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Is iMessage working? Or is he just not that into you? If you're having trouble sending or receiving messages, your iMessage may have stopped working. Check Apple's System Status to make sure iMessage isn't down. If iMessage isn't down and it's just your phone, first try turning iMessage off and on again. Go to Settings then Messages and click the green button to disable iMessage. Click it again to turn it back on. If that doesn't work, reset the network settings. Go to Settings then General, and scroll to the bottom and click Reset and Reset Network Settings.