If you are using the Configure...ps1 script to set up your Windows host and 
WinRM you should set your port to 5986 so Ansible uses TLS to encrypt your 
traffic. When doing this you will also need to uncomment the 
ansible_winrm_server_cert_validation entry as the Configure...ps1 script 
created a self signed certificate by default.

If not using HTTPS with WinRM (highly insecure) then Windows forces you to 
allow unencrypted messages first hence the error you are getting right now. 
There are plans to encrypt messages through HTTP when using particular auth 
types but nothing has been released around it yet.

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