Aired in 1988, and broadcast just once, Pee Wee Herman's Christmas Special is perhaps one of the most silliest and truly oddest TV specials dealing with the holiday. This prime time show, based on his then Saturday morning show, has Pee Wee preparing for Santa and everything that goes with the annual holiday. But it becomes ridiculous from the start and you really don't have time to think as cameos from the likes of Magic Johnson, Grace Jones, k.d. lang, Little Richard, Oprah Winfrey, Diana Shore, Whoopi Goldberg play along with regular Playhouse cast, including future stars Laurence Fishburne and S. Epatha Merkerson. Then add Joan Rivers, Charo, Frankie Avalon and Annette Funicello, The Del Rubio Triplets, and Zsa Zsa Gabor and you got one of the gayest, campest and most brillaint holiday special ever.
I love this special and watch it every year.