RED WING BOOTS
Waterproof, lightweight, 9-inch lace-up engineer boot
or
10-inch slip-on
I have the 980s, and wear them anytime I'm out for just a ride, but they are comfortable off the bike, too. They have stretch panels in the calves to allow for different sized calves and flexibility. Sometimes I lace them up too tight, but they are actually less comfortable when laced too loosely. Either way, I have worn them for 15 hours or more at a stretch, and again the next day. Had these for 2 years now, and 23k miles of riding. Not going to wear them out anytime soon, but if I did, Red Wing would re-sole them again for about $70. I think I gave $160 for them.
I just paid the same for the Triumph Highway Boots, but I have only seen them in the catalog or online. Should get them by the end of the month, I hope. The Triumph boots are similar to the Red Wing 10-inch slip-ons, but look like they will take a polish better than the oil-tanned Red Wing boots will. The Red Wings are definitely the more "industrious", and I'm hoping the Triumph boots will be a little "dressier". I ride to work every day, in rush hour freeway traffic, in dress shoes. That's cool, but I would feel better with boots on the scoot.