i would use a single point of entry to solve this problem
1. keep the files outside your doc root
2. in the php file files.php check for an authorized user, if so allow
the user to download the file

the path http://site.com/files/we23h4hk234hjksdjrjkl23jfasdf will
actually be http://site.com/files.php?file=we23h4hk234hjksdjrjkl23jfasdf

if you hav access to httpd.conf (i am not sure if .htaccss works) u
can set the non php extensions to be executed by the php interpreter
and check for authorization (the way rapidshare works)

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