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Description

Turns out, Twilight has a thing for the philosophical type.

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Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
…When did Gummy get so big?
 
 
I don’t think Twilight would fall for Gummy, though. It’d be like dating her kid brother. (Rimshot.)
Raiinbow Dash
Artist -
Not a Llama - Happy April Fools Day!

@Scrounge
 
Off the top of my head, Shining armor, gummy, that jelly guy, roid rage, spike, flash, derpy. Can’t think of any others. If it helps, they’re always in the same order [I believe].
Background Pony #470D
It should come as no surprise that an intellectual like Twilight would be attracted to a philosopher.
Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
I’ve actually seen Gummylight before: >>346337
 
…And apparently this game is meant as a giant crackship generator, since when I tried it, I got Bulk Biceps, then Derpy.
Maskarade

I tried the game.  
I had no idea what I was doing the entire time.  
I kept clicking things for a couple of minutes.  
I was rewarded with a picture of Twilight marrying Flash.  
I don’t want to play games.