I did a creative photography course, and we did practically no 'technical' stuff. The very first thing, and something we came back to again and again, was 'why did you take that shot?'
It was not something I had really ever thought of before, and my first answer was similar to Abokiniec 'hobby', 'I could', 'I was there'. It took quite a while to get the point of 'why'. The follow on related question was 'why are you showing me this picture?' What do you want the viewer to feel? And of course the famous Ansel Adams quote "There are always two people in the every picture, the photographer and the viewer".
I'm not sure my photography got any better, but once I started to get those points, I got a lot more interested not only in my own photo's, but also in other peoples. As with all things, sometimes it doesn't matter, sometimes it is just a picture of a friend, and sometimes the answer is still 'just because i was there'. But those pictures tend to stay in my Aperture library now.
So, now when if I show someone a photo I have taken and someone asks 'what is that, why did you take it', I tend to have a narrative, and that tends to make pretty much any picture more interesting. It also makes me appreciate work from people like Egglestone - "Why did he take that picture, why am I seeing it, what does the photographer want me to feel?"
You can of course end up applying this to anything, and someone read a lot more into something than is there.
So... I like this picture, I like the four shadows, who does the shadow on the right belong to? I like the two people in the background - they look like they are talking, but the one walking is dismissing the other. I don't find the main subject that interesting as a portrait, but I see lots going on...
Sorry for going on a bit. The editing - the blue of the sky seems to have become too broken up, but if that were fixed I think it would be a lot better.
But hey - I'm just a random stranger, what do I know?