I've been asked a few times to help people move from their current use of the Web Development Server to https. This requires one also move to IIS Express as the old Web Development Server (Cassini) doesn't support https. Here's a brief tutorial on making the changes. This will allow you to test the sites using a very similar mechanism to a production deployment. We'll also discuss certificates and Fiddler concerns.
Step 1: Setup
Get your environment setup:
Startup Visual Studio, and load the target project and/or solution
Step 2: Configure IIS Express
For each website you'd...