Sexy in a trashy kind of way I guess. Like, she'd do anything (and probably had and is probably good at it). I don't know her personal story, but what I gather from her music is she is in a lot of pain (emotional) for one reason or another and for her drugs has been her out (and music). I don't judge her for that, mainly because I don't think her music has glorified it or tried to sell it as a cool thing. Even the song Cassie posted (perhaps her most famous) if you really listen to the lyrics she is saying rehab doesn't help her, not that it's cool to take drugs.She's talented and royally fucked up. Sometimes that is very attractive.
I dont think anyone would accuse her of being stereotypically beautiful.
Jesus...She's this generation's Billie Holiday: her fans are ready to martyr her before she even kicks.