Jackson | Sapphires Holiday Heal Fest 💙
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ourflagislove.bsky.social
Jackson | Sapphires Holiday Heal Fest 💙
@ourflagislove.bsky.social
350 followers 520 following 1K posts
“Don’t Walk, Fly!” - Con O’Neil 🖤🦄

Jackson, 27, He/they, Pan, Trans, Autistic, ADHD,

GCC Forever 🫶🏼

Steddyhands 🖤

18+ only please
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ourflagislove.bsky.social
Jackson | Sapphires Holiday Heal Fest 💙 @ourflagislove.bsky.social · Dec 7
This has been the most amazing night of my life. I love this life, it’s so special and beautiful and full of good and amazing things. The world is ours to spread love throughout. ❤️

@therealcononeill.bsky.social you are such a beautiful soul, thank you for your kind words of encouragement. ❤️🦄🏴‍☠️
Con O’Neil and myself, at the one last song drag show in Columbus Ohio. I have on the “it’s about belonging something” shirt and con has on a brown leather jacket with his arm around me.
ourflagislove.bsky.social
I have officially posted Chapter 1 of my reading of @flagmeanssteph.bsky.social Soulmate Boys 💫

This is my fist Pod fic ever so it’s not perfect but I’m very proud of myself for it!

The goal is to post one chapter every Monday!

I hope you enjoy!

open.spotify.com/show/377xDhf...
On Nights Like These suchgreatheights Summary: On nights like these, the world tilts into something softer, something pleasure-drenched and golden. Ed's mind is calm, and Stede is the only thing he can remember. Bliss. Rating: Explicit Archive Warning: No Archive Warnings Apply Category: M/M Fandom: Our Flag Means Death (TV) Relationship: Blackbeard | Edward Teach/Stede Bonnet Characters: Blackbeard | Edward Teach, Stede Bonnet Additional Tags: Clothed Sex, Wall Sex, Frottage, Dirty Talk, Light Dom/sub, Humiliation, Desk Sex, Hair-pulling, Anal Fingering, Anal Sex, Soulmates, Mutual Pining, Fluff, Reincarnation Language: English Series: Part 1 of life just begins again
December 8, 2025 at 8:32 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
libroseitm.bsky.social
Santa baby 🫦
The following description is nsfw. A digital sketch of Ed Teach straddling a pillow and trembling, he's wearing a very short red dress with white fluffy trimming. We're behind him, and we can see up his skirt, he's wearing right red panties to match his dress. he's blushing and biting his lip, and wearing lipstick
December 1, 2025 at 1:52 PM
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thatjadeykinns.bsky.social
Kicking off day 1- Nipple clamps for #SubStedeKinkmas25 . Praying I can get the rest done 🙏
@bottomstedeweek.bsky.social
#ofmdart #ofmdnsfw
Stede is naked with only a Santa hat on his head. His nipples are clamped with a chain that has green and red bells on them . A black gloved hand had hooked a finger round the chain and is pulling it towards themselves, pulling Stede’s nipples
December 8, 2025 at 2:50 PM
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merryfinches.bsky.social
Come on now, try and understand
The way I feel when I’m in your hands

Took me a million years to finish this, but I don’t think it’ll take *them* that long…
#ofmdart #ourflagmeansdeathfanart #ofmd
Pink-toned picture of Ed and Stede mid-sex, on a bed. They’re both wearing stockings and Ed’s head is leaning back, his hair cascading to the floor
December 27, 2024 at 11:51 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
neopessimist.bsky.social
Quick guy to self soothe because I'm having a Time 🙃
#izzyhands #ofmd
Digital sketch of fisherman Izzy standing, holding a wooden cane. He's in an orange knit cap, turtleneck and socks, blue fleece over it and a khaki coat and pants. He's also wearing rubber boots, glasses and sports a beard.
December 7, 2025 at 8:22 PM
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emcolbs.bsky.social
“They’re still on the journey, the two of them. And the best is yet to come.”

💖🏡🐈

#ofmd #ourflagmeansdeath #ofmdfanart
December 5, 2025 at 11:48 PM
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jackuntiljune.bsky.social
Had several "how are they even crazier than usual 😭" moments betaing this one 🤸‍♀️ so, if you love insane... 🤠
flagmeanssteph.bsky.social edward teach is a very good boy 🍉🏳️‍🌈 @flagmeanssteph.bsky.social · 2d
hello all!! please enjoy a new 5+1 fic i'll be posting throughout december, "elbows on the counter" 💍📃 featuring marriage contracts, truly unhinged propositions, and, most importantly: 5 times ed doesn't tell his husband he loves him, and 1 time he does.

enjoy! archiveofourown.org/works/75347531
title image for the fic "elbows on the counter" by suchgreatheights. visible in the image are two people sitting at a counter island. between them on the counter are two plates with bread on them and two glasses of orange juice. one of the people sitting at the counter is holding a frying pan and sliding fried eggs onto the plates in front of them. screenshot of the summary of "elbows on the counter" by ao3 author suchgreatheights: Summary: The day they get married, the things he knows about Stede could fit on a post-it note. First: he’s fucking rich. Second: he needs a husband to stay that way. Third: he is built like a brick shithouse. Pretty eyes, nice hair. Penchant for weird socks. (Or: 5 times Ed doesn't tell his husband he loves him + 1 time he does.)
December 6, 2025 at 10:35 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
flagmeanssteph.bsky.social
hello all!! please enjoy a new 5+1 fic i'll be posting throughout december, "elbows on the counter" 💍📃 featuring marriage contracts, truly unhinged propositions, and, most importantly: 5 times ed doesn't tell his husband he loves him, and 1 time he does.

enjoy! archiveofourown.org/works/75347531
title image for the fic "elbows on the counter" by suchgreatheights. visible in the image are two people sitting at a counter island. between them on the counter are two plates with bread on them and two glasses of orange juice. one of the people sitting at the counter is holding a frying pan and sliding fried eggs onto the plates in front of them. screenshot of the summary of "elbows on the counter" by ao3 author suchgreatheights: Summary: The day they get married, the things he knows about Stede could fit on a post-it note. First: he’s fucking rich. Second: he needs a husband to stay that way. Third: he is built like a brick shithouse. Pretty eyes, nice hair. Penchant for weird socks. (Or: 5 times Ed doesn't tell his husband he loves him + 1 time he does.)
December 6, 2025 at 10:27 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
coffeecatsja.bsky.social
Izzy, standing with his hands on his hips, and the text I am not a toy. I am not a pet. I am not a Christmas present. I am fifty-six years old, Edward.
December 5, 2025 at 3:03 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
ghostalservice.bsky.social
HEY USA FRIENDS it’s holiday season at the post office so here’s my annual thread on how to make all of your postal workers have a nicer month!

1. Be nice and prepared if you’re mailing things! You might have to wait! Still be polite and click the smiley face on the stupid little screen!
December 4, 2025 at 7:10 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
mooshy.bsky.social
i really hope will arnett does a con someday and expects a bunch of batman/bojack/arrested development type stuff and then 50 people turn up in jack rackham cosplay and he's utterly baffled
December 2, 2025 at 2:50 PM
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ofmdreversebigbang.bsky.social
We are excited to share that the #OFMDReverseBang will be returning in 2026! Save the date for the launch of artist applications on January 5th 🎉
Announcement of the OFMD Reverse Bang artist applications opening on January 5th
December 2, 2025 at 4:01 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
megaducko.bsky.social
‘𝑬𝒅 𝒘𝒂𝒔 𝒓𝒊𝒈𝒉𝒕, 𝒐𝒇 𝒄𝒐𝒖𝒓𝒔𝒆. 𝑰𝒛𝒛𝒚 𝒆𝒎𝒆𝒓𝒈𝒆𝒅 𝒇𝒓𝒐𝒎 𝒉𝒊𝒔 𝒓𝒐𝒐𝒎 𝒕𝒉𝒆 𝒏𝒆𝒙𝒕 𝒎𝒐𝒓𝒏𝒊𝒏𝒈 𝒍𝒂𝒕𝒆, 𝒘𝒊𝒕𝒉 𝒉𝒊𝒔 𝒄𝒐𝒍𝒍𝒂𝒓 𝒅𝒐𝒏𝒆 𝒖𝒑 𝒉𝒊𝒈𝒉𝒆𝒓 𝒕𝒉𝒂𝒏 𝒘𝒂𝒔 𝒉𝒊𝒔 𝒖𝒔𝒖𝒂𝒍 𝒘𝒂𝒏𝒕, 𝒂𝒏𝒅 𝒘𝒊𝒕𝒉 𝒂 𝒔𝒍𝒊𝒈𝒉𝒕 𝒍𝒊𝒎𝒑 𝒊𝒏 𝒉𝒊𝒔 𝒔𝒕𝒆𝒑.’
#ofmdfanart
#steddyhands
November 21, 2025 at 8:35 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
roximonoxide.bsky.social
this bit goes full jackie
November 30, 2025 at 4:12 PM
ourflagislove.bsky.social
I was so incredibly lucky to get to Beta read for this! It’s such a fun and wholesome story full of sweet holiday giggles.I highly recommend that you go read it!
mooshy.bsky.social moosh 🧜🏼‍♂️ @mooshy.bsky.social · 9d
My #OFMDBB2025 is up!

Rated M, 25k. Gentlebeard, but main focus is Stede and Izzy.

After Ed ends up in the hospital at Christmas, Stede and Izzy embark on a fraught road trip to get to him.

Art by: @lostinthebabylon.bsky.social & @bakerbelle.bsky.social

🔗 archiveofourown.org/works/749055...
Cover page for a fanfic. There is a blurry Christmas tree at night as the background.
November 30, 2025 at 2:37 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
tuks.bsky.social
📝

#ofmd #gentlebeard
November 29, 2025 at 10:53 AM
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jackuntiljune.bsky.social
Mmmm, woke up thinking about ed’s gender. Cause god I love him getting hit with a “good girl,” that shit slaps. But also thinking about him in a skirt, makeup, what have you, and getting hit with a “good boy,” and all that combined being gender affirming for him… 🤌

He’s so gender, fuck, I love him.
November 27, 2025 at 2:31 PM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
ourflagislove.bsky.social
Here is A very sweet photo i got of @vico-ortiz.bsky.social and @therealcononeill.bsky.social at GCC 🫶🏼
Con is holding Vico close as he shows them a jar of shimmer. Con’s back is mostly to the camera but you can see Vico smiling. The photo is in black and white.
December 12, 2024 at 8:00 PM
ourflagislove.bsky.social
Just love 😌🫶🏼
words Gavid enkinsoskysoclal every pretty worlds thank favorite think finally es ive season watch drop made days say today watching agan gcc okay ill back chapter asked cant sessed ee world N fcCOnB even enjoy excited know start wheni see give yall first life group au trans episodes seen dont ohio everyone UST S egonna few getting saying oneil david boys stede Sn. a no 0 having share tell time W photo • use rogether mind crush please actually play freind uoud right amazing D anyone hello pos really & friende read day change love beautiful cause question) maybe thought others pirate picture support bskyinsights.com
November 27, 2025 at 6:19 PM
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akans.bsky.social
Aaand here's the other STILL VERY NSFW illustration for the fic, from chater 5! 💜👀🧡
I'm still giggling and kicking my feet I got to draw unhinged stuff like this, this time (compared to what i usually draw lmao) >:D Absolute blast 👌
#ofmdfanart #ofmdnsfw #OFMDBB25
Explicit illustration of Stede thorougly appreciating Ed's assets. Ed is sitting on the edge of the bed in just a skirt, lace panties and ripped fishnets. Stede is kneeling between his legs, having just been done blowing Ed, stirng of spit still connecting his mouth to Ed's dih
November 27, 2025 at 1:00 AM
ourflagislove.bsky.social
You've been kidnapped. The characters from the last TV show you watched are trying to rescue you. Who's coming to save you?
November 26, 2025 at 1:54 AM
Reposted by Jackson | Sapphires Holiday Heal Fest 💙
akans.bsky.social
It's Big Bang time again! It's here!!!
Got the pleasure (heh) of working with the wonderful @lizzyleo.bsky.social on a couple of VERY NFSW illustrations for her BB fic, alongside @samwtf.bsky.social 🧡
You can zoom in on this one as much as you like in chapter 2 >:3c
#ofmdfanart #ofmdnsfw #OFMDBB25
Explicit illustration of Stede enjoying one of the toys. He's laying naked on his bed, hand gripping the sheets and head thrown back.
November 25, 2025 at 10:14 PM
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citrussyndicate.bsky.social
🎵 If you don’t ask then you’re bound not to get 🎵

@alexis44.bsky.social commissioned more western boys and, y’all, I LOVE more western boys!!
A digital drawing of a Stede Bonnet and Edward Teach from Our Flag Means Death dressed in western wear. They are sitting on brown wooden stairs, with Stede situated between Ed’s legs. They are holding hands. Stede is wearing a teal and white western shirt, jeans, and black boots. His eyes are closed and his head is leaned backwards with his face looking up towards the sky. Ed is wearing a purple tank top, black jeans, and black boots. He has his eyes closed as well while face is pressed into the side of Stede’s face. The sky in the background is dark blue with stars sprinkled across it.
November 24, 2025 at 2:36 AM
ourflagislove.bsky.social
theinnocencetest.com
Rebel (26) you're getting there, but you're definitely just beginning to experiment with your wild half. welcome to the dark side, love, it's a fun place to be.
November 24, 2025 at 2:50 PM
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citrussyndicate.bsky.social
Y’all, Ed ended up looking like a snack and a half in this drawing I did for @ladypenni.bsky.social

I basically need her to stand over my shoulder every time I draw Ed because 😮‍💨

#OFMDfanart #OFMD
A digital drawing of Edward Teach from Our Flag Means Death wearing most of his leather outfit, minus a shirt. He has a short beard and long windswept hair. He’s posing with one arm over his head and his jacket hanging off the opposite shoulder. He’s making very hot eye contact with the viewer.
November 24, 2025 at 12:41 AM