Regarding wearing Alden wingtip/captoe boots with suits:
1) How big a deal is "all eyelets" vs. speed hooks? Do hooks really get caught in trousers, or is it just an infrequent thing?
2) Is commando a no-no? (Commando soles that is, not to be confused with going commando...). Does it look strange to have a lug sole w/ a suit? Business casual?
1: I at times have a problem with this (but not always). For me, it doesn't happen all the time but when the hook does catch it is irritating (I notice most when I try to sit). I've had a hook cause my cuff to go undone twice (which is not too often but it is still annoying).
2: I wear the commando soles when it's rainy and business casual. I don't work in an extremely conservative specialty or work environment so it's not an issue. However, my preference is to wear balmorals during most of the work days.