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Pre-history (can’t think of a witty name)
Founding of Equestria (Hearth Warming’s Eve)
Rise of Discord (The Chaotic Ages)
Fall of Discord -> Rise of the Alicorn Diarchy -> The Renneighssance
Rise of the Crystal Empire -> Corruption of King Sombra -> The Disappearance
War of the Sun and Moon -> Nightmare Moon’s Banishment -> Canterlot is founded
Nightmare Moon’s Return -> Reincarnation of the Elements of Harmony -> Luna’s Return
Paleo-pony Period
Heart’s Warming Eve (Founding of Equestria)
Discord’s Reign and Defeat
King Sombra’s Reign and Defeat
Nightmare Moon’s Rebellion and Defeat
Celestia rules to present
The Crystal Empire vanished a thousand years ago. Luna was shown helping to defeat Sombra.
Luna was moon’d for a thousand years.
This timeline has the disappearance of the Crystal Empire occurring well before Luna’s banishment.
By that, the vanishing of the Empire should be very close to Luna’s banishing.
I’d move the rise of Sombra to after the defeat of Discord. While Discord’s rule would prevent anyone from stopping Sombra, I don’t think that he would have been able to form or conquer an empire while Discord was at large. Sombra was also originally mortal, so I don’t think his rule would have lasted particularly long.
We need fanart of the two knocking back a pint of glass filled with exploding beer.
All in all, it’s a great headcanon to get.
I would think that’s before most of recorded history.
It happens at the same time as NMM’s banishment here.
I don’t know. Seems more plausible than what some have come up with.