Britney Spears is one of a handful of stars who pulled SNL double duty and served as host and musical guest on the same episode (she did it in both 2000 and 2002). Remember: this wasn't the blank Britney of the post-2006 Spears era; it was the razor-sharp Brit who'd done time in the Mickey Mouse Club and had an excellent sense of comedic timing. "I'll be back, I'm just going to go down in the sewer," she announced as she followed Woodrow (Tracy Morgan) into a manhole in 2000. In 2002, she appeared alongside Ana Gasteyer and Maya Rudolph in their hilarious Destiny's Child spoof Gemini's Twin. Here, she gets between horny Boston kids Jimmy Fallon and Rachel Dratch as Sully and Denise learn about our nation's history in her first turn on the show.