That’s so cute. And those are some lovely paintings. Painting isn’t about the finished product it’s about the process, no ones is bad at art everyone just has different styles. Though they are some very nice paintings and those chicks are very lucky (and cute) :)
This really is a difficult case. Normally by this age cockerels have wattles, though the comb is fairly big a bit to big for a pullet. I’d say like everyone else I’m leaning more towards cockerel. Silkies are hard to tell so you won’t know 100% until he/she lays or crows.