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Cherokee development sources are in its own subversion repository, you can read instructions at Subversion Repository Instructions (http://0x50.org/index.php?option=com_content&task=view&id=4).
Cherokee do not support .htaccess files. You can do directory configuration into the main site configuration file, see the Directory_configuration
Cherokee is small and high performant server, then if you need to listen different tcp ports the best way is to start different cherokee web servers. You do not need two cherokee's binary files and you can use different configuration files, like this example: