cuddle pretty much the whole night, until I got hot or he turned over. We’d have sex in the middle of the night after I’d grind on him when I knew he was half awake or when he’d start rubbing me and I’d wake up to it. He was pretty big (at least 9 inches and very girthy) so he cock was hard to ignore) That was good sex, the sleepy just need to cum but this is so hot sex.
After a while I realized he was actually very weird, immature for being so old, and also a teacher dealing with kids everyday. I’m not sure what it came down to, I think his last breakup really fucked with him. I think he had daddy issues. Or maybe I was just a rebound and he didn’t care about anything. It ended pretty soon after it started to get to the lines of what are we, what are we doing. After about 3 months he just stopped replying to me the day after I went to one of his football games (he was a coach). I texted him a few weeks later and he said he was great and happy. Maybe I was a lapse in judgment, maybe I was a rebound. All I do know is I wasn’t his only student fling.

[CD] to [cuck] Wife tells the story of how it started

My husband Ron and I have been going through some rougher than normal patches for the last few months or year. We have been married for 15 years and together for 17 years. We met early in life, actually while still in high school. Yes, we were high school sweet hearts but, neither of us were completely “unexperienced”. While I believe my past was a little wilder than his, he was handsome, sweet and made me want to be a good woman for him. Ron, was always a quite person and didn’t talk much about his past. That was good for me because I didn’t really want to talk about mine either. So, through the years we grow together. Yes, there were some fights but, nothing major.
One night a couple years back, Ron and I are talking like the best friends we are, while we are drifting off to sleep. He tells me that he used to dress in women’s clothing. This didn’t completely shock me, I’m aware a lot of boys crossdress at some point growing up. I console him, telling him that is no surprise and we fall asleep soon after. Read more »

When The Stranger Things Cum (compiled from a DDP prompt. Non Con, monsters, mind break, double penetration, corruption, insane amounts of cum)

Prologue

As a young woman, approximately 24 years old Tessa grew up in Hawkins, but the ink was hardly dry on her High School diploma before she was gone, having enlisted in the Army as a way to get out.
She got out alright but her time in Afghanistan taught her very plainly that there are far worse things in life than being bored in a small town. Tessa’s time in service taught her a lot about the darker side of human nature, not only that of the enemy, but sometimes her allies as well and worse yet, sometimes her own.
Her tour was cut short by 3 months when she received word that her mother had died unexpectedly. Returning home, Tessa had decided not to re-enlist, she had a younger brother, only 14 who needed her to take over as his legal guardian. My time in the military landed her a job as a deputy for the local Sheriff’s office, a position that she determined to excel at. Read more »

Downing Abbey – Chapter 11 [MF]

Chapter 1: https://redd.it/6yxcps

(Abigail)

He asked if I would, and I didn’t say no.

This dress was supposed to say casual colorful, but all it felt like now was an accident waiting to happen. It felt too short and my antsy hands were preemptively predicting an errant gust lifting it up and giving everyone on this sidewalk a view of my private valley.

I couldn’t remember the last time I went commando. I always did my laundry, and stayed away from the woods where such a shortage might occur, but I would be lying if I said this didn’t feel . . . naughty. Forbidden. Some freakishly hot deviancy that made my breaths a little deeper and my thoughts a little shallower.

We were late, and I spent the entire ride over here trying to formulate a passable excuse. The traffic was bad – on a Saturday morning? I forgot her present and had to double back – made me sound like an awful friend. The alarm didn’t wake us up – what are we, in high school? I hoped she wouldn’t notice the hurried make-up or the indulgent frizz of my hair, because the real reason was fucking embarrassing. That is, the reason was “fucking” and it was embarrassing. Read more »

Brittany’s New Puppy: Beginnings [f] [bst]

Brittany awoke not with a bang, but with a whimper. Softly groaning to herself, she slowly slid open her eyes, rolling over onto her back to stare up the ceiling.

Light streamed through the window, causing her half closed eyes to squint even further. With a great force of will, Brittany forced herself to roll her head and open her eyes just enough to acknowledge the time. 9:53.

She sighed, knowing that with this new found information her body wouldn’t allow her to rest for long. Though it was a Saturday, Brittany’s mind couldn’t justify wasting the day lounging in bed. She was a doer, and the furthest thing from complacent.

Sitting up slightly so her head was just barely resting on her pillow, Brittany noticed that the house was unusually quiet. Her still groggy head spun for a few seconds before remembering that her sister was receiving an award for a writing competition, taking both proud parents along with her. At 19 Brittany had just begun her college experience, and wasn’t overly concerned with winning any awards. She was content to simply stay afloat. Read more »

The “Progressive” Family [MF, f] [inc]

Lily, her older sister Amanda, her younger brother Johnny, and her parents were what you might call ‘progressive’ – in the fullest perversion of the term.

On politics alone, her parents believed in the legalization of all drugs, and were avid consumers of weed since high school. They openly smoked it around their kids, and sometimes with them.

Believing privacy a barrier to humanity, their small house was devoid of doors, not even to the bathroom, and not even a shower curtain. None of them really cared however, they were all religiously nudists – it was basically manners to them.

Lily’s parents weren’t sticklers on gender pronouns however; it seemed to be too much work. In fact, despite being progressive in these hippy ways, Mother and Father enjoyed some aspects of traditional gender roles, but with more equality for women. They felt it brought them closer to how natural people lived, and it made for great dirty talk during sex.

If Lily’s parents believed drugs should be legalized they wanted sex to be legally required for them, and they acted like it. It seemed like nothing could keep Father and Mother from each other. They were always ready to go, watching tv while nude and just doing it on the spot, as long as the kids weren’t around. Read more »

[M]y story of how I lost my virginity to my high-school crush [F]

This is my first post so I’m sorry if I make any mistakes with formatting or the long-winded bits of the story!

This girl, for privacy sake, let’s call her Andrea. Now, Andrea and I met when I was in Year 9 and She was in Year 11. This may be confusing for some American folk since I am from AUSTRALIA (G’Day mates), so I’m pretty sure that I would of been an American junior and she would be a sophomore. We met because our friendship groups mingled and almost instantly there was just a flurry of chemistry. Now, Andrea was two years older than I so I wasn’t very experienced with flirting being fairly new to the entire concept. For most of my younger life, I had been the shy student who didn’t really say much with words and was only just opening up to being flirty openly.

I felt odd that she was attracted to me because I was a 5’7” man-let, although I was very muscular from years of playing soccer, she was slightly taller 5’7.5”-5’8”, Lebanese background with a fat ass and plump DD breasts, she played sports on and off but not as much due to some issues with her knees but she was still fit as FUCK. She was honestly one of the most physically attractive women that I had seen and just the thought of her would drive me crazy. Read more »