A guy I knew in high school did the trench-coat-suit-and-tie-fedora thing every day. In college he graduated to wearing handmade (by himself) yukatas every day, complete with two inch Japaense wooden sandals.
He basically looked like this:
http://www.kimonofromjapan.com/shoes/images/japanese-shoes2.jpg
Funny story... one time I saw him with a bloody scraped up arm and I asked what happened. He said that he was running after the bus (full Japanese outfit on including those sandals) and slipped on the ice and fell. That's right folks, he even wore that outfit in the the Michigan winter (but with a thermal underneath and socks). Not sure what his preferences are now though, it was a few years ago since I last saw him.