I know in the past (like four months ago) I was able photos in private messages to people who were not on my friends list, but I’m don’t see that option now. Did sumpin’ change or am I just missing it? I just have options to take a photo from a webcam, not attach an existing one–unless I’m missing it.
Nevermind. . . .
I don’t recall anything specifically like that, but it probably got turned off when people starting disabling the ability to receive private messages from non-friends.
Your best bet would probably be to ask a mutual friend to either send it to them or tag them in it.