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It's the end of the week and Cheerilee is enjoying a drink at the bar. Her mellow mood is soon disrupted. The seat next to her is taken by none other than Princess Luna, who has her own drama to unload on anypony who will listen. Or understand her...


Rated Teen for drinking and adult situations
Cover art by me.


Reading by McClain Media.
Featured in an article on Equestria Daily on 12/21/2022.

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Sometimes life's lessons are easiest to learn in our old classrooms, and with our old teachers. Standing on the cusp of her journey as an instructor at the School of Friendship, Scootaloo hopes that her very first teacher can offer her some insight.


Third place in the of the Quills and Sofas Speedwriting 'Colorful Characters #5' contest. The colorful character was Cheerilee, and the prompt was "patience".

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Big Mac doesn’t say much. That’s just his way. However, when a routine medical exam reveals he’s going to lose his voice, he decides he’d better get his last round of speaking in while he still can. Saying a few last words to his friends (and asking out a certain schoolteacher) is all he planned on doing. If only he understood the full repercussions of opening his big mouth.


Featured on Equestria Daily!
Reading by DRWolf: Chapter 1 Chapter 2 Chapter 3


The original version of the story took 12th place in The Writeoff Association's July contest, "A Matter of Perspective"

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On a normal weekend, Cheerilee assigns everypony an assignment from a unit she has been using for years. She considers it to be the most important one of the year; to teach the fillies and colts about the differences between ponies, and how they can all work together to do more than they could on their own. Unfortunately, a confused trip to the library by three fillies raises questions the teacher can't answer.

In an effort to make sure she teaches everything she can to the best of her ability, Cheerilee enlists the aid of Twilight Sparkle to help rewrite the textbook she has been using for years. As the days tick by, however, she is forced to deal with something she thought she had a handle on a long time ago.

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For better or worse, Show and Tell is an educational opportunity for fillies and colts. They find things that interest them or have a good story attached and present them to the class. They answer questions about them . . . and when Nursery Rhyme brings in a trichobezoar, there are lots of questions from the class and a few from Cheerilee, as well.

Still, it’s a learning opportunity for all involved.


Now with a reading by StraightToThePointStudio!

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Sparkler has a happy life with her adoptive mother and sister. However, a secret weighs heavy on her. Seeking some advice and relief, she comes knocking at Cheerilee's door.

What does the filly want to confess?

Many thanks to Taggerung for the amazing picture! The original can be found here: http://ballman64.deviantart.com/#/d4k8s3q

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After spending the night at her date's house, Cheerilee reflects on her life and meets somepony she didn't quite expect.

Featured on 7/8/2016

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After a little incident at the Equestria Games tryouts, Cheerilee finds herself apologizing to Ms. Harshwhinny and taking her out to drink as penance. Things won't get weird between them over alcohol, right?


This is probably the only Harshilee story that exists, or ever will, so I suppose this is part of my ongoing theme of pairings basically nobody loves.

Sex tag is for risqué jokes and situations.

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Big Mac walks Cheerilee home after the exasperating antics of the Cutie Mark Crusaders, and talk about the past, and maybe even the future.


I consider this to be my first complete fic, so all comments welcome.

Credit for the picture goes to joemasterpencil.deviantart.com

(I can't draw for crap)

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Since meeting Apple Bloom, Twilight, and their friends, Zecora's life has become much more filled with warmth and purpose than it has been ever before. But old patterns of thought are hard to change, and becoming part of a community can seem impossible to a recluse.

2014-10-15: Edited by Feo Takahari.

Chapters (8)