Ian, I love a lot of the shots you post of your son, but this one lacks that special little something for me. It doesn't look to me like he's deep in thought - it looks like he's staring blankly into the distance. It's really, really close to being a lovely shot and is flawless technically, but, as I said, doesn't have the emotion for me.
Funny you should say this Dean. I took a lot of shots of him this holiday and too many were a bit blank. If I ask him to look at the camera I get a better look (but often the same one), but if I ask him to look away he is a bit less interesting. I think I may have overused him a bit. This is the best of the bunch by far, I think, but I agree that the look isn't his strongest. I am going to have to work on him a bit. I remember reading some supermodel's tip for posing. He/she said "don't try to look interesting, try to look interested" which I will tell him.
What we're trying to capture is something going on inside.