High School Archives — Page 487 of 805 — NSFW story

[FM] 6 years later my dream came true. Wild story inside!

Long time lurker and first time poster. This past year was so absolutely incredible that I just had to share. The back story is important in terms of context for the encounter.

Growing up in New York and attending a public high school I was quite shy and reserved. It was not until my senior year in high school that I experienced a growth spurt while also taking part in our school’s Law Society – which exponentially increased my confidence going into college. I am now in law school 6 years after leaving high school. I am 6 feet tall with a slim-athletic build.

In my freshman year in high school was when I first met Tatiana. A very attractive and intelligent blonde polish girl with small perky tits and thick thighs and a beautiful round and full ass. I had a crush on her since day 1 and over the course of the 4 years we were at most friends that conversed every now and then. The Law Society allowed us to interact a bit more – but she was extremely confident and I was too shy to ever say or do anything. We would joke around, make fun of each other, and talk about sex sometimes (nothing involving the two of us) but nothing beyond that. She is currently studying law at a different school. Read more »

Eating out my [F] best friend [F] in her pool

This happened about two years ago in the summer when my friend and I were both 18 and it never fails to get me off when I think about it so I figured I’d share :) Obviously the dialogue isn’t word for word but it was pretty memorable so I think I got the gist of it. Enjoy!

I’ve known my friend (I’ll call her Ally for the sake of the story) since freshman year of high school when she transferred in. She’s slightly tall (maybe 5’6), blonde, long legs, tan skin with freckles, green eyes, just a really beautiful girl. She was kinda shy when we first met but we got really close over the years. She was the first person I told when I came out as bisexual. I basically lived at her house in the summer since she had a pool and her parents were never home so we just did whatever we wanted all day.

This one particularly hot day, we were in the pool as usual and we were talking about what to expect in college since we were both leaving for school in a few weeks. We come from pretty religious, strict households so sex was not always something we felt comfortable talking about. As it got closer to school starting, however, we both were pretty excited about the idea of hooking up with people. Read more »

Gina at the Gym

When Gina finished initiating the 2 young men in the camper to the ways of satisfying her, she went back to the shower and rinsed off. This time she wore her bikini since it was late morning and several campers will milling about. Her 36D’s, 22 inch waist and tight ass still managed to cause some ogling by both male and female passersby. When Gina purchased the white bikini, she made sure to get rid of any padding to allow a better view when the fabric got wet. Her soaked bikini top left little to the imagination when the cool water brought her nipples to attention. Ever the exhibitionist.

When she arrived back at her mini van, she noticed a note on her door from Jason and Tina. It included their phone number and email addresses, with a wish for her to contact them for another meeting, and an expression of disappointment for not seeing her before they left. She contemplated contacting them. Gina didn’t often get into repeat performances. She figured there were so many men out there that it was more fun to try new things and new people. She really had an amazing time with them, however, and would seriously consider contacting them again. The two teens, on the other hand, would probably never see her again. That was a one time deal that just kind-of….happened. Read more »

Gina Goes Camping – Part 2

Several hours later Gina opened her eyes to a beautiful site, Jason’s semi-hard cock 2 inches from her face. Lifting her head slowly, she checked to see if anyone was awake. They weren’t. Taking Jason’s dick, she gave it a few nice sucks before tip-toeing toward the door. Gina felt sticky and dirty and really wanted a shower before going back to bed. Realizing she was naked, she looked around for at least one of the 2 items of clothing she came in with, either her thong, or her half-shirt. It was starting to get light outside and she couldn’t find her clothes. Oh well, it would give her the chance to have another encounter with Jason and Tina. Read more »

My Sister Flashed Me [MF] [incest]

The second story of my sister, Kate, and I.

Brief description of Kate: Slender newly 19 year old recent high school graduate. 5’4, 115 Lbs. Athletic, lithe build with a toned ass and body. 34C tits. Blonde hair, green eyes.

Me (Tom): 21 year old college student home for the summer. 5’9, 185 Lbs. Athletic build, 6.5 inch cock.

This story takes place about a month after we fucked the first time with her friends there as well.

I walked into Kate’s room at about 3 PM, bored and looking for something to do. It had been about a month since I had fucked her along with her friends, Mindy and Denise, and we hadn’t talked about it since, so I walked in with the idea of just messing with her and, since I had nothing better to do, annoy her to keep my boredom at bay. Kate was sitting on her bed, texting or something on her phone, while my younger sister, Brooke, laid on the floor doing the same. I walked up, sat down next to Brooke, and asked what they were doing. Neither sister was excited about my being there, as they both looked at me and sighed, not really responding. With nothing being said, I decided to up the ante a bit and moved over to Kate’s bed, jumping on it and putting on the full court pressure as I tried to get any sort of reaction out of her. Read more »

Late Night Bars and Uber Receipts [FM]

So I was recently in a long term relationship. This long term relationship was with a guy I knew from high school; we’d dated then (I lost my virginity to him, actually) and broke up and then, later, got back together. I was like twenty when we reconnected, and by then I’d gone through a fair number of hookups. I’d done some things I wasn’t proud of but thought I’d learned from, and the idea of stability and of actually being cared for as a person was appealing, as it should be.

And for several years, this was mostly true. I knew I tended towards a little darker sexual experience than he cared for, but I also knew that I was sometimes a little dangerous to myself. The rabbit holes I’m prone to go down aren’t always safe; I’ve detailed some of them in here before, you can look up my past stories if you want details, but the fact of the matter was that when I was twenty I had scared myself by the things I was allowing myself to do. I knew I needed to get my shit together; I was struggling with a lot of things, in school and in my family life and with some depression, and some stability seemed good. Read more »

That time [m]y best [f]riend took me home from the bars

This happened about 8 years ago while we were in college. Anna and I had been friends all throughout high school. Ever since the day we were paired up in English class we just…clicked. Our sense of humors and ability to read each other was like this connections that I didn’t have with other girls. I always knew she was cute – 5’4″, beautiful blonde hair, bright blue eyes, and an athletic body that would make your jaw drop. She had a long term boyfriend though, and I was friends with him too so I respected that and never got overly flirty or made a move. That didn’t stop me from checking out her perfect ass every time she walked away. Read more »