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#Teen #Virgin

Rachel-2010 My True Story

1.5k words | 10 | 3.50 | 👁️
Teenpusslover69

The tale of Rachel my former 16 year old girlfriend. The story of the time in my life when I actually dated a sexy teen at 34 yo

Man, it’s 2026 and I’m sitting here in my same shitty apartment I’ve had since ’09, hitting the bong, turning 50 this year, and thinking back on that summer/fall of 2010. Feels like another life but also like yesterday. The first time I got to fuck a beautiful underage girl. I was 34, working that dead end Burger King job slinging Whoppers on the line. Ugly fat fuck with a bad haircut, perpetual weed gut, greasy skin, the whole loser package. No friends worth a damn, no real prospects, just my PlayStation, movies, But the one thing that still got me going? Young pussy. Little girls., still in high school, or middle that smooth tight skin and naive energy. Nothing else hit the same.But I’d never had it myself but content was much easier and safer back then so that was enough to tide me over for a while. Until her.
Her name was Rachel Cute 16 year old high school sophomore they hired on as a cashier. Not a stunner or anything, average face, decent body, bit of acne, stringy brown hair but fuck, she was young. And looked younger have easily passed as 13-14, That was the magic. Parents basically absent, only child, rough home life. She looked like she needed someone to tell her she mattered. I was the shift trainer so I got to spend hours showing her the register, the fryer times, all that bullshit. I played it slow at first. Compliments on her smile, how she was smarter than the other kids, who were a lot of dumbfuck teen boys and fat girls I would never desire. Anyway I complimented how she carried herself. Little touches on the arm, lingering when handing her stuff. She ate it up.
After a couple weeks I started offering her rides home after close. My old beater car smelled like weed and fast food but she didn’t care. One night she was crying because some high school boy she liked called her ugly and ditched her for a hotter girl. Perfect opening. I pulled into the empty parking lot behind the old K-Mart, told her that kid was a fucking idiot, that she was beautiful in her own way, that real men appreciated natural girls like her. I wiped her tears, I learned in and that was it…I kissed her, and it escalated fast. Backseat of the car, windows fogged up. She was nervous, shaky, but so fucking eager to please. Tight as hell, barely any experience. I took my time, talked her through it, made her feel wanted. “You’re not ugly,” I told her again, my voice low and thick. “Come here, baby.”
She unbuckled and climbed over the console into my lap, straddling me awkwardly in the cramped backseat after we both tumbled back there. Her school hoodie was already half off. I yanked her t-shirt up and over her head, revealing a plain white bra that looked too innocent for what we were about to do. My fat hands squeezed her small tits through the fabric before I unhooked it. They were tiny, barely a handful, with puffy pink nipples that hardened instantly in the cool air. Fuck, she was so young.
I shoved my greasy Burger King polo up and over my gut, my hairy belly spilling out. She didn’t seem to care. I pulled her close, her smooth flat stomach pressing against my flab, and kissed her hard, tasting the salt of her tears. My tongue pushed into her mouth while I groped her ass under her jeans. She was trembling.
“Take your pants off,” I muttered. She nodded shyly and wiggled out of her skinny jeans and panties, kicking them to the floor. Her pussy was right there perfectly bald she was a late bloomer I liked that, puffy outer lips already glistening. 16 years old. Pristine.
I unzipped my work pants and shoved them down with my boxers. My thick, average cock sprang out, already rock hard and leaking. I grabbed her hips and guided her down. The head of my dick rubbed against her tight slit, spreading her wetness.
“Go slow,” she whispered, voice shaky.
I pushed up. The head popped inside her Jesus Christ, she was vice grip tight, the kind of tightness you only feel in an under developed pubescent pussy, hotter than anything I’d felt in years. Adult women didn't have satisfying bodies to me anymore by this point I already couldn't pretend. She gasped and winced, fingernails digging into my shoulders as I sank another inch. I could feel every ridge, every flutter of her tight walls of youth stretching around my girth. Inch by inch I forced my way in until my fat belly was pressed against her and my balls were nestled against her ass. Buried to the hilt in teenage pussy.
“Fuuuck, Rachel… so goddamn tight,” I groaned, holding her still so I wouldn’t bust immediately.
I started thrusting up into her, slow and deep at first, the car rocking gently. Her juices coated my shaft, making obscene wet sounds every time I pumped. I sucked on her little tits while I fucked her, one hand on her ass spreading her wider, the other tangled in her stringy hair. She started moaning, soft and breathy at first, then louder as her hips began moving with me.
I flipped her onto her back on the backseat, her legs spread wide, one foot against the window. I mounted her properly, my heavy body pressing her down as I drove in harder. The sound of my balls slapping her ass filled the car. She was so wet now it was dripping down her crack. I reached between us and rubbed her clit with my thumb, clumsy but effective. Her eyes rolled back and her pussy clamped down like a fist.
“Oh god… oh my god,” she whimpered, legs shaking.
That pushed me over. I fucked her faster, grunting like an animal, my gut slapping against her with every thrust. “Gonna cum inside you,” I warned.
I buried myself deep and unloaded thick ropes of cum pumping straight into her young fuck hole, pulse after pulse. I kept grinding through it, milking every drop while her pussy spasmed around me, her own orgasm making her cry out and cling to my back.
I collapsed on top of her, sweaty and panting, my softening cock still twitching inside her cum filled hole.

She came for the first time that night, I think. Clinging to me like I was a lifeline.
After that it was on. She started coming over to my place almost every night. We’d smoke bowls, drink cheap beer and vodka, play GTA or watch horror movies. I’d fuck her on the couch, in my bed, sometimes in the shower. She loved being told she was my good girl, my little secret. She’d stay the night, skip some school shit, tell her parents she was with friends, whatever. For a nearly a year she was head over heels. Told me she loved me, that no one had ever made her feel this special. I let her cook for me sometimes, do my laundry. It was easy. Comfortable. She was young enough that everything felt new and exciting to her.
Then her 17th birthday hit. November 2011. Overnight the shine was gone for me. She wasn’t young enough anymore. She was almost an adult. I felt bad but the attraction was gone. Vanished. 17 is just to old. Just another adult woman. The magic evaporated. Her body was the same but the fantasy died. I got cold, distant, picked fights over nothing. Finally told her it wasn’t working, that she was getting too attached and I needed space. She cried, begged, the whole thing. I drove her home one last time and blocked her number.
She tried to report me later. Went to the manager, maybe cops, I don’t know. Said I took advantage, grooming shit, whatever. But she had zero proof, no texts saved (flip phones and MySpace days, easy to delete), she was shy as fuck, no friends to back her up, and honestly not hot enough for anyone to give a shit. “Average girl drama” is what it got chalked up to. Nothing happened. I kept my job for another year before quitting anyway. She quit right away never saw her again.
Sixteen years later and I don’t feel bad. She wanted it. I gave her attention when no one else would. Yeah I used her, but she used me too for validation, a place to crash, free weed and dick. That’s how it goes. I’m still single, still smoking, still working shit jobs, fatter and uglier now at 50. The young ones don’t look at me the same anymore. But man… those months in 2010/2011 were probably the closest I ever got to feeling like a king.

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Comments (10)

  • Tjalve: Story is sufficiently sucky to sound true. Still, you should have kept her until you found something better. And if you had bred her, you could have made something better. It would be fun if she's on here as well, and could comment on the story from the other side.

    Reply↴ • uid:1cxhuvor5ko5
  • Matt Bones: Lousy story, not worth losing time to read.

    Reply↴ • uid:1cro47jtxq83
  • anon: Would like to hear more

    Reply↴ • uid:1dskcr1c5m3k
  • Teenpusslover69: Sexy I bet she had a delicious bod!

    Reply↴ • uid:2px1ogp2bzz
  • Teenpusslover69: So lucky !

    Reply↴ • uid:2px1ogp2bzz
  • Ben: Great job...u got what u needed..she learned a lesson. 2

    Reply↴ • uid:1efnioaqxq97
  • Master Blaster: You really are a loser and a waste of skin.

    Reply↴ • uid:2c3w1pboib
    • Teenpusslover69: Lol

      • uid:2px1ogp2bzz
  • Rocko: Damned fat loser, you didn't deserve even a tiny bit of that hot young pussy...

    Reply↴ • uid:y8i91im2
    • Teenpusslover69: Every man deserves young pussy just many don't get a chance sadly man, I get you frustration.

      • uid:2px1ogp2bzz