Why does streaming miss some photos

I'm not sure if this is where I should ask, because the problem is between all my devices.
I have Photo Stream on my iPhone (where I usually take pictures), iPad and iPhoto on my MacBook. It didn't stream the photos I took Thur and Fri (but had others until that point. I've used it since it first came out.) I tried backing up my phone to icloud, thinking that would push them, but didn't.  I also tried messaging them to myself and the message came through as empty on my phone and not at all on my Mac. I just took another picture and it pushed it right away, but those from Thur and Fri still have not been streamed.
Any ideas as to what caused this? And how to prevent it?
Thanks.

You say you tried to send one of the missing photos via iMessage and didn't get it on the Mac. Did you get it on the iPad? Can you message any photos at all from the phone?

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