My website doesn't accept my Active Directory credentials and just keeps prompting me over and over. Or if it's Chrome, just gives me a middle finger straight up.

Recently, I've been having the problem of trying to reach some of the internal applications that my company develops that uses Windows Authentication. Thanks to this article:

http://www.leftycoder.com/windows-authentication-chrome-iis/

... I found out why. I had to remove the option for 'Negotiate' with Windows Authentication. The settings had changed when we moved our applications to a new IIS Web Site. Something to keep in mind.