Yeah, I think a pair of suede bucks would also have worked with that fit, too. I don't have many casual shoes at the moment, so the boat shoes were all I had. Thought Alden cigar LWBs and the like were a bit too formal. Appreciate the feedback!
I think it's the haircut. That haircut screams 'I should be wearing business casual', so it comes off costumy.
im pretty sure a samurai champloo haircut would not have gone over much better either with people who don't like the fit anyways. I didn't really wear it to be dressy or weird... rather more like a loungey dressed down but of course something as dramatic is a kimono shirt jacket can easily turn people off
anyways. thanks all for the comments. might work better with sandals or lighter boots as suggested by synth and chaut and perhaps some less slim pants