A couple of weeks ago, I was browsing some portraits on the internet and found one of a subject looking over a comic book that I wanted to try to recreate. I told Jerry about the idea and he was more than willing to participate. The photo above is the one that I finally settled on. I set the focus point on his left eye and shot at a couple of different apertures to get the right depth of field. I only wanted the eyes sharp, but didn't want everything else to blur out so much that the viewer lost context. If I had another attempt at it, I would have not placed him so close to the wall and would have stopped down the aperture a bit so the cover of the comic would be a little more in focus.
Once I felt like I had the shot, we started to try some other things and I captured a photo of Jerry looking off to the side (below) that I think works well.
Once I got the photos in post, I found that I rather liked the purple in the comic book cover and thought maybe I could add a bit of that tone to his eyes - almost as if he was becoming a part of the comic book world. It's a little bit over the top for me, but I think it's a fun edit.
Note: I thought long and hard about photoshoping out the Cubs logo on his hat because, well, you know, it's the Cubs, but my photographic integrity won the day.