I second or third the Cruisewerks boots. I've had mine for about 7 or 8 years and they are waterproof and comfortable.
Also, for around town I have a pair of Red Head (Cabela"s) quarter boots. Not motorcycle specific but a great boot in my opinion.
No, they don't have gee whiz ankle protection and are not even close to waterproof, but then I'm a bit old school and don't care.
Hope this helps.