Years after being assumed to the position of Friendship ambassador, Spike learns that he has to deal with the tribulations of being an adult, along with the challenging issues that plagues his caretaker and mentor: Relationships.

Nondis is a man who managed to find himself Equestria. While Twilight and the other princesses try to find him a way home, he realizes that finding a way back is only a minor problem in comparison to his growing attachments to some of the Mane Six.

Caramel finds a job to help pay off his gambling debt. The job pays 120 bits a night and it comes with a swanky uniform. However, he fails to read the fine print of his contract.

Soarin has a crush on Fluttershy, but he doesn't know how to approach her. Rainbow Dash intends to fix this, but she soon finds out that this will be difficult. She also falls in love with Soarin. Drama ensues.

Rarity has an untold history of her foalhood crush.

Pinkie and you have been in a relationship with each other for several months. One day, she bails out on a date with you and you don't know why.The day after you've been stood up, you confront Pinkie and find out why she bailed on you.

Alexander is trying to court a young, purple librarian in Ponyville. But he'll find that it's not easy. In fact, he dug his own grave.

You see that Fluttershy is looking for some assistance at the animal shelter. In sympathy, you offer to assist her.