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Notes -
I own precisely one suit that no longer fits me and haven't worn it for years at this point. Frankly I wouldn't consider the later stuff you list as appropriate for a business/formal social occasion, that's what I'd consider to be casual clothes for going about town (maybe not the thawb and keffiyeh, depends on the town at that point).
I would say I'm generally well dressed, in the sense that I wear clothes that fit and have a coherent "look" to them, I just tend to prefer a more casual style. These days I mostly wear a jeans, shirt and wifebeater combo. I strive to look like I've just stepped out of 1980s Miami, although if I'm being honest it's more often 1970s surfer.
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