Edie Sedgwick
While living in the storied Chelsea Hotel, full of wild creatives and visionary drug addicts, Dylan is rumored to have had an affair with Andy Warhol's socialite muse and It Girl, Edie Sedgwick. While she is known to have been involved with his friend Bob Neuwirth, Sedgwick's brother claimed it was actually Dylan who she fell for. Though the singer has since denied their relationship (especially in the wake of the 2006 film, Factory Girl), the songs "Just Like a Woman," "Leopard-Skin Pill-Box Hat," and even "Like a Rolling Stone," are said to be inspired by the doe-eyed youthquaker.
[Photo via @ediesedgwickdaily]