My opportunity to ride brakeless arose in the Bronx when my brake shifted (!) and began to rub my tire and I had to take the pad off. It was a fun and scary 20 miles before I got it taken care of.
48x16 century was rough on the knees, but I feel like I had a better time than the carbon-fiber set, who wouldn't talk to me anyways. Thpppt.
Btw, dgs, what make of bike have you got? I think I noticed you as a fix-riding marshall; there can't have been that many...