ProblematicShipper
Fandoms
- Gravity Falls (1)
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Summary
Dipper Pines really should have just left the sign door on closed. Now he's stuck on a Pirate ship full of lunatics sailing to the Caribbean and the biggest Lunatic happens to be hot. What is a poor store clerk to do. He'll face sirens, sea monsters, and a strange witch with an obsession with hands. Maybe he'll bring a pet back for Mabel.
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Pure Vanilla visits White Lily to talk about his growing feelings for Shadow Milk. She doesn't understand but if he was willing to stand up to all of them and give the Beast a chance to change then she supposes she has no other choice but to support him. Unfortunately for them, her faerie subjects get the wrong idea of why the two Ancients are meeting more frequently and decide to take matters into their own hands.
A potion to bring forth hidden affections given to the one cookie that has some form of love for every single person he's ever known means now White Lily has to try and keep an increasingly cuddly Pure Vanilla from embarrassing himself in front of everyone he crosses paths with. And when Shadow Milk shows up, she needs to keep him from making a mistake that may just drive the jester away for good.
Pure Vanilla is lucky she's always been good at figuring out spell craft... and with an extremely reluctant Shadow Milk's help, maybe they can break this lovestruck haze that her friend is trapped in.
AKA
Someone wanted Viridescent Outfit PV but with the ShadowVanilla ship. I decided to make it thousands of words of angst repairing many cookie's relationships while I'm at it.Series
- Part 1 of Veridian Dreaming
- Language:
- English
- Words:
- 88,391
- Chapters:
- 19/?
- Comments:
- 1,298
- Kudos:
- 3,080
- Bookmarks:
- 572
- Hits:
- 101,935
Bookmarked by ProblematicShipper
18 Feb 2026
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Summary
At the cusp of defeat, Shadow Milk gets transported to a backwards world: Dark Enchantress was sealed away before she could do any lasting damage, the Beasts never came to be, and the Ancients rule over an otherwise peaceful world.
Oh, and apparently his counterpart is dead and hailed as a hero. Because his life wasn’t already complicated enough.
OR
What happens when the guy who basically saved all of cookiekind comes back as an evil, corrupted version of himself?
Healing. Healing is what happens…hopefully.
- Language:
- English
- Words:
- 167,952
- Chapters:
- 19/25
- Comments:
- 1,752
- Kudos:
- 5,784
- Bookmarks:
- 1,108
- Hits:
- 206,392
Bookmarked by ProblematicShipper
18 Feb 2026
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Summary
Lucifer had never felt so powerless. Trapped and used, by a mere sinner at that. Something had to change.
He needed to mend his relationship with Charlie, with Heaven & Hell, and somehow put up with the lanky red loudspeaker that insisted on lurking around his daughter.
A story of taking back your power, of freedom and perhaps, of love.
Bookmarked by ProblematicShipper
11 Feb 2026
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Chosen of Rome by anantipodean
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
27 Jan 2026
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Summary
Alastor has returned to Rome with one goal: revenge. Vox must pay for using and discarding him to advance his political career. But a clandestine meeting in a bathhouse introduces Alastor to a skeletal man who rivals Vox in his ability to get under Alastor’s skin—and embroils both of them in a plot that involves emperor Lucifer’s daughter, a sacred goose and a heck of a lot of wedding cake. Before he can consult an augur, Alastor finds himself proclaimed the emperor’s heir—and forced to confront some very uncomfortable truths. When did revenge get so complicated?
Note: Animal sacrifices, historical inaccuracies, mass stupidity.
Written for the 2025 Egg-plosion event and inspired by Floatycat/tanikatz's amazing art! Check it out here. Also, I was not the only writer inspired by this incredible piece. There is a second story by kitsunesongs! (and it is wow)!!!!!
- Language:
- English
- Words:
- 134,377
- Chapters:
- 25/25
- Collections:
- 1
- Comments:
- 450
- Kudos:
- 228
- Bookmarks:
- 85
- Hits:
- 6,102
Bookmarked by ProblematicShipper
04 Jan 2026
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Summary
Lucifer is only a shadow of his former self. His captivity has left scars far deeper than any blade could carve, and no one seems to notice—least of all Charlie, who is consumed by the hotel and her mother’s expectations. While she rises higher, he keeps slipping further.
Alastor, however, notices every change. The Devil who once argued, mocked, and sparked against him has fallen silent—and that silence infuriates Alastor more than he’ll ever admit. After all, what is life in the hotel without his favorite source of entertainment?
One impulsive night throws everything off balance. Lucifer wants nothing more than to forget, unaware of the inescapable mark Alastor has left within him. Suddenly he faces a truth that threatens to shatter what little stability he has left—and pulls the Radio Demon dangerously close to his heart, closer than either of them ever intended.
- Language:
- English
- Words:
- 276,930
- Chapters:
- 25/?
- Comments:
- 1,113
- Kudos:
- 1,925
- Bookmarks:
- 443
- Hits:
- 60,357
Bookmarked by ProblematicShipper
24 Dec 2025