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Description

By this, I mean Fluttershy somehow getting flanderized into being more cowardly and timid than ever, starting with Season 3, with it most apparent in “Magic Duel”.

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Crowley
Wallet After Summer Sale -
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Birthday Cake - Celebrated MLP's 7th birthday
The End wasn't The End - Found a new home after the great exodus of 2012

Can't we all get along?
I dunno, she seems a little flanderized to me. Before I get pelted with purely metaphorical tomatoes, hear me out.
 
In Season 1, she was brave enough to tell off a dragon, walk into the everfree forest alone at night, and stare down a cockatrice if her friends/innocent kids were in danger.
 
In the latest episode, she doesn’t even go into the everfree in broad daylight, accompanied by her animals. I dunno, it just seemed out of character for her to be like that, and I think they’re just trying to play the “timid and cute” qualities a little too much.
 
Also, since when did she have a teddy bear?
Background Pony #77FE
Have hope, my comrades. In the future we shall witness better characterization for the poor yellow one.
Yorec
The End wasn't The End - Found a new home after the great exodus of 2012

I dunno she seemed to be written fine to me.
 
She threatened to whoop Twilight if anything happened to her animals. But she was still scared of Trixie. You would be too if she could just turn you into a potted plant at will.
ALIS

Her chief battle move in the changeling fight is ducking and covering her head with her hooves.
 
I don’t think she is any more or less cowardly.
Plasma F2FB
The End wasn't The End - Found a new home after the great exodus of 2012

I think it’s more about the situations she’s placed in more than a personality change. I mean, nothing really feels strange in the Trixie episode except for that one “Look how afraid they are” part.