Leigh Alexander has an epic post on Boing Boing today about why the Fedora has become an object of ridicule among Internet geeks:
The problem is that the fedora has become a go-to accessory for a peculiar subculture of love-entitled male nerds whose social inexperience and awkwardness manifests in a world rocked by a gender revolution—a tectonic shift in the makeup of formerly cloistered, rule-bound clubs. They aren't bad people – they simply need a place from which to draw a sense of manhood, if not from women. When deciding how to represent themselves in a dating profile, why wouldn’t they cling to a fashion emblem from a bygone age, a time when guy was just a guy and a doll was just a doll? A fashion which recalls Frank Sinatra and Al Capone, a conventional masculinity marked by elegant detachment and an appeal to women that remains decidedly independent of their approval?