This expressive portrait of Shakespeare is actually an example piece I made to show my students. I chose a famous image of Shakespeare to work from before completing a grid method (line) drawing of his face and shoulders. Next, I added in colour using oil pastels. I used a range of techniques for this, including colour blocking and layer and scratch to suggest his strands of hair.
Overall this took several hours to complete but it is a very enjoyable project to test out. You could choose to draw your own personal hero or someone who inspires you.