Recommendations for setting up anonymous ssl proxy ?
 

Need some software recommendations

I want to build an "anonymiser/cloak" web-server/proxy that can accept and establish an HTTPS SSL session with my PC at work and then can serve WWW webpages of my choice down the SSL tunnel.

My workplace has recently locked all outbound ports on the firewall and all web traffic needs to go through our workplace proxy/filter. The workplace proxy/filter still allows clients to establish direct HTTPS SSL connections with servers.

I have a FQDN for my server at home.

Would prefer apache based and open-source if possible

Out of curiousity, does SSH on that port work? If so, you could just use the built-in dynamic port forwarding (proxy) functionality of SSH.

That was my initial plan but I haven't had a chance to test it yet.

The 443 port isn't actually "open". It still goes through the proxy/filter and if it doesn't look like HTTPS traffic to the proxy/filter then it gets dropped.

1) Does encrypted SSH data look like encrypted HTTPS SSL traffic or does it have different packet headers etc ?
2) Is there any way for SSH to "pretend" to be HTTPS-SSL, or utilise HTTPS-SSL ?

Encrypted SSH looks a LOT like HTTPS traffic as they both run on SSL. There are a few different bits (like the initial exchange) but most filters don't look *THAT* closely. :)