Tag: High School

[FF] My best friend’s boyfriend pissed me off, so I [18F] fucked his mom [late 40s F]

The summer after graduating high school, I was in a pissy mood. Yes, the whole summer. I was terrified about going to college hours away from my family and sad to be leaving my friends, especially my best friend, Jillian. Throughout high school, Jillian and I had a covert romantic and sexual relationship. We saw each other intermittently from our first year of high school (age 14) until we left for college (age 18), pausing only when we had boyfriends. And occasionally unpausing it during those times. We somehow simultaneously thought of each other as our soulmate and also a relationship that didn’t “count” as cheating because we were both women. It’s not something I’m proud of, but it’s something I’ve since learned is actually fairly common amongst closeted teenagers.

Our last semester of high school, Jillian started dating a boy in our year named Tom. At first, I didn’t dislike him any more than I disliked her other boyfriends — it was more a general jealousy that she could date them in public instead of an actual dislike of them as individuals. But then, against my wishes, she told Tom about us one night shortly before graduation. I was fucking pissed. I wasn’t ready to be “out,” and I wasn’t even sure what my sexuality was, so this felt like both an invasion of my privacy and a lot of pressure to suddenly define myself. Jillian apologized profusely when she saw how upset I was, and I did forgive her fairly quickly considering my ability to hold a grudge, but the damage was done. Read more »

I let my Australian, sur[f]er-boy neighbor take [m]y virginity when I was 18, part 1 [fm]

I love reading this sub, but this is my first time writing one of these. I’m a little nervous, but this was a really special experience for me and I just really wanna share it. There’s a lot of backstory, but I think the backstory is kinda sexy. Just so you have an idea about me, I’m about five foot seven, skinny, blonde, small perky little boobs, pretty big ass for my build, but not much hips. I’ve looked pretty much the same since I was 15. I get compared to Taylor Swift a lot. This took place a few years ago, and at the time I was fairly innocent, and I think it showed. I definitely looked young. I was 18 then, but with a bit of a baby face.

So a bit of backstory first. My mom worked in the offices at a really nice private school, so I got to go for free, and all my friends were super rich and I was a bit of an outsider at school. I didn’t have a car, couldn’t afford the school trips. Still I was really lucky to be in such a nice school. The summer immediately after graduation, before we went away to college, one of my friends, Jessica, invited me to their family’s summer home in Hawaii. Read more »

The Bosses Wife: Part Two (MF) (Interracial) (Busty) (Straight)

After the events of last night, I didn’t want to look Tammy in the eyes. I couldn’t believe how many times I masturbated to her videos. I think she would see my need to see more of her if she looked into my eyes. The moment I woke up I gathered my clothes and called a taxi.

​

I didn’t wait for the taxi to get to the gate. I met the driver halfway down the street. I paid him in advance if he took the fastest route. Once I got back to my apartment, I fell back onto my bed.

​

“Damn,” I said as I paused the video on my phone. Tammy was on all fours on the floor of her dance room. Her big tits hung low, nearly touching the floor. Her ass was high in the air, and she was seductively looking at the screen.

​

Instantly my hand started reaching for my hardening dick. Just as my hand wrapped around it, my phone scared me as it began to ring. It was Tammy.

​

“Fuck!” I said aloud. I didn’t want her to think I was ignoring her, so I answered. Read more »

Turning the hot sorority girl (F22) from a bad girlfriend to my (M21) fuck buddy (Part 2) [MF]

I appreciate the feedback to my initial story about Sarah and I, and because there were requests for more stories, here’s part 2. It picks up immediately after my last posting… [part 1](https://www.reddit.com/r/gonewildstories/comments/hdz856/turning_the_hot_sorority_girl_f22_from_a_good/)

….She collapsed on top of me, as I grew soft inside her tight pussy. Our breathing was still heavy, but slowing as her head rested on my chest. The perfect ponytail she had warn all night had nearly slipped off her hair completely, and we were both disheveled from our intense hookup. As she laid there her hair was right in front of my face and with my heavy panting, some of it was entering my mouth. I had to push it out of the way and, reacting to this, she looked up at me with her beautiful blue-green eyes, and teased me, “What, you don’t like the taste of my hair?” I teased her back, “Not as much as I like the taste of other parts of you.” She giggled and smiled, and then began to lift herself out of me. My cock slowly oozing out of her warm tight pussy. Her perfect tits hung in front of my face for a few moments as she lifted herself out of me, before she returned to laying on top of me. Our two bodies naked pressed against each other, the side of her head on my broad chest, her breasts pushed against my ribs, my hand peacefully rested on her ass, and her leg intertwined with mine, it was heaven. Read more »

Living The Fantasy [bdsm]

Short Synopsis: Lexi is the nerdy college coed hoping to start over in college after a brutal high school life. She’s always had a love for literature and it showed it proudly. Her secret passion, however, lay in her erotic stories and BDSM. Everything is going relatively well for Lexi until one day she loses her laptop. Panicking she tosses her room in search of the electronic device till a knock at the door stirs her. It’s no other than Tyler, Lexi’s High School bully and he has under his arm, Lexi’s Laptop.

Tags: Minor Reluctance, Bondage, BDSM

* * *

“I knew I left it around here somewhere!” I shouted to myself, desperately searching for my laptop.

I huffed, angered I couldn’t find my stupid laptop. I just got some great fucking inspiration for another bondage erotica story too. I searched my bed, my dresser, and my closet but it was nowhere to be found. I let out a loud groan of frustration, flopping backward into my bed. I shot back up when a realization popped into my head.

“Oh no. If I left it somewhere and someone found all my writing, I’d be so fucked.” Read more »

Saturday [F4M][Revenge][Tease][Blowjob][Cowgirl][Cuckold]

***This is one of my Mistress’s stories on her Patreon, if you’re interested in others, feel free to message me via DM or chat for her info!***

I had been looking forward to the weekend like so many people do, but for me it was different. I didn’t have any grand plans; I wasn’t the type to party and I rarely went out. The excitement began on a Tuesday when my roommate told me that she’d be home for the weekend, I can’t even recall the reason and frankly, I didn’t care. I had some space, room to breath after a particularly stressful week. After two tests and a paper I had survived and just wanted to relax and clear my mind, perhaps enjoy the weekend for a change…

-Byler University of Liberal Arts: Lux Hall Sophomore Housing-

-7:00 pm- Read more »

[FM] I [24F] let my cousin’s hot teacher [26M] finger me in an empty classroom – Part 3, Final Part

Parts [one](https://www.reddit.com/r/gonewildstories/comments/gxk4m9/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/) and [two](https://www.reddit.com/r/gonewildstories/comments/he4y83/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/).

Henry kicked the door closed behind us as soon as he carried me into his dark room, turning and pressing me against the wall next to the door. I ground my pussy against him as much as I could, moaning into his mouth as it recaptured mine. He broke the kiss as quickly as it started, moving his mouth down my neck until he reached my chest. His hands cupped my breasts over my clothing, and he kissed the soft skin there gently, reverently, before speaking. “Fuck, you’re beautiful,” he whispered.

“Bed?”

“Fuck yes.”

He moved his hands to my waist and hitched me up higher before stumbling over to the bed. He sat us down on it and laid back on the pillows so that I was straddling his lap in the center of the bed. Finally. I ground against him roughly, moving my body up and down his cock over our clothing. Henry’s hands gripped my ass under my dress, his fingers slipping under my panties to touch my bare skin. I sat upright, crossed my arms, and whipped my dress over my head. “I can’t see shit,” Henry whispered, “hang on.” Read more »

My Chance Finally Came (MF+ bi)

Aislynn and I had been friends for a long time, since freshman year of high school. I came out to her as bi when I was 16, and she supported me in the best way, even when my parents didn’t.
We decided to go to the same college, going to one of the three places that ended up accepting both of us; a small University specializing in biology and wildlife studies. There, in our first year, we met Darren. He was tall, curly haired, and very active. He helped us find a class that was tucked away in a small room in one of the science buildings.
The three of us hung out a lot for the next two years, but he would always have to leave early or wouldn’t be able to go out at all because of his girlfriend, Kaylee. She didn’t like him hanging out with a couple of gals, but wasn’t so controlling to say no every time. Read more »

I was groomed by a much older woman who took my virginity and used me as her personal sex toy for over a year. 10/10, would recommend. [FM]

I turned 18 right before my senior year of high school (I’m 27 now). My folks are divorced and I lived with my mom in those years. She was/is a corporate attorney and travels a lot for work, so she was often away during the week and some weekends. I was pretty independent and she’d leave me money for groceries, food and stuff. (This makes it sound like she was an awful mom but she totally is not, by the way.) She also had a friend of hers who lived nearby come and “check on” me a lot – “Lisa.”

Lisa was about 49 at that time. She was very “suburban mom attractive” – about 5’6, dark brown hair, liked her makeup. Pretty well-endowed (she’d had two daughters). She and my mom had been friends since college and had both been through divorces. Lisa knew me since I was a baby. She always talked about how handsome I was when I was a teenager, giving me shoulder rubs and playing with my hair – that sort of stuff. Read more »