How do I create a SSB for Outlook web mail using Fluid?
When you create a Single Site Browser (SSB) with Fluid, by default it only allows you to access specific URLs within it. The allowed URLs are by default (in this example): *outlook.com*.

What you need to do is open the SSB, enter it's preferences, choose the 'Whitelist' section, and add *live.com* to the whitelist. This should allow you to access both the login page, and actual Live Mail interface without issue.

If pages continue to open in your browser, take the URL and add it's domain to the whitelist.