Originally Posted by ReppTiePrepster
I think I may like the TSM's grant-lasted cap toe boot. What would you recommend for "the one boot," SevenFTG?
So much of it comes down to one's intended uses. The captoe boot on the grant, leather sole, is, IMO, probably the dressiest boot Alden makes. If a guy is looking for a dress boot, this is it. Can it be worn casually too? Most would say yes.
Boots on the Barrie are nice (and I have many - chukkas, ravello captoe, etc.), but they aren't as dressy. Personally, I have enough dress shoes that I typically don't consider wearing a boot for more formal purposes (although it certainly can be pulled off, and even look quite nice). In light of all that, I like a boot that can be worn with everything from business casual to denim. My color 8 boots on the plaza (NST and WT), commando sole, fit the bill quite nicely. I like them both, but I'd give a slight edge to the NST.
So ... that's my long explanation for my short answer.