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Description:

Yeah, I found a new game that interests me (Darkest Dungeon) soo I drew this.
 
Twilight Sparkle = Occultist  
Rainbow Dash = Highway Man  
Applejack = Bounty Hunter  
Pinkie Pie = Jester  
Rarity = Grave Robber  
Fluttershy = Vestal
 
Honorable mentions/ideas = Zecora (Plague Doctor), Shining Armor (Crusader), Big Mac (Man-at-Arms), and Derpy (The Leper).
safe1972983 artist:metal-kitty628 applejack187890 fluttershy238352 pinkie pie238707 rainbow dash259493 rarity203264 twilight sparkle333098 earth pony362204 pegasus407369 pony1325049 unicorn447151 bounty hunter56 campfire1347 candle6055 clothes559860 crossover68867 darkest dungeon126 eyes closed120906 fire13843 forest12830 frown28840 glare8700 grave robber11 gritted teeth16629 hat109063 highwayman14 hood1747 hoof hold10895 jester353 jester pie138 mane six35341 occultist9 open mouth198132 prone30856 sitting78751 skull3799 smiling331684 vestal6

Comments

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Background Pony #4C33
I’m sorry, but… No. Just, no. My Little Pony and Darkest Dungeon=error. They don’t go together. They really don’t. I am tired of seeing this. This doesn’t need to be ponified as well. Don’t try to make Darkest Dungeon all happy and magical when it isn’t supposed to be, and don’t make MLP dark and depressing when it’s not supposed to be… Actually, I don’t care what you do with MLP as long as it stays away from everything else. Thank you very much.
Valikdu

Love this game.
 
…Just got lucky with the first hag boss. Reynauld sheared off halv of her HP bar with an awesome Holy Lance crit, and she died before the her in the pot was finished.
 
…Previously, the second team got codeblacked in the warrens. Should have pulled out when the old soldier dude had a heart attack…
 
When Darkest Dungeon wants to fuck you, you’ll feel it. But sometimes, it doesn’t.
Background Pony #A9F5

Pinkie Pie:
 
Oh hear me princess,  
For I must sing,  
How you are the greatest,  
At everything.  
Like letting a dragon,  
Burn down our city,  
A horrible sight,  
That wasn’t pretty,  
T’was all your fault,  
And ’tis a pityyyyy…  
You were bad,  
You are to blame,  
So hang your princess,  
Head in shame.  
La la, la la,  
La la, la la,  
La la, la la,  
La la, la la.  
The princess is bad,
 
She is to blame,  
She hangs her princess,  
Head in shame.  
La la, la la,  
La la, la la,  
La la, la la,  
La la, la laaaaaa!