1 - 20 of 25 Works in Derek (Umbrella Academy)
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Paper Rings by LokiNightfury for InadequateAllAlong, monfivela
Fandoms: The Umbrella Academy (TV)
28 Dec 2025
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Klaus tries not to see problems, he aims for solutions.
So when he can see Five and Lila are suffering, all he wants to do is help.
Help fix Five and his unhealthy coping mechanisms for life. His constant harrassment at work by people all too keen to set him up with their son/daughter/niece/nephew. Get a solution for Lila and the way her parents are constantly on her back for not having her life together.
He has the *perfect* solution to fix all of their worries - it's amazing what you can do on the internet these days. And maybe it'll help fix some of the other things he's spotted along the way. Like the fact they gravitate towards each other whenever the get the chance. Or that they're both far more similar than either of them would like to admit. He knows it will work if they just give it a chance. Or if he gives them no other choice....
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Is This a Sweet Treat? by ClumsyBookworm18, InadequateAllAlong, LokiNightfury
Fandoms: The Umbrella Academy (TV)
30 Oct 2025
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Food blogger Lila Pitts didn’t mean to fall for a pair of hands. She also didn’t mean to crash into a bartender with green eyes and a bad attitude. Now she’s caught between an anonymous baker online and a real-life grump who makes irritation look good—with no idea quite how to navigate herself out of either situation without making a fool out of herself. Apparently the universe, much like her algorithm, has a strange sense of humor.
Life’s full of little accidents. Some just come dusted with sugar.
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Derek and Five manage their jobs, a house, and... their daughter.
OC by Gaishnik - Sonya
Link of Fanart in chapter. -
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A little collection of stories from Five and Derek’s marriage and their adopted daughter’s childhood.
AKA, What if the retired time-traveling assassin got his happy little life after so many years of misery, except it was gay and domestic
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Five knew he’d become a bit of a slut.
But just because he’d been sleeping around for the last four years didn’t mean he was a public service and required to give a hand to his brother’s failing marriage.
Falling in love wasn’t on the agenda.
Everything else—including saving the world for the fourth time—was purely coincidental.
Rated G for Fluff, T for Fun, M for Language and E for Kink
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Derek bandages Five...
- Language:
- English
- Words:
- 179
- Chapters:
- 1/1
- Kudos:
- 7
- Hits:
- 85
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Derek wakes up to find himself kidnapped and waiting for Five to save him.
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Derek x Five fic inspired by Gaishnik's art work!!!
Derek finds Five injured and has no choice but to help. His stupid crush keeps him entangled, forcing the lines between them to blur.
@gaishnik art included (ch 2)
First ever Derek x Five smut???
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Five Hargreeves has spent his life aiming to the best of the best. One of the twenty fastest drivers in the world, his place in Formula 1 secured after years of hard work spent honing his natural talents.
Lila Pitts is the thorn in his side. The annoying, brash "friend" of his brothers, who seems to make it her business to get under his skin and make his life hell.
She also happens to be his team mate for this season.
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When Five accidentally stumbles into an art class with an attractive nude model, things take a turn from awkward embarrassment to hot and steamy when she asks him out on a date. Five may be inexperienced at times, but he knows how to deliver when it counts, and this is no exception. Unlocking a certain linguistic kink gives Five the ego boost he needs to rock her world like the man in charge he always is.
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Just like a prayer, you know I'll take you there by Risaspring
Fandoms: The Umbrella Academy (TV), The Umbrella Academy (Comics)
11 Oct 2024
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Five Hargreeves didn't realize that while saving the world, he regained some of his humanity with it.
AKA
The Umbrella Academy Season 4 rewrite because that ending was ass.
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I really didn't like the way they handled Five's "love story" in Season 4. And even though he would have been fine without a romance too, here's my version of a Five experiencing love with a human. Not with Lila, but with Derek, Five's CIA colleague. This is set post S3 and pre S4.
After being stuck in a reset universe without powers or siblings, Five joins the CIA to keep an eye on his family. There, he meets Derek and is suddenly confronted with all kinds of things he hadn't faced in years. Some of them seem uncomfortable at first, but he learns to warm up.
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A container with wisteria and camellias by Hatsune_Miku
Fandoms: The Umbrella Academy (TV)
20 Sep 2024
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Requested by Luuna_helpidontknowwhattoputhere
Nightmares can haunt individuals with many difficulties in life.
Five is one of them due to his unresolved traumas from the past, he tends to have recurring nightmares. However, when he meets Derek, this becomes less distressing.Series
- Part 3 of Calendula and White Hyacinth
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I begin to shake, for no reason at all. by LuunaIshigami
Fandoms: The Umbrella Academy (TV)
18 Sep 2024
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He expected the nightmares.
Not this.
Five hadn’t thought of it, but he supposes that no interaction with any humans for forty-five years could screw with his perception of people.
And that brings him to where he is now.
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I wondered what space I would take (In the order you kept) by LuunaIshigami
Fandoms: The Umbrella Academy (TV)
15 Sep 2024
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In which we see Five's and Derek's first impressions of each other, and then some more.
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Fulfilling a request made to me by your fairy godmother from Fiverek. A request made by Calebwithjesterhat
Where does Derek get sick after a heavy rain
Series
- Part 2 of Calendula and White Hyacinth
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Derek was starting to think he should have expected this when he agreed to partner with Agent Five Hargreeves. But he was in too deep now to back out. Even though Five had just vanished into thin air and reappeared within seconds and was refusing to explain to Derek how.
"What did it look like, Derek?" Five asks in a sarcastic tone that seems like, 'You're being dumb, and I don't cause I'm smarter,' but Derek knows it means, 'I don't want to answer, and you will have to fuck around and find out.'
He fucking hates Five Hargreeves.
Or, what if Derek wasn't leaving the room when Five's powers gapped?
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Tea Party by Hatsune_Miku
Fandoms: The Umbrella Academy (TV), The Umbrella Academy (Comics)
09 Sep 2024
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Being the good fairy godmother that I am.
I answered a request made to Luuna_helpidontknowwhattoputthere and Calebwithjesterhat
Derek and Mr. Pennycrumb know all of Five's siblings.
Series
- Part 1 of Calendula and White Hyacinth
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Frappé coffee served unexpectedly by Hatsune_Miku
Fandoms: The Umbrella Academy (TV), The Umbrella Academy (Comics)
08 Sep 2024
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Five, after a panic attack, decides to walk the dark streets at dawn, and finds an abandoned dog.
Derek being a cute guy helps with Five's idea of getting a dog. -
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Five is sick because of the marigold and Derek is helping him :D