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In the last 10 years of his life, he had a comeback due to his collaborations with Lady Gaga.
When you think of unlikely friendships in Hollywood, Lady Gaga and Tony Bennett might be towards the top of the list.
The two were 59 years apart and originally seemed like polar opposites: Bennett was a venerated jazz singer for decades, originally beginning his career in the '50s, while Gaga was, at the time their friendship began, best known for her dance-pop anthems, her wild fashion and wigs, and her outsized stage persona.
But when the two collaborated for a duet in 2011, it became a match made in musical heaven. "She's actually a very authentic jazz singer," he told NPR's "Weekend Edition" in 2014, while speaking about their jazz album "Cheek to Cheek."
The two developed a close friendship that lasted the rest of his life. Gaga was on hand for Bennett's final performance in 2021, and she later revealed how emotional she was when Bennett remembered her name for the first time "in a long time."
Keep scrolling to look back at Bennett and Gaga's sweet friendship.
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Lady Gaga and Tony Bennett's unlikely friendship began when they collaborated on a duet of "The Lady Is a Tramp" for Bennett's 2011 album "Duets II."
Lady Gaga and Tony Bennett attend the Grammy Awards on February 12, 2012.Kevin Mazur/WireImage/Getty Images
"I just love what she did on this album. She's up there with Ella Fitzgerald, who was the greatest singer in the world," Bennett said at the time.
Lady Gaga and Tony Bennett make surprise appearance at Frank Sinatra School of the Arts on June 16, 2014.Kevin Mazur/WireImage/Getty Images
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Clearly, he was speaking from experience — she serenaded him at a 2014 concert in New York City.
Lady Gaga sings to Tony Bennett during her concert at Roseland Ballroom on April 6, 2014.Theo Wargo/Getty Images
After the success of their first duet, Bennett and Gaga decided to record an entire album together.
Tony Bennett and Lady Gaga attend a press conference about the album "Cheek to Cheek" on September 22, 2014.Mark Renders/Getty Images
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This resulted in their 2014 album, "Cheek to Cheek." It won best traditional pop vocal album at the 2015 Grammys, and it was released to widespread critical acclaim.
Singers Lady Gaga and Tony Bennett pose in the press room during the Grammy Awards on February 8, 2015.Frazer Harrison/Getty Images
They embarked on a tour together, as well.
Tony Bennett and Lady Gaga perform on December 17, 2014.Douglas Gorenstein/NBCU Photo Bank/Getty Images
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At the time, Gaga credited Bennett with saving her life. "Six months ago I didn't even want to sing anymore," she told Parade in 2014. "The other day, Tony said, 'I've never once in my career not wanted to do this.' It stung. Six months ago I didn't feel that way. I tell Tony every day that he saved my life."
Lady Gaga and Tony Bennett pose during their red carpet arrival for the 2015 MusiCares Person of the Year annual benefit on February 5, 2015.FREDERIC J. BROWN/AFP/Getty Images
Their friendship continued to grow in the years after their first album and tour.
Lady Gaga and Tony Bennett in concert with the "Cheek to Cheek" tour on July 15, 2015.Marco Piraccini/Mondadori Portfolio/Getty Images
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After Bennett revealed his Alzheimer's diagnosis in February 2021, he and Gaga performed together for a final time in a special called "One Last Time" in August 2021.
Tony Bennett and Lady Gaga perform in 2021.Kevin Mazur/Getty Images for ViacomCBS
They released a second album in September 2021, "Love for Sale." Just a few weeks later, they were nominated for another six Grammys.
Lady Gaga and Tony Bennett perform together in 2021.Kevin Mazur/Getty Images
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"Tony is one of my most favorite people on the whole planet and I love him with all my heart. I love his family with all my heart," Gaga said after the nominations. "I can't tell you how much I learned from him and what it's like to sing with a legend for so many years."
Tony Bennett and Lady Gaga perform live at Radio City Music Hall on August 5, 2021, in New York City. "Kevin Mazur/Getty Images for LN
Bennett died on July 21, 2023. He was 96 years old. One of his last Instagram posts was a video of him and Gaga performing together.
Tony Bennett and Lady Gaga perform during the 2015 New Orleans Jazz and Heritage Festival.Ebet Roberts/Redferns/Getty Images