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2. Ashlee Simpson

Nineties pop star Jessica Simpson’s younger sister almost stole the spotlight for a moment there back in 2004, when she had her own hit single and reality show, but that ended abruptly when Ashlee was asked to perform on SNL. While people should pretty much stop expecting pop singers to actually sing when they perform, it still causes outrage when they’re super obvious about it.

Simpson came out on stage to perform her hit “Pieces of Me,” and her vocals started singing but her mouth didn’t. She proceeded to become very embarrassed, do a weird little jig, and run offstage while SNL had to cut to commercial. She then accused her band of playing the wrong song during the show’s closing credits. This might go down in history as the all-time worst SNL musical performance. Even worse for Simpson, this is probably what she’ll always be best known for.

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