Ott, I'm a 39 inch chest, and usually wear a medium as well. I just bought the small Linen jacket sample. The one in the pic. MJ (the Jordan of small, independent knitwear!) shipped it out just a little bit ago, and I'll post pics when I get it. That should give a pretty good idea of the fit when sized down one. thanks man. I'd appreciate it. I think I'll need a small as well. Probably order a black one with a few extra inches in length.