Each day, you’ll have a simple prompt designed to get you started quickly while teaching you a special skill each. You can follow the prompts in order or pick one at random—there are no strict rules. The goal is to draw or doodle for 10 minutes a day, allowing creativity to unfold naturally.
To help you stay on track, I’ve created a checklist for you to download, so you can make sure that you complete all the prompts by the end of the 2 weeks.
The best part? If you’re having fun, you can keep going beyond 10 minutes, but there’s no pressure to create a masterpiece. The challenge is all about enjoying the act of drawing and developing a habit of creativity.
By completing this challenge, you’ll massively improve your drawing skills, strengthen your creative thinking, and build confidence in your artistic expression. Even in a short time, you’ll start noticing progress in how you see and translate ideas onto paper.
Start with a single shape or line and let your pen wander. No plan, no pressure—just see where the doodles take you.
How this drawing challenge helps you: Loosens up your hand and gets you comfortable drawing without a plan.
Fill a section of your page with simple, repeating shapes like waves, circles, or cross-hatching.
What you improve with this challenge: Develops rhythm and consistency in your line work.
Start by filling different areas of the page with solid black shapes of various sizes. Then, use lines, patterns, or shading to connect them into an abstract doodle.
How this exercise benefits you: Teaches you the power of black areas, as they give your drawings much more depth. You learn to work with negative space.
Pick a random word (or use an online generator) and doodle the first thing that comes to mind.
What you gain from this challenge: Encourages free association and imaginative thinking.
Make a random scribble on the page, then turn it into something recognizable by adding details.
How this helps your creativity: Strengthens your ability to see patterns and create something out of randomness.
Pick something familiar (like a bicycle, tree, or house) and draw it from memory. Then, compare it to a reference and notice what you remembered vs. what you missed.
How this drawing exercise improves your skills: Trains observational skills and recall.
Create a doodle full of tiny hidden objects—things like keys, animals, letters, or faces camouflaged into patterns.
What you develop with this challenge: Improves attention to detail and spatial awareness.
Choose a photo of an object (like a plant, shoe, or lamp) and simplify it into abstract shapes, textures, and patterns.
Why this is useful for artists: Strengthens interpretation skills and helps break objects into basic forms.
Use different pen sizes to create contrast—thicker lines for bold areas, fine lines for intricate details.
What you learn from this: Improves control over line weight and makes your doodles more 3D.
Draw tiny buildings, bridges, towers, or abstract cityscapes. Play with details like windows, staircases, and pipes to create an intricate urban feel. For more inspiration, check out my blog post on architectural drawings and doodles.
How this improves your drawing skills: Helps with structural drawing and perspective awareness.
Combine a few small drawings into a single composition—maybe a tiny city, a collection of objects, or an abstract pattern.
What this challenge teaches you: Helps with composition and storytelling in small spaces.
Design a tiny world on a floating rock—a house, a city, a tree, or something more surreal.
How this helps your imagination: Builds creative thinking, a sense for gravity and spatial composition skills.
Create shading and depth using only tiny dots. Experiment with different densities to see how they affect contrast.
Why this is a great exercise: Teaches patience and shading techniques and can be applied to draw smoke, clouds, or sand.
Go back through your challenge drawings and choose one to refine, expand, or recreate in a new way.
What you gain from this challenge: It will help you with your self-evaluation and you will be pleased to see how much your skills have already improved! You’re doing great, keep it going 🙂
Once you finish this 14-day drawing challenge, keep the habit going!
For more inspiration, check out these blog posts:
👉 Doodle Drawings: How to Start in Easy Steps
👉 The Ultimate Guide to Drawing Ideas & Doodling Elements
At artmefree, the focus is on easy-going creativity and finding joy in spontaneous artistic expression. The doodle-based designs from artmefree embrace flow, experimentation, and freedom—just like this challenge!
Feeling inspired? Share your doodles on social media and tag #artmefree so we can see your creative journey! 🚀