As I've mentioned couple times before, I'm doing a book on classics of erotic literature for a big publisher. I've quite recently started reading the books and writing the entries, after being rehabilitated from doing the book on forgotten writers. I started with Chester Himes's Pinktoes (Rusovarpaat in Finnish) - a bad choice, even though I've largely enjoyed Himes's street-wise, violent and funny crime novels starring Gravedigger Jones and Coffin Ed Johnson. Pinktoes (1963) is purported to be a funny sex novel, but it seems badly dated, especially in the Finnish translation which tries very hard to be hip and cool - which it of course isn't, at least anymore. It may have been in the late sixties when it was first translated.
Okay, off to other books: Leopold von Sacher-Masoch's Venus in Furs from 1869. It's dated of course, but in this case the datedness seems quite fascinating. Rude scenes of vigorous flogging intercourse with discussions on philosophy and ethics. Recommended, if you're into this sort of thing.