is a pirate not a gangster of a different life? You could say that it's 2 different dimentions, of a reincarnation situation... but that does sound a tad corny. May as well go with "I came out of my butterfly's cocoon today and this happened... gangsta'wangsta!"
... actually, it would be awesome to hear that.
Fedoras are the best Awesome picture and very nice description; I like that definition of gangster than the "gangster" of today. So sad how many things changed.
I really like the vintage look, great job!