[quote=K-97]5) Mustapha Mond (Brave New World)[/quote]

YES.

Incidentally, also my favorite character in the whole of that book. Watson is also fairly endearing.

My top 5, not in any particular order, except by medium (literature, TV, games, respectively):
Mustapha Mond (Brave New World)
O'Brien (Nineteen Eighty-Four)

Gustavo Fring (Breaking Bad)
Benjamin Linus (Lost)

Gravemind (Halo 2 and Halo 3)