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Proxyknife can send customized request, that is to say, you can even check some unknown services with it.
I write a sample file named msn.req, which is included in this package. With this file, you can check whether a proxy can work as a MSN tunnel, that is to say, whether you can do MSN chatting via that proxy.
proxyknife -I1 -H1 -c messenger.hotmail.com:1863 -C msn.req -k `cat msn.req`