Share tool not working for Messages

When I attempt to use the Share tool for a photo in my camera roll, and I select the Messages option, first the message input screen delays for a few seconds. Then after the delay unfreezes and I'm able to type or tap Send, it seems like no message is sent. Because when I check the conversation chain back in the Messages app there is no message for the photo I attempted to share. This isn't supposed to be the case right? I should see the shared photo as part of my Messages history, right? I noticed this problem started occuring last week. I don't recall exactly when I updated to iOS 7.1.1 or if there was any problem immediately after updating.

Thanks... and then for the suggestion to sign out and sign back in. I've already done that though (see #3 in my original post... that's what it meant). And I've already sent a link to the person with the other phone, suggesting she do that too. Also thanks for the point on the MacBook not being able to send SMS. Good point.
That said, yep... I'm sure I'm not trying to send an SMS. Even so, that would at least go in green... right?  But we cannot send either SMS or iMessage from this end.  When I open a new Message... and type in the contact name... it goes red. Just red. As though it's already unreachable. Even though it's the right number and the right email address. I would at least expect that it would, if she weren't registered to iMessage, be deliverable as an SMS (green)... but no.
Here's the process, if it helps:
I open a new message and type in the address -- it goes red (already a sign of trouble).
Then I try to type in a message anyway. It goes green.
Then I hit send and get back a "Not Delivered" error.
Same on her end.
Now, here's something interesting.... I'm typing to you now on a different machine, running under a different administrator (me) and I've just tried to send a message to the same two recipients. One, my mother-in-law's, works just fine. The other, my sister-in-law's ALSO goes red on my machine.
Hmm.
Question: You say "I would suggest you both go to Settings > Messages > Send & Receive, sign out and sign back in. Also make sure that the addresses that you are trying to reach each other at are listed there."
By this, I'm assuming you only mean that each person's sending and reachable addresses are listed in the settings, right?
I guess it's possible she never set that up (on the other end) but she says she can text fine with everyone except her mom.
On the other hand, why would her email address go red in my new Message window too?

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    Thanks... and then for the suggestion to sign out and sign back in. I've already done that though (see #3 in my original post... that's what it meant). And I've already sent a link to the person with the other phone, suggesting she do that too. Also thanks for the point on the MacBook not being able to send SMS. Good point.
    That said, yep... I'm sure I'm not trying to send an SMS. Even so, that would at least go in green... right?  But we cannot send either SMS or iMessage from this end.  When I open a new Message... and type in the contact name... it goes red. Just red. As though it's already unreachable. Even though it's the right number and the right email address. I would at least expect that it would, if she weren't registered to iMessage, be deliverable as an SMS (green)... but no.
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    I guess it's possible she never set that up (on the other end) but she says she can text fine with everyone except her mom.
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