I understand and know full well how these things can be frustrating. I get these 'glitches' from timer to time, e.g. trying to send a comment of perhaps 142 characters when the message comes up "you cannot excede 1000 characters". So then I go to the message facility and try there, just to be told not to excedde 5000 characters.
Then I have to request the person's email address to get round the problem. This is why I send comments in colourful banners.
I've no idea why an image will not be absorbed on the comments box. The place to click on this box's top bar is the second icon from the left. When you hover over it, it shows "image". I'd really love to see the image you have.