I can only assume it's the association with the corporate world, like suits. I think also a lot of guys don't like them for precisely the reason I do: their lack of practical purpose. They're one of the few accessories of male clothing with serves no practical purpose other than to add to the look (there is an argument they help keep the neck warm, I suppose, but I think that's tenuous). It's an interesting world alright. There do still seem to be a lot of people who go by the notion that not having to dress up like The Man wants - i.e. collar and tie - and being able to be "comfortable" (a relative term, especially in these parts, but the mainstream notion is that casual dress is more comfortable) in casual wear - is something that happens when you have 'made it'. Ha - or you're just not into clothes. Jackets aside, natch. I suspect that for me it's another subconscious Indiana Jones thing. I'm cool with that. Lawyers is an interesting association. Of course, the bow tie has a long link with architects, draftsmen, engineers, and doctors of all sorts: up out of the way, and so not inclined to get in the way, especially if working in short sleeves (functional buttoned cuffs are known in the English tailoring trade as 'surgeons' cuffs' as they were designed to allow Doctors' frock coats to be rolled up out of the way - this long before ether scrubs or Don Johnson). Yeah, definitely not a fan of those big, clownish 70s ones.... I only wear self-tie ones as well. Mid-grey is great like that. I don't tend to wear t-shirts as outerwear now, but I have a lot of them as undershirts, and while I love a fresh white one, they definitely go grey and grubby looking faster than one that starts out mid-grey. Depends on the item, really. Two pairs of shoes, worn in rotation, will last longer than three pairs of shoes worn exclusively until they need replaced. Anything will wear out faster the more frequently it is worn (relative to itself), though I've found some quality items do definitely last longer than several of a cheaper option. I'm not sure there's any universal standard on this, though. I've also known it to vary with the individual. As kids, my brother always went through two pairs of shoes to my one, with no real difference in what we got up to.