The path to adulthood is one riddled with pitfalls and obstacles, and it's no easier weighed down by everypony's expectations. Octavia has to deal with resentful teachers, impatient parents, school pageants, bullies, rivalries, and broken bow strings if she ever wants to make it as a respected musician. If she can even be sure that's what she wants. Luckily for her, she's always had one pony who'll stick by her through thick and thin, and maybe make a little trouble herself.

Luna's finally ready to get back out there into the world of Equestria, ready to see what's become of ponykind in the past thousand years. Except... she's not quite ready to go out on her own, amongst ponies that know only tales of nightmares and betrayal about her, and the one pony she knows personally is a little busy running a kingdom and raising the sun. When the offer for companionship comes from an unlikely place, Luna learns two great lessons. One, the risk to get to know a pony can lead to great rewards. Two, socks make everything better.

Fluttershy is used to nursing critters of all sorts back to health. When she comes across a broken showmare, however, it will take all her patience and care to help the other pony. Especially when Trixie begrudges her help every step of the way. Can she get through to her? And can Trixie learn that she doesn't need to stand alone to stand strong?

Rainbow Dash has always been notoriously lazy, but when their friend can't seem to keep awake for a single day the rest of the mane six take it into their own hooves to discover what's wrong with her. Is she just lazy? Or is there more to Dash's life than they know? And can they handle this other part of her?

Twilight Sparkle is called away to tend to Luna when she falls ill. As Luna grows sicker and Twilight more determined to help the younger princess, she begins to uncover dark secrets about the elements, the alicorns, and her own past.