"Douchebag" has gone from an insult referring to "an obnoxious or contemptible person (typically used of a man)" to a nickname that kinda guy and his alpha bro buddies proudly call themselves.
And as the douchebag has come into his own as a contemptible yet comic character he has also developed his own uniquely terrible sense of style, to better help him stick out in a crowd.
This spoof of the "100 Years Of Beauty" series was created by Circa Laughs to show us how the d-bags of the past looked, and to remind us that there's plenty more d-baggery to come!
-Via Laughing Squid