Don't you guys who wear Timberands/work boots find the soles too thick? I've tried riding with those kind of boots and the shifting seems imprecise cuz of the big ol' boot. If you haven't looked at them I highly recommend the Roper cowboy boots (the black ones look like short CHP boots without the faux laces.)
Here's a link:
http://www.justinboots.com/boots/def...pe=243&id=3133
BTW, these cost anywhere from $90 to $125 for the basic type of boots. If you want lizardskin or something like that it is more.