Images not sending (iMessage)(mac)

Whenever I send a picture it works just fine, I get a message saying the recipient read it and the recipient actually applied meaning that it arrived and worked, but after a minute, I get a red exclamation mark next to the image saying that the image did not send properly.
I have already restarted my mac and force quit it, but with no effect
The macbook I own is late 2013, retina, 13-inch, intel i5

After visiting Apple store and hours after rebooting phone to factory settings it still didn't work. So don't waste your time doing either of those. The simple fix was making sure both my phone and the "receivers" phones had been restarted. After he restarted his, worked like a charm. It happened again just a few days ago and we both restarted phone and worked correctly again. Good luck.

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