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Techy Cutie Pony Collection!

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Background Pony #5EF7
Don’t see what’s so bad about it, just a guy in a fedora holding a pinkie
There might be more to this guy then the show he watches and his choice of headwear
 
There’s less.
Pagan

Gay Viking
I don’t understand what I’m looking at.
 
A woman with short hair holding a pinkie doll while wearing a fedora and text that says “I’m a classy man.”
 
Can someone elaborate please?
Background Pony #5EF7
Don’t see what’s so bad about it, just a guy in a fedora holding a pinkie
 
r/cringe
ThisIsDashie

The only guys I know who wear fedoras are black guitar players and people from the 1940s. I know they’re out of style but I don’t know what they have to do with neckbeards :\
Background Pony #C3F1
Don’t see what’s so bad about it, just a guy in a fedora holding a pinkie
 
There might be more to this guy then the show he watches and his choice of headwear
A-T-S
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!

The lack of unkempt facial hair and morbid obesity makes me think this is actually a woman with short hair being satirical, but thanks to Poe’s law I can’t tell.