Jack-Off Week @jasckoffweek

Photo of a fortune that reads: A night of self-discovery is in store for you tonight.

Hell yeah, fortune cookie!!!

14.11.2025 23:49 — 👍 14 🔁 2 💬 0 📌 0

Spillin' all my secrets!

13.11.2025 14:23 — 👍 6 🔁 0 💬 1 📌 0

I'm one of a kind for sure! *finger guns*

13.11.2025 14:22 — 👍 5 🔁 0 💬 1 📌 0

HEY

13.11.2025 13:57 — 👍 1 🔁 0 💬 0 📌 0

You know it, doll!

13.11.2025 13:57 — 👍 4 🔁 0 💬 0 📌 0

I think you mean that absolutely EVERYONE wanted! :-{D

13.11.2025 12:19 — 👍 6 🔁 0 💬 1 📌 0

He likes the night off sometimes! ;-{D

23.08.2025 12:13 — 👍 1 🔁 0 💬 0 📌 0

Got a Prince Albert I can give ya 😉

23.08.2025 03:10 — 👍 3 🔁 0 💬 1 📌 0

Thanks, Sugar!

23.08.2025 02:40 — 👍 2 🔁 0 💬 0 📌 0

Hey, HEY! Lemme write that down

23.08.2025 02:33 — 👍 4 🔁 0 💬 1 📌 0

Might've been a bit drunk at that point ¯⁠\⁠_⁠(⁠ツ⁠)⁠_⁠/⁠¯

23.08.2025 02:32 — 👍 2 🔁 0 💬 0 📌 0

Ol' Jack's been summoned

23.08.2025 02:09 — 👍 12 🔁 1 💬 2 📌 0

Woo Hoo!!!

07.05.2025 11:52 — 👍 19 🔁 2 💬 0 📌 0

Okay STEVE
The party sucked anyway

28.04.2025 00:36 — 👍 38 🔁 15 💬 0 📌 0

Pick your poison baby girl

28.04.2025 00:15 — 👍 23 🔁 5 💬 4 📌 1

Hey Hansome!

27.04.2025 23:44 — 👍 3 🔁 0 💬 0 📌 0

Pirates don't have friends
Just fuck each other over
Except me for you

25.04.2025 19:10 — 👍 5 🔁 1 💬 0 📌 0

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

23.02.2025 03:56 — 👍 5 🔁 1 💬 0 📌 0

Thanks A&A. Always knew I was immortal. 😁

05.04.2025 19:18 — 👍 10 🔁 1 💬 0 📌 0

Jack: To everyone who has treated me poorly; I am sexier than you.

02.02.2025 15:49 — 👍 11 🔁 4 💬 0 📌 0

IZZY HANDS

02.02.2025 22:18 — 👍 29 🔁 11 💬 0 📌 0

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?

22.01.2025 17:41 — 👍 12 🔁 5 💬 0 📌 0

OFMD's Calico Jack, sticking his tongue out at the camera, wearing a matching teal chest harness/collar set, tipping his hat at the camera.

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

05.01.2025 22:37 — 👍 31 🔁 7 💬 1 📌 0

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

19.01.2025 04:07 — 👍 48 🔁 16 💬 2 📌 0

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

20.01.2025 22:29 — 👍 25 🔁 2 💬 0 📌 1

Oluuuuuuuu 💚💚💚

20.01.2025 03:27 — 👍 8 🔁 2 💬 0 📌 0

Oluuuuuuuu 💚💚💚

20.01.2025 03:27 — 👍 8 🔁 2 💬 0 📌 0

Ofmd fanart: Edward standing in front of Jack who is encompassing him with both of his arms. Ed is holding a cigarette up to Jack's lips and looking at the viewer. Ed's tshirt is slipping off his right shoulder and the whole drawing is in the shades of purple.

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

09.01.2025 21:31 — 👍 45 🔁 17 💬 0 📌 1

Oh yeah!

09.01.2025 21:32 — 👍 5 🔁 1 💬 0 📌 0

Jack-Off Week

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