Big Bang by David Bowman

Sort of amazing monumental book.  What he's done is take a cast of historical characters from 1950 to 1963 (but with generous casts in time before and after, to establish some history and to layer more irony by reporting on the future), all of which characterizing is eventually pointing at November 22, 1963, when John F. Kennedy was shot in Dallas.

These charcters include JFK and Jackie Kennedy, Aristole Onasis and Jackie's sister, Richard Nixon, the Vietnamese political and military leadership, Howard Hunt, the erstwhile CIA misadventur who eventually bumbled into Watergate, authors like William Burroughs, Norman Mailer, Allen Ginsberg, Arthur Miller and his wife Marilyn Monroe, noted baby doctor and author Benjamin Spock and his wife, TV personality Ed Sullivan.  And literally dozens more.

He builds richly detailed personal lives for all these historical characters.  Some of it sounds like it's actually historically true, but this seems to become less and less important the more richly detailed the interior lives become.