I have been messing around with my iPhone for over a year trying to figure out how to do this and now I have a MacBook and can't see how to do it in Mail on here. In Outlook, when you send an email you can mark it as private. Also, when you respond to an email that is marked private or confidential, the email is marked the same. Is this possible in Mail or on my iPhone? I have to send messages to my hubby at work this way or his nosy coworkers look at his emails. So annoying! Anyway, right now when I see an email from him I have to open my browser and respond in web mail. It would be SO MUCH EASIER if I could just hit reply! Is this possible?