Web-VPN: Secure Proxies with SPDY & Chrome

Amazon's recent launch of their new Kindle Fire device delivered an interesting surprise: their Silk browser routes all requests via an Amazon powered SPDY proxy! In principle, this is not new; Opera, Blackberry and many other mobile providers have been using similar approaches to "optimize" the browsing experience for some time. However, Silk's announcement immediately generated a slew of security outcries: doesn't this mean that Amazon is now effectively a man in the middle (MITM) for all of our sessions, including SSL? Is this all just a big data mining ploy, or worse?

Turns out, the answer is: none of the above. Amazon does not route SSL traffic through their SPDY proxies, instead all HTTPS requests are routed directly to the destination. However, this incident did surface an interesting underlying question: is it, in fact, possible for a web browser to securely route SSL sessions via a web-proxy?

Tunneling SSL over HTTP

First, it is worth recalling that HTTP does allow us to tunnel SSL connections, end-to-end, via an HTTP proxy. This is a little known protocol feature, but an important one for our purposes:

To proxy an HTTPS session the client connects to the proxy by sending a special CONNECT HTTP method, which also includes just the host and the port of the destination. The proxy authenticates the request, completes the TCP handshake with the specified destination and returns a 200 Connection Established response, after which, it simply becomes a dumb, two-way router. At this point, the client and the server negotiate the SSL session and start to exchange encrypted data directly through the proxy. In other words, the proxy only sees encrypted data, and the only thing it knows are the hostnames and the ports of both parties.

This is great, but there is still one problem: the original CONNECT handshake (in green), alongside the host and the port of the destination is sent in clear text. Even worse, the proxy authentication (if any) is also running over the same insecure channel. Unfortunately, browsers today do not support secure HTTP proxies! Hence the reason why we've historically resorted to heavyweight SSL VPN's, SOCKS tunnels, and the like.

Chrome, SPDY and Secure Web Proxies

Except, as it turns out, what we said above is not entirely true: earlier this year, Google Chrome added support for secure web proxies! Since all SPDY sessions run over SSL, a SPDY proxy, by definition, would need to be SSL capable. Hence, the Chrome team went ahead and added secure web proxy support - nice.

Browsers today do not support secure proxies. Although proxies can tunnel SSL, connectivity to the proxy itself is only over HTTP. To support SPDY, we need to modify Chromium to support a SSL-based proxy.

Web-VPN & Chrome

Enabling SSL for the first hop to the proxy seems like a minor change - and it did go largely unnoticed - but it opens up some really interesting use cases! For one, the authentication can now be handled at a certificate level, which can be provisioned, revoked, and verified securely. In other words, your Chrome browser is now also a "Web-VPN client" - except without the annoying installation, configuration, and maintenance!

How exactly would Web-VPN work? Simply deploy a secure HTTP proxy as a gateway to any private network, point your Chrome browser at it, and voila, you will be able to resolve any internal hostname or service just as if you were running a VPN client. The first hop to the proxy runs over SSL, and all subsequent tunnels as well.

SPDY: 2012 is the year!

One of the primary motivations for SPDY is to reduce the overall page loading time. However, while speed is important, the security aspects are arguably even more critical - support for secure web proxies is one of many great examples.

Interestingly, Chrome is on track to take the #2 browser spot away from Firefox before the end of the year, and at the same time, Firefox 11 will arrive on December 20th. So what? Well, one of the less often mentioned features of Firefox 11 is the built-in SPDY support! Combined, between Chrome and Firefox, this means that over 50% of all internet sessions will be SPDY capable. Mark 2012 as the beginning of the end for HTTP.


Ilya Grigorik

Ilya Grigorik is a web performance engineer and developer advocate at Google, where his focus is on making the web fast and driving adoption of performance best practices at Google and beyond.