Suptober Art Challenge

Welcome to Suptober! A daily art challenge throughout the month of October with creations themed around the show Supernatural! Originally a challenge by @winchester-reload and now continued by @thepagemistress and @wigglebox | tag creations with #suptober25 for us to see!

[suptober]

2025 Master Post

Introduction

Rules & Guidelines

FAQ

Discord Status: ❌️ Closed until next September!

Day 1: Pumpkin - Art | Fic | Other

Day 2: Picnic - Art | Fic | Other

Day 3: Garden - Art | Fic | Other

Day 4: Orchard - Art | Fic | Other

Day 5: Lost - Art | Fic | Other

Day 6: Campfire - Art | Fic | Other

Day 7: Surprise - Art | Fic | Other

Day 8: Fortune Telling - Art | Fic | Other

Day 9: Rainstorm - Art | Fic | Other

Day 10: Power Outage - Art | Fic | Other

Day 11: Blanket Fort - Art | Fic | Other

Day 12: Sunrise/Sunset - Art | Fic | Other

Day 13: Star-Gazing - Art | Fic | Other

Day 14: Can You Hear Me? - Art | Fic | Other

Day 15: Nightmare - Art | Fic | Other

Day 16: Freckles - Art | Fic | Other

Day 17: Crossover - Art | Fic | Other

Day 18: Séance - Art | Fic | Other

Day 19: Flying - Art | Fic | Other

Day 20: Nightmare - Art | Fic | Other

Day 21: Ladies of SPN - Art | Fic | Other

Day 22: Haunted - Art | Fic | Other

Day 23: Carnival - Art | Fic | Other

Day 24: Cemetery - Art | Fic | Other

Day 25: Game Night - Art | Fic | Other

Day 26: Witchcraft - Art | Fic | Other

Day 27: Baking - Art | Fic | Other

Day 28: Fireworks - Art | Fic | Other

Day 29: Closet - Art | Fic | Other

Day 30: Decorating - Art | Fic | Other

Day 31: Halloween - Art | Fic | Other

[suptober]

Well, we made it, folks. It's officially November for everyone which marks the end of Suptober for 2025. And what a month it's been!

We had 91 creators who submitted a total of 937 creations!! And we are sure some of you are still working on finishing up some prompts, which, spiritually, we'll count, if not officially. However, those numbers are astounding, and we hope you are all incredibly proud of what you've achieved, regardless of the numerous contributions you've made.

Creating is hard. We hope this challenge helped make it a little easier in some way or other. Whether shutting up your inner perfectionist for a little while or coaxing out a long-dormant muse. Maybe helping to form a habit or just get something out of you that's been festering for a while.

Also thank you to everyone who took the time to like, reblog and comment on everyone's works! If you'd like an overview of submissions, feel free to browse our #suptober25 tag. You can also search by each day (eg #25day7) or head on over to our pinned Master Post where there are links for each day by category!

Thank you to everyone for helping to make this event run so smoothly. It's been a blast and we look forward to doing it all again next year. Hope you'll join us!

- @thepagemistress and @wigglebox

[aomasade]

Suptober 2025 - Day 27 | Baking

Suptober 2025 - Day 27 | Baking

More pictures and information in my Artpost on AO3

[szlez]

Halloween - Suptober Day 31

I've planned something more elaborate, but got defeated by a stomach bug 😭

My other Suptober art: Campfire, Lost, Orchard, Garden, Picnic, Pumpkin, Fortune Telling, Surprise, Poweroutage, Rainstorm, Blanket Fort, Sunrise/Sunset, Stargazing, Can You Hear Me?, Nightmare, Freckles, Crossover, Seance, Flying, Haunted, Ladies of SPN, Undercover, Carnival, Cemetery, Game Night, Witchcraft, Baking, Closet, Fireworks, Decorating

[thestarsmakemedream-art]

Suptober25 - Day 24 - Cemetery

@suptober

Here is my Suptober25 Masterpost, with all my art.

[suptober]

Thanks y'alls for facilitating this and all your hard work too!!

Thank you guys, truly! It's all very well hosting an event but it needs people actually participating to make it thrive. And that makes it feel less like hard work. (Although, personally, I am looking forward to having some extra free time back 😅)

We've been blown away by how many people took part and how many creations were made. There'll be a wrap-up post coming later today to illustrate just how amazing it went. (I made a spreadsheet. Because I'm a nerd.)

Applause all around! 👏👏👏

[avelynngrace-deactivated2026022]

Suptober days 30 and 31! Decorating and Halloween! (I just want to say, I had a lot of fun participating in this. And I’m bummed it’s over 💖😭)

[avelynngrace-deactivated2026022]

Suptober days 28 and 29, fireworks, and closet! It was a process, closet made me think innnn the closet first, then I changed my mind and was like, seven minutes in heaven or whatever. So I decided to do meg and Cas bc I haven’t done Meg yet 🫠

[avelynngrace-deactivated2026022]

Suptober day 27, baking!

[awakenthemusic]

Scavenger Hunt

Kaia/Claire | ~470 words | Rated T

For Suptober 2025 Day 24: Cemetery & Day 25: Game Night

On AO3 or under the cut

A week before Halloween, Kaia suggested a family game night.

Of course she'd also suggested they go on a scavenger hunt in a cemetery, so Claire wasn't sure whether to be impressed or worried.

Kaia had been… different since they'd gotten her back from the Bad Place. And , well, duh. But it was still concerning.

Now Claire kept an eye on Kaia even as she juggled the scavenger list and her flashlight, because of course they were doing this at night.

Alex and Patience shouted smack talk back and forth with Jody and Donna, their flashlights bobbing off in the distance as the other two teams raced to complete the list first, but Kaia had only gotten quieter the longer they'd spent in the graveyard.

Kaia was now standing at the foot of a grave, her flashlight trained on the headstone, just staring.

She hadn't moved in good five minutes.

Claire finally bit the bullet. "You okay?"

Kaia jumped, dropping into a defensive stance, as her head twitched toward Claire unnaturally fast.

Claire froze, knowing that any sudden movements would probably make things worse. "Hey," She said quietly. "You're okay."

Kaia blinked, her eyes unnaturally wide and her breathing heavy as she scanned the darkness around them. "I— Shit." She sank her free hand into her hair, tugging like she wanted to pull it out. "One thing… Could I not just have this one thing without…" Her face crumpled as she turned back to Claire.

Claire moved closer, shoving her flashlight and the damned list into her pockets so she could grab hold of Kaia's hand, squeezing it tight.

Kaia curled into Claire, burying her face in Claire's neck as she trembled.

Claire stood steady, wishing there was something she could say, something she could do that would make everything better. As it was, all she could do was hold on and hope that that was enough. Neither of them mentioned the moisture that soaked the collar of Claire's shirt.

"Claire? Kaia?" Jody suddenly called. "Where are you? We're heading back to the car."

Kaia startled upright, frantically dashing the tears away from her face as she glanced in Jody's direction with a whispered, but still emphatic, "Shit."

"We'll be right there," Claire called back, thinking fast. She reached up and mussed up her own hair, biting her lips roughly and, for once, thanking her lucky stars for her stupidly pale complexion. "We got a little distracted."

Kaia grinned gratefully, her breath catching slightly as she calmed. She stepped forward, wrapping her hand around the back of Claire's neck and pulling her in. She kissed Claire… very thoroughly.

Claire blinked, a little dazed as they separated, her face warm against the cool night air.

Kaia's grin was warm, if a little smaller than usual as she explained, "Just so we don't make a liar out of you."

[hyper-fixations4days]

OKAY I FINALLY FINISHED SUPTOBER!! WAHOOO!! SUPTOBER DAY 31, HAPPY HALLOWEEN!! 🎃

[o-birdseed-o]

day 31: Halloween!

Jack's first Halloween is a very, very successful one!

@suptober

I had so much fun doing suptober this year. And im also very proud of myself for completing the challenge before October ends! (With 1 minute to spare :)) im so great full for everyone who put this event on. Thank you <3

[o-birdseed-o]

day 30: decorating

Tfw 2.0 spend the entire week before Halloween preparing and decorating the bunker!

@suptober

[o-birdseed-o]

day 29: closet

Just as dean though he'd escaped castiel's affection, he shows up again. This time, in a very ironic location.

@suptober

[rowenasamuel]

i ended up falling behind on the last few days of @suptober, so here are the final prompts in one post, as opposed to a bunch :) i had so much fun with these prompts- happy halloween!

day twenty six: witchcraft [rowena/sam] day twenty seven: baking [sam&dean] day twenty eight: fireworks [sam&jack] day twenty nine: closet [rowena&claire] day thirty: decorating [team free will 2.5] day thirty one: halloween [sam/rowena + dean/castiel]

[thedreammweaverart]

Suptober Day 23: Carnival.

It was a fun outing (don’t tell John) until Sam saw a clown. They’re waiting in line for a ride and that’ll cheer him up.

[erynnis-hun]

Chapter of Day 29 - Closet @suptober challenge is posted! (This is now a fully cohesive, multi-chaptered fix-it fic, so if you haven't read the previous ones, please start at the first chapter!) 

--

A story about the "There will be peace when you are done" part they all deserved (us too), but without all the dying business.

Join as we follow along for a month in Dean and Cas's life set five years post canon, where they're in an established relationship at the start of the story, and we'll be peeking into their past, how they came here, and what happened in the past five years. 

What can we expect? Family-feels, softness, retirement, happiness and joy, smut, adventure, angst, and we'll see what happens with each day's prompt. A happy ending is guaranteed, but the boys have to get there.

https://archiveofourown.org/works/71722846/chapters/191519311

Rating: Explicit

Archive Warning: Creator Chose Not To Use Archive Warnings

Category: M/M

Fandom: Supernatural (TV 2005)

Relationships: Castiel/Dean Winchester, Eileen Leahy/Sam Winchester

Additional Tags: Post-Canon, Post-Canon Fix-It, Post-Episode AU: s15e19 Inherit the Earth (Supernatural), Soft, Retirement, Kidfic, Family Fluff, Family Feels, Apple Pie Life (Supernatural), Established Relationship, Bisexual Dean Winchester, Gay Castiel (Supernatural), Family Shenanigans, Fluff, Therapy, Recreational Drug Use, Medicinal Drug Use, Weed User Dean Winchester, Weed User Castiel (Supernatural), Semi-Public Sex, Gardens & Gardening (the second is the huff and puff type), Hand Jobs, Grinding, John Winchester's A+ Parenting, Implied/Referenced childhood hunger, Light Angst, Angst and Fluff and Smut, Fluff and Angst, Depression, Loneliness, Suicidal Thoughts, Suptober 2025 (Supernatural), Angelic Grace Sex (Supernatural), Angelic Grace-Powered Orgasms (Supernatural), Angelic Grace as Lube (Supernatural), Anal Sex, Implied/Referenced Prostitution, Stanford Era Dean, Dean Winchester Gets Therapy, Minor Claire Novak/Kaia Nieves/OFC, Castiel and light bulbs

Chapter summary:

"The railing digs into his lower back, but Cas’s arms are secure around him, their bodies generating enough heat that Dean almost feels too hot in the morning chill. And it’s still not enough."

Enjoy! 😊