Definitions by Lady M

Hipsterdufus 

From the tv show Seinfeld. Hipsterdus=Kramer. Someone who is cool, enjoying life, and hip but also a little aloof and out of synch. Kramer is the quintessential hipsterdufus.

Jughead from the Archie comics might be considered a hipsterdufus.

Also that bongo playing guy on The Many Loves of Dobie Gillis

Hipsterdufus by Lady M June 25, 2004