Who is the coolest guy? Sun Ra.
Sun Ra's recordings exist in an entirely different context than most music. For example, if I were to put you in a sensory deprivation tank and play random songs for you, you might be able to guess pretty accurately that some stupid art school band went to art school, or whether or not a hip-hop artist is deemed acceptable/unacceptable by people with a college education. However, a Sun Ra record would be a more difficult ostrich to wrangle, especially The Night of the Purple Moon.
This thing doesn't even fit in with Sun Ra's other work. This is not the overblown interstellar blast-off of Space is the Place or the exuberant, progressive big band sound of The Nubians of Plutonia. This is Ra jamming out on a Moog, evoking scenes of moon monsters vigorously performing important space rituals (Dance of the Living Image) and then, when their work is done, heading down to the Sea of Tranquility to chat and relax (Love in Outer Space). This is mood music in a way that no one ever means when they say "mood music."
These sounds capture my imagination in a way that few other recordings can, so sit back with a nice tall glass of asteroids and begin your moonship journey.
EDIT: Anonymous comments have been enabled. Some of you have told me that you're still rocking the tin foil hats and don't have a google account, so come on guys, sell me some penis pills.