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Helpful answers
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Jun 6, 2016 3:52 PM in response to jonsmith77by elcpu,Yes it is likely iMessage. Try turning it off, sending him a regular SMS and if ok, then try iMessage again.
Use Messages with your iPhone, iPad, or iPod touch - Apple Support
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Jun 6, 2016 3:54 PM in response to jonsmith77by TroDav,You will need to go to Settings> Messages> Send as SMS. This will allow you to send text to Android users.
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Aug 16, 2016 2:24 PM in response to jonsmith77by begonsen,Hi - I am having the same problem where my iPhone 6 using iOS 9.3.4 and when I send texts to anyone who doesn't have an iPhone, they don't receive my messages, even though I have "Send as SMS" selected in settings. I think this started happening after I updated my iOS. Is this your issue, too?