Terminally Hip Edit Meaning

1.

a person or thing or place that is very cool, hip and stylish, and unlike a wanna-be, is able to carry off the coolness with a natural and care-free elan.

Only the terminally hip get entry into Poison, Chelsea's newest night hot spot.

See cool, fashionable, relaxed, smooth

2.

so incredibly laid back, disengaged, and lethargically uncaring and cool (usually in a contrived or studied way) that one is liable ultimately to die (literally expire) from lack of participation in one's own environment

Dirk is terminally hip: just look at him lying on the floor with his eyes shut during the dance, while all those women are flirting with him.

See cool, relaxed, misguided, uncaring