High School Archives — Page 404 of 805 — NSFW story

[FM] My [18F] first time having someone [22M] fuck me with a strap on [trans]

[I hate writing notes at the beginning of stories, but this one is important. Before you write a transphobic comment questioning or joking about Ben’s gender – don’t. Just don’t. Trans men are men. Trans women are women. Transphobia and/or fetishization will not be tolerated in the comments. I’ll be monitoring them closely, and I will block and report you faster than you can say “[J.K. Rowling](https://www.thetrevorproject.org/2020/06/08/daniel-radcliffe-responds-to-j-k-rowlings-tweets-on-gender-identity/).” Happy to answer questions if they are politely phrased and coming from a place of genuine curiosity, but you have to remember that I am not trans, and I am not representing the trans community. [Here](https://www.thetrevorproject.org/resources/trevor-support-center/a-guide-to-being-an-ally-to-transgender-and-nonbinary-youth/) is a good introduction to being an ally to trans and nonbinary people. Enjoy the story!]

From the moment I met Ben, I thought he was hot as fuck. He wasn’t much taller than I was, but he oozed confidence with every smile. It helped that he always dressed like a French author on a jaunt on the Riviera and generally looked as if he belonged in a black and white film with a cigarette dangling from his lips and a typewriter in front of him. His short blond hair was always coifed, his scruff impeccably trimmed. I wanted to cut my lips on his jawline. Read more »

[MF] How My Childhood Fantasy Came True This Summer

I’ve never been the type to overly express my feelings.

I always thought it was cringe-worthy, unless I was expressing anger.

It took me 18 years to stop lying to myself, believing the world was wrong

and unfair, and to finally realize it was me who wasn’t prepared to deal with

life in my childhood and teenage years – which was, I believe, partly caused by

my parents who themselves gave up on educating me about life early on.

Hell, they really did not invest time in me now when I roll back a few decades ago.

In fact, no one special really ever did, except two people – my grandmother, and Sonya.

I remember Sonya as far as when I was around five years old. At that time, which was around 2000,

she got married with Michael who lived in his parents’ house two houses away from mine,

and his parents, now deceased, were a filthy rich, elderly couple – a very sophisticated family indeed. Read more »

[MFM] My ex girlfriend and her boyfriend asked me to help them fulfill their fantasies

This past summer, I received quite the offer I couldn’t refuse. My ex girlfriend, Sara, and her boyfriend, Adam invited me to hang out one evening. Sara and I dated in high school. We went our separate ways after but remained friends, with the occasional hookup when neither of us were seeing anyone and we needed someone to satisfy our needs. I had met and hung out with Adam before, and I never got the impression that he disliked me for any reason or resented Sara being friends with me given out past. He is a pretty good guy.

The night was fun and laid back, a few drinks at their place and whatnot. After a few hours, Sara set her drink down and looked at me. She said, “We have a favor we’d like to ask you.”

I said, “Ok let’s hear it,” not even imagining what she was going to say.

“We were wondering if you would be interested in helping us fulfil some of our sexual fantasies” Read more »

Connie, Sister #1 [Str8][mf][oral]

I’ve been getting into reading stories on here and other places lately, and thought it would be a good idea to share some stories of my own. These stories are a mix of fiction and non-fiction. Mostly the non-fiction comes in as a basis for these fantasies, and are situations I was in that could have led to something exciting. I don’t claim to have done everything I plan to write about. Since I plan to write multiple stories, I’ll give a description of myself here, so I don’t have go too much into detail each time. I’m fairly tall at just over 6’1, and pretty lean. I was much skinnier when I was younger, and as I’ve gotten older, I put on a little healthy weight at the gym and with an active life style. I’m no body builder, but I’m fairly fit. I’m also a little above average in the dick department, at about 7″ and fairly girthy. I have brown hair and blue eyes and have a short stubble beard. I think I’m doing pretty well in the attractiveness side. I’ve had some people tell me I look like Aaron Paul, so if that’s how you want to picture me, go for it. Read more »

Taneya Takes Three (A Sequel To “Ecstatic Torture”)

Taneya Takes Three (A Sequel To “Ecstatic Torture”) Read more »

Close Teacher part 4 [Some Incest]

Part 4

“Where’s Tiffany?” Amy asks.

My head immediately perks up at the sound of her name. I answer, “I’ll go look for her.”

“Thanks Bree. You know where she is?”

“I have an idea.”

I know where she is: she’s going to talk and flirt with Mr. Reynolds. On my way to Mr. Reynolds’ class, I pass by our principal. “Hi, Ms. Powers.”

“Hello… there.”

“It’s Bree.”

“Yes, hi Bree. How’s the cheer coming along for tomorrow’s assembly?”

“Going good, would be going better with our captain showing up on time. Have you seen Tiffany?”

“Nope, haven’t seen her. If you do run into her, could you let her know I want to give her a schedule for tomorrow’s assembly?”

Oh sure, Tiffany you remember. “Or you could give it to me, and I’ll make sure she gets it.”

“Actually, I wanted her to stop by my office as well.”
“Okay, Ms. Powers. I’ll let her know.”

“Thank you … Bree is it?”

“Bree it is.” Eh, she’ll forget it by tomorrow. Read more »

[MF] I hate fucked my ex-wife last weekend and man that felt good. Part 2

Part 1: [https://www.reddit.com/r/gonewildstories/comments/hrrow5/mf_i_hate_fucked_my_exwife_last_weekend_and_man/](https://www.reddit.com/r/gonewildstories/comments/hrrow5/mf_i_hate_fucked_my_exwife_last_weekend_and_man/)

First off, I did not mean this to be a 2 part submission. I thought I was saving the draft yesterday and accidentally clicked “post”. If it seemed that the story was unfinished, that is why.

The last time I remembered looking at the clock is was almost midnight and I remember feeling Marice kissing my dick as I drifted off. I woke up at around 2:30, looked for Marice and she was gone. I figured she went home.

I got up, went to my bedroom and found Marice sound asleep in my bed. The thought of waking her up and sending her home did occur to me, but I was too tired to deal with it so I let it be. At least she didn’t lay on my side of the bed. I went back to sleep.

Throughout the night I felt Marice touch me. I felt her rub my back, my leg, my ass, my dick and there were a few times I felt her kiss the back of my neck. It didn’t occur to me until that moment that I missed having a woman’s affection. Read more »