Anonymous has lived in Equestria for 7 long years and has finally decided it's time to move on from his personal hang-ups. Anonymous is going to try dating outside of his species, hopefully it'll be easy.
[WARNING: Contains ear scratching, hugs, and blushing cheeks] Anonymous is sent to jail for his most heinous crimes of first degree meanness, there he finds doing a few favours for those around him will allow him to live a comfortable
Trixie finds herself feeling aimless and unsure in life like many fillies without their cutie mark. And then she stumbles across a strange creature of great magical power who, while odd, seems to know the direction Trixie must take.
[WARNING: Contains ear scratching, belly rubs, and blushing cheeks] Anonymous is sent to jail for his most heinous crimes of bullying in the second degree, there he meets a mare working as a prison guard called Cookies 'n Cream.
After a spell is interrupted, Pinkie starts acting like a dog. Which means the life of a pet owner is forced on Anon while a guilt-ridden Twilight tries to work out what went wrong.