[Jimmie Arroyo]

You gotta just draw what you see while trusting yourself. If you make a relation between how dark the double line is compared to another part of the picture, you should notice it is way too pronounced.

You mentioned his personality, and what I completely forgot to mention before, and Matthew noticed, is the dimple on his chin. Whether or not he has it relaxed, it's there in his smile or sorta smirk in this case. I would have definitely put it in, not only does it change the expression, but may lead the viewer to think his chin is bigger than should be. If it is for someone else, then I guess they should have the last say, but I think he'll look even cuter with it.