I like another one about Skype - in the exit confirmation window there is an option "Don't ask again". In any other application it means "Don't show the exit confirmation window again". But not in the Skype!! In the Skype it just removes the label "Don't ask again" from the confirmation window :)
I only used Skype once for a job interview. I decided to uninstall it. Yikes! It wanted me to search their FAQ before I could uninstall it. Then if I didn't find my answer, it wanted me to go even further. I cancelled out and on the 2nd try to uninstall it, it was finally gone.