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Tragiclady
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

It would be super nice if someday Scootaloo got mechanical wings, or a hang glider or a jetpack. Knowing her dreams she wouldn’t settle for just a pedal helicopter.
 
Hang gliding seems most realistic. She could also have another pegasus buddy nearby to fly with her and catch her if she falls.
Pagan

Gay Viking
@Chocolate Skye  
Well there was an entire episode dedicated to her not being able to fly and Rainbow Dash tells her she might one day be able to fly but if she doesn’t not to take too hard so it’s confirmed that for now she can’t fly and may never be able to but this comic feels like it’s trying to hard.
Pagan

Gay Viking
Pretty sure teachers ask what you want to be when you grow up not this also I doubt they would ask this when they know some certain students have certain conditions.
Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
This is certainly a different direction for the “Scootaloo can’t fly” stuff. Usually it’s all a big joke. Never thought I’d see one so… Tragic. Poor Scootaloo.
Sunspot17

I just really wasn’t prepared for that even though it was the obvious direction… I… okay… I guess I’ll just have all these feels now.