There's a bit of a smell of beard oil, with all the hipster-cool bikes on the thread, but I guess cool is in the opinion of the individual. IMO, for example, BMW haven't produced a cool bike since the R90S!
Almost any bike can look cool with a bit of work, take Italian firm RossoChromo's CB1000R-based XESS, Velocity-moto's MT09-based 900LC or anything by Japanese firm AC Sanctuary, but the bike that was cool for me straight out of the crate was the Benelli TNT. Probably totally unreliable, but it looked something else!