User Configuration > Administrative Templates > Microsoft Outlook 2016 > Security > Cryptography
User
HKCU\software\policies\microsoft\office\16.0\outlook\security
This policy setting controls whether replies and forwards to signed/encrypted mail should also be signed/encrypted. If you enable this policy setting, signing/encryption will be turned on when replying/forwarding a signed or encrypted message, even if the user is not configured for SMIME. If you disable or do not configure this policy setting, signing/encryption is not enforced.