I recently read Jonah Lehrer's book Imagine. Although it was the subject of some recent unpleasantness for Mr. Lehrer, I liked the book a lot. One item he discusses is the way mixed neighborhood of houses, shops, and varying income levels like New York's Greenwich Village foster creativity. I've always wanted to live in a city where I could walk everywhere and see new buildings stuck right next to historic old ones.
This is what I came up with, painted mostly with the lasso tool and a hard square brush. The idea is that the middle section of the image dips into a vintage photograph of the street as it was, and then dips back out again. First a sketch or two:
I knew early on that I wanted the whole image to be a flat on POV, but I couldn't help trying out a few perspective sketches. Originally the style of the building and the colors were going to signal the transition, but I was worried it would be a little to subtle. I got the idea of having something in the image that overlapped the transition and I really like drawing Volkswagon Beetles.
I hope you like the layout of the sketches. My portfolio has so many sketches in it I'm looking for ways to clean them up a bit without taking away the sketchiness. I based the formatting on a number of ArtCenter student's work I've seen.
Here's a version with some of my reference overlaid. I wanted the colors to be really vibrant and eclectic. I found a ton of great storefront images, both historic and modern. I also tried to add a lot of little goodies for people who go hunting for them. For example, all the shops have names relating to birds. I think Emperor Chicken on the end is my favorite.