An episodic short story collection about... well, read the title.

You are Tom, a human in Equestria through some vaguely-defined plot device... But that's not important, you're a human in a land of pastel talking ponies, this ain't rocket science. You make a bit of a hubbub about Equestria through your bizarre and inexplicable difference from typical equine nature - including an oddly-obsessive mint-colored pony with a harp for a Cutie Mark.

Attention becomes so great that you find yourself a guest of the Royal Family at Canterlot Castle. Celestia is nice enough, tries to make you feel comfortable despite the oddity of the situation. Luna, however, is just a pleasantly-enigmatic being. Always aloof, what few times you interact are in polite company and she has an odd air of archaism to her.

You want to get to know her more. She provides you the means one memorable night, launching you on a bizarre quest...

HUMANIZED CHARACTERS AHEAD!

Twilight's having a pretty rotten day. Well, not really, it's a typical day for the hard-working young woman. But Spike still thinks she needs to take a little time out for herself. He decides that a little challenge of mind over matter will be the best way to cheer her up. So, convincing her to wager some of her precious time, he begins writing a very PERSONAL letter to Celestia; those familiar first three words present a bit of challenge, though.