Shoutbox

Hey everyone, hope someone has the answer I've been searching after for months.
I got a new computer and installed Vista on it, then Windows Live 8.5. My main issue is that when I write or draw using the handwriting and press undo or Ctrl Z, the entire doodle disappears. It comes back when I click out and back into the window, but that's quite annoying. I've also installed Messenger Plus but the issue is still there.
I'd blame it on Vista, but I also have Vista installed on my laptop and the handwriting works fine there. Any suggestions on what I could do?
Oh, I now have Windows Live Beta, but the problem is still here.

My other question is about the backgrounds in the message screens. Is there something I'm missing regarding the background transparency? Everytime I change my background, it's still so visible that I can never read anyone's text. Is there any way to make it so the background image will be lighter without having to edit it myself?

Thanks for any help, and have a Merry Christmas. =D