Confederate,
There's nothing wrong with a stacked headlight but it just depends on the aesthetics of what you're looking at and a matter of one's personal taste. For many, I'm sure the 999 and the Bimota might be beautiful bikes-they just don't ring my bell.
And I love the 60's GTOs and their stacked headlight look, too. Then again, you did say GTO. Aside from the ones based on the mid-to-late 70s Ventura platform, that's one hell of a car!
Finally, if one is looking to become part of an exclusive club that actually is affordable, I have only one word: Benelli.