A lonely Cheerilee has nothing going for her in life as she spends her days grading papers and dealing with rowdy students. But one day she gets a letter from a secret admirer and her life starts to change, but is it for better or for worse?
Rarity figures out that Cheerilee has a crush on Twilight, and that Twilight is oblivious. Rarity decide to play matchmaker. And Blue Bonnet is the worst delivery pony. Nothing can posi-blie go wrong.