The Internet Mail provider monitors ports 25 (SMTP), 110 (POP3), 119 (NNTP), 143 (IMAP) and is expecting those protocols to be used, windsock as far as I'm aware is a connection TCP/IP means not an email program/protocol. MS Proxy if as its name suggests is a proxy, perhaps if the port it uses is added to the redirect ports (but still uses the above protocols) then perhaps it might work.