Iconic for all the wrong reasons.
Lindsay Lohan
Year: 2004
Venue: Good Morning America
Was the performance televised? Yes.
Most obviously lip-synced moment? When she forgets to start singing at 2:13.
This maybe should've been our first cue that Lindsay Lohan wasn't going to go on to become an Oscar-winning actress? It's bad enough that she flubbed a cue but, honestly, she wasn't even trying to sell the performance before that happened.
Hilary Duff
Year: 2004
Venue: MTV's New Year's Eve Live special
Was the performance televised? Yes.
Most obviously lip-synced moment? The glitchy "backing track" at 0:44.
What's worse than a flubbed cue? How about a vocal track that skips. To her eternal credit, Hilary pretended nothing was going wrong and powered through until the end of the song, but that doesn't make the clip any easier to watch.
Britney Spears
Year: 2007
Venue: MTV's Video Music Awards
Was the performance televised? Yes.
Most obviously lip-synced moment? ... all of them?
Grass is green. Sky is blue. Britney Spears doesn't sing live. These are just facts. But Britney fans didn't mind until she stopped doing choreography. The issue with this now iconic-for-all-the-wrong-reasons performance wasn't that she didn't sing, it's that she didn't sing or dance.
Katy Perry
Year: 2013
Venue: NRJ Music Awards
Was the performance televised? Yes.
Most obviously lip-synced moment? When she shows up on stage, late, with her microphone by her side at 1:03.
By the time Katy Perry started singing live, the damage was already done. The show's host had already stopped the show and asked her to start again because there were some "technical" issues, aka the song started playing before she hit the stage. Whether Katy missed her cue or the show producers screwed up, this is a particularly cringeworthy moment in lip-sync history.
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