You don't need to rotate! If you make custom skin without all the borders it fits just fine. My ugly hack has still a bit of unused space between the screen and writing area. Also there is now quite a lot of empty space on the right. One could use that for graffiti cheatsheet or for virtual keyboard pop-up button if writing graffitis would be too much for some.

Here is picture with the ugly skin without borders:

Here you can compare and see how high the virtual keyboard pops up:


Now binding right-click menu to menu-bar would make it half usable. And adding keyboard-popup for some of the pose dialogs would make it better.

BTW: pose is packaged is Debian, so you don't need to repackage it. just add "deb-src http://ftp.fi.debian.org/debian etch main contrib non-free" to /etc/apt/sources.list in scrachbox and run "apt-get -b source fluid pose". Only compilation issues are with fltk: it won't compile straight away, I think you need to modify builddeps first.