Professing your feelings is a moment of fragility. The way your crush responds is the difference between pure joy, mild disappointment, or soul crushing pain. These stories emphasize the latter of those three.
Anonymous leaves Ponyville to pursue a quiet office job in Manehattan. While he finds the possibility of new love in his future, he finds that his past from Ponyville isn't willing to give him up so easily.
The newly cutie-marked Apple Bloom and Sweetie Belle depart for greener pastures, seeking out their fortunes and futures, leaving Scootaloo behind. But what happens to ponies that don't get their cutie marks?
When the shy pegasus, Fluttershy, finally gives up hope on winning your heart, you should be overjoyed. However, when a new human arrives in Ponyville, you can't help but find yourself feeling jealous.
Anon and Fluttershy get into a fight. Furious, Anonymous decides to go to a bar to cool down for a bit. While he's there, he meets a Diamond Dog named Ruby. This is how her heart breaks.