Rather Ripped is by far the most accessible, but I find it a little misleading -even if someone likes RR, it doesn't mean they'll like other stuff, because RR is really quite different, its very simple, with very clean production, and virtually noise-free...
I would personally get someone into SY with DDN. Its their definitve album, and, although this is not always the case, if you don't like DDN, you probably won't like Sonic Youth.
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