Jack-Off Week
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jasckoffweek.bsky.social
Jack-Off Week
@jasckoffweek.bsky.social
Chaotic week of trashy fun - December 29, 2024 - January 4, 2025
#JOW. #JackOffWeek

Mods -
@cannibalsnplaid
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@waywardaf
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@star_swallow
Pinned
Prompties!
Ol’ Jack wants everyone to have fun. Prompts are meant to be accessible. Post a photo, write something, make a collage or an edit or a song, share something you found that fits - whatever you come up with share it!
Go easy or go hard, Jack likes it both ways! :- {D
Hell yeah, fortune cookie!!!
November 14, 2025 at 11:49 PM
Ol' Jack's been summoned
Hello, I'm not sure what they were going for here but this bottle looked like one (1) singular testicle.
August 23, 2025 at 2:09 AM
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Okay STEVE
The party sucked anyway
April 28, 2025 at 12:36 AM
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Pick your poison baby girl
April 28, 2025 at 12:15 AM
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Pirates don't have friends
Just fuck each other over
Except me for you
Day 25 – it’s Form Fuckery Week, an invitation to experiment with writing in forms beyond prose ✍️

Up first: haikus!

the best gay pirates
enjoying life together
or maybe there’s angst

Quote w/ fills, reply w/ recs!

Get silly, let it be amateurish - have fun with it!

#OFMDAUpril
April 25, 2025 at 7:11 PM
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Y’all, check out this fabulous piece of art of Jack enjoying the heck out of Izzy’s tits. #cjizzy #ofmd #ourflagmeansdeath @jasckoffweek.bsky.social
belated #cjizzy motorboating for @killerweasel.bsky.social 🫶 🫶thank u the patience ! ^o^
#izzyhands
February 23, 2025 at 3:56 AM
Thanks A&A. Always knew I was immortal. 😁
April 5, 2025 at 7:18 PM
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Jack: To everyone who has treated me poorly; I am sexier than you.
February 2, 2025 at 3:49 PM
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IZZY HANDS
February 2, 2025 at 10:18 PM
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Have we done an idea where Jack has clapper lights installed just so he can make them strobe on and off when he’s fucking someone hard enough?
January 22, 2025 at 5:41 PM
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You know what they say, ride a horse and all!
For #jackoffweek I got to cross of one of my to-draws with a cheeky Calico Jack!

I pulled down my original post bc someone kindly let me know the one of my references requests credit when his image is used. My bad... 1/2
January 5, 2025 at 10:37 PM
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CJizzy as that one scene from Ghost
Commission for @strangeairships.bsky.social

I'm almost done with this batch so feel free tomdm me have many more spots free if you want one !

#ofmd #cjizzy #commission #izzyhands #calicojack
January 19, 2025 at 4:07 AM
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I need to catalogue that man’s hair. Show me your back. Show me your shoulders from other angles. Show me the bit where the hair over your belly transitions into
January 20, 2025 at 10:29 PM
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Oluuuuuuuu 💚💚💚
January 20, 2025 at 3:27 AM
Oluuuuuuuu 💚💚💚
January 20, 2025 at 3:27 AM
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Okay I admittedly forgot completely about #JackOffWeek despite having it in my calendar but anyway! Reposting some of my older works:3

#edjack #ofmd #nadsart
January 9, 2025 at 9:31 PM
Oh yeah!
January 9, 2025 at 9:37 PM
Mom and Pop set me up nice!
January 8, 2025 at 2:46 PM
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[naked, unshowered, and covered in crumbs] ever hear of sex magick
January 6, 2025 at 8:43 PM
Thanks for taking part in #JackOffWeek everybody!
Don’t cry because Jack is leaving.
He leaves you with memories and a case of the clap.
January 5, 2025 at 1:30 PM
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My other fic won’t be ready to post to AO3 for a bit so I wanted to cap off #JackOffWeek with my filthy young #JackEdHands Twitter thread fic. Trans Izzy, cis Jack & Ed. Absolute filth.

Ed and Jack find out Izzy has a cunt. (Picturing this as the Always Sunny episode title.)
____
January 5, 2025 at 3:32 AM
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January 5, 2025 at 3:44 AM
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January 5, 2025 at 3:48 AM