Tony Bennett, the legendary American singer, has passed away at the age of 96. He was a 20-time Grammy winner and known for his iconic voice. One of his notable appearances was in a Season Two episode of The Simpsons titled "Dancing Homer," where he played himself and sang a serenade for the show's characters. This marked the beginning of a trend in the series to feature celebrity guest stars playing themselves. Tony Bennett's contribution to The Simpsons paved the way for future celebrity appearances on the show.

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