(didn’t realise I drew this image so big until after the fact :P ha

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@InvisibleInk  
Ah I see 😗
@Takengrin Endmmar  
She’s dressed as Sandy from Grease :)
 
 
@Josh103  
I did wonder that myself when drawing it, in my mind if it’s someone Twilight cares about they would have to have similar interests to her so I was thinking a quirky theoretical physicist and/or cosmologist who was known to believe in the existence of magic though he could never quite prove it. Though I like the other suggestions made too :3
@Background Pony #98A4  
Either she’s dressed up as the black widow (which I highly doubt because of her not having the gauntlets widow has) or she’s dressed up as female version of the man and black but I dunno <_>
@Josh103  
@sumbozo  
Or maybe he’s a magician/illusionist like Houdini.
@Josh103  
Maybe he’s fictional, like Gandalf or Dumbledore.
I wonder what Starswirl means in this world.
@Zharkaer  
Ah I see, thanks for clearly that up!
Zharkaer
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@InvisibleInk  
The mane seven tag automatically implies Spike along with the others, so that’s why.
@Background Pony #FF62  
I’m equally confused, I’m not sure who tagged Spike in this but he’s clearly not in the image! (was going to include him as a dog dressed as a dragon but since I’m a uni student I didn’t have enough time on this image, but your comment did make me smile.
 
 
@bigladiesman  
You are correct :)
bigladiesman
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@Background Pony #98A4  
I think this is the outfit Olivia Newton-John wears in the final scene of “Grease”.
Background Pony #571C
is spike dressed up as Winona cause she’s in the pic but theres a tag for spike and not her but, if thats spike he know how to go incognito.
Background Pony #BCF1
S Fluttershy goes as Alice, Pinkie as her(pony)self, Rainbow dash as a shadowbolt, Twilight as starswirl, AJ as Dorothy, end Rarity is Leia…
 
But Who’s Sunny dressed as ?