Actually, you'll need to define your own custom URL rewrite rule to achieve this ... it's not a built-in feature of custom posts. There's a good example in the Codex that will get you started.
Here's a quick untested first-thought of how you could do this:
add_filter('rewrite_rules_array','wp_insertMyRewriteRules');
add_filter('query_vars','wp_insertMyRewriteQueryVars');
add_filter('init','flushRules');
// Remember to flush_rules() when adding rules
function flushRules(){
global $wp_rewrite;
$wp_rewrite->flush_rules();
}
// Adding a new rule
function wp_insertMyRewriteRules($rules)
{
$newrules = array();
$newrules['([^/]+)/([^/]+)$'] = 'index.php?author=$matches[1]&listing-title=$matches[2]';
return $newrules + $rules;
}
// Adding the id var so that WP recognizes it
function wp_insertMyRewriteQueryVars($vars)
{
array_push($vars, 'listing-title');
return $vars;
}
This should direct any links from http://www.mysite.com/me/my-listing
to http://www.mysite.com/index.php?author=me&listing-title=my-listing
. Handling the query after WordPress gets ahold of it is entirely up to you.