(Takes place within the universe of The Sitter with the Diamond Tiara and its semi-sequel A Dazzling School Daze. Familiarity with both is not required, aside from a little bit of context.)

Diamond Tiara has come to a realization of sorts about what her future should be and what sort of career she wants to pursue. A recent experience has convinced her to become a teacher, rather than take over her father's business.

But the young mare finds herself still plagued by uncertainty over her decision, doubts have crept into her mind about who she is and what her career path should really be. So she decides to have a talk with somepony she believes can help clear things up.

Cheerilee is quite surprised to be visited by one of her former students, but nevertheless agrees to hear Diamond out. And Cheerilee's advice and guidance might be just what Diamond Tiara needs to hear.

Silver Spoon is a busy mare. So very, very busy. But she makes time for Diamond Tiara. Best friends and all that. And as Diamond's best friend, she's willing to take time out of one of her rare days off to meet with an old classmate as a favor.

It'll be nice to see Featherweight again. For business purposes. Yeah. Just business. Diamond surely didn't have any ulterior motives. Nope. Never. Not Diamond Tiara, nooooo.

Don't let the bad cover art fool you, this is set many years after the events of the show.

An idea inspired by a recurring element in PatchworkPoltergeist's The Silver Standard. Written purely for the sake of getting it out of my head.

Jon and Eugene, two lifelong friends since childhood both share a love for My Little Pony: Friendship is Magic. One day, as they were watching an episode, something strange happened. Discord broke the fourth wall, but not in the expected way.

Now, they are stuck in another world. They are not the same age, not the same gender anymore, nor are their bodies even human.

A terrifying situation. Lost in the woods all by themselves, without any to tether them to their previous life. But, they do have one thing; fantasies. And now, the means to act upon them.

It will be a friendly competition, to see who can earn Fluttershy's adoration.

Sex tag is for some of our more questionnable remarks. We don't know if this story will ever get bumped up to mature. We only have a vague idea of how things will play out.

This story is a collaboration between me and my best friend who wishes to remain Anonymous. (Holy shit, the real Anon?). It was my idea to write this together, so expect it to be different from my usual stuff. I just never thought we'd actually do it, so... here goes.

Note: Wow, can't believe we're on the featured list. I was honestly not expecting a good reception, considering the bizarre shit in this story.
Eugene (The Fluttershy Enjoyer) Note: What the fuck is wrong with y'all?

This story takes place after The Last Problem, and as a result, Diamond Tiara, the Cutie Mark Crusaders, and all other characters that appear in this story are grown adults.

Ever since taking over the Rich family business, Diamond Tiara has been working hard to use her status for the betterment of everypony. She's come a long way from the stuck-up snob she was as a foal, but her family's reputation can't be forgotten quite as easily. No matter how much she tries to give back to the community, she will always be a Rich. For better or for worse.

Perhaps this is why her friends are suspicious of her new boyfriend.

And perhaps it's why she likes him in the first place.

Day #4 of Hearts and Hands Week.

AKA Chrysalis vs The Rolled-up Newspaper of Harmony

AKA How To Unalone Yourself At Hearth’s Warming

Chrysalis has been inexplicably spared the wrath of Discord and the Princesses, although frankly, she'd really rather have preferred the stone! Now burdened with an awful, dreadful, wicked curse that... gah, fills her with love and joy any time she tries to think a vengeful thought! And worse! Now she's been roped into pretending to be Applejack of all ponies on some errand to the middle of nowhere with a filly named Diamond Tiara and some lovely wretched mare named Cherry Jubilee.

Not that she'll fail at all in this. Anything worth doing is worth overdoing.

Plus, it beats getting lost in the woods in winter.

Written for Camaleao for Jinglemas 2023!

Co-written with SoloBrony. Thanks for helping me out, man.

As a little filly taking a high-stakes entrance exam at Celestia's School for Gifted Unicorns, Twilight Sparkle cracked under the pressure.

Ever since that day, she's had an imaginary friend named "Spike."

(This story is set during the events of the Ponyville Ciderfest 2023 Storytelling Adventure, when the con mascot Fizzy Glitch uses a powerful artifact to make the characters of the show come to life and drag the con into their world.)

Diamond Tiara is a bright, young filly. She may have had a troubled past, but she's moved on now. Things are just a little stressful at the moment, with a magical artifact calling her and everyone in Equestria to this strange new world. She can handle it though - she's a tough cookie! The nightmares of her own face smiling back at her don't mean anything. Nor do all those people who seem to know her despite coming from another world. Nor the fact that - no! No, everything is fine.

Plus, she has Luna, princess of the night, to hang out with, and plenty of adventures to be had in the world of dreams.

Everything is fine.

Preread by Solobrony and Cynewulf

Edited by Solobrony and Sonicsuns

Cover art generously made by Gleamy Dreams. You should check out her Etsy here.

Written for the Scattered Pages Story Collection. You can check out more stories from the collection, and stories written for the con here.

Diamond Tiara is a true Rich. Will be, to the end.

Despite all her past setbacks, she’s grown up to become the hyper-successful CEO of Barnyard Bargains Incorporated, a business empire which has spread across the globe. Now she’s built the high-tech Equestrian Dream Shopping Mall right in the heart of Ponyville, a town suited to the ultra-modern vogue not at all.

But when they said corporate would eat her alive, this is NOT what she had in mind…

An entry in Imposing Sovereigns IV, using the prompt "Diamond Tiara and Apple Bloom/Persistence".

It's the weekend after the Crusaders have received their Cutie Marks, and things have changed forever. Except... why is Diamond Tiara still being so cruel? Even WORSE than the way she was before. They thought she'd reformed...

The answer to that question may surprise you. Or it won't. You visionary genius, you.

Silver Spoon and Diamond Tiara have been diehard fans of Minecraft since it released. One day while looking through the Minecraft forums, they stumble across an old survival challenge map called 'Skyblock'. They decide to give it a shot. Bad idea.

A crackfic that popped into my head while I was going to bed last night.
I'm not really a comedian, but this sounded like a funny idea, so I wanted to try it out and see if anyone else would get a kick out of it. Poor Silver Spoon.