Andy Warhol
It doesn't get any more wild than iconic pop artist Andy Warhol. He lived life at a nonstop pace, and his most famous works, such as his Marilyn Monroe and Campbell's Soup prints, are recognizable to nearly every audience today.
Lorde
Not a hippie in the classic sense, but Lorde does manage to live a pretty low-profile, whimsical life. With nearly no social media presence and an effortlessly careless sort of aesthetic, she's the type of spirit the music industry needs. She resurfaces to release music, and then disappears again.