I keep comfortable slip on shoes at the office, but often ride to client meetings with Sidi SPD mountain bike shoes that look kind of techy (very comfortable though). Fortunately my clients are very bike-friendly
It is interesting to think about having something sexier for this purpose, like the QUOC Urbanite ($$$), but the Boston climate is often inclement. Perhaps some protective goo would help the nice leather survive. Does anyone have experience with such product?