Vito Corleone Wardrobe

The Godfather II has some great period clothing.
http://www.imdb.com/title/tt0071562/
Robert De Niro as Vito Corleone sports some nice caps, braces, long johns, shirts with a variety of collars (big, rounded, and no collar).



You should dress like this when you are starting your own underground organised criminal society.
Check out the Godfather series if you haven't seen it before. It's on blu-ray if you have the hardware.

On a side note: I saw The Curious Case of Benjamin Button, which has some interesting wardrobe viewing.
http://www.imdb.com/title/tt0421715/

"Filmmakers worked closely with Levi's to obtain clothing items from their Levi's Vintage Clothing collection to authenticate various time periods captured throughout the film."

If you're time-poor, then I'd recommend watching the Godfather rather than Benjamin Button.