I never bought riding boots for on road for many years, but spent tons of money protecting my shins, ankles and feet, prior for many hundreds of bucks...
currently, the company I bought multiple pairs of touring boots from, because when I found them, they were awesom, and when I got them from Iron Pony, they cost a mere $75 delivered... I wish they still made them... totally waterproof, never a soaked foot. and comfey from the start...
I'm on my last set, hope they last another 3 years...
reference:
if you can find these, buy them.... seriously
http://www.vtxoa.com/forums/showthread.php?177229-Boot-review-M2R-Nordic-Waterproof-Bootnext up, and I have not bought them, but M2R were the best I had since my 1974 metal shin protected High point moto boots..
http://www.made2race.com.au/all-products/freeway-bootif these were my size. I'd buy them in a second... my feelings about M2R products are +10 so far...
http://thumbs4.ebaystatic.com/d/l225/m/mObwvNeWKZ7TeZEKlYBWwsQ.jpg