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Champions of Equestria

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Description

Just a small illustration to my headcanon regarding Wheely…
 
Wheely Bopper was a strange pony with wheels who used to appear in Rainbow Dash’s dreams frequently during her childhood. Together they had all kinds of fun and adventures. Being a product of Rainbow’s imagination the wheeled mare strongly resembled her. As Rainbow grew older Wheely appeared less and less, until eventually she vanished from her dreams completely. Many years later Rainbow still remembers the character fondly. She commissioned Rarity a plushie of Wheely and still hopes that some day she will see her once again.

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Gomenasai
The End wasn't The End - Found a new home after the great exodus of 2012

@Beau Skunky  
A dream. RD asked Rarity for a plush of WB, based on the description she gave her.
 
At the time I liked to think of WB as manifestation of RD’s subconscious attempt to fill the role of mother figure in her life with an imaginary character during her childhood, she would only have visions of WB in her dreams. She doesn’t dream of her anymore, but she wanted to have a plush as a reminder.  
Additionally, the fact that Scootaloo favors a wheeled form of transportation further increases RD’s attachment to the filly by subconsciously triggering associations with her past dream friend.
 
This isn’t canon or anything, I just thought it would be an interesting spin on WB’s origin. But that’s assuming RD really grew up without a mother, which is probably not true.
Mayojar77
The End wasn't The End - Found a new home after the great exodus of 2012

And then Wheely suddenly appears at one of her birthday parties and it turns out it wasn’t a dream after all and she really did have nightly adventures with a dimension-travelling wheeled pony as a filly.
Background Pony #1F4D
@Masem  
Pretty much exactly what I had in mind with the substitute for real mother, seeing how she didn’t appear with Rainbow’s dad in the flashback.
 
It goes even farther than that when RD takes notice of Scootaloo riding scooter all the time, thus subconsciously starting to feel more and more attached to her due to the whole “pony on wheels” parallels. Scootaloo is the new incarnation of Wheelie that RD needs in her life.
 
-∀
Masem
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This idea works so well if you add:  
  • Firefly as RBD’s canon mother (suggested by Faust), and who was a speed demon  
  • That Firefly died while RBD was still a filly - she knew her and admired her for her speed (something her father does not have)  
  • So Wheely would have been her surrogate female familiar/parent/sister - something her dad could try but simply couldn’t provide.
Background Pony #378C
That may be the single cutest thing in the history of the ponyverse. And that is saying something.
Background Pony #3AC3
i can’t decide which is more cute, the wheeled pony or filly dashie. seriously you can’t get cuter than that!
Wesley Foxx
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The Fluffiest
And now the rest of the Mane Six need an imaginary friend, and for Wheely Bopper, Smarty Pants and the other four to go on an adventure together.
Background Pony #EF0A
So she’s basically the “Smarty Pants” to RD?
 
I like that canon.
 
And I also like the idea of Rainbow making a “children’s series” of books detailing Wheely’s adventures on the side of being a Wonderbolt sorta as tribute to her love of Daring Do.
Background Pony #1F4D
@bradzz  
Alright, added it in the description. Tried to make it shorter but it’s still sort of long, sorry.