Freud and William Bullitt wrote quite the fascinating psychoanalysis of WilsonThe NY Times ran a "New Pyschology" explanation for T.R.'s 1912 run by Morton Prince, M.D. I'll post the .pdf of the article for a few days: "Roosevelt as analyzed by the new Pyschology" (Warning: pdf file!)
You'll get a kick out of it.
Interesting PDF, but it'll take a while to look through it.
Sometimes politics really is psychodrama. Maybe it happens when a charismatic or innovative leader comes along and breaks with tradition. Such a figure has trouble fitting in with those around him, and the other political actors have a hard time coming to terms with the age's dominant figure.
TR, Taft, and Wilson provide one example. JFK, LBJ, and Nixon another. You can see a little of this in the early Republic as well, as founders competed with each other for Washington's and then Jefferson's favor. The relationship between presidents and vice presidents has often been frought with Freudian tensions.