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safe2281261 artist:amelia-bases69 artist:icefir3 twilight sparkle373021 alicorn339064 pony1714788 g42138103 bandage8380 edgy1835 female1923429 goggles19532 male591207 mare815697 ponified54285 shadow the hedgehog998 shadtwi105 sonic boom281 sonic the hedgehog5567 sonic the hedgehog (series)9217 twilight sparkle (alicorn)155583

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Beau Skunky
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends
Cool Crow - "Caw!" An awesome tagger
Magnificent Metadata Maniac - #1 Assistant
Artist -

Ate your lunch, sorry.
Twilight Boom!
 
@TheAbridgenator  
To be fair, Shadow hasn’t really been that angsty, & brooding sense the 2005 Shadow solo game brought closure to the whole “Maria” thing, and such.  
So I don’t get why people still try to label him as “emo,” as if this is still 2002. (And people don’t whine about all those brooding & emo Final Fantasy & such characters.)
 
Also, if she helps him find that damn fourth chaos emerald he’ll likely be a li’l friendlier in the end. (Well, “friendly” for Shadow’s standards.)
TheAbridgenator
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)

Entil'Zha
I seriously cannot imagine Twilight tolerating Shadow’s nonsense for more than a minute. She’d try to befriend him, sure, but she would certainly not roll over for his weaksauce Linkin Park Sasuke wangsting.