Tag: High School

[MFF] One of the wildest, craziest nights of my young life. The end of one relationship, and the start of the next level of my sexual maturity.

Throwaway. This story happened about 8 years ago and is 100% true. I chose to write about this story primarily for myself because it is one of the most epic and vivid memories of my life as well as a constant spank-bank memory reference. This is the first time I have recounted an event that has occurred in my life. Feedback on how I recollect my memories, formatting, or provide details is greatly appreciated.

I was a young man, 22 years old. I had been dating this girl, Tracy, for about two years and things were going so-so. To be honest, I had contemplated breaking up with her at least once a day but felt too bad to actually go through with it. We lived together, and although she was a complete bitch most of the time her family was extremely kind and, coming from a broken family and experiencing that kind of family love for the first time, I simply couldn’t bring myself to go through with kicking her out of my place (yes, she lived with me). Read more »

[Group] Christmas Threesome part 2: three become four!

**SCROLL DOWN FOR THE STORY**

**Since this is the first post of the year, I want to say a few things first:**

– First of all, happy new year! I know I’m not famous or anything but I still feel I want to thank all of you for the support. Reporting my sexual life on Reddit has been a lot of fun; it persuaded me and Dawe to experiment more and more importantly it allowed me to entertain many of you! So, thank you all for the kind messages, it means a lot to be able to make you horny or just make you spend some enjoyable time. Also, it’s a turn on for me that people actually masturbated on what I did.

– Secondly, I receive many questions in private and some of them are frequently asked so I figured why not make this in public? Feel free to ask me anything on my [AMA post](https://www.reddit.com/r/casualiama/comments/5lskz6/i_am_a_bi_girl_rgonewildstories_writer_in_an_open/) which will take questions for a week from now (I will reply as they are asked, as quickly as possible according to my other commitments too). Read more »

[FM] So I cheated on my boyfriend…

Kinda long, sorry!

Some boring context: I love my bf but things are complicated. We have been together since I was 14 and he was 15, and that was almost 9 years ago. Needless to say, I had no experience with relationships or sex except for with him. I was always really skinny as a teen and my bf was too, we were kinda nerdy and we were in love when we were just kids. Things have changed in the last few years though. It’s like now in the last couple years i have sort of blossomed physically, my braces came off and I developed curves and my body transformed, and I think it makes my bf uncomfortable. I like the attention I get from guys at school and stuff like that, even though I never acted on it before, but I have to admit it’s strange because I never used to get any attention from guys before… at all! Now I admit it does excite me when guys flirt with me. I know it’s wrong but I guess I’ve changed and I like the changes :). He isn’t really the same guy either: kinda chubby now and not in shape, doesn’t try, eats really bad food, and as for myself I work hard on my body to stay fit. I try to cook good meals for him but he snacks all night long. He also doesn’t work, stays home and smokes pot most of the time, makes some money from fixing computers and selling small amounts of weed but otherwise he isn’t really doing much with his life. I’m a junior in college and I work 20-30 hours a week to make ends meet for both of us and it’s exhausting. So in a way we are drifting apart and we both know it. The worst part of our relationship is that he won’t talk to me about anything anymore, he is depressed, and whenever I try to talk about things he gets angry. So for the past two years or so I’ve been feeling kinda down about us. Read more »

[MF] [bdsm] How I helped my sex slave get into college…

“Be quiet,” Olivia grunted, struggling against her restraints, her eighteen-year-old ass wiggling deliciously before me. “Or my dad will hear.”

I grabbed her hard by her dirty blonde hair, forcing her head back, arching her back. In the mirror across the room, I saw a look of pained ecstasy on her young face as her pert tits thrust forward. I slid a hand between her ass cheeks, my fingers covered in lube, as I teased her open. She bit her lip.

“You don’t tell me what to do anymore,” I growled in her ear. “You keep your mouth shut, or I’ll shut it for you.”

She nodded hurriedly, her mouth opening in a wide, silent moan of pain and pleasure as I began to slide into her ass.

“Yes, Sir…” she whispered, barely audible. The New York City skyline glittered in the distance from her bedroom window as I embedded myself up to the hilt in her tightness. A single tear slid out of the corner of her eye, running over her Tiffany necklace—the only thing she wore—before dissipating on the pink tip of her flushed breast. Read more »

Sarah is enjoying herself watching the neighbors’s son in the shower, until… [MF] [MILF] [Voyeur] [bbw] [solo] [anal]

My name is Sarah Bennet. I’m the mother of a high school girl Debbie and I’ve just passed 40. My husband is gone. I kicked him out because I found out he was having an affair with his secretary. What an ass that guy. Our sex life had died before that revelation but still, we we’re married! And hey I tried everything in bed – I loved sucking his cock and his hot seed bursting in my mouth. I even bought a dildo for my anus to warm it up for him but he didn’t want anal sex! I on the other hand can’t get the thought of a man fucking my ass and feeling the cum drip from my dirty hole out of my head.

Yea, I was really experimental and free minded but he never took the effort to improve his game.

Nowadays… I’m alone with Debbie going to school every day and out with friends in the evening… I’m really lonely and needing a man. I want to be touched, I want…. I want sex. period. All I can think of nowadays is cock… I want it in my mouth, in my longing pussy – oh god – and yes, finally I want a man to take me hard, to fuck me anally. I’ve dreamed of a cock bursting in my ass for sooooo long. God I’m getting wet again… Read more »

[MF] the sex show (long)

This is a true story but I edited some details for anonymity. Happened about 10 years ago. Sorry for grammar and format. Wrote it on mobile. There are three parts. See comments for the last two.

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Come on, we all want you to come”

Alex’s tone seemed genuine which surprised me. Besides his penchant for debauchery, my best friend was known to others for his unrelenting sarcasm.

After 15 years of friendship, my working theory was that his rhetoric was a defense mechanism from a childhood lost to a series of traumas. Whereas I had grown up in an unremarkable middle class neighborhood with two stably employed parents, Alex bounced from foster home to foster home and spent his last two years of high school homeless. We were unlikely best friends.

Nevertheless, we had both recently graduated college together and found jobs in the greater Chicago area and shared a small apartment. We did everything together despite our friend circles succumbing to the ebb and flow of life. Read more »

The Red Flag (Sex with a crazy person)…[MF]

Picture a lovely, young woman, standing in a living room with her pants in one hand and her phone in another, yelling, “You are so fucking insensitive! You dick!” before going on some psychotic meltdown…

It all began during the summer of 2009 and my dumbass self wound up with some slackers I knew in high school who managed to pool together and get a 3 bedroom apartment which housed 5 other guys ages 18 to 21 (Bryan, Kris, Ricky, John and Alex). The apartment itself was decent, but it was sardine canned into a massive complex with sketchy neighbors, and only a few blocks from a mass transit center so often people who didn’t live here would wander around onto the complex.

Now three of them (Bryan, Kris, and John) had a shitty garage band and tried to use this to score gullible chicks. Alex was essentially the guy on the couch who’d disappear and reappear in the apartment in time to pay his rent. Another roommate named Ricky was a virgin in every sense of the word. He was sheltered until we agreed to move him into our apartment. Ricky was the 21 year old in our group but the guy spent his time playing videogames, watching anime and obsessing over samurai swords while wearing his trench coats. Read more »

Operation Malfunction : Stephanie vs Ashley : work in progress

*This is my first ever story. Please please give me feedback! I haven’t even run this through a spell check or anything yet. It’s slow going as i find my voice. I’ll likely continue and at least finish this part one of this story. but I’d love to hear what you think so far about this plot and characters as well as any constructive criticism of the writing.*

*Any similarities between these characters and real life people and events are purely coincidental.*

*Also please don’t steal my work :p.*

*This story is heavily inspired by the “dress off” series by enf_cavalier. You can find the storys here -* *https://www.literotica.com/stories/memberpage.php?uid=1628377&page=submissions*

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High school in a small town can lead to strained social relationships. Everyone knows each and over the years cliques form and resentments deepen.

Ashley and Stephanie grew up in one such town. By the time high school rolled around each was firmly entrenched in separate social circles. Read more »

[MM] Tried Grindr for the first time (x-post r/gaystoriesgonewild)

My only sexual experiences before today had been with people I had known for some time. The guys in high school that I fooled around with were my friends for years, and everyone I was involved with through my first few years of university I had known for at least a few months. So, it was surreal to be calling an uber to meet a guy who I knew only by his Grindr username. He was a cute guy, a thirty-year-old Asian with nice features, short hair in a fade, and light facial hair. He’d sent me a photo of his hard dick; short but thick, light veins crisscrossing the slightly curved shaft, foreskin fully pulled back, tight balls close underneath, and a nest of pubes visible underneath his hand that was splayed around the base. When I arrived at his flat we greeted each other casually, and he quickly led me upstairs. Read more »

How I fixed myself by destroying myself [MF] [cheating] [new beginning]

I posted this on a pervious account but I wanted to rewrite it. It has been on my mind. A recent post made me think about what happened in a different light. Names have been changed.

Some history: I started having sex at a young age. As a guy it was a dream come true. But I had never been able to cum from sex. Gigantic hit to my self-esteem and confidence. It was great for whoever I was having sex with because I could last forever. It just sucked for me because I would always just be left still hard as a rock needing to explode.

This story takes place 5 years ago. I was in my school working on my degree. At the time I was really lonely. I had been single for a while. I tried real hard to find someone to be with. All the wrong reasons; just wanted to hold a girls hand, sex would be nice, someone to talk to. Totally looking for the physical needs never really the true emotional needs. Read more »