Tag: High School

A New Side of Her

Kaleigh’s mom had been a family friend for years. I’d grown up with her, basically. She was a thin, slightly awkward girl with curly hair, glasses, and an incredible smile. She’d been a few years younger than me and pretty shy in school, so we’d lost track of each other, but when her mom dropped by for a visit she brought Kaleigh with her.

College had hit the girl like a ton of bricks. Her sweet smile was brighter than ever, and now she moved and talked with a fierce confidence I’d never seen in her before. She also showed up in the tiniest jean shorts I’d ever seen and a yellow lace bralette that left very little to the imagination. My mother was scandalized by the change, but needless to say I couldn’t stop looking at her. Every time she stood, her small, tight ass peeked out from her shorts provocatively, and her every graceful movement strained the fabric of her top against her now-massive breasts. She had the body and mannerisms of a dancer, and even though I’d always been attracted to her I was absolutely enchanted with her from the moment she walked through the door. Read more »

Me and my wife’s friend Part 4 <public> <virgin> <drunk> <wife’s friend> <cheating fetish>

Chapter 4: Bianca

After the threesome, our married life turned for the better. We have had years of boring old sex, but Anya was now more open to try new things. And she was okay if I had sex with other girls, as long as I told her about it afterwards.

After the threesome, the next few weeks were rather uneventful. Anya and I had sex a few times, but nothing really to write about. I was hoping we could have another threesome soon, but didnt want to be too eager. In fact, I wanted Anya to come to me suggesting we do another one.

And then one day, Bianca pinged me in Messenger. Bianca was Anya’s friend from college. Her classmates called her “Virgin Mary” because, well, because she was a virgin. She wanted to wait until she was married to have sex.

“Hi, do you have a minute?” was the message.

“Sure, whatsup?” I typed back.

“How are you?”

I waited. I needed more information. Bianca likes to waste time in chats. I wanted her to go straight to the point. God, how I wish everyone was like Tamara when chatting! Read more »

Hot Tub Session Led To [M]e [F]ucking My Friend

So I (27 M) recently bought a house. My favorite part of it is the backyard. It’s very secluded and tree covered, so even the closest neighbors can’t see in the yard. I have the standard patio set up plus a hot tub jacuzzi, it’s a great set up. I was talking to my friend Hailey recently and invited her to come see the house. When I mentioned the hot tub, she said she was having back problems and that that might help it feel better. We made plans for her to come over on a Friday after work.

Hailey and I have known each other since high school and were always close but nothing more. We’d flirt and make jokes but have never done anything before outside of a short drunken lap dance she gave me on my 18th birthday. She’s a good looking girl, some people may say she’s a little on the bigger side, but she carries it well. Beautiful face and legs, DD or bigger tits, she just has a bigger body frame that turns off some judgemental people. By no means would you say she’s obese but you wouldn’t call her skinny either. Read more »

[FM] My Best Friend’s Dad Felt Guilty About Fucking Me, So I Went To His House and Fucked Him Again

The first part of this story is [right here](https://www.reddit.com/r/gonewildstories/comments/vxint5/fm_i_fucked_my_best_friends_dad/). But you don’t necessarily need to read it to know what’s going on.

Also–this story involves having sex with a married man. If that isn’t your cup of tea, I suggest you not read it.

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I took a nap after my roommate’s Dad left. When I woke back up it was night time.

I sat up in bed and smiled as I remembered the events of the day. Mr. Johnson had been practically insatiable, fucking me for hours before he finally managed to pull himself away.

I had wanted Becca’s dad for so long— since high school. And it finally happened. I felt so happy.

Then I looked at my phone. It was a text message from Steve–Mr. Johnson. He felt guilty. He was married, he said, and he loved his wife. He said he just lost control and gave in to my advances.

He gave in alright. Repeatedly.

My mind started to wander, thinking about all the implications of sleeping with my best friend’s married father. Read more »

Scene Setting: Sara [FM]

This is more of a narrative and it sets up a ton more stories that, I promise, will get raunchier- case in point it kept getting removed because my paragraphs were too long???

If this is the wrong sub for this, please let me know.

Sexual stuff at ***

Some years ago, I met my college roommates in my freshman dorm. My suitemate was random, and the pair across the living area knew each other. We all luckily got along fine and as the year progressed, we all became really close friends, which was great because the three of them were from the local area and I was about 5 hours from home.

During this first year together, we all got acquainted with each others friends. Specifically, my random roommate, Sam, had an on again/off again GF, Sara, that would come over and visit a lot- drinking, getting high, playing games etc. Immediately I knew there was some sort of connection there with me and Sara, topped off by the fact that Sam told me that Sara thought I was hot one night when he was drunk. Read more »

[M]y First Squirting Experience!

This is a story from my first year of university, and I was still dating my high school gf at the time. This event happened the night before I flew home for the year to be over. A bit about myself and the girl in the story I will refer to her as M from here on out. I’m 6’2 average build was playing a lot of sports at the time so I was fit, and average size cock if you ask me. M was petite very athletic was on a varsity team had a large ass and small tits.

As it was the last night we would all be in residence together we decided to throw an end of the year bash and as a typical first year party goes things got sloppy fast. There was a local bar that we went to regularly even though we were underage where they never checked id’s we all ended up there 10-20 of us. Things get foggy for a bit for me but as I started to gather myself again I found myself walking back to campus with M which was a fairly regular occurrence as we were good friends and both in relations-ships I invited to my room to have one more drink before bed. Read more »

[mf] should i text my high school prom date again?

he was the one i lost my virginity to. this was back in high school and i remember he used to have a crush on me since freshman year. it was so cute because he was so shy to talk to me so he got my number by asking his friend to get it from me.

fast forward to senior year, he became more confident so he asked me to prom and we went. he came over while i got dressed. i’m not really the type to get all fancy with makeup, hair, nails, so i had woken up from a nap when he knocked on my door. my parents were out so i told him to come in. he brought us food so we were eating that as i walked around and got ready. i showered and walked around with just a towel wrapped around me like i usually do when i’m home alone. i forgot that he hadn’t seen me like that before so i quickly turn around but he stops me Read more »

The one where I got [M]y [F]irst handjob in the nation’s capital

After enjoying the stories on this subreddit for years, I’ve decided to finally write and share a few of my own. They will be in chronological order, so my first is my earliest proper “hookup” experience. I’ll say up front that my writing tends to run on the long side with lots of description and build-up. If that’s not your thing… you have been warned.

*Everyone in the story is 18+*

To set the scene: before graduating from High School, I attended this program in Washington DC with other students from across the country. The kind of thing where you get to miss a week of class to see how the US government works. In hindsight, it was probably a bit of a racket. But it was a fun experience that resulted in my first and most memorable handjob of my life. Read more »

Helen in High Heels Part III of III [MF]

I transferred out.

It wasn’t all about Helen. I just realized that I didn’t really like my school. Besides Helen, I had made no other friends. The big city college style wasn’t working out for me. So I transferred out. I did my last two years in a small all boys college in a suburban town near the city. It was great. Small class sizes, knew my professors. It was very reminiscent of high school. It was a setting I was comfortable with, and I thrived. I did well in classes. I made friends. I even dated a couple of girls from the nearby girl’s college. It went great.

When I graduated, I went job hunting and found a mid-level job in my field but it was 3 states away. In July, I packed everything in my car and drove over.

It took me a while to get settled in my new setting and my new job. But by November, I was familiar and somewhat comfortable. It was honestly getting the hang of being an adult. I even asked a girl out on a date from the office, Jenna. Read more »

Helen in High Heels Part I of III [MF]

I went to high school in a small suburban town. My family was well-known and well-liked by most, and so was I. We were church going folks and that’s where everybody got to see and know everybody. I wasn’t particularly religious myself. But it was something to do when there wasn’t much else happening.  

The transition from high school to college was blunt. I went from high school sweetheart with a bright future to a small fish in a big pond. It was isolating. A shock to my system. My “jock” credits from my small-town high school had not transferred over to the big state college. But undeterred, I still had big dreams and I was naive enough to think I can fulfill them. I wanted to be a doctor. Had dreams of opening up my own clinic one day. I signed up for all pre-med classes. I subscribed to a bunch of medicine podcasts and I downloaded some apps. Bright-eyed and bushy tailed, I walked into my first biology lecture with 200+ people in attendance, all of them apparently had the same naïve dream.  Read more »