A troubled Princess Celestia, wandering her School for Gifted Unicorns late one night, chances upon her young faithful student, Twilight Sparkle, who has problems of her own: she can't catch the Tooth Flutterpony.
Sweetie Belle has a long record of little "accidents." It seems like everything she does just ends in disaster. After a fight with Rarity, Sweetie is left to wonder if she really is cursed. Is there anypony to convince her otherwise?
After a few conversations with Scootaloo, a few failed attempts at being a good sister and a little introspection, Rainbow Dash is convinced that she is a robot. Can she change her unfeeling ways and be the big sister Scootaloo has always dreamed of?
Apple is a funny word, one that Winona doesn't quite understand. Her family uses it to refer to food, trees, themselves and to each other. It's very silly. But either way, she'll always be there for the pony she knows as Little Apple.
Pinkie's run out of helium for her balloons, and she won't be able to get any more for two whole weeks—which is practically forever. Thankfully, she's found one last balloon to hold onto, and she'll never it let it go.
Fluttershy encounters a crying foal, separated from his parents. Now is not the time to be shy, but what can she do? The only thing she can do. Treat him with kindness.
Unable to have a child of their own, Canterlot socialites Fancy Pants and Fleur give adoption a shot. Enter Chestnut—a filly from beyond Equestria who will quite possibly turn their life upside down.
Sweetie Belle wants to learn illumination in hopes of earning her cutie mark, but an explosive end brings Twilight Time to an early close before she can learn it. All hope seems lost until the filly finds herself alone with a master of the craft.
It's Sweetie Belle's first day at Equestria's newest academy, and she plans on making it the best year ever. However enemies old and new emerge, while Sweetie struggles with the fear that her old friends are pulling away from her.