I've been doing a lot of studying and work recently related to WCF, web services and distributed computing in general, but most of the security concepts go over my head. Transport security, message security, encryption, certificates, etc. I understand the basics of symmetric and asymmetric encryption, but I don't really understand the real world application of them in a SOAP conversation.
I'd read the specs, but they seem a bit dense. Can anyone point me to resources that start with the basics and work up from there? I'm tempted to fish out the textbook from my networking course in college to get a better understanding of what's happening at the lowest level, but I don't know if this is massively inefficient or not. I'd prefer not to have to read a small library full of stuff - I just want to solidly grok the concepts and be able to explain them to the rubber duck on my desk.
Edit:
It's been several years since I first wrote the answer and the list is getting old. There have been some wide adoption of web-enabled APIs and token-based trust relaying.
I haven't read it, but Windows Communication Foundation Security would be a good place to start, if you're looking for something specific to WCF.
Also keep your eyes open for what major players like Facebook, Google, and Twitter are doing. They are using open protocols like OpenID and OAuth. At first, OAuth looks complicated, but you should understand the mechanism.
In my opinion earlier OAuth reinvents a lot of wheels that SSL has already solved, and leaves some security holes open. An interesting read is Compromising Twitter's OAuth security system. Facebook's OAuth 2.0 implementation and Google's OAuth 2.0 implementation simplify many of these issues by using https where it makes sense. These are must reads.
The basic concept around OAuth is trust relaying. You would want third-party developers to make apps against your API, but the end users cannot always trust these apps. Giving password to them, is like giving the keys to the kingdom. So the user types in the password into your UI, and your UI redirects to the third party with an access token.
Building Secure ASP.NET Applications: Authentication, Authorization, and Secure Communication is a good introduction to ASP.NET's security models. You can skip over the details because much of the technology is now obsolete.
A good overview specific to Web Services is Web Service Security: Scenarios, Patterns, and Implementation Guidance for Web Services Enhancements (WSE) 3.0. It says WSE, but basic concepts still remain the same.
To get more details on WS-Security, read Securing Web Services with WS-Security: Demystifying WS-Security, WS-Policy, SAML, XML Signature, and XML Encryption.
After reading above, what really helped me was looking at existing implementations like Amazon S3's authentication:
Amazon S3's authentication http://docs.amazonwebservices.com/AmazonS3/2006-03-01/images/HMACAuthProcess_You.gif
Flickr Authentication API:
Each authentication frob is specific
to a user and an application's api
key, and can only be used with that
key.
Authentication frobs are valid for 60
minutes from the time it is created,
or until the application calls
flickr.auth.getToken, whichever is
sooner.
Only one authentication frob per
application per user will be valid at
any one time. Applications must deal
with expired and invalid
authentication frobs and know how to
renew them.
Twitter REST API
Many Twitter API methods require
authentication. All responses are
relative to the context of the
authenticating user. For example, an
attempt to retrieve information on a
protected user who is not friends with
the requesting user will fail.
For
the time being, HTTP Basic
Authentication is the only supported
authentication scheme. When
authenticating via Basic Auth, use
your registered username or email
address as the username component.
Session cookies and parameter-based
login are known to work but are not
officially supported.
The OAuth
token-based authentication scheme will
shortly be offered as an experimental
beta release.
So it's nice to know the complicated certs and PKI stuff, but the world seems to operate without it just fine.
Additionally, there's also the WCF Security Guidance by Microsoft's Patterns & Practices group. Check it out.
Marc
Start with searching wikipedia for Public Key Infrastructure (PKI) and follow the links to understand the different pieces. You don't need to know the encryption algorithims for the various ciphers, but you do need to understand the concepts if you want to really understand how WCF uses it.