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Help Text messages not being received

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I have a Samsung Galaxy s5. Here's the problem... I have been sending texts to a certain friend, the texts take an unreasonable time to send, but they do finally say that the text is successfully sent. But then my friend will text again saying that I never answered them. This is happening extremely frequently, where I send the text successfully, and they do not receive it. Here are some details or things to consider... I use the normal yellow messages app that was already on my phone, not any kind of downloaded message app. The problem I described is only happening with one person, and though it has happened in the past, it is extremely frequent now, we cannot have a normal conversation without confusion. And with that one person, I do have 5,000 text messages, I am wondering if deleting these messages would solve the problem... also I learned that very short texts (10-15 words) will get through, while the longer ones (30 words) are not received. I do not know what kind of phonethey have, but it looks a coupleasure years older than mine. Is my phone even the problem? If it is, what could be the problem, and how can I fix this?
 
Try a few things:

Save/backup any texts you want to keep (this works well) and then delete some of those 5k.

Try a different app, Chomp and Textra (or Hangouts) work well.

If you want to stick with the default app then go into settings/apps/message app and clear cache (not data), after you backup/clear the 5k :) (actually, do that anyway, even if you switch apps).

edit: Save any media separately, don't count on a backup app to do that for you. Sometimes it will, sometimes it won't.
 
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