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Description

“Behold – the infinite malignity of the stars!” - the ancestor, darkest dungeon.
 
Darkest nightmare night nr 33.
 
This is it. My masterpiece for this Spooktober.  
Featuring The pony of shadows, who, after absorbing the darkness of Ponyville, turned into the Shambler. One of the most notorious wandering, mid dungeon bosses from from Darkest dungeon.one who truly embodies the terror of the darkness itself.  
Following the trend, around this malignety the party of four heroes have gathered, each dressed up as another Darkest Dungeon character.
 
Applejack the houndmaster, with her trusted hound Winona.  
Flyttershy the swamp plauge doctor. bringing her soothing chemicals and slug bile bombs.  
Rainbow Dash. Riposting like the highwaymare.  
And Pinkie Pie … Being Pinkie Pie. The Jester who dances on the edge to her own morbid tunes.  
All banding together in a desperate struggle to hold back the darkness.And stop it from absorbing all the loot (candy) this nightmare night.
 
Meanwhile, everyone else just looks on from the sidelines, wondering where the line goes between scary roleplay and nightmarish violence.

semi-grimdark36342 artist:grimmyweirdy249 applejack200747 fluttershy258945 nightmare rarity3432 pinkie pie256166 pony of shadows637 rainbow dash280299 star swirl the bearded2345 stygian1002 sweetie belle56817 winona2817 dog13562 earth pony489573 pegasus497605 pony1605214 robot11663 unicorn539065 comic:darkest nightmare night36 g42031738 blood31495 body horror1942 clothes635693 cosmic horror25 costume39153 cthulhu mythos154 darkness943 eldritch abomination1029 eldritch horror153 high res407946 highwayman14 houndmaster4 jester486 lovecraft125 monster2988 nightmare fuel4625 nightmare night6141 nightmare night costume2394 plague doctor138 ponyville7865 sweetie bot1576 tentacles15520 the shambler (darkest dungeon)3 traditional art143194 video game crossover557

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Background Pony #2EA5
And then Strswirl realized that not imprisoning Stygian in limbo wasn’t good idea