After the debacle at Ponyville, Trixie finds making ends meet becoming harder and harder. And when vandalism strikes a heavy blow to her wagon, Trixie is forced to stare bankruptcy in the face. How will she find the money to keep going?

Sassaflash's cousin, Rocinante is visiting Ponyville in order to witness the Summer Sun Celebration and get away from his stress at work, but when Nightmare Moon threatens the land with eternal night, how can a pony stand aside and do nothing?