Hello, I am trying to use squid as a reverse proxy to a Remote Desktop Gateway server (part of MS Win Server 2008 R2 Remote Desktop Services) with no success, I am just getting the login prompt over and over again and in the access log: TCP_MISS/401 373 RPC_OUT_DATA https://mydomain/rpc/rpcproxy.dll? - DEFAULT_PARENT/rdsServer text/plain. I am using Squid Cache: Version 3.2.0.8 and this is my squid.conf: acl manager proto cache_object acl localhost src 127.0.0.1/32 ::1 acl to_localhost dst 127.0.0.0/8 0.0.0.0/32 ::1 acl localnet src 10.0.0.0/8 acl SSL_ports port 443 acl Safe_ports port 80 # http acl Safe_ports port 21 # ftp acl Safe_ports port 443 # https acl Safe_ports port 70 # gopher acl Safe_ports port 210 # wais acl Safe_ports port 1025-65535 # unregistered ports acl Safe_ports port 280 # http-mgmt acl Safe_ports port 488 # gss-http acl Safe_ports port 591 # filemaker acl Safe_ports port 777 # multiling http acl CONNECT method CONNECT http_access allow manager localhost http_access deny manager http_access deny !Safe_ports http_access allow localnet http_access allow localhost hierarchy_stoplist cgi-bin ? cache_dir ufs /var/cache/squid 1024 16 256 cache_effective_user proxy access_log /var/log/squid/access.log cache_log /var/log/squid/cache.log cache_store_log /var/log/squid/store.log coredump_dir /var/cache refresh_pattern ^ftp: 1440 20% 10080 refresh_pattern ^gopher: 1440 0% 1440 refresh_pattern -i (/cgi-bin/|\?) 0 0% 0 refresh_pattern . 0 20% 4320 https_port 443 cert=/etc/squid/certs/x.crt key=/etc/squid/certs/x.key accel defaultsite=my_external_domain_name cache_peer ip_of_rd_gateway parent 443 0 no-query originserver login=PASS connection-auth=on ssl name=rdsServer default acl RDS dstdomain my_external_domain_name cache_peer_access rdsServer allow RDS cache_peer_access rdsServer deny all http_access allow RDS http_access deny all miss_access allow RDS miss_access deny all The certificate is OK, I have no issues connecting to the rd web access site and even authenticate on it, just when a connection is attempted to the rd gateway I am getting the login prompts. Does anyone knows about some magic that can solve this? Thanks.