1 - 20 of 155 Works in "Calico" Jack Rackham is a Simp for Israel Hands
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It was always a fantasy of Jack's to be filled and used, one that Israel Hands, his husband was all to happy to provide for him.
Written for Day 2 of OFMDKinktober2025 using the Prompts "Free for all" and "Cum Inflation"
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Don't turn me home again, I just can't face myself alone again by Star_Swallow
Fandoms: Our Flag Means Death (TV)
03 Oct 2025
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Jack is in a bad accident. It makes Izzy think about things.
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Izzy, Fang, and Calico Jack have a wonderful Valentine’s Day together.
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- Part 29 of (Teddy) Bear Hugs
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Stede thinks he has taken to the pirate life marvelously, not many pirates go to sea and land themselves as cocaptains of a vessel with the fearsome blackbeard, who happens to be a wonderfully charming man.
Of course when things are going right, life gives him a headache in the form of one Calico Jack Rackham coming aboard his ship.
Now he just needs to figure out how to get the man to leave.
Series
- Part 3 of dawn will rise
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Five times Uber driver, Jack, drove Izzy home and one time he picked him up.
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Lucky Strikes by ChristocentricQueer for bettergaythandead
Fandoms: Our Flag Means Death (TV)
26 Jul 2025
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Sometimes all it takes is a cigarette to bring the truth to light.
A flashback fic of young Izzy and Jack.
Bingo Squares: Only One Bed and Calico Jack
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- Part 49 of Double-Wide
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Calico Jack gives Izzy the pain and pleasure he so desperately needs.
Bingo Squares: Sex Toys and Overstimulation
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- Part 47 of Double-Wide
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“NSFW CJizzy Omegaverse, Omega Izzy is in heat and needs someone to help him through it. Beta Jack accidentally studs himself into becoming an alpha while helping Izzy through pure simp power/horniness/determination to keep going.” From: Anonymous
[Chapter 1: Rated T Chapter 2 RATED EXPLICIT]
For the OFMD Gaza Gotcha: Thank you for donating! -
Spring break (until the springs break) by KizzyMeowMeow
Fandoms: Our Flag Means Death (TV)
02 Jul 2025
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College students Izzy, Jack and Ed rent a motel room for spring break 1998 but are mortified to find there is only one bed(room). As tensions rise and secrets surface, they must each decide whether to risk their friendship for something more.
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Izzy’s been wallowing in misery ever since Ed divorced him. He texts Jack, hoping for a hookup.
They get a lifetime, instead.
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- Part 1 of Happy Wife, Happy Life
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Jack had heard rumors around the Republic that the plan to separate Ed from Stede hadn’t gone well for Izzy. After he’d spent a grueling months-long recovery in a room rented to him by Jackie out of pity and the promise of a favor owed in the future, he set out to find the Revenge.
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I trace the evidence, make it make some sense by xoHESxo
Fandoms: Our Flag Means Death (TV)
16 May 2025
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Izzy has some decisions to make, and she doesn't want to make them.
If you're new here, I'd recommend reading the rest of the story so far: Part One, Part Two, Part Three and Part Four.
Title from 'Hits Different' by Taylor Swift
Series
- Part 5 of It hits different 'cause it's you
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[Podfic] Do No Harm by Meomyr Pods (Meomyr) for KizzyMeowMeow
Fandoms: Our Flag Means Death (TV)
10 May 2025
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Podfic of Do No Harm written by me.
Izzy's new gynecologist is hot. This is a problem.
Audio length: 0:15:37
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Izzy's new gynecologist is hot. This is a problem.
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“Hello?” Her rough voice interrupting the backwoods quiet coming in through the window. There was only one sad sod who’d call instead of text and they were supposed to be at an electrician’s conference.
“Heyyyy sugartits,” Jack’s loud southern drawl pulled Izzy into a sitting position, rubbing her eyes.
“What fuckin time is it Jack?”
“4 AM,” they said. “Wake up enough so you can understand me.”
“Uhh yeah. Mmm. Hmm. Phew. Fuck. Okay shoot.”__________________
Izzy purchased a little cottage to start a new life. Jack calls to surprise her.
Initially written for #IzzyIsThriving day 2023
Short twitfics turned chapters, but maybe longer chapters later! -
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Jack drops after a scene. Izzy comforts him. Fang watches, knowing there’s some memories he can’t erase.
Series
- Part 17 of (Teddy) Bear Hugs
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After Izzy gets stood up by Ed at the funfair, he runs into an old friend.
At first, he thinks his evening is just getting worse and he deeply wishes a pod from the ferris wheel could fall down to crush him and his embarrassment in one fell swoop, but much to his surprise, Jack is going to prove him wrong and turn his day around. And perhaps even his life while he is at it.
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Izzy is in love with his best-friends Jack and Ed, however he has no choice but to fall in love with their beautiful and rich boyfriend Stede.
So locker room sex. -
Happy with You by TheTimetravellerCat for AbbyRosebud
Fandoms: Our Flag Means Death (TV)
02 Feb 2025
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After a terrible accident that leaves Izzy missing half a leg and stuck in a hospital, he struggles to see a path forward. Especially when day after day, his room stays desperately empty with no signs of Ed.
But one day, a stranger and his insufferably cute dog show up unannounced and Izzy isn't sure how long he can stay mad about it.
One thing is sure, that guy, his closest friend and his Crew - as they call themselves - are going to bring him love and care whether he is ready for it or not.
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An old photograph from a forgotten love affair threatens the comfortable fictions of Stede Bonnet's middle age existence.