#OctoCaptober
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Day 2! Timeskip!

Confidence? Check! Style? Check! Octopus? Check! We got our older, wiser and stronger Captain here on the battlefield, there’s nothing to fear! 🫡

#OctoCaptober
Timeskip Captain, standing with confidence! “Never fear! Your Captain is HERE!” - Timeskip Captain — 3 yrs since S3!! — Day 2: Timeskip 02/10/2025 Ft. Timeskip Captain
October 2, 2025 at 12:00 PM
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Day 22: Sanitized

Poor Captain…can’t catch a break these past two days it seems, one death after another 😭 (At least in this theoretical timeline Leena probably gets out okay instead-?💥)

#OctoCaptober
Sanitized Captain…just standing there…eerily… — Sanitized Captain Made of 100% goop! — Day 22: Sanitized 28/10/2025
October 28, 2025 at 10:13 PM
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Day 3: Meowstic

Just a psychic cat enjoying a nice snack…

Although her greed SICKENS ME, she does not need 8 Sitrus Berries!!! (/ref)

#OctoCaptober
Meowstic Captain, sitting on a grassy hill and surrounded by 8 Sitrus berries. That’s a lot of health recovery! — 03/10/2025 Day 3: Meowstic
October 3, 2025 at 12:00 PM
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Day 20: Gourgeist

We’re just about 2/3rds done now! And ever closer to Halloween, so I give you a silly Pumpkin ghost thing as your Captain of the day! Side note but I had pumpkin soup earlier, it was very nice-💥

#OctoCaptober
A very Captain-like Gourgeist! So cute! What a silly pumpkin! — Day 20: Gourgeist 26/10/2025 Gourgeist Captain!
October 26, 2025 at 5:00 PM
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Day 5: Inkling

Just another normal Captain
art today from InktoCaptain, nothing out of the ordinary today! Nothing to see here! Not even sure why I wrote this down as a prompt!

#OctoCaptober
Captain being her usual inkling self! Nothing to see here! — “Something feels off today…but I’m not quite sure…” - Captain — You’re a squid now! — Day 5: Inkling 05/10/2025 Ft. Captain
October 5, 2025 at 12:00 PM
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It’s finally time to begin with the “name changing every two seconds” October challenge!

Starting with Day 1: Original! The classic look of Captain you all know and hopefully love! She’s got some (wise?) words of encouragement too! Let’s go!

#OctoCaptober
Captain kneeling down with a cheerful gaze! She seems to know what month it is… “It’s October! Time to Lock In!” - Captain Day 1: Original 01/10/2025 Ft. Captain
October 1, 2025 at 12:00 PM
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Day 26: Halloween Costume!

Halloween Costumes (especially late ones) don’t have to be spooky! They can be a beloved character too! And thus, I let my CrossCode propaganda take over, with Captain as Lea! Hi!!

#OctoCaptober
Captain dressed as Lea from CrossCode! She’s so cool! And adorable! Please play CrossCode! I’m begging you on my hands and knees! — “Hi! Lea!” - Captain (who is not Lea, but is mimicking what Lea can say) — Day 25: Halloween Costume 1/11/2025 Ft. Captain as Lea! (From CrossCode)
November 1, 2025 at 6:34 PM
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Day 24: Mimikyu

I’m not even sure this should count, I mean this literally isn’t even a Captain, just a normal Mimikyu! But darn it…I couldn’t say no to that effort…even got her signature pose nailed…

#OctoCaptober
A Mimikyu trying its best to replicate Captain’s look! Even doing her signature pose…the dedication is so strong… — Day 24: Mimikyu 30/10/2025 Ft. A very dedicated Mimikyu!
October 30, 2025 at 7:33 PM
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(Slightly late) Day 12: Sailor Dress

One of my favourite alternate Captain outfits, and-oh hey! She did her signature pose too! She did the thing! (She’s aware of it now too, oh no-💥)

#OctoCaptober
Captain in her cute sailor dress thing! She’s also doing that one pose she does too much! Someone stop her! (I can’t) — “Thought I was done using this one pose?” “Nope! I was saving it for this moment!” “Signature pose, GO!!” - Captain — She did the thing!! — Day 12: Sailor Dress 12/10/2025 Ft. Captain (in her sailor dress!)
October 12, 2025 at 2:00 PM
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Day 13: ✨Space✨

I really didn’t have too many ideas for this so I sent Captain to Space Junk Galaxy, and now she’s having fun using pull stars! (Don’t ask how she can breathe out there, she’s fine!)

#OctoCaptober
Captain floating in space, encased by a magical bubble dragging her towards an off-screen pull star! She’s having fun! And too much fun to care about not being able to breathe in space! — “Wheeeeeee!!” - Captain — Day 13: Space 13/10/2025
October 13, 2025 at 12:00 PM
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Day 19: Pirate

(Ahem) Yarrrrr, ye scallywags have seen the most normal Captain, but now it’s time to observe the Captain-est Captain! She’s here to plunder ALL ye treasure!

#OctoCaptober
Captain wearing a pirate costume! She even got a sword! — “Ahoy there! Ye be in the presence of Captain Captain!” “Make fun of me title and you’ll be walkin’ the plank!” - Captain — Speaking in the worst pirate impression Still afraid of water — Day 19: Pirate 25/10/2025 Ft. Captain, but pirate!
October 25, 2025 at 1:00 PM
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Day 6: Fall/Autumn Outfit

Here we have the coziest of Captains herself, enjoying a nice alternate outfit and some hot chocolate! So cozy!

#OctoCaptober
Timeskip Captain in a different sort of outfit, having long boots, leggings, a different kind of long coat, and of course a scarf! Can’t forget scarves! — “It’s Autumn! Love the weather, the outfits and the leaves! October is also my favourite month! Can ya guess why?” - Captain — Her hair might get cold tbh #1 Hot Chocolate Drinker — Day 6: Fall/Autumn Outfit 06/10/2025 Ft. Timeskip Captain (But cozy!)
October 6, 2025 at 12:00 PM
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Day 8: Extreme Gear!

🎶It’s Sonic Racingggggg all around the world-🎶

Anyways Captain would totally stylishly use an Extreme Gear! I didn’t have time to draw the actual board though, so I just used a screenshot, sorry-💥💥💥

#OctoCaptober
Timeskip Captain in more of a racing outfit bodysuit type look! — “Don’t count me out yet! This race is just getting started!!” - Captain — (I didn’t feel like drawing it (the Extreme Gear in question), SORRY) She came in 12th, but with a smile! — Day 8: Extreme Gear 08/10/2025 Ft. Timeskip Captain (but in racing gear!)
October 8, 2025 at 12:02 PM
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Turning this into a thread, you can also find the arts using the tag #OctoCaptober
October 2, 2025 at 4:47 PM
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Day 21: Ghost

Ah damn it I left her unsupervised and now we have a spooky octopus on our hands (she probably rolled off the stage one too many times). She hasn’t quite figured out the gravity of the situation yet-💥

#OctoCaptober
Captain as a very spooky ghost! She’s emitting a glow of some kind I think…all that spectral energy and stuff…ooooooooo… — “What’s that? Me? A ghost? Don’t be silly! I’d notice if I was dead!” “…Although I DO feel lighter than usual, now that you mention it…” - Ghost Captain — Day 21: Ghost 27/10/2025 Ft. Ghost Captain
October 27, 2025 at 6:31 PM
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Day 7: Metal/Mecha

“Hey guys, hope you're enjoying celebrating Captain! Unfortunately, the Aurum got the memo too, and sent us a little gift in her image! But their design was a bit off model, nothing some battle damage couldn’t fix!”
- Shade

#OctoCaptober
A mechanical Captain design, heavily based on her Timeskip look. She has 2 large blasters connected via energy tethers in place of arms, both of which resemble Glooga Dualies Deco — “*KSHHHH* UNIT CPTN-OCT8 SUSTAINING MODERATE DAMAGE NON-PRIMARY APPENDAGES AT 64% INTEGRITY STRATEGY_CONFIDENCE: 95% AND HOLDING RE-ENGAGING TARGETS” — DATE_TRACK: 07/10/25 DATE_COUNT: “DAY 7” DATE_SUBJECT: “METAL/MECHA” — ART_FEATURE: UNIT CPTN-OCT8 “MECHA-CAPTAIN” “MECHAPTAIN”
October 7, 2025 at 12:00 PM
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Day 17: Octo-Flare

Here we are! And only a day and a half behind schedule! As is tradition, another birthday means another beloved Captain gets a reference update, and our blazing guardian has been LONG overdue hers!

#OctoCaptober
Octo-Flare Captain, the alternate universe version of Captain from the “Radiant Convergence” universe (AKA Shade’s universe). She wears her signature cap, a sort of mantle cape thing, long gloves, a sort of dress-like body piece and tall boots. Across her outfit is a consistent flame motif. She also has two leg holsters containing her two signature dualies, the Kelvin Flares!
October 18, 2025 at 7:38 PM
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Day 23: Witch Costume

Oh yeah I did NOT finish this on time lmao it’s past midnight for me. But don’t worry! Captain in Witch attire (aka the really cool Amiibo outfit…) is here now! And she is wonderfully…bewitching?

#OctoCaptober
(Timeskip) Captain in a witch costume, more specifically the Enchanted set from the Octoling girl amiibo I believe! (She even has a broom! Wow!) — “Witches are cool, and I’m also cool! So our powers of coolness should stack!” “That works, right?” - Timeskip Captain — Day 23: Witch Costume 29/10/2025 Captain, but she’s a witch!
October 30, 2025 at 12:22 AM
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Day 18: Normal Human

We’re back after a (prolonged) week break! And we have quite the odd instance here of a Captain! Am I stretching the definition of a “Captain” too far? Probably! Can you stop me? Nope!

#OctoCaptober
The most normal human Captain you will ever see! This is the part where I’d draw her with hyper realism if I could. I can’t. — “Heard you jeed Captains! Hope I’ll do!” - ‘Captain’ — Hat = Captain Pose = Captain Lack of fashion = Captain If you squint hard enough, she looks like Captain! — Day 18: Normal Human 24/10/2025
October 24, 2025 at 12:00 PM
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Day 14: Outfit Based on a Favourite Pokemon…(Kinda-💥)

I was intending to stick to the theme, but unfortunately the favourite Pokemon in question had other plans. She can change forms now I suppose-💥

#OctoCaptober
A very odd looking humanoid “dressed” as a Meowstic. But not just any Meowstic either! I believe this might just be the revenge of Meowstic Captain. And she’s extremely dramatic-💥 — “Outfit based on a Favourite Pokémon?” “Prompt overruled.” “I AM the favourite Pokémon.” - Meowstic Captain — She can do that? — Day 14: [Overruled] (Outfit Based on a Favourite Pokemon) 14/10/2025 Ft. Meowstic Captain (Gijinka-ified?)
October 14, 2025 at 12:00 PM
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Day 4: “Tac Pain”

I have this written down for Captain’s month, but…idk I’m just not sure…I just don’t buy that this is the same girl! Whatever, Tac Pain is a cool lady nonetheless!

#OctoCaptober
‘Tac Pain’, AKA Captain in a different outfit, and with bandages covering the ends of her tentacles. Genius. This is the leader of a team at her best. — “Shhhh…Let’s keep this between us, ‘kay? I’m Tac Pain, alright? It’s…uhhh…my secret identity! Like a secret agent, or something!” - Tac Pain (AKA Captain) — 888% fool proof disguise!! (NOT) (Clearly it’s just Captain) — Day 4: “Tac Pain” 04/10/2025 Ft. “Tac Pain”
October 4, 2025 at 12:03 PM
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Day 11: Extra Casual

Funny that this landed on a weekend because this is literally how I felt waking up today 😭 (Projecting? Maybehaps)

She’s tired, but she’s still wearing her hat as ever!

#OctoCaptober
Captain wearing a more oversized shirt, longer legwear and of course comfy slippers! She looks sorta irritated though, probably from being tired. Even her hair is down from tiredness! Hey, at least she has her favourite “Cool Hat” mug (if you get the reference, I’ll give you a cookie) — “Does this suffice for casual?” “If not, I’m sorry, it’s a day off for me…” - Captain — Day 11: Extra Casual 11/10/2025 Ft. Captain (but tired)
October 11, 2025 at 12:00 PM
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Day 15: Anglerfish Anomaly

Excited to share the latest Anglerfish Anomaly findings! A second instance has been sighted, confirmed distinct from Angela! Despite her mocking tone, we are excited to have more insight into this strange species!

#OctoCaptober
A girl with a distinct set of similarities to Captain, although seemingly a little more “Anglerfish”. She actually resembles Angela quite closely! She possessed a large lure, with a bunch of smaller ones protruding from the same stem. A lot of her clothing seems to be mismatched and patchy though…seems she’s a little less careful-💥 — “You thought Angela was the only one? HAH!” - Angler Captain — Day 15: Anglerfish Anomaly 15/10/2025 Ft. Angler Captain
October 15, 2025 at 12:00 PM
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Day 9: Anglerfish Siren Cosplay

She might not remember but she has done it before a long time ago! Though she seems to be a lil more are of doing it this time! (That cloak looks comfy though, lowkey jealous at this time of year-)

#OctoCaptober
Captain in a cosplay of Anglerfish Siren! Don’t worry, it’s just a long dress and stuff, and she just attached a lamp with a big wire to her hat! — “No clue how I got this cosplay! It’s comfy though! I’m sure Angle would be proud too!” - Captain (She calls Anglerfish Siren “Angle”, nicknaming her…so cute-) — 09/10/2025 Day 9: Anglerfish Siren Cosplay Ft. Captain
October 9, 2025 at 12:00 PM
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Day 16: Ace Trainer (Kalos)

We’re halfway through now! And coincidentally today is the day we return to Kalos in ZA! And to celebrate, Octo Flare went slightly overboard with representing the trainer class that suites her most!

#OctoCaptober
Octo-Flare Captain dressed up as the Ace Trainer class from Pokemon X and Y! The main difference is having a blue highlight on the outfit to match herself. She also styled her hair for this! She’s even doing the pose they do! 10/10 for effort from our flaming Captain herself 🙏 — “I hope you appreciate the effort this look took!” “Hmph! Worth it to battle in style though!” - Octo-Flare Captain — Day 16: Ace Trainer (Kalos) 16/10/2025 Ft. Ace Trainer Octo-Flare Captain
October 16, 2025 at 12:00 PM