Thanks for the reply.  Lots of friendly people on here.  I should have probably posted my solution when I figured it out.  I was already using a server-based method to handle redirection.  However, what I didn't consider is adding a one line exception that distinguishes incoming requests from stunnel on 127.0.0.1 in order to prevent an endless loop.  I did this by modifying my IIS URL Rewrite module rule to look like below.  URL Rewrite module 2.0 is highly optimized; and is ideal for this kind of thing; works perfect under any circumstance; so long as webpages contain relative elements.  Works like a charm. <rewrite>      <rules>          <rule name="HTTP to HTTPS redirect" stopProcessing="true">                <match url="(.*)" /> <conditions logicalGrouping="MatchAll">                       <add input="{HTTPS}" pattern="off" ignoreCase="true" />                       <add input="{REMOTE_ADDR}" pattern="127.0.0.1" negate="true" />                 </conditions>                 <action type="Redirect" redirectType="Found" url="https://{HTTP_HOST}/{R:1}" />           </rule>      </rules> </rewrite> ----- Forwarded Message ----- On Tue, 30 Oct 2012 15:05:54 -0700 (PDT)  <mkanet@yahoo.com> wrote:  

Thanks.  I typically let my webserver handle SSL whenever I can since it's much easier that way; especially since I know how to handle http->https urlrewrites that way already; and, plenty of examples on the web for IIS.  The reasons for adding stunnel into the mix in this scenerio completely outweight not having it at all.  I couldn't find any examples anywhere showing how to handle a simple http to https URL redirect if stunnel is involved; not even in javascript. Hopefully someone here has the expertise to offer a solution at least in html.     The easiest way is to use a server side language as PHP and ASP or CGI/perl (if ISS is capable, that I don't know).   If you relay on client (javascript, meta refresh) you can't control the behavior of the client (javascript disabled by user or meta redirects).   ISS is capable of PHP and, if you are using it, because you didn't tell, is easy (easy, but I haven't done as I don't know much of PHP (I just played a couple of times with it following tutorials)). With ASP, I don't know, but should be possible too.   Here you have an example with PHP:   http://www.iis-aid.com/articles/how_to_guides/three_methods_redirect_http_ht...   or this one:   http://stackoverflow.com/questions/5106313/redirecting-from-http-to-https-wi... (second message).   As I said, you have to do it transparent to the user without relying on them.