I have the following setup:

IIS 7.

using the url rewrite module from UrlRewritingNet

A custom IHttpModule which authenticates requests

In my sitemap file I have certain urls with roles defined. :

<siteMapNode url="~/directurl" roles="Clients">

<siteMapNode url="~/directurl.aspx" roles="Clients">

When i make a request for both:

if (Application.Context.User == null)

{

    /* This is where the first request ends */

}

else

{

    /* This is where the second request ends */

}

What do I need to do so the User is filled?