HTTPS proxy tunneling with the ssl module

Question

I\'d like to manually (using the socket and ssl modules) make an HTTPS request through a proxy which itself uses HTTPS.

I can perform the i

Answer 1

Finally I got somewhere expanding on @kravietz and @02strich answers.

Here's the code

import threading
import select
import socket
import ssl

server = 'mail.google.com'
port = 443
PROXY = ("localhost", 4433)
CONNECT = "CONNECT %s:%s HTTP/1.0\r\nConnection: close\r\n\r\n" % (server, port)


class ForwardedSocket(threading.Thread):
    def __init__(self, s, **kwargs):
        threading.Thread.__init__(self)
        self.dest = s
        self.oursraw, self.theirsraw = socket.socketpair(socket.AF_UNIX, socket.SOCK_STREAM)
        self.theirs = socket.socket(_sock=self.theirsraw)
        self.start()
        self.ours = ssl.wrap_socket(socket.socket(_sock=self.oursraw), **kwargs)

    def run(self):
        rl, wl, xl = select.select([self.dest, self.theirs], [], [], 1)
        print rl, wl, xl
        # FIXME write may block
        if self.theirs in rl:
            self.dest.send(self.theirs.recv(4096))
        if self.dest in rl:
            self.theirs.send(self.dest.recv(4096))

    def recv(self, *args):
        return self.ours.recv(*args)

    def send(self, *args):
        return self.outs.recv(*args)


def test():
    s = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
    s.connect(PROXY)
    s = ssl.wrap_socket(s, ciphers="ALL:aNULL:eNULL")
    s.send(CONNECT)
    resp = s.read(4096)
    print (resp, )

    fs = ForwardedSocket(s, ciphers="ALL:aNULL:eNULL")
    fs.send("foobar")

Don't mind custom cihpers=, that only because I didn't want to deal with certificates.

And there's depth-1 ssl output, showing CONNECT, my response to it ssagd and depth-2 ssl negotiation and binary rubbish:

[dima@bmg ~]$ openssl s_server  -nocert -cipher "ALL:aNULL:eNULL"
Using default temp DH parameters
Using default temp ECDH parameters
ACCEPT
-----BEGIN SSL SESSION PARAMETERS-----
MHUCAQECAgMDBALAGQQgmn6XfJt8ru+edj6BXljltJf43Sz6AmacYM/dSmrhgl4E
MOztEauhPoixCwS84DL29MD/OxuxuvG5tnkN59ikoqtfrnCKsk8Y9JtUU9zuaDFV
ZaEGAgRSnJ81ogQCAgEspAYEBAEAAAA=
-----END SSL SESSION PARAMETERS-----
Shared ciphers: [snipped]
CIPHER is AECDH-AES256-SHA
Secure Renegotiation IS supported
CONNECT mail.google.com:443 HTTP/1.0
Connection: close

sagq
�u\�0�,�(�$��
�"�!��kj98���� �m:��2�.�*�&���=5�����
��/�+�'�#��     ����g@32��ED���l4�F�1�-�)�%���