Using windows live mail on windows 8.1, sending an encrypted email to a recipient who is in my windows Live contacts, as follows:
I am the sender using Windows Live Mail. My Windows Live Mail has a certificate associated with my account. That is, in the Windows Live mail, "accounts", "properties", "security", "signing" and "certificate" for signing and encrypting, I specify to use my certificate. My Certificate matches my email address.
The recipient is in the contacts of Windows Live Mail. The contact/recipient info has the digital id (certificate with public key, matching their email address) specified in the contact info.
When I compose an email to recipient, in the email window, I choose options, "Encrypt". Can chose sign, or unchoose "sign". When I then send the email, the resulting email is encrypted (SMime) with my certificate. This is a bug, as the email should be encrypted with the recipient's certificate.
Thus, Windows Live should encrypt outgoing email using the digital id certificate of the recipient, but is incorrect because Windows Live Mail is using the certificate of me the sender. (Or I be trippin!)
(My email account is with GMail - so Windows Live Mail account is using imap/smtp with GMail)
(The certificates for both sender and recipient are mail certificates from Comodo.com)
Thank You
John