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Red Palette Art - Merch Shop

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safe2282370 screencap303538 betty hoof17 cleopatra jazz137 dinner date (g4)8 engoulevent22 fedoraheart6 flint carnation7 gallant starpalm7 marelene dietrot10 pocket square (g4)5 rainbow dash291307 tony cannon6 earth pony551690 pony1712421 g42124138 my little pony: friendship is magic269121 season 93996 sparkle's seven1859 20s80 bar2013 barstool130 bartender272 betty boop32 black and white19052 bloomers365 cup9749 edward g. robinson1 fedora1465 grayscale52669 hat135006 josephine baker8 juice2046 jukebox75 marlene dietrich10 monochrome181842 noir509 playing card909 radio833 table14122 tavern242
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Evil Paladin

Oh! My! God!!  
The stallion behind Betty Boop is doing the “cool guy lean” that Discord tried to teach Spike and Big Mac!!  
LMFAO!!  
What a call back!
Background Pony Number 17
My Little Pony - 1992 Edition

Okay, there are plenty of 30s references here:  
  • The pony to the left of the bartender is Betty Boop.  
  • The blonde mare in the man’s suit chatting her up is Marlene Dietrich.  
  • The pony with the eyebrows in the middle of the poker game is Edgar G. Robinson.
     
    Anyone recognize the others?
     
    (Edit: The mare at the far left table is apparently Josephine Baker; she showed up in “The Break Up Breakdown”.)
Background Pony #EFC1
Some are not new. Betty Boop and the mare on the table (Banana something) are appeared in one episode.