[Venturer]

In order to carry on the Kennedy legacy she would have to turn into a slut and start drinking heavily.

[LibFreeOrDie]

I don’t know about the drinking heavily part, but on the slut front, rumor has it that Pinch Sulzberger (he of the New York Times Sulzbergers) and Caroline Kennedy are “special friends”:

http://www.freerepublic.com/focus/f-bloggers/2152397/posts

http://gawker.com/5115286/times-city-room-will-not-mention-caroline-kennedys-special-friendship-with-pinch-sulzberger