Funny enough, you're the first person to have caught what Rainbow Dash was inquiring Celestia about, because as far as seasoned rider Dashie can tell, Celestia let Sunset win. XD I like to think Celestia has multiple reasons to try to become closer to Sunset. She was one of the reasons why Sunset was so untouchable during her reign, and now Celestia feels responsible for Sunset's corruption and wants to play a more active role in Sunset's redemption. Since Sunset now is into motorcycling, Principal Celestia has a way to connect.
Thank you for seeing those! :) I love adding such lore-tinged details in my drawings.
At this point how can we be certain that bike is even a bike? I for one would not be surprised if that turns out to be an Autobot. :P
The ATG2020 has concluded today. Here's the rest of the pages!
Spoiler: ATG2020 comes to an end.