High School Archives — Page 44 of 805 — NSFW story

The time I [M] cheated on my wife with a girl [F] from work.

Reading about all the crazy times you guys have on here has made me think a lot about the most slutty thing I’ve done. The one time I cheated on my wife about five years ago.

We were living apart while we moved cities, she had moved early and I was going to come to the new city after finishing up my job. While she was away one of the girls from work and I started to spend a fair bit of time together. She was 20, brunette, a little bit shorter than me, had lovely pale milky skin and the most piercing hazel eyes you’ve ever seen. She was still with her high school boy friend but wasn’t happy with him.

We had always had a pretty fun relationship at work, very lightly flirty but nothing too serious or out of the ordinary for the fun vibe we had in that work place. However in the extra free time I had by myself I started messaging her more outside of work.

I remember the first time I realised where things were headed when we were messaging about our bed clothes, she mentioned she was just wearing a shirt and I said “what no bra underneath?” To which she replied, ‘No, not that her bf would notice’. Read more »

[MF] The Slutty Side of Shy Girls

MF 30

I have recently been thinking about my wife and I’s past sexual encounters and have realized how vastly different they had been before we met. In my high school and college days I was more of a taste the rainbow kind of guy who wanted to try everything that I could with as many different flavors of women as possible. My wife on the other hand was with a small handful of guys and just had some pretty basic, non exciting sex. So when we first got together naturally it took us a little bit to find out what each other liked and had done in previous situations.

What I failed to recognize was the sexual devient inside of her that was yearning to be unlocked. On the surface my wife is a beautiful, soft spoken but confident woman. She’s very friendly and is always looking to help others out. That’s the trait that initially drew me to her (along with a beautiful smile and a nice round ass lol). But when we get 1 on 1 and she gets in the mood, she really unlocks a different side of her that I’ve come to enjoy because it allows us to explore new things in our sex lives! She loves to keep me guessing and keep things fresh by surprising me with new things to try all the time. Read more »

First Taste of Freedom [Age Gap, Public Play, Exhibitionism]

(Just found this one in my old work folder. Don’t think I ever posted it. Feedback is always appreciated. Enjoy.)

“Holy shit, Anne, that bikini looks…”

“Hot, right?”

“I was going to say slutty, but you do you, girl.”

Anne, Betty and Chloe had a good laugh over the comment. They were close. So close as to be sisters in all but blood. Friends to the end. They’d grown together. Studied together. Graduated together. Now, in their first summer before college, they traveled together. It was their first vacation as adults. They were free of parents and legal guardians. Free to go where they wanted. Do what they wanted. Dress how they wanted.

For the short haired blonde that freedom meant getting to wear a yellow and black thong cut bikini. It was the sort of swimsuit that drew the eye down in the back and up in the front. Anne had already twice adjusted the rather risque top. It came dangerously close to showing a hint of nipple every time she shifted. Such was the price the eighteen year old had to pay for the abundance of cleavage her garment put on display. Read more »

Humiliation in swim class pt 3 [F18 F18 M18 M18] [teasing] [nc] [last year of high school] [humiliation] [femdom]

Part 3, continued from https://www.reddit.com/r/eroticliterature/comments/yvfx2f/humiliation_in_swim_class_pt_2_f18_f18_m18/?utm_source=share&utm_medium=web2x&context=3

[A multi part story inspired by my own experience. The first part which is story set-up is basically entirely true from my own perspective (Emily represents my perspective, other characters’ thoughts imagined). Later parts largely fictional. In this telling every character is at the end of high school so 18 or over]

“Oh my god Emily, you’re going to get me in trouble. We so nearly got caught” Madison exclaimed as she walked back with her friend to the girls’ locker room. She had enjoyed the gym cupboard incident but was very stressed by what just happened.

“Come on Maddie, just try to enjoy yourself”, Emily tried to persuade her. Emily had never been more turned on in her life. Having Chris trapped and nude and helpless just did something for her like nothing else could. Whilst getting changed for swim class she was wondering whether to turn her attention to someone else as well… she’d have lots of helpless, shirtless guys to choose from in swim class next. Read more »

At a friend’s house [bi MM]

I arrived at Tommy’s house to spend the night with him while his parents were out of town. We have been friends since he moved here during our sophomore year in high school. We are now seniors and looking forward to graduation in a few months. We were both held back a grade years ago so at age 19, we are two of the oldest seniors this year. Tommy and I are both geeks and do not go out with other friends very often. Needless to say, we have a lot of girls that are friends but none that are interested in dating.
I walked inside and Tommy was in his room on his computer. I plopped down on his bed and looked over his shoulder. He was playing one of his Sim city games. “Hi Mike, how about going to the kitchen and grabbing a couple of beers. Dad said we could drink as long as we did not leave the house” , said Tommy. When I returned, I pulled out my laptop and began checking out my social media pages. “I see where Lisa is now dating the quarterback . Damn I wish I could date her. She has a fucking amazing body” , I said to Tommy. “She is out of your league Mike,” Tommy said while laughing it off. He is correct. My possibilities of getting laid are slim to none at our school. I end up watching porn and jacking off most evenings alone in my room. We have never discussed it, but I bet Tommy does the same.
After a few beers, I opened up my favorite porn site on my laptop, not thinking about Tommy being in the room. The first video was of a dude with a huge cock fucking a red head with large tits. Tommy heard the sounds and turned around suddenly. “What the fuck Mike? Let me see,” said Tommy. He climbed onto the bed next to me. The dude was fucking the hell of of her. He tits were bouncing back and forth as she moaned over and over. He pulled out and came onto her belly.
The next video, the guy was eating his girls ass. She was moaning while reaching down to rub her own clit. I was getting hard as fuck. Thankfully it was under my laptop. I glanced over and Tommy had a bulge forming inside his gym shorts. The girl began sucking the guys cock. Tommy adjusted his cock in his shorts. ” Damn I wish I could feel her mouth on my cock, “said Tommy. “Yeah I have never experienced anything close to that. I hope that college will change that one day, ” I said to Tommy. “Don’t freak out but I’ve got to stroke my cock,” said Tommy as he lowered his shorts exposing his 6″ hard cock. I stared at it for a minute. I’ve never seen another guy’s junk like this in person.
In the video, the guy was now fucking her in the ass. That is some of my favorite porn. I could not help it anymore. I removed my shorts and my 7 inch cock popped out. Tommy stared at it as I stroked it hard. We were both now focusing on each other more than the video. I took a chance and reached over and grabbed his hard cock. He closed his eyes and moaned as I began to play with his balls and his cock. Have never considered myself gay but I’m extremely turned on now. I told him to lay back. I leaned down and took his cock into my mouth. His salty taste was almost overwhelming. He was moaning and moving his hips to fuck my mouth. After a few minutes, he pulled away and shot hot cum onto his belly. He did not think he could stomach sucking my cock in return. I would have been happy with a hand job at this point but he had other ideas. “I have wondered what being fucked would feel like. I’ve never said anything, but I have wanted you to fuck me since we met,” said Tommy. He grabbed a bottle of lube from his drawer and I rubbed some onto and into his ass. He then lubed up my hard cock for me. I eased up behind him and gently pushed the head of my cock into his tight virgin ass. He moaned and told me to go slow but not to stop. Over the next few minutes, I eased my cock into his hot ass. It felt amazing. As he relaxed, I began fucking him slowly at first and then faster. He was moaning and telling me to fuck his boy pussy. I reached around and his cock was hard again. I turned him over and put his legs over my shoulders so I could fuck him while looking at his face. He stroked his cock as I fucked him. I felt the orgasm coming and I emptied my entire load deep inside his boy pussy. When I did, he came again onto his chest.
We quietly got cleaned up and went back to bed. We did not talk about what just happened but I’m sure it has changed both of our lives now.

Jake and I have hooked up about once a week since then [26F]

I grew up in a tiny rural town in a boring rural state, and despite finding porn and my strong libido at a young age, I didn’t ever find anyone at my tiny rural high school worth touching with a ten foot pole (except one girl, but we were underage so I can’t tell that story here). I was so excited when I got accepted to the only worthwhile college in my state, since it was finally time for me to be unfettered. I’ve already gotten so much more than I bargained for, but I want to tell you about freshman orientation weekend today.

First, I should describe myself a bit. I’m really short — 5’1″ — and I got teased for it a lot growing up, but now tall guys are into me so I’m feeling vindicated about it. I have short, pixie-cut brown hair and brown eyes. Being an indoor nerd, I’m also pretty pale and have glasses. Most guys like to comment on my freckles, I have lots splashed around my cheeks, chest, and arms. Speaking of chests, I’m not the bustiest gal around, but I think my C cups look really nice and proportional to the rest of my body. I think most guys like my ass best, I do lots of squats at home to keep my pelvic chain strong and my butt nice and toned. I also am not a fan of shaving, so I have pubic hair and the like. Okay, back to the story! Read more »

Filming Porn for my High School Bully/Crush (part 4) [MF]

[Part 1](https://redd.it/yp8laj)
[Part 2](https://redd.it/yq47md)
[Part 3](https://redd.it/yqus69)

Bella pulled open the door, but it was too dark for me to see anything. As she walked forward, I admired her hips swaying from side to side, body oil reflecting the last of the light. Suddenly the overhead lights came on, accompanied by a loud fluorescent hum. When my eyes adjusted, I saw Bella standing next to the light switch, surrounded by a chaotic assortment of furniture, ropes, and several dildos. “Nice collection” I said, trying to act nonchalant. “Thanks, guys have sent me most of it for free” she replied casually. “Warmup outfit first?” I suggested. Bella rummaged through a dresser I hadn’t noticed, and I took a minute to indulge my curiosity and look around the storage room. Read more »

Humiliation in swim class pt 2 [F18 F18 M18] [teasing] [nc] [last year of high school] [humiliation] [femdom] [blowjob] [interruption]

Part 2 of [https://www.reddit.com/r/eroticliterature/comments/yui1p7/humiliation_in_swim_class_pt_1_f18_f18_m18/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/eroticliterature/comments/yui1p7/humiliation_in_swim_class_pt_1_f18_f18_m18/?utm_source=share&utm_medium=web2x&context=3)

[A multi part story inspired by my own experience. The first part which is story set-up is basically entirely true from my own perspective (Emily represents my perspective, other characters’ thoughts imagined). Second part is partially true. In this telling every character is at the end of high school so 18 or over]

Following the most embarrassing class in Chris’s school life so far, not only did he have to endure ridicule by his classmates, but also a detention for breaking the rule “no petting in the pool”. What did that even mean? The detention took place Friday lunchtime before the gym class at the end of the week. “Hi Chris” said Emily playfully as she arrived with Madison outside the coach’s office.

Chris looked down at the floor and said “hi” quietly, too embarrassed to look them in the eye.

Coach opened the office door and said “ok you three, get changed into your gym kits and meet me in the gym in five”.

The three students looked at each other. “We didn’t bring them coach, we didn’t realize we needed them”. Read more »

Humiliation in swim class pt 1 [F18 F18 M18] [teasing] [nc] [last year of high school] [humiliation] [femdom]

[A multi part story inspired by my own experience. The first part which is story set-up is basically entirely true from my own perspective (Emily represents my perspective, other characters’ thoughts imagined). In this telling every character is at the end of high school so 18 or over]

As Chris carried the pommel horse back to the gym cupboard with his friend Alex, he noticed the girls giggling and admiring the strength of the boys. Gym class, which was mandatory, had become co-ed for the first time this grade, and that that had a mixture of excitement and nervousness in the first few weeks as students checked out each other’s physiques, whilst being all too aware they were being checked out themselves. Some of the girls also disliked how over-competitive some boys could get.

Emily and Madison smiled to each other as the boys went by. They both had a thing for Chris, and were impressed with how he looked in his cute gym clothes. The school was a traditional one and had a uniform, including uniform gym clothes, so the students all wore matching t shirts with the school crest and gym shorts which came down to a couple of inches above the knees. The girls noted Chris’s toned and hairy legs, and some of the other boys in the class were just as developed, including Chris’s friend Alex. Emily and Madison were attractive girls themselves, which hadn’t escaped Chris’s notice. Read more »