These boots were comfortable right from the get go.  I always have to use mole skin on the back of my heal to break leather shoes and boots in and that was the case this time also but the break in period was only a couple of days.  They work fine for my Harley and I had no problems getting my toe under the gear shifter, even with the thicker soles.  Bought the brown version of these too.  I have had them for almost 9 months now and besides a few scuffs they look great.