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For as long as any of the Cutie Mark Crusaders can remember, Diamond Tiara had always been the biggest bully they knew. But when that said bully dies in an accident, each of them starts to go through their own emotional experience from this sudden change in their lives. Each will learn more about themselves and about the pony who they all thought they knew before she is laid to rest.

***Takes place just after season 3 but before season 4. This story is completed.***

Now with TV Tropes page

Chapters (12)
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Rainbow Dash is a well-known pegasus mare in Ponyville, but her parents know her as a colt, Sonic Dash. When they come to visit, she must confront both her parents and her friends with the truth of her identity. Will her parents accept her as their daughter instead of their son, and how will her friends handle the secret she has kept from them for so long? A story about family, gender identity, growing up with the wrong body, and, of course, friendship.

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Chapters (4)
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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.

Chapters (28)
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For Lyra, life is pretty swell. She has the best fillyfriend anyone could ask for in Bon Bon and she doesn’t need to worry about work or any complicated drama. Overall, she can live her life at her own tempo.

If only things stayed that simple.

Side story to The Life and Times of a Winning Pony and the rest of the Winningverse and approved by Chengar Qordath and Comma Kazie.

Chapters (13)
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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

Chapters (3)
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Rarity is alone on Hearts and Hooves Day, and she's not happy about it. A friendly afternoon in the park with Applejack promises to turn their friendship to something more – or at least it would, if either of them would simply talk to the other about it.

Between her awkward sort-of romance with Applejack, her desire to help Fluttershy find a special somepony of her very own, family, friends, and the general day-to-day chaos that is life in Ponyville, this fashionista's got her hooves full.

Side story to The Life and Times of a Winning Pony and the rest of the Winningverse. My thanks to Chengar Qordath and Comma-Kazie for their support and pre-reading assistance.

Chapters (2)
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An elderly Twilight Sparkle goes back in time to tell herself to stop studying.
What is the point in knowing how life works, if you're not out there understanding why it works?

Chapters (2)
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Spiders. Oh, how I hate spiders. And yet Luna insists on keeping one as a...pet.

Just a little fun story to keep my skills sharp, so don't expect it to last very long!

Chapters (6)
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To prove she's ready for more responsibility on the farm Apple Bloom decides to raise her own tree, with no help from the rest of her family.

Chapters (1)