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Chapter 37 by InDepth
She's Joking Right?
Nope!
It was a long month. Authors note: If you don't like cum play, feel free to skip a chapter!
The first 3 days were a blur. Your brain had melted into a soup around hour 5, and stayed that way for 50 hours more.
Glimpses flashed through your mind. Moments that stood out above the relentless fucking. The first time your stomachs ran empty, and you watched as Katie lifted the bucket to her lips and drank. Her soft, full lips touching the cusp as the thick, white liquid poured over her tongue, running down her throat as she began to gulp it down. Drinking and drinking, seeming only to get more thirsty as she swallowed the loads of so many different men all from one bucket. Gulping eagerly with a satisfied look on her features as the cum overflowed and ran down her pretty cheeks while her eyes glazed over.
"What's the matter Sissy?" she said with a sly smile, wiping her chin, "you don't like me drinking other men's cum?" She giggled and licked her lips, "Don't worry, there's plenty for you too, better drink up!"
You obliged even more eagerly than she did.
You, and every slut in the stocks were given a bucket, which you used to catch any excess cum that escaped your mouth during busy hours, and at the end of every day, the buckets fro outside, placed below your legs, were dumped over the wall into your pen, and you had to be ready with your bucket, lest you drown in a mix of futa cum, man cum and your own sissy dribble... Which once your bucket was full, you drank heartily.
It was a fast cycle, you had to consume such copious amounts to keep up with the fluids lost. An you needed fluids, left your lubrication dried up. Katie was well aware of this, she had two holes getting fucked out there, she needed all the fluid she could get, so she drank. And drank. Her dinner was... Slightly thinner in texture than yours, which you eventually realized was due to her constant squirting in the outside bucket. Regardless, the sight of her desperately scrambling for the bucket to catch the rain, only to have half of it drench her lovely features in cum, send you into a spasming orgasm as she lapped up gleefully, your ass clenching on the cock that was currently pounding your prostate, collapsing your body and mind as your own dinner was poured. Covering your convulsing body in cum.
Some of the customers must have been futas, as when you came too again you noticed your tits were definitely growing, and the pounding hadn't broken you, something magical was keeping you alive, sensitive and without limit on sissygasms.
You could even have sworn you felt Alysons cock, when a particularly vicious fucking intruded on your ass. The steam-powered jack-hammering seemed to have a personal touch, and at this point your anal nerves were so raw and magically heightened, you could feel every inch of the throbbing cock inside you, down to the memorable details.
Days went by again. The constant, hop on and hop off of thick, steamy cocks that ran a train on your ass never seemed to end. The powerful flow of cum from one acting as just enough lubrication for the next, as they slipped in, hammered, came and made room for a new.
You didn't know a human being could endure so much pleasure. ... So much of anything really. At least not for such long periods of time. There were points where you and Katie both would simply stare at each other, mouths agape and eyes wide for hours, not a word spoke, never breaking eye contact as you both rode orgasms that governed the body and mind for unending lengths. Bouncing silently, minds too broken to form sentences.
At some point you drifted out of reality, achieving some higher plain with your eyes rolled back into your head. You remained like that for half a day, leaking cum from your mouth as your mind and soul wandered an endless cosmic sea of pleasure. Until some cock far too big for even you crushed your insides and stretched your muscles beyond repair. You fell to earth and thanked god for potions, not because you would actually be able to walk again, but so the fun didn't have to stop.
Katie achieved similar levels, and underwent similar experiences. Spending days on end drooling from a happy, cumdrunk smile. Murmuring in her strange state, "I love cock, I love cock, I love big, meaty fucking cocks..." Like some strange mantra. In fact, you realized through your haze that you hadn't spoken to her in days. With both her holes getting fucked she was clearly in more pleasure than you, and being more experienced, she had slipped into some kind of trance, rocking back and forth with her tongue out and eyes vacant, perfect tits, covered in cum, swinging to the beat.
She was in nirvana. Heavenly, brainless ecstasy.
Until finally around day 15, her trance has finally broken, when, unbeknown to you and her, a bandit raiding party, hauling cages of trapped mythical beasts, passing by on the road outside, lost control of a breakaway Pegasus, which bolted straight for Katies exposed ass, and mounted it at full speed, slamming into the wooden wall, shaking the entire stockade, frightening all the cumdrunk sissies and in the same motion, from a run, bayoneted Katie with its long giant cock. Ramming through her magically shuffled organs and straight through her body into her chest, past her sternum and stopping midway through her throat.
In one movement the magical creature had impaled the unsuspecting, gorgeous Katie, run her through and lifted off the ground as she clasped at her throat in shock. And it had no interest in waiting around. It released it's load right there, which spewed from your girlfriends mouth like a thick, white fountain and splattered all over your face and tits, your large, round, pretty breasts catching most of it as Katie stared wide eyed at the sky.
You came almost as hard as she did, spewing cum from your soft cock as Katie squirted all over the monstrous balls pressed so hard against her ass. And you both continued to cum as the bandits decided to let the pretty monster fuck for a while.
This experience required a few potions to fix.
Many more days like this passed. Your body never quite got used to it, but your mind eventually learned how to function in the little breaks between the really big or enthusiastic customers.
You and Katie held hands and began to chat about what was next, she seemed quite sure this wouldn't last forever, to which you found a small part of you hoping she was wrong.
"You know, if we act quick when the bandits move on, and build the market up from scratch, we could run the whole thing" Katie said, a spark of mischief in her eyes.
You smiled at the idea, and she continued; "We could have a stake in the whole town! And get away with almost anything we want" That mischievous smile again, her pretty eyes eyes glinting as she bounced.
"I mean a bit of power might be nice for a change." You said smugly.
"Haha! Damn you make me laugh sissy." Giggled Katie, her full tits swinging and body jolting from the impacts outside.
"What do you mean! I'm being completely serious!" You complained, annoyingly amused at her teasing as she smiled, the clapping from outside still very audible. "I would do well with a little- Ohh oh. I've got a big one."
"Oh really? How big?" Katie asked
"Big. Could be bigger, but its pressing some buttons."
"Mmm I had a big one slip in a minute ago too" Said Katie with honey in her voice.
"And you didn't tell me?" you protested
"You were talking so excitedly about getting into crafting chastity cages for the shop I didn't have the heart to interrupt!" she said bashfully, her body still bouncing from the **** of the fucking.
"You're too sweet Katie, but tell me! How is it?"
"Ah it's amazing" She moaned, "Could be bigger" She winked, "But this one really knows what he's doing, I wish you could learn from him.... Maybe I'll ask him for a demonstration when we're out... He can perform it on both of us for the best learning experience..."
"Ha. Ha." You scoffed, but smiled when you saw her teasing expression. Her beautiful, tan cheeks, perfect eyes and immaculate soft lips all alive with expression as she swayed. You were really starting to love the challenge of keeping eye contact with her as she lurched with every thrust. Especially challenging considering the hammering your own ass was still receiving.
"What are you smiling about hmm?" She toyed
"Nothing, just admiring you-... Oh shit, Katie.."
"What? What's wrong?"
There had been a low rumble approaching over the past few minutes, and a small part of your brain had registered that something big was coming, but you had not expected this. Looking above the wall behind Katie, you saw a towering figure approaching, inhumanly large, possibly taller than a small building.
"Oh shit" said Katie in a low, heavy voice.
"What? Wait why-" A muffled yell came from outside the wall behind you, and the cock in your ass was suddenly ripped out, and the world was cast in shadow.
Katie was staring above you with wide eyes and a slack jaw.
"You have one too."
What are they?
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Sissyquest
The most humiliating action-adventure RPG you've ever been trapped in
You find yourself trapped in an embarrassing RPG, and the only way to escape is to play your way through it.
Updated on Jun 5, 2025
by Panty smasher
Created on Mar 23, 2018
by Humiliatrix
- 6,072 Likes
- 1,918,623 Views
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- 216 Chapters
- 45 Chapters Deep
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