The problem: all of my suits and shirts are bespoke, so I don't really know my OTR size. Even if I did (or measured my tailored jackets), I dunno where to add inches when accounting for the layers of clothing underneath, or if manufacturers "include" that when sizing outerwear.
In winter, I wear trousers + odd jacket most days. When I'm in a more formal mood I break out a proper 2-piece; on a more casual workday I'll substitute a slim-fit cashmere sweater. Weekend outfits are almost identical, basically just swapping out the business-y pants for dark jeans or khakis. The fabrics vary widely, but the way I put them together sticks to a basic pattern that works for my body & sense of style. So: stick to solid grey, right?
I figure Feb is a great month for closeout deals here in NYC. Happy to shop locally if that's truly my best bet. But to be honest, I'm lazy -- please teach me how to browse overcoats on eBay / SF classifieds from my couch . I'll be more willing to venture into the snow once I've got something warm to wear!