Full body drawing of my OC, Wynter. She's wearing a purple version of the very first clothes I drew her in for the first concept sketch four years ago (the original was a teal-blue colour). She's jumping into the air with joy that I remembered her birthday this year!! Or perhaps I just have the power to draw extremely cute girls floating cutely... And what better birthday present than hedgehog bread? 👀

Today is the birthday of my most important character!!

Thank you Wynter for being the reason I got back into art, for giving me that drive to create OCs again... and because of that I'm here having met many new amazing and creative people I call friends. 🥰

#ocsky #wyntersong #wynter

Half body drawing of my OCs Lydia and Erica. Lydia is giving Erica a hug from behind, though going by that expression, Lydia might have a little more on her mind. 👀 Bonus alt text lore: Erica's insanely coloured shirt is loosely based on the colours of the "panpronominal" flag (I only just learned this is a thing) but is a liiiiiittle bit more saturated. Because me. 😌

Happy Valentine's Day from Lydia and Erica!

Lydica. 🥰 (coined by Rae 💛)

I hope you're all having a great day, whoever you may (or may not) be spending it with!! 💜💖

#ocsky #wyntersong #lydia #erica #valentines

Full body drawing of my OC Lydia, rocking out on her INCREDIBLY PRETTY Gibson Les Paul. Drawn for Skyefrost's "Pick the Pencil" art collab, it's a monochrome piece with a single accent colour (purple, of course~)

Lydia rocks! 🤘🎸💜

A piece for @skyefrost.bsky.social's "Pick the Pencil" collab where the art is monochrome except for one (predictable) accent colour - my first attempt at this type of thing!

Straight line tool really was my best friend for that guitar... 🫠💦

#ocsky #artcollab #wyntersong #lydia

Ref sheet for my OC - Peter Bradsworth - the local fisherman! Age: 62 Height: 5' 6.5" / 169cm he/him

And finally... Wynter has a dad! 💜💜 And I'm in the silly peepaw owning club. 🙂‍↕️ Peter here is massively inspired by my own grandad who is no longer with us... his kind and goofy legacy lives on in a small way through the magic of OCs. 💖

#art #oc #ocsky #peter #wyntersong

Ref sheet for my OC - Amalia Bradsworth - the source of the bread! Age: 59 Height: 5' 4" / 162cm she/her

How many of your main OCs have their parents around them?

Meet Wynter's mum, Amalia! 💜🍞 The canon source of where Wynter's addiction to bread comes from!

...Dad next! 👀

(should I ref-sheet the kids too...? 🤔 I guess it makes sense...)

#art #oc #ocsky #amalia #wyntersong

Chibi phone drawing of my OC, Adina. She's happily waves at you, maybe she found a really cool abandoned building to trespa- er, explore!

I was putting my OC phone chibis together earlier (for sekrits) and realised I was missing one... my urban explorer cutie, Adina, had been forgotten! 🥺

I have now fixed that, chibi Adina liiiives! 💛🤍🤎

#wyntersong #Adina #doodle

All the incredible effort that has been put into this project can finally be seen!! 💜🎄❄️

Congrats Hiyori for a successful video and to everyone that submitted such wonderful art!! 🎉💖

...and I can now show what I baked for it! 👀🍞

#wyntersong #wynter #kenny #tillie #OCwintercollab

Chibi phone drawing of my OC, Wynter. She's holding a lovingly wrapped gift just for you! 💜

It's the 1st of December here, happy meteorological Wynter season to you all! 💜💜🍞

Wynter is here with a special wrapped gift to kick off the festivities, just for you! 💖 Whatever could it be...? 🤔

(uh oh, kenz is back at the silly doodles~ 🤭)

#wyntersong #wynter #doodle

My Jodie!! 🥹💛💛🌻 Please do lend your support to @drummermiku.bsky.social - their art is SO CUTE and criminally underrated!! 💖💖

Thank you again!! 🥰

#wyntersong #jodie

Plush Kenny and Wynter with a buttery toast plush between them. Careful you don't get eaten, lil toast! 🥺

Got Wynter some more bread today, she's happy as dough. 🍞💜

Kenny wants a plush coffee..

#wyntersong #plush

Ref sheet for my OC - Ainsley Raine - the fashion designer! Age: 32 Height: 5' 10" / 178cm any/all (they/them preferred)

Ainsley finally has an actual ref sheet! And an actual non-chibi drawing! 😌💖 They want to design you some nice clothes so you can look your absolute best - and cutest! 🥺💜

The question is... do you trust them with that? 🙃 (and do you want to look cute... 🤔)

#art #oc #ocsky #ainsley #wyntersong

2024 chibi art of Kenny and Wynter in goofy Halloween costumes. Kenny is a demon... vampire bat... thing. Wynter is a Breadhead. 🥖

2025 update of Kenny and Wynter in their goofy Halloween costumes, not chibi this time!

#OC-tober day 31 - "Halloween costume"!

I gave Wynter and Kenny silly costumes last year, in chibi form anyway. This year they're keeping those costumes (the bread is fresh though).

Here are both versions!

Happy 'ween to all who spook! 👻💜

#bweirdoctober2025 #wyntersong #wynter #kenny #Halloween

Chibi drawing of my OCs Erica and Lydia. They are sitting on a grassy patch on a clear starry night and are visited by some fireflies! They're holding hands as they look at them (yes I had to find ref for the hands hehe~) There are some constellations in the sky, Orion on the left, Cassiopeia and Pisces on the right. Hi Honey! 🤭💜💜

#OC-tober day 17 prompts are "magic", "serene" and the palette challenge (included in image!)... so I went the self-indulgent route. Here's Erica and Lydia on a magical night out under the stars! 🌌⭐✨ With a visit from some fireflies~ 💜

#bweirdoctober #wyntersong #erica #lydia

Chibi drawing of Wynter wearing a cute bunny suit! The challenge palette is on the left.

#OC-tober day 13 has the options of "animal", "silly" and a palette challenge. So of course I combined them for an excuse to draw Wynter in a silly bunny costume with the weirdest palette I've ever used. 🤭

Good thing Kenny likes bunnies. 🙂‍↕️💜🐇

#bweirdoctober2025 #wyntersong #wynter #ocsky

Thank you! 💜💜 Most have ref sheets complete with even more yapping, they should all be in my #wyntersong tag assuming I remembered to include it each time! 🤭 Got a few more sheets to do (I rushed most of the current ones for Art Fight) and a couple of new characters to introduce... Soon™...

Collection of 8 of my OCs drawn in chibi form for OCtober! Colour is either the character's favourite or a colour I associate with them for some reason. Symbol is their profession, hobby or a favourite thing! Wynter Colour - Vivid/dark purple Symbol - Hedgehog bread - a baker's favourite! Kenny Colour - Red Symbol - Coffee - Dad fuel. Amy Colour - Light blue Symbol - Paint brush - Artist running an arts and crafts shop. Charlie Colour - Blue Symbol - d20 - TTRPG nerd. Jodie Colour - Yellow Symbol - Yellow flower - Florist! Roger Colour - Orange Symbol - Football - Ever so slightly obsessed... Erica Colour - All of them (They're an all kinda person...) Symbol - Novel writing - Eager to get their first book published! Lydia Colour - Lilac Symbol - Guitar - Learning, anyway...

Collection of 8 of my OCs drawn in chibi form for OCtober! Colour is either the character's favourite or a colour I associate with them for some reason. Symbol is their profession, hobby or a favourite thing! August Colour - Vivid/dark purple Symbol - Frying pan - Foodie extraordinaire! George Colour - Pale blue Symbol - Hammer - The local (un)handyman! Maisy Colour - Red Symbol - Excited kaomoji - Thinks they're super cute! (some of them are honestly!) Robin Colour - Blue Symbol - Game controller - If he's not playing games he's making them! Melody Colour - Dark red Symbol - Panda - her spirit animal for sure. 🐼 Evan Colour - Gold Symbol - d20 - Charlie is no match for the nerd that is Evan. Betty Colour - Pinkish red Symbol - Slice of cake - Loves the sweeter side of baked goods, and telling her stories as she eats them. Ainsley Colour - Red/Purple mix Symbol - Bow tie - Adds an air of class... they think, anyway. 🙂‍↕️

#OC-tober day 10 "Symbolism/Themes"

No new drawings for this one (i'm being good!! 🙂‍↕️) but I was still able to put this together. Why not use the recent chibi efforts? 😌

Details in alt text, not enough space here! 🤏

#bweirdoctober2025 #wyntersong

Drawing of some of Wynter's cute accessories! Purple handbag with a Wyntersong flower pin attached to it (I want that pin now) Purple bunny plush, named Slice (if I had more time and less hurty arm I'd have shown Slice being somewhat old and loved...) 3 plush bag charms, a croissant, a slice of toast and a baguette. (some of you may recognise these) Wynter's phone with a purple case and the Wyntersong flower on it. And bread. Because of course. Finally, a grinning Wynter because I don't need an excuse to draw her. 💜💜💜

#OC-tober day 9 - "Inventory"

This isn't as ambitious and detailed as I wanted it to be, had to draw this in bits today because of hurty arm. 😔

I thought about baking kit but decided to draw a few of the cute things Wynter likes to carry around. 🙂‍↕️💜

#bweirdoctober2025 #wyntersong #wynter #doodle

Chibi drawing of my OC, Wynter. She's holding a truly massive baguette, I'm unsure if it's real or one of her many bread plushies. 🤔 Continued yapping: Wynter will be the kindest person you could possibly meet if you befriend her and her family, but if there is any threat to those she loves, you'll see feral Wynter and she will not back down until justice is done. This plays a part in the story, if you're wondering! Wynter's not as tech savvy as Kenny is, letting him do everything in that realm. But she loves him for it, even if he plays too many video games. 🙂‍↕️ And of course, purple everything. Clothes, plushies, the living room, the bedroom... you get the idea. 💜💜

#OC-tober Day 8 - "Personality"

Well, Wynter likes bread! 🤭🍞💜

As much as I like to play up the bread love, Wynter is kind-hearted and a respected part of her town's community, having made friends through regulars in Wyntersong! 💖

(more in alt text)

#bweirdoctober2025 #wyntersong #wynter #doodle

(highly simplified) Drawing of the outside of Wyntersong Bakery & Tea Room, owned by Wynter and Kenny and is where most of my comic will take place. There is another storey above what's visible here, I ran out of space!

#OC-tober day 7 is "Home" - For Wynter and Kenny, home and work are one and the same! They run Wyntersong Bakery & Tea Room and their home is directly above it. 🙂‍↕️ Don't worry, it's actually a fairly big place! First phone doodle that isn't a cute chibi...! 👀💦

#bweirdoctober2025 #wyntersong #doodle

Chibi phone drawing of my OCs, Erica and Lydia. They are facing each other and Erica is holding Lydia's hand. Lydia is blushing... maybe Erica confessed they have feelings for her? 👀💜

#OC-tober day 6 is "Relationships"! I have a few already-established ships in my story but one that I want to actually write is Erica x Lydia. 🥺💜

I... don't know how I'm going to do it yet but I want to. This example may or may not be canon. 🙂‍↕️

#bweirdoctober2025 #wyntersong #erica #lydia #doodle

Chibi phone drawing of my OC, Robin. He's sitting on the floor and concentrating hard on his Nintendo Switch. I wonder what he's playing...?

#OC-tober day 5 is "Under-appreciated"... I don't know if any of my characters fit that definition but going purely by numbers here on Bluesky, Robin got the smallest ones. He doesn't mind, he's too busy concentrating. 🫡🎮

#bweirdoctober2025 #wyntersong #robin #doodle

Chibi phone drawing of my favourite OC, Wynter! And the 100th drawing on my phone... I made it. I'm crazy maybe... but I made it. 😌

#OC-tober day 3 is "Fav OC"... it has to be Wynter. 💜💖🍞 Title character of my comic, the reason I got into art again a few years back, I owe her so much and I love her to pieces! 🥰

Also my 100th phone drawing, it's PERFECT that it's Wynter! 🥹

#bweirdoctober2025 #wyntersong #wynter #doodle

Photo of a plush of my OC, Kenny - made by @dexmckinnery.com!

Photo of two plushies of my OCs, Kenny and Wynter - both made by @dexmckinnery.com!

IT'S HIM
HE'S HERE
THE KENNY
HE LOOKS AMAZING 💜💜💜
THANK YOU SO MUCH @dexmckinnery.com! 💖💖

Wynter won't let him go!! 🥺 But see how happy she is now! 🥰

Also had to use those sweaters to stop them laying down hehe~ 🛌

#wyntersong #wynter #kenny #plush

Chibi phone drawing of my OC, Evan. This is his self-insert form, how he imagines himself when he's playing his TTRPGs - he wishes he was that thin. (disclaimer: I can't design D&D-themed characters to save my skin)

#OC-tober day 2 is "Old", technically Evan is my oldest OC as I repurposed him from a previous iteration... this self-insert form (that he uses when playing my in-world version of D&D) is a nod back to the old version of him I made for an RP group!

#bweirdoctober2025 #wyntersong #evan #doodle

Thank you! 💜 There are an unknown number of OC posts in the #wyntersong tag at this point, ref sheets with a ton of yapping on them included! 😅 I'm bound to use these prompts over the next month to spill a little more info though!

Chibi phone drawing of my OC, Ainsley. My newest OC at time of drawing, they're also in a new outfit - a blue jacket over a pink shirt and pale blue jeans, red shoes and a large purple bow tie on their chest.

It's past midnight where I'm sitting (in bed) which also means it's #OC-tober! Gonna try following the #bweirdoctober2025 prompts (in reply 👇), starting with "New"!

My newest OC would be Ainsley, you've seen them recently. Gave them a new outfit for the occasion. 💜

#wyntersong #ainsley #doodle

Chibi phone drawing of my OC, Erica. They are wearing my outfit! Erica stop stealing my clothes, give them back!! 😭 (Erica is not a self insert if you're wondering, they just have to put up with my "fashion" occasionally)

Don't worry everyone, I'm not armed with sap tonight, you're all safe. I'm just making Erica wear my fit again.

Why? Why not. 😌

Who wears it better...? I don't think it's me. But Erica please, the buttons exist for a reason. 🤨

#wyntersong #Erica #doodle

Chibi phone drawing of my new OC, Ainsley (any/all). They have dirty blonde hair and brown eyes. They are wearing a purple suit jacket over a pink shirt with a deep purple bow tie attached. They are also wearing grey trousers and black shoes.

So uhh, still rotting my brains over the drawing from last night so I DREW THEM AGAIN and modernised their outfit (I had zero ref for this, I made it up, just like their hair colour) and I'm OCing them up! 🥰

Meet Ainsley! 🎀🩷

Looks like I've got a ref sheet to draw. 👀💦

#wyntersong #ainsley #doodle

Chibi phone drawing of my OC, Betty.

OC introduction via phone chibi! Meet Betty, no family relation to anyone I've shown so far but she's a regular customer of Wynter and Kenny and is in the FIRST PAGE of the FIRST CHAPTER (that I drew ages ago... 💦) so I think she's worth a mention! 🙂‍↕️

She likes cakes. 🍰🎂🧁

#wyntersong #betty #doodle

Group chibi phone drawing of my kid OCs, the children of my adult cast. The three girls are leaping into the air as Billy admires his favourite person!

Guess I drew the kids after all!

From left to right
Lauren (Amy and Charlie's daughter)
Tillie (Wynter and Kenny's daughter)
Becky (Jodie and Roger's daughter)
Billy (August and George's son)

The shenanigans they get up to...

#wyntersong #lauren #tillie #becky #billy #doodle