So much evil, so little time...
My choices are in
Bold
1. Agent Smith (The Matrix) vs Hannibal Lector --
Hannibal, absolutely! come now... An errant program or one of the most intelligent, dapper, charming, and vile human beings to walk the earth?
2. Great Cthulhu vs Darth Vader --
Cthulhu, easy. I mean, Darth is just a misunderstood family man with a few anger issues to work out; Cthuhlu is the unfathomable and uncaring darkness between the stars, the ultimate sense of hopelessness, doom, and futility
3. Professor James Moriarty (Sherlock Holmes) vs Docter Octopus --
Moriarty. Simple. Spidey has many enemie; he can spare one. How many individuals even caught Holmes' attention?
4. The Joker vs Cigarette Smoking Man (X-Files) -- Oooh! Very tough one! Ummm...
The Joker. CSM is nasty and vile, but he is not so much Evil as a block in Mulder's (and everyone else's) way; The Joker is clever, insane, nasty, and stylish!
5. Galactus vs Graf Orlock (Nosferatu) --
Orlock. Look, Galactus just feels a bit peckish for a planet now and again; Orlock revels in his eviltude!
6. Napoleon the Pig (Animal Farm) vs Jack Torrence (The Shining) -- **sigh** Neither one is a strong contender on this list. I go with
Napoleon, as he terrorizes a much larger group.
7. John Doe (Se7en) vs Emperor Palpatine -- Like I said, Palpatine loses his deathstar to teddy bears and has ineffective lightning. The most evil thing he ever did is let JarJar live.
John Doe, on the other hand, is evil that thinks it is good! Truly vile!

8. Wile E. Coyote vs Mr. Edward Hyde -- THIS is a contest?!? Wile is amusing and ineffective;
Hyde is the evil that lurks inside the soul of even the purest of us! Hyde, hands down!
9. Lord Voldemort vs Strahd Von Zarovich (Ravenloft) -- Please. At least Rowling can write.
He Who Must Not Be Named is far more evil!
10. Ernst Stavro Blofeld (James Bond) vs Mr. Burns -- Oooh! Classic confrontation! I love SMERSH and all like that, but in the end I give it to
Mr. Burns -- he has a Robotic Richard Simmons!
11. Sauron (Lord of the Rings) vs Randall Flagg (The Stand) --
The Dark Lord Sauron wins over a Satan-wannabe anyday.
12. Dr. Fu Manchu vs Megatron -- Again, no contest.
Fu Manchu is the ultimate and original spider in the middle of the web!
13. Pinhead (Hellraiser) vs Thoth-Amon (Conan Stories) -- Meh. Neither one really strikes me. I go with
Pinhead, simply because he has cooler makeup...
14. The Master (Dr. Who) vs Khan Noonian Singh (Star Trek) -- ARGH! No fair! **sigh** I love Khan; he took on the Enterprise TWICE! But
The Master takes on whole civilizations in many times and many places; The Master wins.
15. Lex Luthor vs Dracula -- Lex so WANTS to be Drac!
Count Dracula, coolest, most iconic, vile & sexy monster going by a landslide.
16. Gollum vs Hal 9000 -- ??? Gollum is nasty and unpleasant, but ultimately ambiguous. HAL is trying to save humanity from itself, but kills people in the process. Of the two I'll go for
Gollum, but not by much...