#suptober2021

[with-dean]

Because I'm still in love with you On this harvest moon

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Day 1! HEY GUESS WHAT TIME IT ISSSS! 

This year I have decided to take on #Suptober2021 in addition to another (Hannibal) October drawing challenge! This month is gonna be CHAOTIC but I’m ready?? I think???? Anyway, I saw the prompt for day 1 and knew I had to do something with the classic Neil Young song, so here we have Dean and Cas dancing under the moon, while Sam is stuck with the skeleton he just had to dig up :) 

Harvest Moon by Neil Young

[lizleeships]

Suptober: Secrets. I bet Sammy wishes some things would stay secret. (With credit to @aceriee-artist for the hickey idea <3, with permission) 

(I decided that drawing something every day is hard enough without the pressure of not having an undo button, so I may do some digital pieces for the sake of speed :D)

[iamtheangelofwine]

Suptober Day 4: Secrets

Poor sad lovesick boy

[skeletonsinzeeclost]

Suptober Day 5: Nostalgia

01x01 Dad's on a hunting trip and he hasn't been home in a few days...

[thepixelagora]

Suptober day 10: Crossover

Sheriff Dean "Demon" Winchester had that nickname not without reason. Whenever he and Chevy - his trusty steed - rolled into town, you knew folks were gonna start droppin'. He had a way about 'im that could strike the fear of the law into just about anyone.

Companion to this.

[corrupt-touch]

Day 3: Rainbows

My Crayola chalk sidewalk contribution to Day 3 of Suptober 2021, by me and my 9 year-old daughter.

Date: October 3, 2021

[foolondahill17]

We all know what color they are ❤🧡💛💚💙💜

I'm baaaaaarely slipping through the door for prompt 3 😂😂😂😂😂

[cool-fallen-angel]

Suptober day 9 - Body mods

I had the idea to draw over a picture of Jensen with futuristic body mods which I think looks pretty cool

[thegirlofstarlight]

Suptober 2021 - Day 21: Missing him was dark gray, all alone.

Set after the ending of s15. Drawing this broke my heart :(

@winchester-reload

[miserylamalice]

Just a little family trip at the local cemetery.

Day 6: Cemetery Boys

Prompt by @winchester-reload

[caswouldratherbehere]

Falling Leaves and Other Things

Suptober 2021 day 7: young at heart

Also on AO3

Castiel may miss a lot of things, but he didn’t miss this.

The way Dean looked at the pile of leaves outside the witness’s house. Wistfully. Fondly. He didn’t miss the tiny headshake, or the way Dean dropped into his standard dour face as he strolled past. 

He may miss a lot of things, but he knows Dean. He knows Dean’s childhood wasn’t typical, and that he didn’t get to do a lot of the things most children get to do.

Like jump in a giant pile of multi-colored, bone-dry leaves.

Maybe it was time to start rectifying certain wrongs.

~

“You can’t be serious, Cas. It’s 3 am. I’m going to bed. I don’t care if there’s a hoard of naked faeries in the woods. I need sleep.”

Dean bent over, reaching for the laces on his boots. 

Cas extended a hand to stop him. As if that ever worked. “Don’t.” It worked. Cas breathed out a very angelic sigh. “It’ll be worth it. I promise.”

Dean looked up at him with a squint, the angle highlighting the lines of his jaw and cheekbones. Cas tamped down on the feelings such beauty often stirred in him. 

“Naked nymphs?” Dean ventured.

Cas sighed. “There will be no nudity.”

Dean stood up, his back popping as he stretched. “That’s a shame. Nudity improves everything.” He grabbed his jacket off the back of the chair.

Cas resisted a second sigh. He should be used to Dean’s hedonistic ways by now, and the obsession with naked, lewd, hedonistic women. But he wasn’t. It grated. Every single time. So perhaps he sounded a little annoyed when he said,  “I suppose I could strip if that’s what you really want.”

Dean stumbled on his way to the door. Cas couldn’t see his face. Oh, how he wished he could see Dean’s face. Dean wore every emotion, every thought, in the lines of his eyes and tilt of his lips.

Perhaps Cas would never know what had caused Dean to hesitate, for they continued to the exit without another word.

~

“That’s a big pile of leaves,” Dean finally said. He’d been staring at the pile Cas had spent the evening raking together, deep in the forest behind the bunker. Cas’d had no idea a pile of leaves could render one so mute.

“Is it not big enough?” He absolutely did not shuffle his feet anxiously.

“For what? A bonfire? Ritual sacrifice?”

“To jump in.”

Moonlight cascaded over Dean’s cheekbones and kissed his eyelashes as he blinked. “You can’t be serious.”

“That’s the second time you’ve said that to me tonight. How often have you known me to not be serious?”

“Good point.” Dean shook his head. “I’m in my 40s, Cas. I’d probably break my back jumping into that.”

“Fortunately, you have a guardian angel watching over you.” This was going to take more convincing than he’d anticipated. He stepped forward and put a hand on Dean’s arm. “I know you want to. I’m the only one who’ll ever know. Have fun, Dean. You deserve it.”

Dean stared into his eyes for an uncomfortably long beat. But it was more than Cas would ever get, so he refused to break the gaze. 

It ended when Dean’s focus slid to Cas’s hand on his arm. “Alright, but only on one condition.”

“What’s that?”

“You first.”

Cas was an angel. He was fast. He’ll never understand how Dean can move faster than him. One moment he was having a conversation with a friend, and the next he was tumbling like a tree branch into a mountain of leaves. 

Laughter filled the air and warmed Cas’s heart. He righted himself just in time to see Dean jump, knees tucked under, and land with a strangely satisfying leafy crunch next to him. 

Cas chuckled. Dean grabbed a handful of leaves and tossed them in his face, so Cas retaliated in kind, and pretty soon they were ruffling through the pile, throwing leaves, and giggling like children. It was a fight no one cared about winning, a dance no one was watching.

Is this what fun felt like?

He reached for another hunk, and suddenly Dean’s hand was on that wrist, holding it back. Cas turned, ready to ask a question he hadn’t formed yet, but Dean was right there, right in his face, looking intense and full of…

Cas’s gasp was swallowed by lips. 

The leaves trickled out of his fingers.

He was frozen, stunned, scared.

He was…

Letting Dean think he didn’t want this. 

With a growl, he wrenched his wrist free and grasped Dean by the back of the head, angling the kiss into something deeper. 

He had no idea how long the kiss lasted, because however long it was, it wasn’t long enough. 

Dean rested his forehead against Cas’s own as he caught his breath. “Been wanting to do that for a long time.”

Huh. So maybe Cas couldn’t read everything in Dean’s face. “I had no idea.”

“So this wasn’t a sexy midnight seduction?” Dean asked, voice teasing. 

“It’s not midnight.”

Dean laughed and kissed him again. “Now,” he said when they broke apart. “Someone promised me they would get naked.”

Cas grinned.

Yes, this was definitely what fun was supposed to feel like. 

Fun, and something more, something bigger, too.

[lesbiansupernatural]

Suptober 2021, day 8, leather and lace

So I generally don't participate in inktober and other challenges alike it, but when I saw this prompt I just couldn't contain myself...

[lizleeships]

When the motels are full, getting cozy in Baby’s backseat is always a good choice

(Indian inks and a bit of lighting in Photoshop ------> Don’t repost) 

(Suptober #2 “No Vacancy” @winchester-reload )

[gublerarts]

Suptober Day 1 - Harvest

prompt list

#suptober Day 1 - Harvest // prompts by @winchester-reload

sorry this late ive been trying to get the inktober posts out plus ive been dealing with school & homecoming and I honestly didn’t know what to do with this prompt but I decided just to do a drawing based off a pumpkin carving I did last year so I hope you guys like 👍

pumpkin carving I did last year ^

[skeletonsinzeeclost]

Suptober Day 10: Crossover

I dunno what I was thinking... KP and Ron don't quite know what to make a Cas and Dean's lack of personal space.

[thepixelagora]

Suptober day 10: Crossover

If you ever come across this man, I'm tellin' you - run like hell. You don't wanna find yourself on the wrong end of that blade or gun. Nasty business. There is nothin' angelic about Castiel. Thankfully, he has the Demon after him.

Companion to this.