If I had to boil it down to a quick checklist for expressive mouth design, I’d say: silhouette first, corners second, interior detail last. I play with basic archetypes: lines for deadpan or tired faces, small downward curves for sadness, wide semicircles for big smiles, and jagged zigzags for fear and screams. The silhouette should read even when tiny — if it looks like a smile at thumbnail size, you’re golden. I learned this by flipping my sketches and shrinking them into thumbnails; it forces you to rely on pure shape rather than fiddly details.
I also focus on how teeth and tongue become shapes within shapes. A bright block of
white teeth contrasts with a dark mouth interior and can sell
craziness or manic joy. Tongue placement (visible, tucked, or absent) changes tone: a visible tongue can soften a shout; clenched teeth give grit. Another trick I use is combining opposing shapes: pair a square jawline with a soft, rounded smile to create a character who’s tough but kind. Studying examples helps — from the rubbery extremes of 'SpongeBob SquarePants' to the chibi simplifications in 'Sailor Moon', you can see how shape language shifts by genre.
Finally, don’t be afraid to exaggerate for readability. Emotional shorthand is the cartoonist’s currency: a tiny upward flick at the corner can transform an otherwise flat drawing into something alive. I always leave drawings feeling like I learned something small and useful about faces that day.