Not sure about messages but on forum replies I put a space between them. Example >
where after the first picture is uploaded I click on the third icon above the picture box,
which puts it on the left - leaving room at the middle and right for more pictures -
as in three on a line, unless they are too large. Once that first picture is on the left, I click the mouse
anywhere on a blank space to the right of the picture (in so doing then the border around
that picture disappears) plus I press the space bar, so that a gap is made between first and second pictures.
To make those two, I firstly right-clicked on the previous picture and chose Copy then below my
five lines of reply I right-clicked again then Paste was chosen. Then click + space followed by
uploading a new second picture. Even though I was only going to upload those two, I still clicked
on the right of that second picture followed by pressing the space bar.
If there is an error in uploading, say putting the same image twice, just click on one of them and
press the space bar and it will disappear. So that is the main way to stop losing pictures -
after upload click somewhere else on the reply box, so more pictures can be added or
more text. Hope that helps.