This is a great plugin and I have it installed on a WP installation.
My WP installation is using a Comodo SSL certificate, so all my connections are https://www.domain.com/repress/destination-website.com and this seems to work fine. However, some sites that require form submission seemt o have some issues.
Also, another good way to better enable this plugin to work on servers in more places in the world is to obfuscate the URL if possible. So instead of https://www.domain.com/repress/destination-website.com it would look like https://www.domain.com/repress/7HHGFfhgf43suiE9GvnvVAAsqKxE722
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