Auto-remove Old Items from The Trash in Mac OS X
Having a purgatory for files that are on their way to deletion, such as the trash can in Mac OS or the recycle bin in Windows, is a great idea, for even the most careful users occasionally delete something only to find that they later need it. Unfortunately, the two aforementioned implementations, as well as those in Gnome and KDE, only allow you to empty the trash all at once. Much more useful is to have a timeout where files that are sent to the trash are automatically removed after a period of time. I finally got around to implementing this myself in Mac OS by putting the following in my crontab:
0 5 * * * /usr/bin/find /Users//.Trash -mindepth 1 -maxdepth 1 -mtime +14 -exec rm -rf {} \;
Every day at 5 minutes after midnight any item more than 14 days old is delete from the trash can. To install it, read the linked article above or, if you know the command line, open a terminal, type crontab -e, paste the above (substituting your username) and save the file.

