As in the song 'Real Gone' by Sheryl Crow:
"Everybody's lookin' for a way to get real gone."
Does that mean something cool?
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The term generally means something like absent from normal concerns or behavior in a way that's cool or outrageous in a hip way. The Dictionary of American Slang and Colloquial Expressions defines real gone as "really cool; mellow and pleasant. (See also gone.) : Man, this music is real gone." It can also mean mellowed through drugs or alcohol; the top Urban Dictionary definition says "another word for high." In some uses, the term leans more toward excited behavior; Straight from the Fridge, Dad: A Dictionary of Hipster Slang defines it as 1. Far out, wild, totally sent and 2. Insane. The term has been around for a while, as evidenced by the 1954 cartoon "Real Gone Woody." The earliest reference I could find to the term is 1941 in Google Books, in These I Like Best: The Favorite Novels and Stories of Kathleen Norris, page 50.
The Beats were into Buddhism and it seems that I remember Burroughs, Kerouac, and Ginsberg writing about people who were "real gone cats" and people with "Buddha eyes" meaning the same thing. I always associated this with the concept of the Tathagata in Buddhism, a term the Buddha often used to identify himself. It refers to an enlightened one and the etymology is "tatha" meaning "thus" and "gata" meaning gone. Thus the Buddha calls himself the "the thus gone one" which could easily mean "the real gone cat."