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Description

A new take on the classic “Dogs Playing Poker” oil painting series by C.M. Coolidge. Original (titled ‘A Friend in Need’) can be viewed here!
Edit(sorry for all the updates): Forgot to mention this; this is a relatively quick piece I threw together to help plan out an actual oil painting that I plan to do. Final product will be posted in a few weeks!
Also, I didn’t realize how controversial this would be. For clarification, I’m not classifying Iron Will as a villain. I just think the guy would enjoy a night of poker!

safe2267080 artist:joellethenose82 discord38711 gilda11735 iron will1493 king sombra17827 nightmare moon21437 queen chrysalis44000 trixie81892 alicorn335793 changeling69935 changeling queen25531 draconequus21946 griffon38579 minotaur1356 pony1699616 unicorn581285 g42126439 ace of spades101 annoyed7612 antagonist2605 chair12736 cheating171 chocolate4792 chocolate milk841 chocolate rain471 cloud46633 crown32659 dogs playing poker21 evil smile7081 eyes closed147800 female1908525 food107824 grin67060 indoors19263 interior906 jewelry125055 laughing11626 magic101870 male585641 mare805794 milk6945 nose piercing4648 open mouth256884 piercing70156 playing card880 poker450 rain8389 regalia40246 septum piercing1275 smiling431571 smirk19274 table14057 telekinesis41331 villains of equestria99

Comments

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Background Pony #52AD
Okay, this was made in 2013, and this image has Trixie included. Didn’t she redeem in Magic Duel before this was made? Couldn’t Diamond Tiara take her place instead? I mean, she herself was an antagonist before her redemption in “Crusaders of the Lost Mark”.
Background Pony #B98B
this image always annoyed me, it’s like placing Alex Jones and Ezra Miller next to Hitler and Stalin
Ardashir
My Little Pony - 1992 Edition

Chryssy and Sombra may well regret laughing at the very unamused Nightmare Moon. The look on her face says she is SO done with this.
Background Pony #3875
@DasHiveMind  
‘Constantly encouraged Dash to act like a dick’
 
Really? That’s your big claim to her being a villain?
 
Why, it’s no worse than how Spitfire encouraged Dust to act like a dick by promoting and repeatedly praising her for doing so rather than slapping her down and ensuring her training as a team player the way she was supposed to do in her position?
 
Or perhaps for villainry we should look at Dust’s reaction to everyones near death! Which is almost exactly the same as Fluttershy and Twilight’s reactions to Rarity’s near death back during the best young flyer contest… And unlike with LD the nearly dead was supposedly their best friend.
 
Or hey, do we even need to bring MMDW into this? Because we totally could and really point out how pretty much every one of the mane six can be painted as a sociopath with much less work than Lightning Dust.
 
 
Oh wait, i forgot. Doing things like that is only bad when ponies you don’t like do them.
 
Which is ultimately why most of these jerks are labelled as villains - because they just can’t bring themselves to admit that most of the ponies they like are just as bad, so they have to sling around the term ‘villain’ to make sure those mean jerkfaces are clearly segregated from their favorites (who certainly can’t be just as bad no-sir-ee whatsoever).
Minus
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Philomena - For helping others attend the 2021 community collab
Twinkling Balloon - Took part in the 2021 community collab.
My Little Pony - 1992 Edition
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab

Leader of the G4 purists
@Grieffon  
…No-one said Gilda was not a villain here. FiM really only has 4 real villains though, but not a bad array of huge jerks. Trixie, Gilda, Diamond Tiara, and Lightning Dust all fit into the jerk category so I don’t mind them being here. It is just stupid adding in Iron Will or the Flimminy Flammers to a villain picture though. How about we add the overpriced cherry salespony as a villain too? We might as well! And in that one episode Fluttershy made her friends cry, so clearly she’s a villain too!! LET’S JUST PUT ALL THE PONIES IN THE IMAGE!!!!11 DERPIBOORUISTHEVILLAIN6ASJNSDF5A4NDGJBNSKJDB3NGKJSBGLSNETNN
 
Also it is a good image, but Sombra and discord could do with looking a bit less like vectors, facially.