In the past I have worn both 9D and 8EEE on the 65 last (Park and Fifth Avenue), and both eventually hurt my feet enough to make me stop wearing the shoes. I think the shape of the 9E shown below would work better for me, but is there too much extra material in the toe area? I can feel a good amount of a gap between the top front of my foot and the top of the shoe. My big toe ends about a half inch into the cap. Do I need to just stay away from this last?
I was in the same boat not long ago, With the help of the fellows in this thread and a Brannock device, I finally figured my correct size. Those shoes look a little short, especially given that your big toe is that close to the end of the shoe. Try a 9.5D and get measured on a Brannock device, most people say 5 last is true to size.