To all Whiskey Indy owners...
What do you wear them with? When I want to wear whiskey, 4 times out of 5 I gravitate towards the a chukka vs the Indy (did the same thing yesterday). The combination of the rugged Indy shape, the reverse welt, lack of a rugged sole (i.e. doubler waterlock as opposed to a commando sole) and the light color make it a hard shoe to wear. With chinos, the chukka almost always looks better. I've been wearing less denim over the summer due to the weather, and when the fall hits, I fear that I will be reaching for other boots (cigar, chromexcel, color 8, etc) over the whiskey Indy. I'm trying to justify keeping these boots (because the pair I have is a great example of them).