I would start by deleting all Temporry Internet Files and Cookies. Then make sure that you're Internet Options settings are set to 'default' so the SSL settings are standard. Apparently, you also need to make sure that the time, date, and regional settings are correct on your computer also.

Next, the link below should help you troubleshoot the problem:

HOW TO: Troubleshoot Situations Where You Cannot Complete MSN Sign-up or Connect to SSL Secured (128-Bit) Web Sites by Using Internet Explorer in Windows XP

In addition, here's a link that might help if you're using a broadband connection through a modem:

Outlook Express Cannot Connect to Hotmail through Proxy Server

Hope this helps.