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Helpful answers
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Sep 22, 2015 9:18 AM in response to baffledbyitby Linc Davis,If you've enabled two-step verification for the Apple ID that you use with iMessage, you must generate an application-specific password and enter it when prompted.
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Sep 28, 2015 9:34 AM in response to Linc Davisby hemmes,Since when??? I've been using two-step verification for months. iMessage never had an issue before, now I've upgraded to the iPhone 6s and I started getting this message also. You're telling me that the OS X Yosemite stock apps don't have two-step support? Not buying that for a second...welcome to bug city.
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Sep 28, 2015 9:46 AM in response to baffledbyitby hemmes,I signed out of iCloud on my Mac, allowing it to delete / remove everything, then signed back in, and that fixed my iMessage sign in. App specific passwords are only required for apps that don't support it, which are typically only found on older versions of OS X and iOS.