30 Day Art Challenge OC – One Character, Day by Day

All 60 prompts

Month one: Who they are 30

Day 01: A full-body reference in everyday clothes Standing, arms a little out, nothing hidden. Would a stranger know them again from this one page?
Day 02: Their outline alone, filled in flat with one dark tone Trace day 1 and fill it in. This is their silhouette. Can you still tell who it is?
Day 03: The day 1 stance again, from the side and from behind A model sheet shows a character from several angles. Keep the feet level with day 1. What does the back add?
Day 04: Their head and shoulders, with no expression yet No expression yet. Which feature would you know them by in a crowd?
Day 05: Both hands, and what they usually carry Draw the hands first and the thing second. What does it say about their day?
Day 06: Five swatches of their palette, and the one shade they never wear Label every swatch. Why not that one?
Day 07: Their face at three ages A child, now, and old. What stays the same in all three?
Day 08: Their shoes, from above and from the side Draw the wear where the wear really is. Where have these shoes been?

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Month one: Who they are, continued

Day 09: Their hair or headgear from four sides Front, both sides and back. How does it change when they turn?
Day 10: Their outfit laid flat, piece by piece As if on a bed before packing. Which piece is the oldest?
Day 11: Their room, with three things that give them away Draw the room with nobody in it. Which three things say who lives here?
Day 12: Their usual morning meal, and where they eat it Plate, cup and whatever else is in reach. Do they sit down for it?
Day 13: The contents of their pockets, in the order they come out Space the things evenly. Which one would they miss first?
Day 14: At the job they are bad at Halfway through the task and going wrong. What are they good at that this job never asks for?
Day 15: The route they walk most days One wide view with them small in it. What have they stopped noticing?
Day 16: A note in their handwriting, left for someone Draw the note itself, pinned up or folded. Who is it for?
Day 17: How they sit when nobody is watching A chair, a floor or a wall. What does the pose admit?
Day 18: With the friend they would call first Two figures and one conversation. Who is doing most of the talking?
Day 19: An afternoon with no plans at all One small scene, no adventure. Is this rest, or waiting?
Day 20: Fast asleep Where, and how tidily? What is within reach?
Day 21: As a small child, with the toy they would not put down Same eyes, smaller hands. What became of the toy?
Day 22: The place they grew up, from outside No people in it. Which window was theirs?
Day 23: With the person who taught them most Teacher and student in one picture. What was the lesson?
Day 24: The day things changed Draw the minute before or the minute after. Which is the stronger picture?
Day 25: In an outfit they are glad they stopped wearing Draw it with full commitment. Who were they trying to be?
Day 26: Showing off their earliest skill, aged about six Small hands at work. Who noticed?
Day 27: The thing they lost and would still like back Draw it alone, the way they remember it. Is the memory kinder than the truth?
Day 28: Something they own that has been mended, and how it broke Draw the moment it happened. Whose fault was it?
Day 29: Ten years on, in the day 1 stance Same pose, later clothes. What has changed in the way they stand?
Day 30: The day 1 reference, drawn again Draw it before you look back. Then put the two side by side: what do you know now?

Month two: Put to the test 30

Day 01: Caught in rain with no coat Halfway between two shelters. Do they run, hide or keep walking?
Day 02: Losing a game badly The moment they see it is lost. Are they a good loser?
Day 03: Meeting their younger self Two of them in one frame. Which one speaks first?
Day 04: Kitted out for life on an orbiting station Let them keep one thing from their own world. Which thing did they refuse to leave behind?
Day 05: Dressed for a fairy-tale court Same person, other rules. Do they look at home, or in costume?
Day 06: As the villain of someone else's story Draw them the way that other person sees them. What did they do, from that side?
Day 07: Beside a friend's OC Ask before you draw someone else's character. Who stands nearer the door?
Day 08: Lost, holding a map that does not help Turn the map the wrong way up. Will they ask for directions?
Day 09: Cooking for six from a nearly empty pantry Pans, steam and one doubtful face. Is the meal any good?
Day 10: Checking an empty mailbox for the third time today Draw the walk back to the house. What are they hoping for?
Day 11: Hearing a joke they do not find funny Everyone else is laughing. Do they pretend?
Day 12: Carrying something too heavy for one person Show the weight in the knees and the back. Will they ask for help?
Day 13: Unwrapping a present they do not want The giver is watching. Can they hide it?
Day 14: Minding a small child for an afternoon An hour in, the room has changed. Who is in charge by now?
Day 15: Woken at three in the morning Hair, blanket and one open eye. What is the first thing they reach for?
Day 16: Wearing a friend's clothes Nothing fits the way it should. What do they do with the sleeves?
Day 17: On the first morning in a new town One bag and no key yet. What do they look at first?
Day 18: Speaking to a crowd Seen from the back of the room. Where are their hands?
Day 19: Hiding a surprise from the person it is for The package is too big for the hiding place. Do they get away with it?
Day 20: At the top of a tall ladder Look down past their feet. Are they steady?
Day 21: Teaching a beginner the thing they do best Patient or not? What is the first thing they correct?
Day 22: Finding out they were wrong The proof is in their hand. What do they say first?
Day 23: Followed home by an animal that has chosen them It is three steps behind and gaining. Do they give in?
Day 24: Dancing, whether or not they can Draw the least likely move. Who are they dancing for?
Day 25: Stuck in a line that is not moving Twelve people ahead. How are they passing the time?
Day 26: Trying not to give away what they know The other person has nearly guessed. What gives it away?
Day 27: Saying goodbye on a station platform Draw the bags as well. Who is the one leaving?
Day 28: Winning, with everybody watching Compare it with the lost game on day 2. Which face came more easily?
Day 29: As a cartoon in as few lines as you can manage Cut lines until one more would lose them. What had to stay?
Day 30: With everyone they met this month, in one group picture The friend, the child, the animal and the rest. Where do they choose to stand?

How this list was compiled: Original list written for Draw This Next on 2026-09-30: two months of thirty dated prompts for one original character the visitor already has. Month one runs in an order: a reference drawing, the design, their daily life, their history, and the reference drawn again on day 30. Month two is thirty situations that show character. Every title opens with its day so the list reads in day order, and every hint ends with the question the drawing should answer. No community challenge list is copied or followed. Terms checked on 2026-09-30 and again on 2026-10-03 in English Wikipedia: model sheet, a document that shows a character's head and body at various angles (https://en.wikipedia.org/wiki/Model_sheet), and silhouette, a solid shape of a single color whose edges match the outline of the subject (https://en.wikipedia.org/wiki/Silhouette). No title repeats a title in any other list on the site (checked with the day taken off). Licence: own work

How it works

This 30 day art challenge OC list follows one character you already have, from a reference drawing on Day 01 to a redraw on Day 30. The sheet lists every day in order, and Print this list puts it on paper with a box to tick for each.

Read the full guide

Start at Day 01

Begin at the top of the sheet with the full-body reference. The next nine days settle the design, the ten after that show their daily life, and the last stretch is their history. Day 30 repeats the reference, so the two can sit side by side. As a 30 day draw your OC challenge it needs no set month.

Shorter and longer

Stop after the design days for a 10 day OC drawing challenge, or after the daily life for a 20 day character drawing challenge. The menu under the button changes to month two, Put to the test: situations that show what your character is like.

Keep the Day 01 drawing where you can see it. Every later page should still look like the same person.
Each hint ends with a question. Answer it in the drawing, not in a caption.
Missed a day? Carry on with the next number and finish a day late.

Questions and answers

What is an OC art challenge?

A run of dated prompts for an original character of your own. Here each day asks one question about who they are, so the month ends with a character you know well and not with thirty unrelated pictures.

Does it work as a 30 day character drawing challenge for any OC?

Yes. No prompt names a world, so a human, an animal or a fantasy character fits. Month two has two other-world days, an orbiting station and a fairy-tale court, for anyone after a 30 day fantasy OC art challenge.

Can I use it as an OC-tober drawing challenge?

Yes. Month one has thirty days in order and names no date, so it can start on the first of any month. On a 31st day, draw again the day you liked least.

Is this an OC challenge generator?

Not a random one. The challenge is the fixed sheet, taken from Day 01 to Day 30. For a single draw a character challenge with friends, have someone call a number from 1 to 30 and draw that day.

30 Day Art Challenge OC: A Month With One Character