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Celestia's Relaxing Vacation is one of the most infamous My Little Pony: Friendship Is Magic fanfictions ever written, authored by Headless_Rainbow, who also wrote another popular MLP fic named Substitute Harmony under the alias Blayze Kohime. Its first chapter was published November 7th, 2014 and its last chapter was published January 25th, 2017.

It stars Princess Celestia, who has decided to take a vacation from being a benevolent ruler and "let loose" in the goriest sense imaginable. To do so, she captures Queen Chrysalis, with the intent of using her as a scapegoat for all of her atrocities. However, once all of the ponies who could overpower her are eliminated, she decides her vacation will be permanent, goes public with her atrocities, and submits Equestria to a dystopian rule. Now it's up to our unlikely heroes, Chrysalis and Sunset Shimmer, to bring the tyrant down.

Tropes used in Celestia's Relaxing Vacation include:
  • 0% Approval Rating: Even depraved villains like Chrysalis, Starlight, and Moondancer hate Celestia and her tyranny.
  • Absolute Xenophobe: Celestia has a no-tolerance extermination policy on all non-ponies. And the only reason she doesn't genocide "lesser" ponies (earth ponies and pegasi) is because she'd rather enslave them to do unicorns' dirty work. This comes back to bite her in the ass when Chrysalis avenges the changeling genocide.
  • A Lighter Shade of Black: Sunset and Chrysalis, while still villains, are definitely not as bad as Celestia, Twilight, and Starlight.
  • Appease the Volcano God: When Celestia ascends to godhood, she demands a steady supply of sacrificed virgins. In fact, Equestrian society becomes nothing but a system to provide Celestia with pony sacrifices.
  • Being Tortured Makes You Evil: Twilight becomes as evil as Celestia through torture alone.
  • Brainwashed and Crazy: It turns out this is the cause for Celestia's sudden personality change. Chrysalis cast a spell on her to make her evil, but it worked too well.
  • Brother-Sister Incest: Pretty much every sibling relationship in the show is twisted into something incestuous, usually nonconsensually so. Celestia and Luna, Twilight and Shining, the Apple Family, the Pie Family, the spa ponies...
  • The Caligula: Celestia goes far beyond a simple tyrant with a penchant for wanton murder. Her insane policies are destroying Equestria, giving her a 0% Approval Rating.
  • Dystopia Justifies the Means: Celestia is actively trying to make Equestria the worst place to live ever. Predictably, she ends up deposed within a couple years.
  • Evil vs. Evil: While Sunset and Chrysalis are A Lighter Shade of Black, Celestia and Starlight are equally evil.
  • Fallen Hero: In just a couple years, Celestia manages to invalidate millennia of her benevolent rule and go down in history as the worst monster to ever live.
  • Fate Worse Than Death: Celestia is subjected to this at the end. Her soul is torn apart in a permanent time-loop. If there's any character that deserved an infinite punishment, it was her.
    • Starlight and Garble are also deservedly given this, thanks to Chrysalis trapping their minds in a constant mental loop of torture.
  • Fisher King: Under benevolent Celestia, Equestria was a utopian paradise where violent crime was virtually unheard of. Under malevolent Celestia, Equestria rapidly devolves into a miserable, hellish, lawless dystopia.
  • The Gods Must Be Lazy: Mother's infuriating "no interfering with mortal affairs" policy gets thousands killed, including herself.
  • God of Evil: After killing Mother, Celestia ascends to godhood and changes her title from "Princess" to "Goddess", and is worshiped as such. Of course, she styles herself as a goddess of rape and murder.
  • Gone Horribly Right: Chrysalis tried making Celestia evil so they could team up. She got her evil Celestia, alright...
  • Hate Plague/Infectious Insanity: The madness infecting Celestia is contagious, so Equestria eventually devolves into an anarchy of rape and murder.
  • I Love the Dead: Celestia is a big fan of necrophilia. She keeps the corpses of all of her victims in a pile to rape constantly, favoriting Luna's as her personal "pillow". She even makes an entire religion out of her mother's corpse, which is "worshipped" through necrophilia.
  • Kill 'Em All: The only survivors are Sunset, Maud (from the human world), and Chrysalis. Literally everyone else is dead by the end.
  • Mad Love: Twilight is basically Celestia's Harley Quinn. She's suicidally devoted to her, even though Celestia makes it very clear that she'll kill her the moment she outlives her usefulness. And she does.
  • Matriarchy: While canon!Equestria is unofficially already this, Celestia and her council turn Equestria into a militant matriarchy where stallions are forbidden from holding office and are eventually exterminated entirely through gender-changing potions. Even Sunset, who's supposed to be the "good guy", continues this misandristic policy.
  • My God, What Have I Done?: This is Celestia's reaction to all of her atrocities when her mind is finally restored.
  • Rape, Pillage and Burn: Celestia punishes Appleloosa's attempted rebellion with this.
  • Too Kinky to Torture: Celestia and Twilight are as masochistic as they are sadistic, so they can't be threatened by being given a taste of their own medicine. Human!Celestia even enjoys getting dismembered and slowly vaporized.
  • Top God: An OC named "Mother" (who looks very similar to Lauren Faust's ponysona) is supposed to be the true creator deity of the MLP universe, as the mother of Celestia and Luna. And then Celestia kills her and absorbs her power...
  • Unholy Matrimony: Celestia and Twilight become the Royal Couple, and they are both equally disgusting monsters.
  • Villainous Breakdown: Celestia is reduced to an inconsolable sobbing mess upon coming to her senses and realizing what she's done.
  • Villains Never Lie: Celestia's one and only scruple is that she never lies. Her reasoning is that she likes giving people a Sadistic Choice, but knows no one will take them if she has a reputation of dishonesty.
  • Whole Plot Reference: There's an entire chapter that's a reference to Game of Thrones, where Celestia's council elects Moondancer as "the Hoof of the Goddess" (the Hand of the King).
  • With Great Power Comes Great Insanity: Celestia's madness started with Chrysalis's spell, but it worsens with every soul she devours and draws energy from. When Sunset inherits her power, she degenerates very quickly. She even mentions that the souls are constantly screaming in agony in her mind.
  • Would Hurt a Child: Celestia massacres the Cutie Mark Crusaders and Starlight sacrifices Flurry Heart in an unethical science experiment, cementing themselves as the two most evil characters.
  • Your Soul Is Mine: Celestia usually picks her targets based on how powerful their soul is, so she can devour it and inherit their power. That's why she specifically targets the Mane Six (who have demigod-like souls due to being Element bearers) and the alicorn princesses.
  • Zombie Apocalypse: Celestia's corpse pile, including Mother, is reanimated as zombies. All of Canterlot is overrun and a pandemic is only averted by nuking the entire city, Raccoon City-style.