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

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.

TvTropes Page

The central story of the Winningverse.

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

Ditzy Doo is the daughter of a prominent family in Canterlot. So why has she shown up at Rainbow Dash's doorstep, years after they last saw each other? Rainbow is willing to go to out of her way to help an old friend, but she may get more than she bargained for: being away from home isn't the only thing Ditzy has to adjust to...

A prequel to the events of both continuities in The Winningverse.

Co-authored by Chengar Qordath.

Rainbow Dash struggles to figure out why Pinkie Pie keeps acting weird, and seems so happy about spending Hearts and Hooves with hanging out with her, while also puzzling over the fact that Cloud Kicker and Blossomforth seem to be going out of their way to help the two of them enjoy the day.

Cloud Kicker and Blossomforth need to have their own tags, because they're awesome characters who deserve to have more stories written about them.

Has a semi-sequel-follow-up-side-story:"The Life and Times of a Winning Pony."

In the elite circles of Canterlot, cultured music is one of the essential luxuries for anypony with status. Octavia Philharmonica is one of the foremost classical musicians in Canterlot. Her music is at the very pinnacle of her profession, her performances highly sought after, and her talents attract a steady string of wealthy and influential patrons. Her talent, however, is not always enough on its own; occasionally, her job demands more. For the sake of pleasing one of her patrons, she must perform for a charity concert—a collaborative concert with her dubstep-loving friend Vinyl Scratch.

She and Vinyl must find a way to weave their genres together to create a new style of music for their patrons, all while maneuvering the tricky and underhoofed backstage politics of Canterlot society and the musical world.

A Winning Ponyverse story.

This story is a sequel to Lyra's Human

Several years after the events of Lyra's Human, Derpy Hooves decides that she's lonely, and wants to meet a human for herself. Together, Derpy and the human have crazy adventures across worlds as both learn what it means to be true friends.

Story image courtesy Shadow Squirrel

This story is a sequel to My Little Changeling: Friendship is Weird

After the most important changeling artifact, the Evershifting Stone, is stolen by ponies, one changeling is blamed and exiled. How can he earn back his place in the hive? Find the thief and bring back the Stone.

He tracks the thieves all the way to Canterlot, which has changed a surprising amount in the past year and a half. Can he really find a thief among the confusing mess that is pony life and changeling integration?

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Cover image graciously provided by Raster!
Found on Equestria Daily here!

This story is a sequel to Thrown Abroad

After the events of Thrown Abroad, Suncloak the changeling is happily living in Ponyville. Well, sort of. He needs the love of friendship to stay alive! Luckily, there's plenty of ponies who would want to be friends with him. But let's not forget about other changelings here...

You know, this would be a lot easier if the whole concept of friendship wasn't so needlessly difficult.

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Amazing cover art by Wolfeh! Find her Tumblr here!
Fanart!
To be found on Equestria Daily here!

A single changeling is blamed for making Chrysalis' plan to take over Equestria fail. He's banished and thrown out of the hive, ending up somewhere far away.

Luckily, he ends up not too far from a certain well-known village, where he can feed to his heart's content.

Needless to say, not everything goes according to plan.

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Now with a French version, courtesy of Wansdich, here.
Fanart! Check it out here. And even more here!
Now in ereader-friendly PDF version, by Starflower Hooves! You can view and download it here.
Featured on Equestria Daily!

'I looked at the reflection, and the beast looked back.'

Viktoria had never seen the mirror before, now she wishes she had never examined it. With her body twisted into a strange and unsettling new shape she must become accustomed to her new equine form before finding a way home, and along the way also return her body to normal. Her body betrays her with each movement, muscle memory working against her. Will the newly encountered Flitter and Cloudchaser be able to help her?

Even with the new addition of wings to grant her flight and escape, Viktoria has never felt more confined.

'Others see me for what I am. I only wish for them to see me for who I am.'

( Thanks go to AkuOreo for such a lovely cover art! )

( Also, seems to have a Tv tropes page in the making! )