Tag: High School

I [M]et up with my ex g[F] from years ago and it turned into a multiday fuckfest

You can skip to the juicy stuff where I have it marked but as always, context helps. Also, this took place years ago and, while I have a good memory, some parts are foggy. I have filled in those parts as best as I can.

So some context, all with madeup names of course. Julia and I dated way back in early high school. We never had sex but we got as far as oral. She moved to the other side of the country after her dad got a new job and we tried the whole long distance thing for a little while without much success. We broke up and tried to remain friends, but I had such a difficult time with the breakup that I had to remove her from my life completely. We moved on, dated other people, went to college, got careers, etc.

Years went by and one day, I received a forwarded email from one of my old accounts. It was from Julia. She said that she was in the city that we grew up in for a work conference and wanted to know if I wanted to catch up, assuming I still lived in the area and if I even still checked the email address she sent the message to. I responded, we exchanged numbers, and we set a date for a kickass coffee shop I thought she might like. Read more »

Getting blown by my office girl [MF]

I won’t lie, writing this story got me going again so it is very detailed. Hope you like!

Long story – lots of build up

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I work in sales as an independent contractor. Over the years I have hired some office help to handle paper work and answer the phone a few days a week.

I’ve had a few assistants, all older women who I had zero interest in. After my last assistant made the decision to retire, I decided to hire a younger woman thinking maybe she’d stick around for a while.

I tried to not base my decision solely off of looks, but I have been spending more time at the office in the last few years as I now work mostly off referral and don’t have to pound the pavement like I used to.

I ended up hiring a girl named Paige. Paige is in her late 20s, on the shorter side and is in decent but not great shape. She has large tits but they hang and it depends on the day how they look. When she wears a push up bra you could use her chest as a shelf. Read more »

Student Bodies [MFF] [DP] [First Time] [Anal] [Sex Toys] [Cheating]

I was actually invited to a party for my graduating class. I wasn’t gonna go but I talked myself into it. There were only three weeks left at school, might as well make the most of it. I was hesitant when I first got there. I was kind of terrified that I was meant to be the joke of the party. The crazy teal and violet haired art student who never really fit in anywhere actually thought she was invited, haha.

I stayed off to myself as I observed, gauging my safety among the crowd.

I wasn’t sure how alcohol was being served to a bunch of 18 year olds, but the drinks were flowing. My guess is a large sum of money changed hands and we were all suddenly 21 and older. Whatever, the last hurrah of high school, why not get plastered and have fun?

The night started off with a bang, the popping of a champagne cork, the beat of a drum keeping the time of a song, and the sound of a few dozen bodies taking to the dance floor. Damn near my entire senior class was there, as well as about two dozen older guys I didn’t recognize. I would guess they were invited by some of the popular girls. Read more »

[FM] Got Horny on Vacation with Parents and Boyfriend

So a couple of weeks ago, my mom invited me and my boyfriend to the beach. She brought it up very abruptly. It was a Friday. She and my dad would be driving down on Sunday. Luke and I had already made plans for that Monday so I told her we could drive down Monday night after our plans. My dad liked the idea because now he could have some alone time with my mom.

Monday night comes and we ended up arriving around 1 am. We got into the condo and very quietly set up our beds. My parents had gotten a condo with a bedroom and a sofa bed in the living room. But since they thought it would be inappropriate for me to sleep in the same bed as him, we had to bring an air mattress for him. So we set his air mattress right next to my bed and settled in for bed. Read more »

Naughty Magic: Stan pt 1

Stan Jones, #9, All American football star. Starting quarterback for his D1 team, team captain. I absolutely could have had the Heisman this year, and as a freshman no less! But we just couldn’t come up with the win against our in-state rivals. One stupid mistake at the end of the game, and it cost me that and our team a birth into the national championship playoffs. It’ll make us all work harder next year, and we’ll be going into the Cotton Bowl hungry.

I’ve been working out and training hard in the lull between our conference championship and the New Years game, ironing out every potential flaw I might carry forward. Pretty confident, and ready to lead the team to victory! My best friend and backup quarterback, Brent has found a good party for us to go to tonight, and I’m ready to let loose. In more ways than one.

I’ve been edging myself for almost a week. I heard that more testosterone would make me more competitive, but I’m beginning to notice some issues. I’m more aggressive, which is probably good, but I’m also getting a bit short tempered. Shouldn’t be too hard for me to find someone to unload into. The thought of it causes a bit of growth below the belt even now, if you know what I mean. Read more »

Adventures with Grace: The Day She Got Two Cocks [MFM] (long w/ a pic)

After [our first threesome](https://www.reddit.com/r/gonewildstories/comments/iadyz4/adventures_with_grace_our_first_mff_long/), Covid started becoming serious. It was only a few months ago at this point, so you probably remember how life changed drastically in mid March for most of the US outside of NY.

Grace and I weren’t an exception, the weekly routine of 3-4 dates per week we had enjoyed came to a crashing halt. We started squeezing in quick lunch dates here and there where our schedules allowed.

As horny as we were, we started having car sex. I never thought I’d be 49 years old, and regularly getting it on in the back seat like I was in high school. Surprisingly, it was a lot of fun! Granted, I was still having sex with my girl, but the car brought a new, unexpected dynamic. I think it was a combination of the uncertainty of the time, the possibility of getting caught (we were usually in a deserted parking garage in the middle of the day), the chemistry we had with each other, and just being super horny whenever we were in the other’s presence. It was definitely a memorable few weeks. Read more »

[FM] My (f)irst true fucking

I lost my virginity to my girlfriend my senior year of high school, but it didn’t include any penetration. When she tried to finger me, she got up to her first knuckle and it hurt. We didn’t try that again.

At the beginning of my freshman year of college, I had a boyfriend. I was his first kiss, first everything. We had a fairly active sexual relationship without penetrative sex, with hands and mouths and grinding. Eventually he was the first man to be inside me. Our few times having penetrative sex largely involved him laying back while I slowly, and with much trepidation and lubricant, worked my way, centimetre by centimetre, down his thick shaft. It was sex, and we cared for each other and trusted each other deeply, but it was nowhere near a fuck. Read more »

Cry Little Sister (part four) [no sex] [lactation]

Julia looked startled as she came out of Ty’s room and saw me standing by the front door, “Derry, are you okay?” She asked as she approached me.

I shook my head and cocked it to the side as I looked at her. She was a short brunette with ivory colored skin and blue eyes. Drove the jocks at my high school crazy whenever she stopped in with dad to pick me up, but she leaned towards the burnouts that were more likely to give her what she wanted, a good high. Her hips still curved nicely but she wasn’t as shapely as she used to be, she’d lost weight since having Tyler from the constant go of being a brand new single mom, completely on her own for the first six months of his life.

She had these killer curves in high school though, perfectly dipped waist with a softly rounded ass and hips. I used to watch her do yoga at dad’s place and the way she bent her body was mesmerizing. I had no problem jerking off thinking about her yoga poses in my own bedroom there, but now…now she’d seen my dick and she’d seen me jerk off to thoughts of her, and I didn’t know how to process that. Before I could keep my attraction to her my own little dirty secret. Now…now it might as well have been flashed across billboards that I was into my younger sister. Read more »

Hot Summer Night – Part One – MMF, oral

It is summer in San Diego. I have just wrapped up my senior year of high school, newly 18 and ready to start my life in college. It is late, the store I work in closes at 1. Have you ever been in San Diego in the summer? Some nights when you can’t sleep, the beach just calls you to it. You learn to always have beach gear on hand. 

I drive the quiet streets, past the sleepy houses through the soft pools of light to La Jolla Shores. The tide is drawing out and the moon is bright on the sand. Down the beach two men, only a little older than myself are playing catch with a football. I suspect they are 
sailors. I have spent my life as a Navy Brat in Navy towns, I can recognize them easily. 

They glance my way as I walk to the shore line, I am soft and curvy in all the right places, and I know it, with a confidence only the young can really show. I am well experienced at this point, owing to a randy boyfriend, newly unattached.  I am not overly interested in engaging with anyone, having been busy all shift talking and laughing with customers.  The waves lap at my toes and I turn back to drop my towel and clothes just out of reach of its tendrils.  Read more »