You've heard the story before, right? The guy who wakes up as Twilight Sparkle one day in Ponyville and has to adapt. Well what about if his younger sister accompanied him as Spike, and he knows next-to-nothing about the show whilst she's a crazy fan?

All this, and they find themselves at the very START in S1 ep1, the very first scene. Sometimes knowing EXACTLY what's going to happen doesn't make things any easier... particularly when your entire reference for knowledge is a smart alec kid who you're not sure even wants to get home....

In other words... HELP!!

Picture credit JennieOo and mickeymonster

Featured from 3/9/23 to 6/9/23. Yup.

While most Apples fall somewhat close to the tree, this is not universally true.
Some Apples land on a hillside and try to roll away from the Tree as far and fast as they can.
This is the story of Lady Alice Careen (née Apple), who thought that distance made her better, when really it only left her ignorant.

An entry for Bicyclette's 1000 words contest (group / info) in the "Humo(u)r" category.

Starlight Glimmer finally graduates from Twilight's Friendship Studies program, and is told to find a student of her own! Twilight recommends going to a new planet, inhabited by "He-you-mains". She tries to make a friend, but finds something more! Will the "He-you-main" accept the Magic of Friendship? Will Starlight succeed in finding a student, or will she find a special somepony instead?! Learn about Starlight's adventures with the "He-you-main", and see how Neurodiversity is Magic!

Sebastian99 is my awesome proofreader!

IN PROCESS OF BEING REWRITTEN. I WILL LABEL REWRITTEN CHAPTERS AS SUCH!!!!

Edit: Featured 1/30/22

Edit 2: Featured 1/31/22

Edit 3: Featured 2/4/22

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Edit 27: Featured 3/12/24 (lmao for a meta update)

Adventure, mayhem, magic of unknown origins. Oh, and talking ponies. These are the strange events that have brought three friends together into the wildest holiday that anyone could imagine.

It starts as a small Halloween chat, where they showcase their costume designs to one another. However, due to events outside of their control, they soon find themselves in a new land during a turbulent time.

Now trapped in a case of mistaken identity, these friends find themselves thrown into the deep end, when a royal wedding they’re asked to assist with is suddenly interrupted, and the three of them soon find themselves on an extended holiday from any sense of reality they ever knew.

We now have our own An Extended Holiday TVTropes Page:
A big thank you to wille179 for setting it up.
A/N: Now I would like you all to know first of all, this is a collaborative work between myself and some friends. So if you enjoyed this, why not stop by and say hello to the other three writers of this story. I have included their links at the bottom here.
Team Extended Holiday
American Brony - Writer
Teal Speckles - Writer
Shawn820 - Writer
OmniKitsune - Writer/Head Editor
Biker Dash - Editor

Big thanks to Shawn820 for the great cover art.
WARNING: There are spoilers in the comments. Read the comments at your own risk. By all means, please add to the discussions.

Capitalizing on her reformation from being a former terror to Equestria, Starlight decided to start a group to help reintegrate former villains in Equestria, as well as offer support for those having trouble adapting. Thus far, her group has grown to include Tirek, Cozy Glow, Chrysalis, Stygian, and Luna. Unfortunately, these meetings stay about as on-topic as Pinkie Pie on a sugar rush giving a speech about the best kind of dessert.

This is the fifth meeting of the support group, and they find themselves with a new attendee: Fluttershy. Not to mention, it turns out that the former villains finding jobs or hobbies that suited their skills may not have had the best of consequences.

Will Starlight be able to help them all become model citizens? What sort of devious terrors have these former villains unknowingly wrought upon Equestria despite their best of intentions? Will Starlight ever learn just what it was Fluttershy did last Thursday? One thing's for sure, she's gonna need a pay raise at the end of all of this.

Rated T for some slight profanity.

Cover art made by Nevel Yashgi. Give the guy a follow over on Twitch, would you?

Proofread by 0_0, many thanks for that and the suggestions.

Featured on 17 February 2021. Thank you all kindly.
Featured on Equestria Daily, 07 April 2021. I'm glad this story made it.

Fed up with Tirek's, Cozy Glow's, and Chrysalis' bickering, Grogar realizes that the only way that he'll be able to get through to them is by having them listen to a motivational speaker. Using his powerful magic, Grogar summons a motivational speaker from an alternate world. The good news is he succeeds; the bad news is that he summons the one speaker who lives in a van down by the river.

I'd heard about the TV show My Little Pony: Friendship is Magic from my college roommate who is way too into the show. Disturbingly so, actually, but good gravy I would never watch the darned thing! What am I, five? I've got better things to do with my time than watch a silly little girl's show. However, that didn't stop... something from transporting me into the world of the show, so here I am... in Equestria... trying to get home. This is gonna be interesting.

Special thanks to GuyFace, Jack Kellar, Storm Shaker, Spiffy McSquee, and Goober Trooper for helping me with this one!

Starlight Glimmer, heartbroken after her breakup with Sunburst, casts a spell without thinking or even caring about the consequences. After casting the spell, she falls through the portal she conjured, landing in another world... our world.

In this world, there is a young man named Nathan who had just gone through a breakup of his own. He, like her, knew what it was like to feel immense pain, to have no faith in the future, and to have given up on life. She, like him, lost someone very dear to her and has nothing left in this cold dark world but one thing: a dwindling light called hope.

With hope fading fast from these two hearts, can either one of them ever find love again? It may be even closer than they realize.

Now that Earth and Equestria have made contact, lots of ponies dream of visiting Earth, and while tourist visas are hard to come by, a few lucky students each year can participate in a foreign-exchange program.

Silver Glow is one of those lucky ponies.

She thought she was prepared for Earth, but can you ever be fully prepared for a truly foreign exchange?

Link to the dramaturge