The Cutie Mark Crusaders are thrown into an adventure for the ages, where the deepest secrets of Equestria are waiting to be discovered. There's only one problem. Diamond Tiara and Silver Spoon are tagging along. What secrets will they find?
Misty Fly dreams of being in the Royal Guard and has the skills to do it, but there's just one problem. She isn't intimidating at all. The Royal Guard tells her to see Iron Will, but things prove to be difficult.
Fleetfoot questions whether she has free will and wonders whether her special talent is nothing to be proud of. When an opportunity arises to find the answers she seeks, it then becomes a question of whether she will regret searching for them or not.
Apple Bloom is on a field trip with her class, and she ends up getting paired with Silver Spoon. However, the latter's behavior is unexpected and Apple Bloom learns a shocking secret. How will this affect her view of Silver Spoon?
Filled with doubts about herself, Spitfire ends up going to a pub after a show. However, what starts out as a place to drink and contemplate her life turns into one of the most important conversations of her life when Twilight Sparkle joins her.
Trixie abandons Ponyville after all the trouble she caused. During her long travel, she stops at a diner to get some food, but this decision will affect Trixie much more than she expects.
Trixie works for Cherry Jubilee to help pay for a trip to Ponyville. However, her task turns out to be much tougher than expected and then some, especially with her limited experience. Will Trixie make it out in one piece?
Tired of her repetitive and boring lifestyle, Cadance decides to try making a delivery undetected. Unfortunately, her plan may be easier said than done. Will she succeed? Or is she doomed to boredom?
Spitfire vows to become stronger, even if she breaks herself in the process. Misty Fly, however, suggests she should be more reasonable and believe in herself. Unfortunately, some of Spitfire's old wounds may need to be opened in order to solve this.
After braving the darkest caves, Starlight Glimmer ends up in Canterlot and stops at a cafe. Everything seems to be looking up until a familiar face shows up. And to make matters worse, another pony she dreads to encounter appears.
Vinyl Scratch and Octavia discuss the events which took place before Cranky's wedding. However, Vinyl is filled with anxiety once her more impulsive behavior is brought into question.
Rainbow Dash and Misty Fly bump into each other in Ponyville, but she has something to tell the Wonderbolt. Unfortunately, it's about something Misty has been struggling with for years.