The office I work in is fairly casual and I do a lot of walking throughout the day so I just wear a pair of Asic's onitsuka tigers. They're relatively stiff enough for a decent ride and they're comfy for tromping around in at work. Plus, they're cheap. That being said, I usually only commute about 5 miles but I've worn them on rides up to 25 miles and have zero complaints. Did I mention, they're cheap? That's a big selling point in my book