Hi, I am writing a boost socket client using boost::asio to do secure HTTP (HTTPS) communication. I Implemented my client based on the code sample based on (http://www.boost.org/doc/libs/1_39_0/doc/html/boost_asio/example/ssl/client....) with little changes as I am using sync socket. My client woks fine, when I am connecting to server directly, but I am not sure what changes I need to make when my communication going thru proxy. The unsecure connection(HTTP) work fine thru proxy, and here is what I do for unsecure connection, 1. Initialize boost socket(IO service and other stuff). 2. Resolve and Connect to Proxy server. 3. Start writing to actual server(HTTP send request). 4. Start uploading/downloading. 5. Close Socket. But I can't use this above procedure for (SSL) secure connection as I need to do handshaking with the server before I can write anything if my understanding is correct. Can somebody give me some pointer or code sample or step I need to do when I am doing secure connection thru proxy server. Just to clarify Microsoft WinInet does do (secure) HTTPS connection thru same proxy fine. If providing my code sample I am using for SSL might help understand the problem I can provide that. Thanks in advance for any help. Akhilesh Kumar