Recommended Reading Order
Pre Pilot
I THINK that this is the chronological order
The Captain Of The Fridge Guard
Shining Armor gets his Cutie Mark
War Journal Of The Second Equestrian Revolution (Second-Grader Rarity Belle Commanding)
Rarity meets Apple Jack.
Based on the episode Look Before You Sleep there is an untold story about how Rarity's relations with AJ soured.
Lazy River
Set shortly after the death of AJ's parents. Pinkie is already in town & living at the Cakes. Triptych references some earlier events.
Tricks Of The Trade Show
Rarity drops out of school to follow her dream of becoming a fashionista. This is probably around 3 years before the pilot. Rarity gets a 10 year mortgage. She comments to her father that she "will pay ahead when I can. ".
Cut, Color, Carat, Clarity
Direct sequel to Tricks Of The Trade Show
Rarity moves to Ponyville & opens her boutique. Pinkie is already established there & Fluttershy is mentioned as having moved to Ponyville recently. Based on Like A Well Oiled Machine she met Fluttershy about 2 years Before Pilot.
The Night Before Nightmare
IIRC, this would be the last Nightmare Night before the pilot
A Series Of Egotistical Events
Dash moves to Ponyville. I got the impression that this was not long before the pilot.
Season 1
Season 2
Season 3
Triptych
Season 4
Dateline: Toyline
Takes place during the first 3 Seasons. Almost placed it in Non Canon
(In)Convenience
This story seems to take place before the events at the end of Duet For Earth And Sky. It is a direct sequel to Unstable Sale
A Duet For Land And Sky
Follows directly after Triptych
Monsoon Season
A direct sequel to A Duet For Land And Sky
Unsure Of Placement
Badvent Calendar
Direct sequel to Half!
The Waiting Doom
This seems to take place after the Duet story arc
The Waiting Doom II: PinkieCare
Direct sequel to The Waiting Doom
The Small Hours
This would be Estee's take on Season 4's episode Rarity Takes Manehatten
