The answer is both XD He's meant to be doing a flirty pose. I was going to give him a full smirk but my brain wasn't rolling with it. I haven't worked in graphite in ages so that didn't help. It may have softened the expression >.> He's being flirty though
Is his hand doing like a gun pose pointing at someone? it's kind of close to his face so at first it seemed like he was cradling his chin.