When it comes to wacky, you can't do much better than Paul Lynde. And he really out did himself in 1976 with this television special. It's one of those shows you just have to see to believe. The plot, if you can call it that, finds Paul on Halloween night with his maid (Margaret Hamilton) contemplating the holiday and how much it irks him. He discovers on this, of all nights, that his maid is actually a witch when she takes him to her sister's (Witchiepoo from H.R. Pufnstuf) castle. He promises to keep quiet about it if they grant him three wishes. This leads to sketches of Paul as a trucker, and a sheik. The last wish takes them to a disco, where Paul meets the band Kiss.
This series is wrong on so many levels, but reaches the heights of wrongness in the clip above featuring the whole cast (which also includes Roz "Pinky Tuscadero" Kelly, Betty White, Tim Conway, Billy Barty and Donny and Marie Osmond) dancing to Disco Baby (to the tune of Disco Lady). The clip was uploaded by frenchjr25. The special is now available on DVD and I highly recommend it for the wonderful train wreck it is.
Obscurity factor: 6 (on DVD, known in some circles as a camp classic, largely unknown by the general public)