I think there's a "big huge" thread on best looking headphones, but I have no idea where it went.
The Headphile Bloodwood CD3000 from the older promo pictures is wonderful looking.
Stuff that I'd actually listen to, the Koss ESP/10 and ESP/950 have a unique aesthetic that I like. And those Rotel planars from way back, the RH-930.
Some pictures (there's no good pictures of the ESP/10's companion box the E/10, sadly):



