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This happened with a phone that i used to have and after a while i figured out that sometimes the messages just don't go through and that if i sent it a second time, it would go through. It seemed to me like my phone got too busy and some of the messages just got delayed.
Hi to send and recive picture texts you will need to contact your network service provider and get them to send the MMS settings and GPRS settings to your handset, without these settings saved to your phone you will not be able to recive the picture texts, hope this helps.
If you purchased the "Multimedia SMS" package from your service provider, then you have full access to the sending and recieving pictures. If you don't have this package, then sometimes you can send, but the reciever will not recieve your mail. So if you really want this problem fixed, then I suggest you to purchase the package from you service provider.