Problem description: Some winks not found it 
Error code/error message:
What has been tried so far: reinstall wlm 2009 - repatch
Messenger version: 2009
Windows version: 11
these are custom ones i guess
Implying you have a Windows Live\Messenger\winks.mct file, using a Messenger Content installer on the file should restore all default winks to your WLM’09 install. Same for the other default content packages (other *.mct files), if you happen to be missing content from those.