Tag: High School

losing my virginity at the drive-in [FM]

(posted once before but it was removed by the mods, for an issue I have since fixed!)

I lost my virginity at age 18, right at the very end of high school, two years ago. Fair warning: a lot of the stories on this subreddit are very sexy and involve kinks/dirty talking – and while I definitely love all that now, this story is about my very first experience, so it was much more ‘innocent’ and sweet than most other stories on here!

All throughout high school, I was a very shy girl and stuck to a pretty solid routine of school, work, and friends. I barely talked to anyone outside of my close-knit friend group, and although a handful of guys showed interest in me, I never really had a boyfriend or cared too much about getting one.

I had, at one pointed, dated another girl (even exchanged “I love you”s with her), but we had never even made it to second base. I think this was because we were both terrified of making the first move to take things further. It was mostly a ‘relationship’ built on gentle kisses and cheesy ideas about what a relationship should be. Read more »

The [F]irst time someone [M]ade me cum I hit my head on a car door handle

I’ve been a long time lurker on this sub just waiting to feel brave enough to post something here.

Skip to the *******s if you don’t want the background.

Lately I’ve been thinking back on all the incredible times I had with my first partner. I was a virgin with an active imagination when we met, and he helped me scratch every itch I’d had for years.

He was my neighbor, my coworker and an athlete with a strong build. We started hanging out as friends during his senior year of high school. There were some feelings there and we came close to kissing the night before he left for college but it didn’t pan out. I actually told him I wasn’t interested while he was away and we stopped talking for a while.

After his first semester I knew he was home visiting and I wanted to make things right. I felt guilty for hurting my friend and I wanted to see if he still wanted to have that kind of relationship with me. To my surprise he actually responded to my message and did want to hang out, so we made plans for later that week. Read more »

Cuddling with a friend led to giving another blowjob [FM]

hi! people seemed to enjoy my [last story about my first blowjob](https://www.reddit.com/r/gonewildstories/comments/hr6xe7/i_gave_my_first_blowjob_after_losing_a_bet_fm/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), so here’s another about a blowjob i gave last week (to a different friend). hope you enjoy!

i tend to write with a shitload of rambling and detail, so feel free to skip to the *** if you’re not trying to read the backstory :)

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For a bit of context, this guy has been a friend of mine for the past year or so. He had added me on snap probably around a year ago. He’s a year older than me and went to my high school. He does MMA, used to play hockey, and was on the basketball team, so he was pretty fit. I’d always thought he was really cute, standing at 6’4 with messy blond hair. Plus, he’d just gotten back from some time at his cabin where he got a nice tan.

We’d had French together like 4 years ago and I remember how I stammered and stuttered my way through an encounter with him once. I’m sorta almost fluent in French, having taken immersion for 8 years growing up, but he was really cute and made me nervous. So it was nice and a bit surreal that he wanted to talk to me on snap, but I could get through a conversation on snap much easier than in real life, so it went well. Read more »

Saw a girl for the first time in four years. Fucked her that very same night. (M/F) [Creampie]

I sat there on the plane fumbling to hide my erection. That was the third time it’appeared that flight. I quickly glanced to my right, as I was in the window seat, and saw that both seats were vacant. I look over the seats in front of me to the toilet. There they were, in a queue. I looked behind me to the other bathrooms, and they only had one person waiting outside. I stood up and walked to the back of the plane just as the person waiting walked into the toilet. Luckily, they were quick, and I calmly went inside and locked the door behind before hastily unzipping, unbuttoning and pulling down my jeans and boxers to expose my erect cock. I whipped out my phone, pulled open my photo gallery, went to the recently deleted folder and began stroking my dick. Within two minutes of furiously jacking off, I came and shot a rope of it onto the door. I sat and breathed for fifteen seconds, then slowly pulled myself together, cleaned the door, flushed the toilet and headed back to my seat. I sat down and sighed. I pressed play on the film I was watching on the screen. Read more »

I [M] hooked up with my “boss’s” wife [F] after a softball game

So this actually happened way back in the spring of 2002. I was just graduating high school and joined the Marines in the fall of ’02.

I had a job all the way through high school working at a fast food restaurant that specializes in ice cream. Just about all of the employees are high school kids. This particular franchise was owned by David’s family, in fact they owned 22 locations scattered throughout the state. David was in his early 30’s when I started working for him (I was 15) and I still have no idea what he officially did. From what I could tell he would just drive from store to store and eat a small ice cream cone while talking to the managers about little things. We also had area managers that came around to do real work. Anyway, by the time I graduated high school David had gained probably 75 pounds and was just letting himself go.  Read more »

The promotion girl is a slut

Where I stay the liquor stores always have young (18+) girls standing there promoting their stock. It’s usually the girls just out of high school so they’re all young hit and always very slutty.

Here’s a little story I’ve come up with that I hope you like and maybe we can role play it?
For this the girl is 19,but for a role play I’m open to anything over 18 (&under 25)
The story/odea:.

I was working as a manager at the liquor store on the corner, one day during the hot summer we had a promotion girl come in to promote a new brand of apple schnapps.
This little slut came in on that day wearing a white tank with no bra on (OK she only had about B-cup titties so they were firm and perky). She also wore these super short daisy dukes that just covered her cute, pert little ass. To finish her get up she wore these short converse sneaks. She was teasing everyone the whole day and it must have worked because they were sold out by mid afternoon. But being sold out, she still couldn’t go home, oh no. She had to stay there till 5. And I, being the manager, I watched over all her teasing all the customers, becoming more horny as the day went on. Read more »

Swapping with my twin late one night [FM]

So, my twin and I went to the same college and we decided to not be roommates for the first time in our lives in the hopes of finally getting some much needed individuality. We kind of drifted apart for the start of the year and didn’t hang out together that much and aside from a few comments, no one really knew twins lived on campus together. All through high school we dressed alike and did the twin thing, but it was time for autonomy.

Anyways, towards the end of the year my sister and I were getting drunk and talking and at the time we were both kind of seeing guys that we weren’t super enthusiastic about. Like any good 80s movie, we hatched a plot to swap dudes for the night in hopes of seeing what the other guy was all about. We had done this once before years ago, so there we kind of had something to start with. We hadn’t been with either of these guys too long and they knew about us being sisters, and knew we were twins, but we hadn’t been talking much lately, so we never really hung out as a group. Read more »

The first time I 28 [F] had sex with my friend’s brother 18 [M]

Things started between 18m and I [28f] around the beginning of the COVID-19 shut down. As we are all well aware, this whole pandemic situation has been rather odd and something we’ve all had to manage adjusting to. Personally, it was very difficult for me when it first started. I was furloughed from my job and I live alone, so the isolation was particularly hard and I was just really lonely. I had known 18m for a couple of years because he is the brother of one of my friends [25m], and he also hung around frequently at the place I work, so we’d interacted quite a bit. 18m, who I’ll refer to as Eric, was lonely and struggling during the shutdown too since his senior year of high school was basically cut short and he couldn’t see any of his friends. The uncertainty of everything made it even worse. Read more »

The time a blow job nearly cost me my life (i.e. Road Head) [FM]

Writing my last post brought to mind one of the other memorable encounters I had with that fuck buddy and I knew I had to share it.

He picked me up one night after work, and we were just driving around with no real plans. Both of us knew the night would end with us fucking, but the how and where had yet to be determined.

I was pretty horny so as he was driving I started to kiss him and nibble his ear. He reached over with his right hand under my skirt to push aside my underwear and lightly play with my clit. I took a break to enjoy but then it was back to the business of pleasuring my man.

Soon I made my way down to his already bulging zipper and unzipped him. His monster cock sprung out, rapidly getting harder.

Side note- I love going down on a guy before they are completely hard; it’s intoxicating physically feeling the effect I have on them. Read more »

The Pass (Sharing my GF) [MF] [Humiliation] [Cuck]

Can you make a mistake and feel good at the same time? I close my eyes in the shower with the water pressure relentlessly pouring on me. The vivid memories from yesterday haunt me and I realize that no amount of water can wash those memories from my brain. Here’s what happened.

My girlfriend Joanna is a stunner. She’s Persian; She’s about 5’4, 100 pounds with C cup boobs. She hasn’t had that many boyfriends and I was the first guy to actually go down on her. The sex was incredible and while she was conservative, she was very open to making me happy in any way sexually.

I have had a cuck fantasy for several years now and while she is still not completely to the idea, she plays into my fantasy. Before we were dating exclusively, she was dating her high school friend, Larry, a couple of times. Larry was white and taller than me (6’3 to my 5’10). The reason why I knew about Larry was that she told me that if we weren’t exclusive, she was going to date him. I ended up wanting to date her exclusively. Read more »