Having a young toddler has taught me many things. Something in particular that I have learned is that teaching a young child a new "trick" is always a process. Think back to your first child, how many hours were spent teaching them something as simple as Patty-Cake, or using a fork, or drinking from a cup...all these things require a process.
seems easy, right? Well try and teach a two year old to wink and it seems as though you are trying to teach them to speak a different language.
First, he sees the wink and can't figure out how to open his mouth and close one eye at the same time. (when you wink, unless you think about it, you will naturally open your mouth)
Ok, now just get that eye closed AND the mouth more "normal" looking.
That one is for you Nana Cindy and Bompa Greg!