A proxy to the office365 IMAP server to figure out what a client tis up to.

outlook_proxy.rb

require 'openssl'
require 'socket'

Thread.abort_on_exception = true

server = TCPServer.new(1993)
n = 0
loop do
  client = server.accept
  n += 1

  puts "[#{n}] New connection"

  fork do
    sock = TCPSocket.new('outlook.office365.com', 993)
    ctx = OpenSSL::SSL::SSLContext.new
    ctx.set_params(verify_mode: OpenSSL::SSL::VERIFY_NONE)
    OpenSSL::SSL::SSLSocket.new(sock, ctx).tap do |server|
      server.sync_close = true
      server.connect

      t = Thread.new do
        while (line = server.gets)
          puts "[#{n}]<- #{line.strip}"
          client.write(line)
          $stdout.flush
        end
      end

      while (line = client.gets)
        puts "[#{n}]-> #{line.strip}"
        server.write(line)
        $stdout.flush
      end

      t.join
    end

    client.close

    puts "[#{n}] Connection closed"
  end
end