If someone sent me GPG mail out of the blue, I'd feel exactly the same way.
On the other hand, almost without exception, whenever I'm talking with any other person and decide it's Important(tm) that we keep our comms safe, GPG what we end up using. It is the standard solution to that problem, very much including those people who bitch about how terrible GPG is.
When TextSecure or Pond become generally usable, I'm confident we'll all switch away from GPG.
basically gpg works right now. its not great by any means UI wise and moxie's hate for GPG always seems misplaced (specially since he has a competing product)
textsecure and friends unfortunately arent all that great either. heck i cant reinstall it on my phone without de-registering by using a shell script running on my android phone. You know what? Even gpg doesnt makes me do that...
Either way - textsecure, gpg, or something else might - and hopefully will succeed at breaking the useability barrier, one day soon. hopefully ;)