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What do you think of boots with a slim suit, a la TAT? I mean like beatle or chelsea boots, not army. Just a clean pointy one in black. no distressing, just plain.
It's most annoying to constantly have to re-adjust one's pant leg over the boot as you stand up, after sitting down.
On the sartorialist a few weeks ago he had a young guy in a blue suit with deck boots that looked kinda cool. Obviously, not a classic sartorial look but it worked nonetheless