I have had inconsistent results messaging pics from my iPhone 6 Plus running IOS 8.1.1 to my father in law on his iPhone 3GS running IOS 6.1.6. Lately it doesn't seem to work at all. I tried from my wife's phone, a 4s running IOS 8.1 and that did not work either. He can send pics back and forth to his wife with the same phone he has and I have messaged pics to him before, but I can't remember exactly when this started and if it coincided to upgrading to IOS *. Does anyone have any ideas of where to start to figure out what's going on?