Drawtober 2025

For drawtober this year I alternated between 2 prompt lists - cozy and spooky. I was using this as an opportunity to create and test designs for my Halloween product line that will come out for 2026! I wanted to pace myself, so I sketched out all prompts in my sketchbook, then picked the top 4 from each week (2 cozy and 2 spooky) and finished them into full art pieces. Some of these will become products as is, some will serve as inspiration for future projects, and others will just serve as a fun drawing for the time it was created.

If you would like to see the sketches that inspired each drawing, visit my instagram at @KellyLathamArt or on Patreon at @SleepyHeadKL

List of 31 cozy-themed drawing challenge prompts on an orange, textured background, including items like bunny in a sweater, pumpkin patch picnic, and cozy blanket stack.
A purple background with black cracks and orange and white text listing a spooky-themed drawing challenge titled 'Drawtober Spooey Edition' with a 31-day schedule of Halloween and fall-inspired drawing prompts, including ghost, pumpkin, skeleton, wit
Colorful cartoon drawing of a large mushroom with a group of various colored frogs gathered at its base, under the mushroom. Text at the top says "Drawtober Day 1 Cozy Prompt - Mushroom Umbrella."
A person with a pumpkin for a head, dressed in a pink sweater with a heart on it, light blue jeans, and pink sneakers, raking leaves into a pile.
Illustration for Drawtober Day 2 featuring a tiny ghost holding a large pencil with a pink eraser, depicted with a playful and spooky theme on a pink background.
Illustration of a basket of root vegetables including beets, carrots, garlic, and potatoes, with leafy greens on top, labeled for Drawtober Day 6.
Illustration of a wicker basket filled with various colorful gourds and pumpkins, surrounded by playful mice, on a yellow background with text indicating a daily drawing challenge.
An animation of a fox wearing a flannel shirt and boots, carrying a box of fabric scraps, representing Drawtober Day 11 cozy prompt.
Cartoon dinosaur with candy corn on its back, mouth open, surrounded by spilled candy corn, with a bucket of candy corn on the ground.
An illustration of a fairy dressed as a witch watering her magical garden. The garden is a wooden box filled with various whimsical flowers, and the fairy wears a green pointed hat. There are fairy lights above and small decorative elements around th
Illustration of a lantern with a star design, topped with a black bird, on a patch of water with ripples, against a purple-to-blue gradient background.
A whimsical drawing of a cider stand called 'Fresh Dragon Cider' on a grassy hill, decorated with green and red banners. The stand has two children selling bottles of cider, with a sign indicating each bottle costs $1.00. A playful dragon with yellow
An upside-down cartoon bat hanging from a tree branch, holding a green book, a mug, and a flashlight, with a background of a sunset sky, books on a small shelf, and stars and moons. Text reads 'Drawtober Day 17 Spooky Prompt - Upside-Down Bat'.
Illustration of a graveyard with tombstones, skeletons, and crows, set for Drawtober Day 20 with a spooky prompt for a graveyard picnic.
Cartoon duck wearing yellow rain boots and yellow jacket standing on a pond, with a duckling swimming nearby, in a cozy drawing prompt for Day 22.
Illustration of fall woods mushrooms with a cozy, cartoon-style cat, small mouse, and ladybug among plants and fungi on a green background. Text reads 'Drawtober Day 27 Cozy Prompt - Fall Woods Mushrooms' with website and artist details.
A cartoon ghost with a pink bow, holding a pink cupcake with a cherry on top, set against a lavender background. The text on the image reads: 'Drawtober Day 25, Spooky Prompt - Girly Ghost' and includes the website KellyLatham.com and social media ha
A cartoon bunny dressed in dark, gothic clothing holding a lit candle, surrounded by a decorative dark floral frame with glowing hearts in the background, in a Halloween-themed portrait for Drawtober Day 26.
Cartoon illustration of a skeleton and a crow on a tombstone eating pizza, with a pizza box in front of them, on a patch of grass. The skeleton holds a slice of pizza, and the crow is perched on the tombstone, holding a slice of pizza in its beak. Th
A colorful illustration of pumpkins with black birds perched on and around them, set on a grassy hill under a sky with clouds and flying birds, celebrating Drawtober Day 30 with the theme 'Cozy Prompt - Pumpkin Patch Pals.'

Inktober 2025

My initial plan was to just do Drawtober the month before for 2025 and the post them throughout October… but I can’t resist a challenge and made the dumb decision of doing Inktober daily in addition to having already down drawtober lol. I had made an inktober essentials list with supplies for everyone to look at and then inspired myself to take part lol. I did choose to pull out this tiny sketchbook a good friend gave me ages ago to restrict myself to staying small, and that was a good choice.

A black background with white text listing the official 2025 Inktober prompt list, numbered 1 through 31, including prompts like Mustache, Weave, Crown, Murky, Deer, Piercing, Starfish, Reckless, Heavy, Sweep, Sting, Shredded, Drink, Trunk, Ragged, B
A collection of ink and art supplies on a wooden surface, including pens, markers, a pencil, a small notebook, an eraser, and a stamp, with the text 'My Inktober Art Supplies' at the top.
A brown leather wallet with a black outlined design of a rectangle and a small heart in the upper right corner, held in a person's hand with a wooden surface background.
A hand holding a small leather-bound notebook open to a page titled "Inktober - Official Prompts 2025" with a list of 31 words, including 'mustache,' 'weave,' 'crown,' 'murky,' 'deer,' and others, written in black ink.
A black and white cartoon drawing of a tiger wearing cowboy boots and a hat, with a large mustache. The drawing is labeled 'Mustache' at the bottom.
Line drawing of a scene with a person riding a dinosaur in front of a tapestry featuring a dragon and a castle, with a woman in a crown holding a sword. The scene is labeled '2. weave'.
A black and white drawing of a crocodile in a dental chair with its mouth wide open, showing teeth, with a dentist examining it. Next to the chair, there is a small table with dental tools.
A drawing of a snake coiled inside a cup of noodles with a tree in the background. The drawing is black and light blue with some details, and the scene appears to be outdoors.
Drawing of a wolf dressed in a tuxedo with a watch, holding a steaming cup, facing a young girl with pigtails, glasses, and a sword.
A sketch of a dragon's head with detailed horns, earrings, and jewelry on a white page. Notes and annotations about the dragon's features are written around it, including words like 'character,' 'punk,' and 'armor.'
A sketch of a fish tank with various fish, aquatic plants, and a black cat sitting next to it. The sketch is colorful with details of underwater scenery and fish swimming.
A sketch of a tractor with large wheels, smoke coming out of the exhaust pipe, and a cat in the driver's seat. Handwritten notes and labels are visible around the drawing.
Drawing of a cat with a large belly, lying on its stomach on a mat, wearing suspenders, with a neutral expression. The background is dark with textured lines, and the number '9. Heavy' is written at the bottom.
A black and white ink drawing of a fish with a hat and a brush, with water streaming from its mouth, freely swimming among small clouds or bubbles.
A sketch of a landscape with a waterfall, trees, and mountains, drawn with black ink and some blue shading, on a page of a notebook.
Black and white drawing of a shattered kitty litter box with wide eyes and an open mouth, surrounded by scattered litter pieces. The label '12. shredded' is written underneath.
A black and white illustration of a strawberry-flavored soda can with the words 'Spooky Strawberry' written on it, decorated with ghostly figures and strawberries.
Black and white hand-drawn illustration of a treasure chest with cartoon eyes and a tongue sticking out. The chest is slightly open with a label '14. trunk' written next to it, and a small spider is hanging from a corner of the chest. There are paw p
A cartoon-style drawing of a happy dog standing on its hind legs, holding a large stick in its mouth, with a belt around its waist. The dog appears playful and energetic, with some ink splatters around it. The drawing is in black and white with some
A black and white sketch of a snake coiled around two blocks. The blocks have the words "life" and "on" written on them, with the phrase "Life is good" inscribed on the snake. The artist's signature and website are at the bottom.
A black and white sketch of a fish in a decorative frame, with the fish positioned vertically and detailed with stripes, surrounded by stars and floral patterns.
A black and white sketch of a playing card representing the King of Spades, with a fish wearing a crown, holding a fishing rod, and a fish cheekily holding a fish. The card has decorative patterns and symbols, and the text at the bottom reads '18. De
A hand-drawn map of the Arctic region, showing an iceberg, a whale skeleton, and a ship in the water.
A sketch of a cat and a dog looking at each other through a window, with a garden outside. The cat is sitting inside, and the dog is outside on the ground, both separated by the window panes.
A black ink sketch of a rocket launching with smoke and clouds around it. The rocket has a pointed nose cone, circular windows, and fins at the base. The drawing is on a page labeled '21. Blast' at the top right corner.
A cartoon character, a mouse, walking with a pizza balanced on its head, with rain falling around. The mouse is cheerful, wearing sneakers, jeans, and a black shirt.
A cartoon drawing of a cute dog sitting on a table, holding a tennis racket, with foil-wrapped chocolates around its head, a jar of cookies in front, and speakers or boxes below. The dog looks surprised or curious.
Sketch of a cowboy riding a dinosaur, wearing a hat and holding a lasso.
A cartoon drawing of a person with curly hair made of fire, wearing headphones and casual clothes, sitting with a drink, a phone, and a remote control.
A hand-drawn illustration of a dog playing a crossword puzzle in a newspaper, with a small mouse above it holding a piece of cheese, in a cartoon style.
A drawing of anthropomorphized vegetables, including a spring onion with sunglasses, a potato with a top hat, a garlic bulb with a face and boots, and a carrot with facial features. They are smiling and standing next to each other.
Sketch of a skeleton with a cloud cushion, holding a steaming mug, with an open book in front, and a cat lying beneath on the cloud.
A black and white drawing of a smiling anthropomorphic frog sitting at a desk with books, a writing pad, and a lamp. The desk has a drawer with a plaid pattern, and there's a hanging picture frame on the wall. The frog appears to be writing or drawin
A black and white sketch of a hiking boot with a small cat peeking out from inside, drawn inside a notebook.
Hand-drawn illustration of a fluffy creature with a label that reads "Most Fluff" and a ribbon. The drawing is in a sketchbook titled '31. award'.

#TheyDrawtober - 2021

I did this drawing challenge in one day, haha. I sat on my couch and did them all i the same file. Loose line art, experimented with coloring, and had a really good time. Drawing challenges don’t have to be monumentous, they can be easy and fun too 😊

A green background with colorful text and a pink apple illustration, listing 31 fall-themed food and drink items for October, including caramel apples, pumpkin latte, s'mores, mulled wine, figs, maple tarts, apple pie, chestnuts, cinnamon roll, spicy cocktail, pumpkin cookies, wild mushrooms, spices, beer and pretzels, autumn salad, acorn squash, donuts, apples, chai tea, soup, pumpkin roll, harvest corn, pomegranates, root veggies, decorated cupcake, candy, apple cider, pumpkin pie, campfire cooking, witches brew, Halloween cake; with a hashtag #THEYDRAWTOBER and the slogan '31 Flavors in 31 Days!'

Drawtober 2020

I wanted an easy fun challenge that got me drawing everyday but didn’t stress me out, so I made a mini challenge! I did 2” drawings in 200 seconds, and that was it, and it was quite fun!

A Halloween-themed list of 31 mini drawing prompts with spooky orange background, bats, spiders, and cobwebs. Title: "Mini Draw-tober 2 inch drawings in 200 seconds."

30 Places in 30 Days - 2020

During lockdown for the COVID-19 pandemic, I just moved to Atlanta and had picked the city specifically so I could have cheap flights to travel places. Obviously that did not happen. lol so because I couldn't go places, I made up places instead. Each day I would go into my reference folder, that held images from the Internet of photos and art and color palettes that I like, liked, and pick 5 to 6 random images inspiration. Then I would create an environment based on the prompt and the reference images. I also hid a snail in each image if you want to play iSpy for a bit. 😊

A colorful list titled '30 Places in 30 Days' with 30 listed activities or locations, set against a background of clouds, birds, and a blue sky. The list includes items such as float, statue, sign, crystal, shore, stars, party, toys, silhouette, stra
Illustration of floating pink houses with balconies, connected by ladders, set against a light blue sky with small clouds and birds.
A colorful cartoon landscape with a river, small buildings, and large rocks. Two of the rocks have smiling cat faces carved into them. Trees and bushes surround the scene, with a small dock and paper boat on the river, and a bright sky in the backgro
A cartoon illustration of a scene with a treasure chest on the ground, street signs, and deer hidden among yellow bushes under a blue sky with clouds.
Colorful outdoor scene with a black cat and a dog near a wooden stand selling crystals, surrounded by large green leaves, with a two-story building and hanging flags in the background.
A girl with long hair sitting on grass at the beach, looking at a large cliff with a castle on top. The castle has flags, towers, and a tall spire with a flag. The beach has an umbrella, and the water is calm. The girl has sunglasses and a striped sh
An illustration of a building with a sign that reads 'TROLOGY SUPPLY' and 'Buttons & B'. The sky shows a sunset with stars and streaks. A person with long hair using a telescope labeled 'STARSCOPE 3000' is looking through it, with a cat sitting nearb
A whimsical illustration of two anthropomorphic wooden horse sculptures with leafy greenery growing on them, overlooking a pond where a dog and a teddy bear are having a tea party on a small wooden dock.
A snowy cartoon castle with dinosaur-shaped rubber ducks on the rooftops, steps, and in a moat, with rain falling and snow on the castle and trees in the background.
A colorful cityscape at night with a view between two apartment buildings. The sky has a crescent moon and stars, with clouds and a gradient of pink, purple, and blue hues. There are power lines and antennas on the rooftops and balconies, and pink tr
A cartoon-style house resembling a spaceship, painted in shades of red with round windows, set among tall, rounded blue trees with small eyes. The house has a chimney emitting smoke and is surrounded by a black picket fence with a mailbox and a sword
A woman sits on a white outdoor sofa, reading a book, surrounded by potted plants and trailing vines hanging from above in a courtyard with tiled flooring and colorful walls.
A cozy room with wooden walls and floor, filled with bookshelves. A ladder is leaning against the shelves. There is a large window showing a blue sky with clouds, mountains, and a distant tower. A big, sleeping tiger is lying on a pillow, and a perso
A cozy, animated-style bakery scene with a main door, stacked logs, and a counter where a customer and a barista are interacting. The barista is serving coffee, and the customer is happily chatting. The upper levels have various baked goods on displa
A cartoon scene with large bookshelves shaped like trees in a forest under a night sky with stars, a crescent moon, and clouds. A person is standing, reading a book. A dragon is in the background, and a bat is perched on the top of one bookshelf.
A snowy forest with tall, slender trees, some with red leaves and others with white bark. In the snow, there is a dead animal with blood around it and flies buzzing nearby. A white cat stands on the snow, looking towards the scene. The background inc
Colorful cartoon illustration of a mushroom farm with tall orange and yellow mushrooms growing on tree-like trunks. A small white vehicle is parked near the mushrooms, with a smiling worker wearing an orange helmet. There are signs, including one tha
Illustration of three blue birds sitting on a bridge, looking at a cityscape on a floating moon, with clouds and stars in space.
A cartoon illustration of a delivery person riding a bicycle with a red box labeled 'Red's Delivery Service' in front of a large pink gate and purple flowering tree.
Illustration of a whimsical house with a large pumpkin and leafless trees in the yard, cloud-filled sky in the background.
Cartoon drawing of a whimsical village with tall, yellow, house-like structures on stilts connected by rope bridges, with a bright sky and clouds in the background.
A colorful cartoon illustration of a coastal scene at sunset featuring a large rocky cliff with a waterfall flowing from the top into the sea. On the cliff, there is a small castle and a tiny figure sitting nearby. In the water, there are rocks, a sm
A light blue scooter parked and connected to a power outlet on a brick post in front of a building wall. There are two street signs, a decorative picture of a blue bird and a brown object, and a green tree nearby.
Illustration of a serene stone Buddha statue with hands in prayer position, surrounded by trees with hanging pink lanterns illuminating a dark forest at night.
A human customer in an orange polka dot dress shopping at a fruit stand with a pig face mask, talking to a pig-faced vendor behind the counter in a rustic wooden shop. The stand displays bananas, apples, carrots, and other produce, with jars and shel
Cartoon scene with three wooden utility poles and numerous power lines against a colorful, cloud-filled sky. A small, blue dinosaur with black stripes and smiling face peeks above pink bushes at the bottom. Several mushrooms grow on the poles and bus
A digital drawing of a large cactus-shaped tree with a person sitting on top, fishing with a fishing rod. There are multiple holes in the ground and some bushes and smaller trees around. In the background, there are buildings and a cloudy sky.
Pot plants with strawberry flowers, a tomato plant with ripe tomatoes, and a pumpkin in a garden with a small fence.
A surreal illustration featuring a large stone woman's face with closed eyes surrounded by yellow-leafed trees and pink clouds, with a small gazebo and stairs on her shoulder.
An underwater city scene with buildings and plants. There are three jellyfish floating in the air and a large orca swimming through the scene.
A large tree with a black trunk covered in gold swirls and a thick canopy of golden and brown leaves is growing on top of a bookstore named 'Loose Leaf Books' in an urban area. The bookstore has a purple awning and a colorful door, with closed storef

Huevember 2019

Inktober is all about inking black and white drawings, and Huevember is all about coloring those drawings! So I took me Medieval Mammals from October, and made some color palettes to work from.

Color palette chart titled 'November 2019 SleepyHeadKL's Medieval Mammals' with numbered rows of color dots on a dark background.
Illustration of a cartoon raccoon wearing a costume with a feathered headpiece, playing a yellow guitar, and singing with a musical note nearby.
A cartoon-style illustration of a bear with light brown fur, wearing a yellow T-shirt and a yellow tool belt, holding a hammer and chisel, working on a stone pedestal.
A cartoon bunny dressed in red, standing next to a tree, with a yellow sock hanging from its hand, and a basket with a pink rattan item nearby.
A cartoon narwhal dressed as a sailor, wearing a yellow sailor uniform and black gloves, standing by a ship's wheel holding it with both hands.
An illustrated black bear wearing a white shirt and brown apron, using a hammer and anvil in front of a brick oven, with a color palette of teal, light blue, brown, orange, and yellow at the top.
A cartoon moose with large antlers wearing medieval-style clothing, standing in front of a brick oven with two visible fires inside, holding a long metal pizza peel.
A black dog wearing a yellow hooded cloak, sitting cross-legged, reading a book. The dog is adorned with jewelry, including bracelets, a necklace, and earrings. There are four lit candles around the dog, with a tall red candle on the left and three s
A cartoon fox in a black and green dress washing a red plate in a wooden tub filled with yellow soap suds, with a small wooden stool positioned beside the tub.
Illustration of a black squirrel with a pink vest, holding a map and a branch, sitting with a backpack containing rolled-up papers. The squirrel is set against a white background.
Cartoon mouse dressed as a dark wizard, wearing a wide-brimmed hat, long robe, and carrying a pink staff and a pink scroll. The mouse has a long striped tail and is depicted in black and beige tones.
A cartoon illustration of a humanoid anteater with a long tail, wearing a dark apron and a purple long-sleeve shirt, standing and putting on a purple sock.
A cartoon otter in a pink dress standing among potted purple flowers, holding a tall black pot filled with pink flowers, with two other pots containing similar flowers nearby.
A cartoon illustration of a mole standing on rocks, wearing a pink hoodie and fishing with a purple rod. The mole is catching a fish with a red and black pattern, which is hanging from the fishing line. There is a purple box with a red strap on the g
An anthropomorphic wolf with green fur, sitting at a wooden desk, knitting with green yarn and needles. The wolf wears a black cape with a hood, gray pants, and is barefoot. A container holding pens and pencils is on the desk. A color palette of gree
A cartoon deer with antlers standing next to an easel and holding a painter's palette.
Cartoon purple dog dressed as a wizard holding a scroll with a surprised expression.
Illustration of a cartoon lion character dressed as a pirate, wearing a purple shirt, black pants with pink lacing, and black shoes, holding a gold coin in one hand and a black bag in the other.
An illustration of a wolf character dressed in police uniform, holding a coffee mug, beside a headless blue mannequin dressed in a long dress.
Cartoon illustration of a character with a squirrel body and a person's head, holding a trident, wearing a vest, gloves, and carrying a yellow bag, with color palette swatches at the top.
A cartoon raccoon dressed in a vampire costume holding a blue axe, standing on two legs with a pink and black striped tail, with a color palette of pastel and darker shades at the bottom.
A cartoon character of a cute pink and black striped feline dressed as a wizard with a tall, starry blue hat, holding a blue staff topped with a glowing orb, casting a spell with stars and swirls around its outstretched paw.
A cartoon purple anthropomorphic cat with a blue nose and inner ears, wearing a black jacket, purple dress, and apron, holding a tray of noodles. Behind the cat is a black shelf with various bottles and containers. The background is white, with text
A cartoon goat dressed as a circus performer balancing on a ball with stars, wearing a butterfly costume with teal wings and a black and green body
A cartoon mouse dressed as a medieval knight, wielding a sword raised high in one hand and a shield in the other.
A cartoon humanoid creature with a lizard-like tail and scaled face, wearing a green hoodie, holding a hammer and an axe, standing by a wooden stand with a golden armor breastplate.
A cartoon person with a small face, wearing a hat and carrying a backpack with a sleeping bag, holding a weighted exercise bar, standing next to two hanging green bags or bottles.
Cartoon illustration of a green anthropomorphic deer character wearing a pink jacket, pink shorts, and a pink cap. The character has a confident pose with one hand on the hip. There is text at the top with website and social media information.
A cartoon goat dressed in a green robe holding an axe, standing on a patch of earth with a small green plant at its feet.
A cartoon bear with a light green face, wearing a blue dress with puffy sleeves, standing behind a wooden table with a writing tablet, a phone, and a black bowl. The bear is holding a pencil, appearing to write or draw. The background is white, with
A person with a fox head cartoon character dressed in a long green dress, holding a metal rod with green sticks attached over a black fire pit. The scene shows a fire burning inside the fire pit.
A cartoon wolf singing and dancing, wearing a yellow dress with black trim and a black bow at the waist, holding an umbrella.

Inktober 2019 - Medieval Mammals

I wanted a solid theme I could really embrace this year, so I went with Medieval Mammals. I research all the different types of jobs someone could have during that time period, and paired them up with random mammals. I did all the inks in October, and then colored them for HueVember the following month! It was very motivated that year.

A list titled 'Inktober 2019: SleepyHeadKL's Medieval Mammals' with 31 animal-themed characters including ferret minstrel, polar bear mason, bunny laundress, black bear blacksmith, muskox sailor, coyote dishwasher, wolverine soothsayer, moose baker, skunk cartographer, opossum doctor, mole fisherman, otter florist, prairie dog shoemaker, elk artist, wolf leather worker, bat advisor, buffalo treasurer, badger tailor, beaver stable attendant, raccoon executioner, sugar glider wizard, goat jester, puma apothecary, mouse knight, armadillo armorer, squirrel butcher, ram farmer, antelope squire, grizzly bear cook, fox candle stick maker, and chipmunk dancer.