When something is good, or went well as in "it all went Skippy" or "well that's Skippy" it was a term that was coined in the late 90's in areas of North Western America.
A list of things you're not allowed to do. Popularized by a website made by a military personnel listing all the things he was no longer allowed to do in the military.
The first rule on Fight Club's skippy list is "you're not allowed to talk about Fight Club".