Empty mspaint window - the image inside is just a transparent square.

MSPAINTOBER 30. VACANT
> I think i'm done with it. 31 days is just a bit too long, i wanna pick up other projects already ._.

#mspaintober #mspt2025

400x400px pure black square

MSPAINTOBER 29. LESSON
> you are allowed to feel sad and tired - it's normal

#mspaintober #mspt2025

Poorly drawn tweet-like post. Profile picture appears to be unnamed vendor in Styxcoin dungeon from Going Under by Aggro Crab Games. User name: styxcoinelder.stx Handle: @imnotzans Content: "I been hacked. all my bones gone. this just sold please help me" 9:37 PM - 9/24/20 - via Qwitter Web App

MSPAINTOBER 28. SKELETAL
> If that doesn't make him aggro, at the very least he's gonna be crabby about it.

#mspaintober #mspt2025 #goingunder @aggrocrabgames.bsky.social

First panel, Senshi from "Delicious in Dungeon" is holding an onion. "Today, we're making onion soup" Smol Marceline in a corner: "Finally, normal food!" Second panel, closeup of onion halves, revealing guts inside. Senshi: "First step: remove organs from the onion-imp..." Smol Marceline, disgusted: "...or not"

MSPAINTOBER 27. ONION
> So close to Elf & Onion Soup. It's good, wanna try?

#mspaintober #mspt2025 #dungeonmeshi

Five Unown - the pokemon that looks like letters - spell out "ĘŚĄĆŹ".

MSPAINTOBER 26. PUZZLING
> Are they trying to tell me something...? 𐐘

#mspaintober #mspt2025 #pokemon #mbank

Tom Scott's picture inside of Little Inferno, with speech bubble "I am inside of a Little Inferno fireplace..." - also added as an in-game photo object.

MSPAINTOBER 25. INFERNO
> Interesting places, or rather - interesting fireplaces.

#mspaintober #mspt2025 #tomscott #littleinferno

MSPaint drawing of DJ Professor K from Jet Set Radio with mouth filled with five copies of unamused Gum. Prof K's head looks like Spy from "Gentlemen" meme, and "GENTLEMEN" is written below, stylized to look like Jet Set Radio logo, more or less.

MSPAINTOBER 24. ROWDY
> This is how it feels to chew five Gum.

(had to do something Rudie for this prompt - still unsure how my brain connected that to ancient tf2 memes)
#mspaintober #mspt2025 #jetsetradio #tf2

Fly-man in shirt and tie is holding a box of his belongings. Speech bubble from outside of the image: "Someone ate your lunch and YOU were fired? For what?" Speech bubble from Fly-man: "For keeping shit in the office fridge..."

MSPAINTOBER 23. FIREFLY
> "You can't FIRE me - i mos-QUITO!"

#mspaintober #mspt2025

BUTT:ON Wario Kart with his ass on. BUTT:OFF Wario Kart again, but they took his ass.

MSPAINTOBER 22. BUTTON
> Nic Cage wanted to take his BUTT, OFF.

(the best i could do with today's word - just a lazy edit)
#mspaintober #mspt2025

Gru from Despicable Me redrawn in mspaint as Morgan from Little Rocket Lab. On the flipchart presented by Morgan, a mushroom cloud is drawn, with the word "kaboom!" written below. In the first panel Morgan looks cunning and determined at the audience, on the right one she looks with a terrified expression at the flipchart.

MSPAINTOBER 21. BLAST
> ...and then the rocket blows up. WHAT?!

(just reached winter in the game today)
#mspaintober #mspt2025 #littlerocketlab

Wii boxart drawn in mspaint. Two Ditto are playing beach volleyball. Title: "Ditto X-treme Blobby Volleyball" Extra feature: "Now with jiggle physics!" ESRB rating: F for FANSERVICE

MSPAINTOBER 20. RIVALS
> The only sports game i can say i really enjoyed.

#mspaintober #mspt2025 #blobbyvolley

Poorly drawn picture in mspaint showing a lady holding a mug and reading off her phone while her husband holds a baby penguin. Dialogue: - ...and he cancelled tariffs on penguins. Effective immediately. - Just like that? But we just managed to breed the first one?

MSPAINTOBER 19. ARCTIC
> Then he passed the baby pingu to his wife and flipped a page on his wall calendar to January of 1984. Nobody knows why he keeps an old calendar on his wall.

(of course penguins are antarctic, not arctic - i just like penguins)
#mspaintober #mspt2025

Stoat from Inscryption as a King of Hearts card. "STOAT: You gotta be kidding me...!"

MSPAINTOBER 18. DEAL
> "Not even an ace? Total misplay :|"

#mspaintober #mspt2025 #inscryption

mspaint drawing of ded chikorita "ECTER fainted!"

MSPAINTOBER 17. ORNATE
> Not related to the prompt at all - i'm just sick D:

#mspaintober #mspt2025

Now playing: POKEMON Zombie-Apocalypse (also known as Pokemon Legends Z-A, for short) "Got kidnapped by these guys", illustrated by Vector from Despicable Me humping the air and Slenderman standing there, menacingly "People keep installing apps on my phone", illustrated by crude drawing of rotom phone with icons for facebook, spotify, twitter formerly known as twitter, and unknown magenta dick app "CHIKORITA IS HERE <3" illustrated by pixellated sprite of chikorita

MSPAINTOBER 16. BLUNDER
> For now, it's not even half as good as Legends Arceus :C

(and even the prompt for the day fits!)
#mspaintober #mspt2025 #pokemonzaza

Chart of reskinned rock-papers-scissors interactions. Mummy icon, Beaver icon and Pencils icon. Arrows captioned: RAGS wrap BEAVER BEAVER bites PENCILS PENCILS rewind RAGS Below it is a chatlog: Person A: "rags" / not "mummy"? Person B: yup!!! Person A: and why "rewinds"? Person B: yeah! like a cassette tape

MSPAINTOBER 15. RAGGED
> Still makes more sense than "paper beats rock".

#mspaintober #mspt2025

Psychonauts inspired two panel comis. First panel: A pile of emotional baggage bags, purses, trunks and duffels. "Oh... That's a lot of emotional baggage." Second panel: An elephant with a mind door on its forehead. "Sorry. I'm a bit of a hoarder..."

MSPAINTOBER 14. TRUNK
> It's a myth that elephants never forget. They just need to get wasted on fermented fruits once in a while.

#mspaintober #mspt2025 #psychonauts

"October 14th 2025: After several years of service, Windows 10 retires" Humanization of Windows 10 wearing a white tanktop, blue jeans, socks and sandals, is sitting in an armchair, chugging a beer. Thought bubble: "goddamn finally..."

MSPAINTOBER 13. DRINK
> Literally only keeping Win11 on one laptop because of printer drivers.

(and running old versions of mspaint on macos and linux, free of copilot trash)
#mspaintober #mspt2025

Off-model pencil drawing of ripped Garfield in black thong with pierced nipples and pleased expression. Speech bubble: "Dej Lasagne!" ("give lasagne")

MSPAINTOBER 12. SHREDDED
> Does "ripped" count?

(drawing Garf from memory; his ears and face are totally off, but i think i nailed his body type)
#mspaintober #mspt2025 #garfield

Cow tools image redrawn in mspaint to be a bee instead of a cow, beehive instead of a barn and a new weird assortment of items on the table. Captioned: "Bee tools"

MSPAINTOBER 11. STING
> Dance like a bee, sting also like a bee.

#mspaintober #mspt2025 #cowtools

Decorative yellow seashell pillow. Kinda floppy, because it's not fully stuffed yet.

MSPAINTOBER 10. SWEEP
> No drawing today - spent all my free time sewing a handmade pillow and it's not even finished :C

#mspaintober #mspt2025 #sewing

Panel 1: Kurt from Pokemon Gold, Silver and Crystal is working intensely Panel 2: Heavy from Team Fortress 2 is looking concerned. Caption: "[Worried laughter]" Panel 3: Screen from Kurt's house in Pokemon Soul Silver. Trainer is talking to Kurt. Text: "Obtained the Heavy Balls!"

MSPAINTOBER 09. HEAVY
> Pokemon are stored in the balls? Technology sure is incredible!

#mspaintober #mspt2025 #pokemon #tf2

Promo image of Tembo The Badass Elephant, but Tembo was replaced with Greg (in his elephant costume) from Over The Garden Wall

MSPAINTOBER 08. RECKLESS
> Mandatory Over The Garden Wall reference: Check!

#mspaintober #mspt2025 #overthegardenwall

Someone holding a starfish, then throwing it into a fish-shaped hole in a toy bucket made for throwing blocks into correct holes.

MSPAINTOBER 07. STARFISH
> And the starfish goes into... (star hole, star hole--!) Yes, the FISH hole!

#mspaintober #mspt2025

Pierce Washington from Saints Row The Third being harrassed on the street by two mascots dressed as cans of Saints Flow energy drink.

MSPAINTOBER 06. PIERCE
> First idea won, and i went with the flow. Nevermind the execution.

#mspaintober #mspt2025 #saintsrow

Scene in Nara, drawn in mspaint. Trees and small brick fence in the back. Feline Amphibian (Pussyfrog) - anthropomorphic kitty with a froggy bonnet - stands in the middle, wearing a bright pink hoodie and a backpack is holding onto a pack of deer crackers. Two deers are standing way too close to her, both with hooves behind her back. One's wearing white jacket over a red buttoned shirt. The other deer wears an eyepatch and a golden, patterned jacket, not covering his bare chest.

MSPAINTOBER 05. DEER
> Based on an encounter with Deer Yakuza of Nara Park that we had last month...

🦌<( Whatcha holdin' there, missy? Crackers, huh? Don'tcha now these are for deer only? Jus' hand 'em over, we ain't gonna give ya no trouble.
#mspaintober #mspt2025 #nara @pussyfrog.bsky.social

Eustace without glasses sees a pink, blurry dong. Then, with glasses on, it appears as Courage The Cowardly Dog sitting on the floor.

MSPAINTOBER 04. MURKY
> Stupid dong, but the "n" is silent.

(Thanks for the blur, Krita! It was worth it, even if just for that Eustace template to use later!)
#mspaintober #mspt2025 #couragethecowardlydog

Slowpoke on top of a hill, reaching for a Super Crown powerup.

Close-up of Slowpoke putting a Super Crown on its head.

MSPAINTOBER 03. CROWN
> What? T-that's not King's Rock!!

(reposting an older edit today - i can't think of anything better for this prompt, and redrawing in mspaint really doesn't do it justice, i know 'cause i tried)
#mspaintober #mspt2025

First panel: "Good Heavens! What kind of Star Chart is this?" Star Chart scarf from Shay's ship in Broken Age, with patterns resembling simplified depiction of LOSS.JPG Second Panel: "Just weave the damn space, Space Weaver." Says Shay, a regular looking dude in a space jumper, to Space Weaver, kind of a navigator robot made out of thread.

MSPAINTOBER 02. WEAVE
> Shay has places to be, okay?

#mspaintober #mspt2025 #brokenage

MSPAINTOBER 01. MUSTACHE
> Plants vs Zombies vs Ninjas vs Cowboys...

Doing mspaintober again this year - simply because it's fun :T
In short: "Use any prompt source you want and whatever tool you'd like, as long as you create something with it and post it."
#mspaintober #mspt2025 #pvz #drmcninja