1. Lord Voldemort (Harry Potter Series - Rowling): "The most powerful dark wizard to ever live!" Voldemort put his soul in seven horcruxes to attain immortality and gain ultimate power. That will make my list any day.
2. Richard III (Richard III - Shakespeare): Richard is who I believe to be the ugliest of all Shakespearean men - both in appearance and character. Richard's only motivation is power and he is prepared to take down anyone who stands in his path.
3. Humbert Humbert (Lolita - Nabokov): Arguably the most cunning characters of all-time, Humbert Humbert is the lowest of the low.
4. Rabbit (Rabbit, Run - Updike): Not a villain or criminal, but certainly a degenerate. Rabbit's inability to find satisfaction in life brings a lot of pain to many people in his life.
5. Stanley Kowalski (A Streetcar Names Desire - Williams): One of the ultimate bad boys of literature, Stanley's uncontrollably rage and violence sends his wife's sister into a mental institution after raping her. Sesh.
6. Patrick Bateman (American Psyco - Easton Ellis): The scariest kind of criminal; a serial killer with a mask of sanity.
7. Long John Silver (Treasure Island - Louis Stevenson): A one-legged pirate determined to take the treasure for himself, this is a degenerate I love to hate.
8. Holden Caulfield (The Catcher in the Rye - Salinger): A degenerate I absolutely hate, Holden is the ultimate hypocrite and, to be honest, seems quite contrived. He's the real "phony"!
9. Miss Trunchbull (Matilda - Dahl): I was seriously afraid of Miss Trunchbull as a kid. Ugly, mean and abusive, Miss Trunchbull still gives me the creeps.
10. Napoleon (Animal Farm - Orwell): In my mind, the character who represents everything that is wrong with dictatorships.