https://bugs.winehq.org/show_bug.cgi?id=24061
--- Comment #12 from curaga@operamail.com --- There's no specific sequence needed, it happens on all DnD. What you described is one way. It also happens in the battle viewer when shooting missiles - they leave trails.
It may take a while before I can test current Wine. I'm still on 1.3.0, and the issue still happens.