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Chapter 4
by
DefeatedDamsels
Does Red Riding Hood have any more encounters on her way to her grandmother?
Three Greys
After midnight, the Greys emerge until sunrise.
The woods are not safe.
Perhaps Red didn't realize quite how late it had gotten, or perhaps she iss just too confident she'd be lucky and escape being caught.
Either way, her odds of avoiding being detected by the roaming humanoids is about... 1 in 20.

CRITICAL FAIL
"FOOLISH HUMAN. YOUR HUBRIS SHALL BE YOUR DOWNFALL."
"Fuck you, you weird grey assholes!" Red screeches, perhaps in hysteria at being caught by the three hulking humanoids.
These ones are all twice as big as normal, and even worse, their penises appear to be several times larger than normal, too.
"YOU DARE CALL US ASSHOLES? DOES YOUR HUBRIS KNOW NO END? SO BE IT."
"Do your worst." Red spits.
Perhaps she's just given up.
The Greys do their worst.
Using their peculiar powers, they warp the very space where Red's anal passage begins.
It doesn't matter how much it doesn't make physical sense. They'll make them fit.
Three obscenely giant grey penises all penetrate Red Riding Hood's sphinter together.
Her mind simply can't process this insane sexual feat, and this, combined with the intense sensations, instantly breaks the poor girl.

With a weird half-smile on her face, and mindless babbling, she submits to the anal ravaging of the woods' midnight monsters.
In the morning, there is no sign of the Greys, and no sign of Red... But there is an inhumanly giant pool of semen clumped on the ground not too far from the Hunstman's cottage.
Nobody knows exactly how the Greys' powers work, or what exactly happens to the people that they have caught. But rumor has it that if you are out in the woods near midnight, you can sometimes hear Red's voice, very clearly squealing with distress, incoherently babbling away about how her poor butthole can't take any more of this triple anal torment.
So perhaps she's still alive out there... But if the sounds she's making are to be believed... Perhaps it's a fate worse than ****.
BAD END
The End?
- No further chapters
- Add a new chapter
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DC20 Damsels
Your chosen character must roll a 20, or things get lewd
A collection of short fantasy stories where the introduction is written before the die roll, and then the result writen after the author finds out how poorly the heroine rolled.
Updated on Jan 11, 2026
by DefeatedDamsels
Created on Jul 27, 2024
by DefeatedDamsels
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