30-Day Drawing Challenge for Beginners

Draw for a short, fixed time each day instead of trying to finish a polished picture. Each week has one subject, each day has a prompt from the RandoCue drawing list, and sessions grow from 10 to 20 minutes before the last two days bring the month together.

RandoCuePublished Updated 6 min read

Before day 1

  • Supplies. A pencil, a pen and a cheap sketchbook are enough. Expensive paper makes beginners afraid to waste it.
  • A time slot. Pick the same time every day, like right after dinner. The challenge is about the habit more than any one drawing.
  • One rule. Date every drawing and keep all of them, even the ones you dislike. On day 29 you will want to compare.

The month at a glance

Each week has one subject, so you get seven tries at the same kind of problem before moving on. Sessions get a little longer as the subjects get harder.

Our plan for this challenge. The prompts in the weekly tables are from the RandoCue drawing list.
WeekSubjectMinutes a dayWhat you are practicing
1Objects10Seeing simple shapes inside things
2Creatures15Bending and combining shapes
3Characters15Poses, faces and a little story
4Scenes20Near and far, and fitting things on the page
Days 29 and 30Your choice30Putting the month together

The Drawing Prompt Generator has a 10 min timer, which covers week 1. For longer sessions, use any kitchen or phone timer.

Starting any prompt

Every daily drawing can follow the same three steps. They stop the blank-page freeze, because the first two minutes always look the same.

  1. Name the main shape. A kettle is a circle with a spout. A suitcase is a box. Say it out loud if that helps.
  2. Block it in lightly. Draw the big shapes with light lines, without pressing hard and without erasing. Wrong lines are guides for the right ones.
  3. Add the three details that tell the story. For a kettle with a mustache, that is the mustache, the spout and the handle. Darken the lines you want to keep and stop.

If you run out of time, stop anyway. A finished habit beats a finished drawing.

Week 1: Objects

Everyday things, set to Simple. Start each one with the big shapes, like a rectangle for a suitcase, before any detail.

DayPrompt
1A pair of rain boots
2A stack of pancakes
3A kettle with a mustache
4A paper boat in a puddle
5A jar of buttons
6A snow globe with a tiny house inside
7A treasure chest that is half open

Week 2: Creatures

Made-up animals, also Simple. Creatures are forgiving: nobody can tell you a cloud bear looks wrong.

DayPrompt
8A walking mushroom
9An owl with glasses
10A turtle with a tree growing on its back
11A crab with a tiny top hat
12A bear made of clouds
13A hedgehog with candles for spikes
14A sleepy dragon

Week 3: Characters

People and animals doing something. The first four are Simple, the last three Detailed, which adds a second figure or an action.

DayPrompt
15A gardener with a huge watering can
16A king with a crown that is too big
17A detective dog
18A lumberjack reading a book
19A farmer and a cow sharing an umbrella
20A kid and a giant sharing a lunch
21A tailor sewing a coat for a giraffe

For faces, place the eyes about halfway down the head, then the nose and mouth in the lower half.

Week 4: Scenes

Places, from Simple to Detailed. Draw a horizon line first, then put the big things in front and the small things behind.

DayPrompt
22A tent in the woods
23A park bench under a tree
24A cozy window seat
25A lemonade stand
26A backyard campout with flashlights
27A farmers market on a sunny Saturday
28A toy store at midnight

Color days

Days 6, 13, 20 and 27 are color days. Open the Random Color Generator, press Generate three times in one palette, and color that day's drawing using only those three colors, or the closest pencils or markers you have. Pastel works well for objects, Warm for creatures. Three colors you did not choose force decisions you would never make on your own.

Days 29 and 30

On day 29, draw the day 1 prompt again with no peeking, then put the two drawings side by side. On day 30, pick any Detailed prompt from the generator and take a full 30 minutes. Lay all 30 drawings out on the floor before you put them away.

Weekly checklist

WeekCheck it off whenWrite down
1Every object started from simple shapesThe object that was easiest
2At least one creature has a pose, not just a front viewYour favorite creature
3Two characters are doing something togetherOne thing you learned about faces
4One scene has something near and something farThe scene you would draw again
29 and 30Day 1 and day 29 are side by sideWhat changed

What to expect

  • Week 1 usually feels slow and stiff. That is the point: you are learning to look before you draw.
  • Week 2 often feels freer, because creatures have no right answer. Push the strange part of each prompt further.
  • Week 3 is where faces and hands get frustrating. Hide hands in pockets or behind objects if you need to.
  • Week 4 drawings take longer and look busier. Keep the far-away things small and light, and the scene will hold together.

Doing it with someone

The challenge works well with a friend, a partner or a child. Draw the same prompt at the same time in separate rooms, then compare. Or try one drawing, two artists: one person draws for five minutes, then hands the page over for the next five. Nobody owns the result, which takes the pressure off.

If it gets hard

  • A prompt feels too hard. Draw just one part of it: the crown, not the whole king.
  • You missed a day. Draw today's prompt, not yesterday's. With only five minutes, draw one outline and date it. The plan bends; the habit is what counts.
  • You hate today's drawing. Good. A drawing you dislike tells you what to fix tomorrow. Keep it in the sketchbook.
  • You want more. Press Next prompt in the generator on the same setting and do a second drawing.

FAQ

I cannot draw at all. Is this for me?

Yes. Week 1 starts with simple objects and 10 minutes. The goal is to draw every day, not to draw well on day 1.

Can I do the challenge digitally?

Yes. Every prompt works on a tablet. Keep the same daily time and save each drawing with its date in the file name.

What if I miss several days?

Pick up at today's day number and keep going. If you missed a whole week, repeat that week's subject with new prompts from the generator before moving on.

Can kids do this challenge?

Yes. All the prompts in the weekly tables are Simple or friendly Detailed ones. For younger kids, cut the sessions to 5 or 10 minutes.

Try the tool