Ever wonder why Chinese is one of the hardest languages for westerners to pick up? Because it's hard for anyone, even native Chinese speakers! David Moser's essay "Why Chinese is so damn hard" explains why. Some excerpts:
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I was once at a luncheon with three Ph.D. students in the Chinese Department at Peking University, all native Chinese (one from Hong Kong). I happened to have a cold that day, and was trying to write a brief note to a friend canceling an appointment that day. I found that I couldn't remember how to write the character 嚔, as in da penti 打喷嚔 "to sneeze". I asked my three friends how to write the character, and to my surprise, all three of them simply shrugged in sheepish embarrassment. Not one of them could correctly produce the character. Now, Peking University is usually considered the "Harvard of China". Can you imagine three Ph.D. students in English at Harvard forgetting how to write the English word "sneeze"?? Yet this state of affairs is by no means uncommon in China. English is simply orders of magnitude easier to write and remember.... By contrast, often even the most well-educated Chinese have no recourse but to throw up their hands and ask someone else in the room how to write some particularly elusive character.
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Whereas modern Mandarin is merely perversely hard, classical Chinese is deliberately impossible. Here's a secret that sinologists won't tell you: A passage in classical Chinese can be understood only if you already know what the passage says in the first place. This is because classical Chinese really consists of several centuries of esoteric anecdotes and in-jokes written in a kind of terse, miserly code for dissemination among a small, elite group of intellectually-inbred bookworms who already knew the whole literature backwards and forwards, anyway. An uninitiated westerner can no more be expected to understand such writing than Confucius himself, if transported to the present, could understand the entries in the "personal" section of the classified ads that say things like: "Hndsm. SWGM, 24, 160, sks BGM or WGM for gentle S&M, mod. bndg., some lthr., twosm or threesm ok, have own equip., wheels, 988-8752 lv. mssg. on ans. mach., no weirdos please.