The Academy Awards ceremony has, after many, many decades, become an event we both eagerly await and woefully dread. The latter emotions come from the overwrought parade of celebratory adulation for the Hollywood system, an annual ritual that regularly surpasses the three-hour mark. It doesn’t help that in between the awards and tributes to cinematic history are often awkwardly placed musical numbers that seem to make the night drag on even longer. Looking back at the last 25 years, there have been some awesomely atrocious performances in Oscar history. We’ve narrowed down these many missteps and present ten of the most memorable.
Rob Lowe sings with Snow White
This is perhaps the most infamously awful musical montage: the opening number from the 1989 ceremony, featuring Disney’s first animated princess cavorting with Hollywood luminaries like Merv Griffin, Doris Day, Cyd Charisse, and Rob Lowe (fresh off a sex-tape scandal), is completely hands-down bat-shit crazy.