The Sequel to Number 12.
The Doctor and Twilight leap into the future, though it may be a far darker place than they envision. In the mean time somehow the Doctor keeps crashing around Ponyville, something to do with Fluttershy, but what?

A blue box has fallen out of the sky, and crashed right into Twilight's Library! A strange brown stallion, calling himself the Doctor stumbles out. Soon after, strange stone Pegasus are everywhere, one of resident weather ponies has vanished, and Twilight is tossed in the middle! The Doctor and Twilight have to find out what's going on, before it's too late!

When Ditzy Doo loses her job at Cloudsdale Mail and Freight, she gets a job at another shipping company... only to find out their definition of shipping has nothing to do with delivering packages! Desperate for income to support herself and Dinky, will Ditzy be able to make it as a pony matchmaker?

(Occurs between Seasons 2 and 3 of the show.)