After the War of the Ring and the return of peace to Middle-earth, Gandalf the White departs for Equestria to visit two old friends of his; specifically, a certain pair of alicorn sisters.

Yet he does not foresee that Equestria, like ponykind, has changed with the years since his previous visit, and so he is quite unprepared for what lies ahead. Can the Wizard endure the trials that this new journey will bring? Surely, but only if he makes a few more friends along the way.

Six more, to be exact.

Written with a heavily Tolkien-influenced style, which has been sampled by:

thefluffyone
LeJokstereerre
TheProfessor86

Countless thanks for your help, guys!

(Originally posted on 8/21/12 on FIMfiction. This is written by an author that has only seen the films and has yet to finish the books, so there may be slight discrepancies.)

After the ineffective advice from Iron Will, Pinkie takes the timid Fluttershy under her hooves to teach her to face her fears, at the same time that Twilight and her friends notice things have gone very much amiss around Ponyville.

Magic is supposed to be controlled, released when the caster wants it to be and in the form dictated by the spell. To Twilight's glee, she succeeds in creating a spell to see a short distance into the future after many hours of research. The test doesn't exactly go as planned, but it works just in time to save a stallion's life. As she tries to reach out to a pony who she finds has nearly given up on life, she finds to her surprise, wonder, and concern that not all facets of magic are explainable, nor the workings of the heart - especially one that has been broken.

First story in my series. Currently undergoing a massive edit, as there were a lot of errors. Chapters 1-16 completed on the edit thus far. The endings are slightly un-canon, and that will be fixed by the edit, but until I get that up, take comfort in the fact that the shift has no bearing on the rest in the series, which currently follows the alternate path. Chapters 21-24 will likely be edited the most, as they were, admittedly, kind of rushed.

Oh, on a side note, I wrote this whole thing releasing a chapter a day as a personal challenge. Not my best piece, but the one that started them all. Ending one is blatant gary stu, I'll say it now. Art by askheroichamburger of DeviantArt

It's almost Mother's Day. Scootaloo comes to Rainbow Dash with a startling question, but then backs off, feeling ashamed she asked it. Rainbow Dash, taken off-guard by the question, starts to question both herself, how she feels about Scootaloo, and about her past...

Twilight Sparkles learns a little too much about Fluttershy's personal life. Fluttershy can't stand the embarrassment and becomes frozen in fear. The only way to snap her out of it is for her friends to do some unmentionable things.

Fluttershy needs to be free of any visitors today, because today is very special for her. Today is the day she can perform her secret pleasure in peace. Or so she thinks.

Twilight becomes alicorn of the stars. This is sort of a problem, because Luna kind of already was alicorn of the stars. Oops!

TV Tropes

This story is a sequel to Post Nuptials

In the aftermath of the wedding, Spike is bitter and avoiding everyone. Twilight's determined to find out what's bothering her charge, but she walks a very fine line when dealing with an emotionally distraught child.

Meanwhile, Rainbow Dash suspects something's wrong with Scootaloo, so she starts spending more time with her in hopes of picking the secret from her brain. As she begins to truly mentor the young filly for the first time ever, she begins to see the advantages to having a little sister.

And while all this is going on, Pinkie is struggling with some old family issues that have been brought to the surface, meaning she might have to confront her past at last.

Art by Conicer

After a brief spat with Spike over a seemingly trivial matter Twilight decides that in order to learn more about dragons she should try to become one. With a simple spell she transforms her little pony self into a larger dragon and quickly realizes that she has no way to change back available to her....

Following the events of "Traveler," Twilight goes to Canterlot to deliver her report on what has transpired since the Doctor's arrival in Ponyville directly to Princess Celestia. She leaves the Doctor in Spike's capable claws, asking him to show Equestria's newest arrival around town while the TARDIS rests and repairs itself from the trials of the previous day.

Although at first distraught at being stranded in the seemingly serene township of Ponyville, the Doctor finds himself reexamining his initial assumptions about the ponies, the land of Equestria, and his compulsive need to travel when he is confronted with the miraculous, impossible events surrounding Ponyville's resident party mare: Pinkie Pie.

The Pinkie Conundrum is the first in a series of continuity branching off from the foundations established by the Doctor Whooves stories: Number 12 and Traveler by the very talented Squeak-anon and all references to these two works of fanfiction is credited to him. Also, while this is a separate continuity from any future works by Squeak-anon, it is strongly recommended to read these two fictions before reading Pinkie Conundrum.

This work has been developed and published with permission and blessing of Squeak-anon, my original inspiration.
Doctor Whooves Intro posted on YouTube by: Cshep99
Cover art provided by FoxInShadow from deviantart.com
Proofreader, Editor and Number One Assistant: 2dextreem

If you enjoy this story as well as my other works, please leave a comment. Constructive critique is encouraged as well as any questions or remarks that may occur.