New York City, NY
This is one of those looks that made me pause. Initially I wasn't sure if I liked it or not... but one thing was certain - this chap pulls it off. The proportions look right, and the fit is great. The "mini" bow tie, and bag somehow work together (maybe it's the size of the two things). The haircut, and glasses work together... ultimately, swagger is not about everyone liking it or not, it's about pulling it off, and making it yours.
(expect at least 2 posts a day until mid October)