I've been on a mission to find a decent shortwing for under $400 (under $300 would be better!), in a mid to light brown, but coming up empty. I wear jeans more often then not, except the occasional chino in the summer, so I think I should stick with a derby for this one.
Got in a Loake Chester, but it came in the wrong color. It was a bit too clunky and squarish for me. I'd prefer something a bit sleeker.