I gotta say I've been wearing 511 desert boots for range and summer motorcycle wear for many years. Very comfortable, even with arthritis in the foot.
Coming from NE Jersey my tacticool warmweather gear is tan LL Bean cargo shorts and a Hawaiian shirt. You can't go to a cop picnic in NY/NJ/CT without the loud loose shirt. It's required dress. You could hide a Uzi under there. Commander McBragg couldn't get through the gate.
BTW, Bermuda shorts would clash with the Hawaiian shirt unless the shorts were a solid color. We do have standards here.
When I retired, I literally went to a couple stores and bought about a dozen pair of long shorts, knee level, Bermuda type, bit pockets, most with buttons on the hip pocket.
Next I bought Panama shirts, some like Hawaiian, most plain colors, like I had worn when working in hot climates for executive protection missions. We were issued Uzzis, but I never carried them. But, a 1911 in a Jackazz rig was never noticed. And I often carried a second gun, a J Frame in the front pocket. Today, I also own a bunch of those T shirts that wick the sweat away, necessary for old and fat people.
I gave away many suits and dress clothes that I never expected to wear. With health issues I did not plan on any active law practice.
It was a good decision and I never looked back. Today winter pants are blue jeans, summer are shorts. I probably own 50 ties, today only a few, somewhere.
The 511 boots are just footwear, whatever works for you, footwear is critical to performance, work or otherwise. I prefer and own Keen more than any others, not cheap, but they hold up pretty good, I sometimes buy two identical pair at once. I do still have a serviceable set of issue boots from Desert Shield. Not sure what the issue brand they were but they are still looking great, and I was issued them around 1990 when the invasion of Kuwait happened. What kind of leather holds up that long, 35 years?
Funny how old soldiers and airmen and marines lose their interest in apparel and just go for comfort after years of being spic and span....