About ten years ago I was very into PGP-ing my mail. This was when I was in my Windows stage using The Bat! mail client. This stage luckily passed about 6 years ago, you can read about it here, in case you’re interested. After switching to Mac I went searching for an alternative and found a PGPmail plugin for Apple Mail, but I also found a better, Mail-native, way to sign and optionally encrypt e-mail using nothing more that Apple Mail and an S/MIME certificate. This is not very difficult and certainly not new, but for all intents and purposes, I will list the steps to take to generate, install and distribute your certificate. Furthermore, since the iOS 6, S/MIME is supported on your iPhone and iPad (and possibly iPod Touch, I cannot tell, I don’t own one), and I’ll tell you how to install the certificates on those devices as well.