Whenever I send a regular text message, it goes through as a picture/video message. When this happens, the person I'm sending it to cannot open it because "the file is too large," even though it is only a couple words. I can't figure out how to change it around. Is there a setting I'm missing? I tried resetting my phone already, and it didn't help at all.
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Sounds like the problem is specifically with MMS messages, messages that use data (your regular text text messages do not). Is your data cutoff? Do they send/receive if you connect to WiFi? Have you gone over your data and does your device have sufficient storage space?
Every Apple device can send messages to another apple device. This messages are called iMessages.
When you try to send a message to your son's iPhone your iPhone will try to send it via internet using iMessages.
In order to "tell your iPhone" to use regular text messages make sure that your son's cellular number is correctly stored in your contacts. That way if your iMessage fails, your iPhone will send it via regular text message.
You will see the difference between both because the "send" button and contact name will turn green when using regular text messages and blue when you're using iMessages.
Are you the account holder? It's possible whoever set up the account blocked picture messages from being sent. If you log in to your account, you can change these features, or if you aren't the account holder, talk to that person. Picture messages cost more than regular text messages.
The phone allocates a certain amount of storage for messages on a whole. Even though there may still show space available for text messages, you have hit an invisible "limit" and the phone is now defaulting to MMS messages because there is "room" there. Delete a fair amount of messages and you should be able to start sending regular text's again.