Quick update on the curb gutters and road striping...
First, the curb gutters are done! Painting those was not as bad as I thought it would be. Used Testors "rust" color, with a couple other browns drybrushed over top for some variation, plus a hint of grungy black:
Next... Road striping. I had actually bought some road striping vinyl stick-ons at York, but decided that Lee's technique would look much better and provide a more realistic, weathered look. So, thanks to Lee, I spent the evening dabbing paint into little lines instead of press n' peel 
I'm about half finished, and started with the "no brainer" markings... some of the intersections and merge areas will require some thought as to how I want to mark them so I'll do those next.
I used sticky notes to mask & paint the parking spaces & straight road stripes:
...and a combo of sticky notes and FX road templates for lines on the curves
For the crosswalks, I used a combination of cut-up index cards and painters tape (not shown - sorry took no pics of the masking). The index card pieces allowed me to work out my spacing of the bars in real-time, then just tape them down when I got it right:
Here's a couple shots of what I have so far:
(Edit: Each of these stripes is 2.5" (or 10 scale feet) long, spaced 15 scale feet apart. I used white vs. yellow for the centerline as yellow wasn't adopted broadly until the 1970's (from what I read)... and I think the white looks better here anyway.)
...and here's the pile of sticky notes which nobly sacrificed themselves for the cause:
