Hello i-GB! I'm sorry to hear about the problems encountered while attempting to send a message. I would suggest completing a soft reset. Hold down the power button until the Apple Logo appears. Once the phone powers back up. Please try to resend a picture message. Please let me if this works.
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I'm having the same problem. Upgraded to the iPhone4 on Sep 7. Picture messaging via MMS worked for a few days.
Since Sep 11, I have been unable to send any picture messages, except to other iPhones but only when in a wifi hotspot (iMessage). I think an iOS update may have been pushed that day (I'm now on iOS v5.1.1). MMS is turned on. I can upload pictures to facebook both via wifi and cellular data. I have tested this every way I can (cellular data on/off, wifi on/off, to/from iPhones and non-iPhones).
I attempted the soft reset, with no change.
This sounds like a VZW network issue or something that was "tweaked" in iOS 5.
I need to be able to send picture messages.
I tried again, and was able to send picture messages, but ONLY with "cellular data" on AND in a 3G service area.
So, here it is
iPhone<>iPhone over wifi (iMessage) works
iPhone<>non-iPhone over wifi does not work (because the other phone isn't iOS, so iMessage isn't there)
iPhone<>iPhone over VZW with cellular data off (MMS) does not work
iPhone<>non-iPhone over VZW with cellular data off (MMS) does not work
iPhone<>iPhone over VZW with cellular data ON on BOTH devices works, BUT ONLY IF IN A 3G SERVICE AREA
iPhone<>iPhone over VZW with cellular data ON only on the sending device does not work (will not receive until cell data is turned on)
iPhone<>iPhone over VZW with cellular data ON only on the receiving device does not work (will not send)
iPhone<>non-iPhone over VZW with cellular data ON works, BUT ONLY IF IN A 3G SERVICE AREA
So, it only works over wifi with another iOS device, OR if I use my PAID DATA PLAN. That's NOT free messaging.
Time to call support.
I just spoke with VZW tech support.
Picture messaging (multi-media or "MMS") requires that "cellular data" is turned "on" BUT DOES NOT CHARGE AGAINST YOUR DATA PLAN. This is by the design of the iOS devices.
Since I normally travel with my cellular data off, it is merely a minor inconvenience to turn that feature "ON" when I want to send a picture message and turn it back off when I am done (so facebook, google calendar, and comcast e-mail aren't constantly synching and eating up my data plan ... that's by MY design.
Not quite , so maybe , but I can live with it.