How to Draw Riley Freeman from the Boondocks

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“You wanna be in this business, you got to pay the cost of doing business, and when the cost gets too high, you get out of business.”
– Riley Freeman, The Boondocks

Riley Freeman is the deuteragonist – the next most important character, in support of the protagonist, or hero – in The Boondocks. The series began as a syndicated comic strip, and Riley made his debut in 1999. The Boondocks has been adapted into an animated adult sitcom for Cartoon Network’s Adult Swim.

Riley is eight years old and in the third grade. He embraces a stereotypical “gangsta” lifestyle. He loves rap music and at times participates in minor criminal offenses. He also enjoys basketball. He has an older brother named Huey, whom he admires because he is skilled in martial arts.

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Would you like to draw Riley Freeman from The Boondocks? This easy, step-by-step cartoon character drawing guide is here to show you how. All you will need is a pencil, pen, or marker and a sheet of paper. You may also wish to color your finished character.

If you liked this tutorial, see also the following drawing guides: Kermit the Frog, Cookie Monster from Sesame Street, and Link Zelda.

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​Step by Step Instructions for Drawing​ Riley Freeman from the Boondocks

How to Draw Riley Freeman: Step 1

1. Begin by sketching Riley’s face. Use curved lines to sketch the forehead, cheeks, and chin. Use an additional curved line to form the ear.

How to Draw Riley Freeman: Step 2

2. Draw Riley’s hairline. Use a series of wavy lines and “V” shaped lines to create an uneven zig zag. Fully enclose the shape of the face.

How to Draw Riley Freeman: Step 3

3. Outline the top of Riley’s hair. Use a long, wavy line that travels from one side of the head to the other. Then, detail the inside of the ear using several short, curved lines.

How to Draw Riley Freeman: Step 4

4. Add texture to Riley’s hair. Draw curved lines from the “V” shaped lines of the forehead to the downward curves of the top of the hair. Then, draw two short lines descending from the head to form the neck. Draw another curved line at the front of the neck to indicate the collar bone. Then, enclose the neck using a long, wavy line, forming the neck opening of the hoodie. Finally, enclose the curved and rounded shape of Riley’s hair on either side of the neck.

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How to Draw Riley Freeman: Step 5

5. Use long and short curved lines to outline the shape of the hoodie. Notice the lines that differentiate the hood and the sleeves from the body of the garment.

How to Draw Riley Freeman: Step 6

6. Use pairs of long, curved lines to enclose Riley’s eyebrows. The eyebrows should be pointed on each end.

How to Draw Riley Freeman: Step 7

7. Sketch Riley’s eyes. First, use several nearly straight lines to outline the outer portion of the eye. Then, enclose three successively smaller circles within this shape. Shade between the two smallest, indicating the pupil. Draw a curved line above each eye to indicate the top of the eyelid.

How to Draw Riley Freeman: Step 8

8. Draw a curved, vertical line near the far eye to indicate the nose. Shade a thick curved line to indicate the tip of the nose.

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How to Draw Riley Freeman: Step 9

9. Draw a curved line to indicate the mouth, and define the chin by shading a thick curve beneath it.

How to Draw Riley Freeman: Step 10

Color Riley Freeman.

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The Complete Riley Freeman Drawing Tutorial in One Image

How to Draw Riley Freeman

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