How to Draw the Monopoly Man

Improve Your Drawing Skills with Printable Practice Sheets!

Draw a great looking Monopoly Man with easy, step-by-step drawing instructions and video tutorial. Great for kids and beginner artists!

Monopoly Man step-by-step drawing tutorial: step 10
Complete Monopoly Man drawing

Jump to the step-by-step instructions.

Would you like to learn how to draw the Monopoly Man also known as Rich Uncle Pennybags? This easy, step-by-step cartoon character drawing tutorial will help you master the Monopoly Man outline.

Monopoly is a popular board game released in 1934. It is based on other games dating back to at least 1904.

The real estate or property trading game is played by two to eight players. It can help you learn how to count and use money.

Scroll down for a downloadable PDF of this tutorial.

Did you know? A monopoly is "exclusive control of a commodity or service in a particular market, or a control that makes possible the manipulation of prices."

That's the aim of each player - to gain complete control of a "market" or color on the board!

The properties on the board are named after real streets in Atlantic City, New Jersey, USA.

It is the "best-selling privately patented board game in history," and versions have been made depicting other real and fictional places.

If you liked this tutorial, see also the following drawing guides: Cuphead, Jimmy Neutron, and Vault Boy from Fallout.

Easy, step by step Monopoly Man drawing tutorial
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Step-by-Step Instructions for Drawing the Monopoly Man

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Monopoly Man drawing - step 1
Monopoly Man step-by-step drawing tutorial: step 1

1. Begin the Mr. Monopoly outline by drawing his face. Shade two small circles for the eyes, with curved lines above them for the eyebrows. Draw a "C" shaped line for the nose. Extend curved lines outward from the nose to begin the mustache, and connect the ends using a wide "W" shaped line.

Monopoly Man drawing - step 2
Monopoly Man step-by-step drawing tutorial: step 2

2. Next, outline the Monopoly man's head. Use curved lines to draw an almost complete circle. In the opening, draw a "C" shaped line, forming the ear. Draw two lines above the ear to indicate the hair and another below the mustache for the mouth.

Then extend curved lines outward from the head. Draw a curved line parallel to each, forming the outstretched arms.

Monopoly Man drawing - step 3
Monopoly Man step-by-step drawing tutorial: step 3

3. Enclose the end of one arm by drawing a narrow curved rectangle to form the cuff of the sleeve. Then, use a series of overlapping curved lines to enclose the hand and fingers.

Monopoly Man drawing - step 4
Monopoly Man step-by-step drawing tutorial: step 4

4. Draw the other cuff, again using a small rectangle. Shade a tiny circle to indicate the cufflink. Then, extend curved lines from the cuff, outlining the thumb and pinky finger.

From the other hand, extend two curved lines - one long and one very short - and double them back upon themselves to trace the "J" shaped cane.

Monopoly Man drawing - step 5
Monopoly Man step-by-step drawing tutorial: step 5

5. Within the unfinished hand, draw a slanted "U" shaped line. This will become the brim of the tophat. Then use overlapping curved lines to complete the palm and fingers.

Monopoly Man drawing - step 6
Monopoly Man step-by-step drawing tutorial: step 6

6. Draw the Mr. Monopoly's signature top hat. From the "U," extend a curved line and double it back upon itself to enclose the teardrop-shaped brim.

Draw a "J" shaped line inside it to indicate the opening. Then, use three curved lines to enclose the rectangular brim. Draw a line across it to designate the hatband.

Monopoly Man drawing - step 7
Monopoly Man step-by-step drawing tutorial: step 7

7. Below the chin, draw a "V" shaped line, and connect it to the head with two short, straight lines. Then, extend three long curved lines, doubling back the ends of two of them to enclose the sides of the suit jacket.

Monopoly Man drawing - step 8
Monopoly Man step-by-step drawing tutorial: step 8

8. Draw a "W" shaped line between the sides of the jacket to form the tail of the shirt. Then sketch the pants, using curved lines and a "Y" shaped line.

Monopoly Man drawing - step 9
Monopoly Man step-by-step drawing tutorial: step 9

9. Complete your Monopoly Man outline by adding the final details. Shade three circles down the center of the shirt to indicate the buttons.

Complete the final pant leg with curved lines, and use curved lines to enclose the irregular shapes of the shoes.

Complete Monopoly Man drawing
Monopoly Man step-by-step drawing tutorial: step 10

Color your cartoon of the Monopoly man or Rich Uncle Pennybags. He typically wears a black suit. We've used blue coloration to make the black hat appear shiny, as was done in old Darth Vader comic books.

Printable Drawing Tutorial

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