For one thing, I wore a slightly wider tie with a woven pattern. I was really digging the whole navy/green/blue/pink combo.
Chesterfield topcaot from Andover Shop, $9.99 (swear to God)
Top it all off with a Chesterfield topcoat and a floppy cap in Black Watch Tartan.
Voila! The Ivy League style from before the 3/2, button down collar days. I apologize for the gratuitous amount of photos this post, which include my ugly mug, but I was pretty proud of this outfit, and it kept me warm to boot. If only I had attended Yale in 1928, I might not have had to think so hard about this one as I was getting dressed.
Your feedback on what other contexts I might be able to mask those pleats in would be greatly appreciated, dear readers.