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.

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".

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!

It really was a very nice hat she'd given Spike.

Even though Twilight gave it back to her after his rampage was over, Cheerilee doesn't want to keep it.

She really should give it back to him.

*An alternate ending to The Secret of My Excess

Editing and Idea wall support given by Minds Eye
Pre-reading and adding a missing 'i' done by Syeekoh

Cheerilee, the local schoolmare, finds herself feeling abnormally lonely on Hearts and Hooves Day. However, a note she finds may change that.

One shot of CheeriMac.

Cover art by Luuandherdraws. Now with a live reading! Link

Ms. Cheerliee assigned her class to write about their favorite pony ever, and this is Dinky's report.

Friends that read over it: ToixStory, Lynked, JustAnotherTimeLord

Editor: Aqu

Audio Reading By Scribbler

Audiobook Reading by Pony&WolfProductions

"How could somepony as amazing as you not have a Special Somepony on Hearts and Hooves Day?"

With that single sentence, a thousand memories came flooding back to Cheerilee. A thousand memories of a thousand terrible dates...

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.

Young Cheerilee is happy to have finally settled down with her family in a nice town like Ponyville, and she's not about to let her nervousness about her first day of school stop her from making new friends. Most of her classmates seem nice, but...

There's one young colt who'll barely say two words to her. And she's determined to find out why.

SPOILERS IN THE COMMENTS!

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.

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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"