the.com/unhip
So out of touch it loops back to being almost endearing.
means Lacking awareness of what's currently fashionable, cool, or culturally in the know.
from A negation of hip, that 1940s jazz-scene word for being aware and savvy, likely from West African wolof hipi, meaning to open one's eyes.
Square cousinOnce interchangeable with being a total square.
Self-defeatingKnowing you're unhip already makes you slightly hipper.
Hip's shadowExists only because hip needed an opposite.