Playing around with different styles is so much fun – as long as you accept the fact that you’ll mess things up a bunch of times before you get it right.
Honestly, in this case I didn’t really even “get it right.” But I got close!
I’ve been a huge Simpsons fan for a very long time – I first started trying to mimic the Simpsons style in middle school, and every few years I find new characters or people I want to try to recreate in that style.
Besides looking at lots of references, the key to recreating someone in Simpsons-style is to give them some degree of the classic Simpsons overbite, and to make sure they don’t have a chin. Which can be hard to achieve if your character has facial hair. But it’s possible! Also, Simpsons characters have 4 fingers instead of 5.