Cheerilee loves teaching. Despite all the trials and tribulations it presents, it's worth it in the end when her students learn something new. Not even a letter from the Ministry of Education reminding her about the impending teacher evaluations can sway her. But tack on her new relationship, the constant 'help' of the Cutie Mark Crusaders, and some strange behavior from Dinky and Sparkler, and her life is about to become a lot more complicated.

This story is set in parallel with The Life and Times of a Winning Pony and The Study of a Winning Pony with the approval of Chengar Qordath, Comma-Kazie and Ponibius.

Cover art used with permission, source is here

Things couldn't possibly get any worse for Rainbow Dash. Her job is falling apart, she's convinced that she's made her friends hate her, and even her dream of some day joining the Wonderbolts is in peril. While things are looking pretty bleak for Ponyville's coolest pegasus, her best friend and kinda-sorta fillyfriend Pinkie Pie is determined to whatever it takes to help her, and she's not going to quit until she can put a smile back on Rainbow Dash's face.

This is a side-story of "The Life and Times of a Winning Pony" which occurs after the events of Chapter Ten of that story.

Poor Spike, all he wanted to do is spend time near the pony he adores. Now, because of one little lie, he's in real trouble. A geography bee, a macabre doppelgänger, and an icebox all play their part as Spike and Rarity once again find themselves on pins and needles...

When your life is as dull a gray as the world that surrounds you, the mundanities can make it all seem meaningless. Sometimes all we need is a little color -- or six -- to reintroduce us to what truly makes life worth living.

*6-16-2017 Edit, added Rainbow Dash tag because it triggered knighty.*

[Complete!] When Rarity finds out how little Twilight gets out of the Library, things get out of hand as she decides to take it upon herself to teach Twilight the ropes of dating. As Rarity drags her around, Twilight begins to have a good idea of who she wants to ask out.

Cloud Kicker might just have the wildest life of any pony in Equestria. That may just be why Princess Luna wants Twilight Sparkle to study the insanity that is Cloud Kicker's life for a sociology report. Unfortunately for Twilight Sparkle, she is going to have to survive the circle of jealous friends, paramours, enemies, crazy co-workers and disappointed family members that surround this crazy pony. Will Twilight Sparkle be able to complete this assignment before it spins out of control, or will she be reduced to a neurotic mess?

A Winningverse Story.

Cloud Kicker might just have the wildest life of any pony in Equestria. Marvel at the insanity that is her life, and laugh at the suffering of her poor beleaguered best friend, Blossomforth. And maybe, just maybe, there's more to her than just the lovable sex maniac everypony thinks she is.

This is a semi-sequel to "The Incredibly Dense Mind of Rainbow Dash." Not really a proper sequel, since it's focused on Cloud Kicker and Blossomforth instead of Rainbow and Pinkie, but it's in the same continuity. So I guess that makes it a follow-up-side-quel story. Or something. You don't need to have read "The Incredibly Dense Mind of Rainbow Dash" to read or enjoy this, but you ought to read it anyway, just because.

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The central story of the Winningverse.

We got a tag for Cloud Kicker, but Blossomforth still deserves one too.

Maybe that glance lasted just a little too long, or maybe a certain conversation could be interpreted as innuendo. Whatever it is, sometimes we see only what we want to see, and sometimes our fantasies get the best of us. Rarity is no exception.

Featured on Equestria Daily.

This story is a sequel to The Sweetest Gem

The second episode of The Gems Trilogy. Rated Teen for strong language and sexual implications.

Rarity becomes desperate to find her special somepony once and for all as an air of romance in Ponyville continually surrounds her. But little does she know that her own best friend has been secretly harboring a crush on her for a very long time.

This story is told from the perspectives of both Rarity and Fluttershy, and will alternate between their POV's by chapter, with occasional third-party narration and multi-POV chapters to extend the story further.

The first episode of The Gems Trilogy.

Sweetie Belle attempts to deal with the realization that she's developed a crush on Spike. Meanwhile, Spike's own feelings are in flux.