High School Archives — Page 601 of 805 — NSFW story

[MM] Cumming down an 18 year old boy’s throat

You’ll see in my earlier posts that I identify as totally straight, I can’t get enough of women and never look twice at a guy, but when I get turned on I’m willing to do just about anything to get off…

I was trolling Craigslist one night last summer, back when Craigslist existed, looking for a place to put my cock that night. It was mostly the same old reposts, but I saw a new one – a guy who said he had just turned 18 wanted to try out oral with another guy – preferably straight or bi. He had a headless pic in boxer briefs, and I saw that he also posted looking to fuck a girl. I sent him a note, asking if he was okay with older guys – I was 34 at the time. He said sure, but I couldn’t come over til much later – 1 am. He needed to wait til his family was asleep. Read more »

Back on the Market [F] 21

Hi Reddit!

My name is Jen Millio, and, I’ll just say it, I really, REALLY enjoy sex. Now before you go thinking I’m some huge slut, let me remind you that almost everyone really enjoys sex, it’s just that most people aren’t willing to say it. In fact, I’m not much of a slut at all. I’ve only ever had sex with two guys. I lost my virginity to my high school boyfriend the night of our graduation (poetic, I know), and I’ve slept with my now ex-boyfriend Dave. Dave and I had LOTS of sex, but it turns out that as often as we’d get it on, he was having sex a bit more often than I was. Hence the “ex” preceding boyfriend. But this story isn’t about him. This is about me, and honestly I don’t think he was even that good in the sack anyway. I don’t have much to compare him too, but let’s just say that despite all that sex I never once reached the finish line. Tragic. I know.

But the important thing is that now I’m a single woman, and that means sexual opportunities. I’m no longer the timid freshman I was, and I’m ready to spend the rest of my college career figuring out just how enjoyable having sex can be. Read more »

[MFF] Japanese Exchange Students, My First Threesome (Long)

This is my first time posting here, inspired by a lot of the kinky stories that I have read over the past couple of months since joining this subreddit. Hopefully I’m able to do this experience some justice as I recall the story for the subscribers here and that it engages, entertains, and excites you folks enough for me to write more about my fondest encounters.

Our story takes place some years back when I was a sophomore in college pursuing my degree in Travel Industry Management in Hawaii. Most would know, but for those who don’t, Hawaii more than any other state except arguably New York gets more Japanese tourism, and as it relates to this story more Japanese exchange students as well. I had spent some time studying abroad during my high school years in Japan and still knew the language well and have quite the fondness for babes from the land of the rising sun. With that in mind, I liked showing up to my classes with just enough time to scope out an empty seat next to a hottie, early enough that I still had some options open but not too early so that it looked like I just had to take that seat by default. Hey, I was single, in college, and an absolute horndog. Read more »

Pt. 2: Amazing Sex with [M]y [First] Kiss More than a Decade Later

Here’s Part 1: [https://www.reddit.com/r/gonewildstories/comments/9ne6v1/amazing_sex_with_my_first_kiss_more_than_a_decade/](https://www.reddit.com/r/gonewildstories/comments/9ne6v1/amazing_sex_with_my_first_kiss_more_than_a_decade/)

This story takes place the next night. For those who don’t want to read part one, here’s the summary: I was in NYC for a business trip, hit up old friend Tina who I knew in high school and happened to be my first kiss. We’re both now 27. We got drinks, went back to her place, and had amazing sex.

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After a day full of jam-packed meetings, as is usually the case on business trips, I got to Tina’s around 8pm. I had only one night left in town and after the night before, I couldn’t wait to make the best of it. I knocked on Tina’s apartment door and she answered wearing only an over-sized tee shirt adorned with our high school’s logo. We didn’t even say a word, she just jumped into my arms and we began making out, her pussy already wet, transferring moisture to the area of my shirt right about my belt as she straddled me. Read more »

Roughly Forbidden [MF] [prost] [rough]

“I like it rough.”

There was once a time when a woman could say those words with a straight face and nobody would think much of it. They might see her as kinky tastes, but she wouldn’t be ridiculed for it. However, those days were long gone and Jessica Jermaine was too young to remember them.

At 28-years-old, she lived in a very different world. Everyone was so careful. Every intimate act, sexual or otherwise, was carried out with a level of vigilance that felt so comical in principle, but no one dared laugh. One wrong move became a single act of recklessness. A single act brought accusations. Accusations brought condemnation. Not all of it was of the legal variety, but it was sufficient to keep everyone on their toes.

“I shouldn’t have to do this,” Jessica said to herself as she sat anxiously at the foot of her hotel bed, “but that’s the world we live in. I don’t like it, but it’s too late to change it.” Read more »

Helping my ex cheat on her new man [MF]

A couple days after my amazing blow job from my friend Becky I made plans to meet up with Ana, my first girlfriend.

We had met up over Christmas break for a quickie that was fun but not entertaining enough to write up. I also knew from that time that she had gone on a couple dates with a guy from her college. I also knew from mutual friends that they were more serious now.

So I was kind of surprised she agreed to meet with me and her texts and such we’re still highly sexual in nature. It was obvious that she was coming over for sex, boyfriend or not.

For those who didn’t read my other two stories on Ana, she was 19 at this point. Average height and weight, Brazilian with olive skin. She was always permanently tanned all over and had sexy long hair that by this time was mid back length.

I was still my usual tall geeky self but with a bit more weight to me. My roommates in college had taken me under their wing and kept forcing me to the gym. Looking back at pictures I’m not sure what she saw in me. She said I was mysterious. Which in reality I was just shy and had few friends back in high school. But hey whatever worked for me. Read more »

My first time masturbating in the dorms [F]

Hey all! I’m actually 28 but I thought I would tell you about my first time jilling in the dorms my freshman year. I was 18 at the time and no it wasn’t my first time masturbating in my life, just the first time in the dorm that year.

It was about two weeks into the school year in early September. The dorms were so poorly air conditioned my roommate and I tried to at least circulate the air with a window fan and just had to tough it out until fall brought cooler weather. Unlike a lot of other girls on the floor we did not know each other before college, we were complete strangers. So all bonding we had the first two weeks was awkward and I was kind of shy and hesitant to let her know everything about me.

Before heading to college my high school boyfriend and I broke up, mostly mutually because neither of us wanted to leave for college and do the long distance thing and be jealous. I say ‘mostly mutually’ because he continued to worry about me talking to other guys and would text me when he was drinking. I say this because I hadn’t been with anyone for a few weeks at this point and also wasn’t to the point in the dorms were I felt I had enough privacy to play with myself. Read more »

Fun with my slutty friend [MF]

Becky was our school slut in high school. Rumors were all throughout the school and I always thought most were started by her.

We became friends somehow senior year and continued after we graduated. I went out of state for college. She stayed back home doing what I don’t remember.

She was maybe 5’2”, hourglass figure with massive D cups that fit her frame with her wide hips. She may not have been the prettiest girl in school her body just said “come fuck me”. I was tall, thin and everything you think of when you think geeky guy trying to be cool.

Our friendship I think was something of a pet project for her. I was her gay friend that she knew wasn’t gay. She loved teasing me. She would sit on my lap and grind into me and comment how I felt. She would try on bikinis in front of me and ask my opinion. I was a shy kid with limited experience and I think she liked the reaction.

She also would go into great detail of her sex life both past and current. Which turned me on admittedly. But looking back made me realize some of the stories were hopefully exaggeration or maybe authorities should have been called. Read more »

Awakenings [Erotica}

(Another erotic story I wrote a few years ago. Thanks for reading! Your feedback is quite welcome.)

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**Awakenings**

Chapter One:

She sits, alone again but not really, typing to an old friend online while ‘he’ sits nearby, watching some inane sporting event. She never did ‘get’ the whole testosterone thing. Never could see the appeal of watching a bunch of huge, sweaty men play with balls and smack each other on the asses to say ‘good job!’

He yells “YES!” and shakes his fist, pleased with his team and for a moment, she giggles, remembering other times he’d been so excited.

She thinks back to how it all began…

She was so young then, so naïve. He was married, so therefore a challenge but not much of a threat. They‘d flirted online; they’d talked on the phone in the wee hours of the morning, quietly so his wife could not hear. Him in the closet, whispering, holding his hand over his mouth while he climaxed; she could still hear that muffled ecstasy and remembering it made her smile, made her remember the man he used to be. Read more »