As well as being a masterful solo artist, Tony Bennet was ever the consummate collaborator. Throughout his seven-decade career, the singer, <a href="https://www.thenationalnews.com/arts-culture/music-stage/2023/07/21/singer-tony-bennett-has-died-aged-96/" target="_blank">who died aged 96 on Friday</a>, made a point of sharing the stage and recording booth with younger artists. Sometimes these songs served to expose them to a new fan base, other times they were revelatory in showcasing their unheralded jazz vocals. Here are five times when Bennett sang duets with younger artists. The second single from Bennet's 2011<i> Duets II</i> album, the song was released two months after Winehouse's tragic death. The soulful track finds Winehouse in fine form with Bennett giving her space to remind the public of her singular talent. “What I love about Amy Winehouse is that, of all the singers since the Beatles, you automatically check everyone out who’s a lot younger, but there’s been such a big walk away from jazz,” Bennett told <i>Entertainment Weekly</i>. “Some people think that anyone could sing jazz, but they can’t. “It’s a gift of learning how to syncopate but it’s also a spirit that you’re either born with or you’re not. And Amy was born with that spirit.” Tony Bennett and Lady Gaga in the studio could have sounded like a horrible idea instead of a popular double act. That's because, with Bennett by her side, Gaga finally had the chance to showcase her dynamism as a jazz vocalist. First performed live as the opening number on the 2011 television special <i>A Very Gaga Thanksgiving</i>, the song sowed the seeds for their 2021 collaborative album <i>Love for Sale.</i> When Bennett calls, you drop everything. This is what Christina Aguilera reportedly did by momentarily stepping away from promotional duties for album <i>Lotus</i>, to record the Irving Berlin standard <i>Steppin’ Out With My Baby</i> for Bennett’s 2012 album <i>Viva Duets.</i> This collaboration was bound to happen, and it is as smooth as it sounds. Bennett tapped his potential heir apparent to record this Duke Ellington jazz standard in 2012. Full of brass and brio, you can almost imagine the duo winking at each other while trading verses. Bennett takes RnB singer John Legend slightly out of his comfort zone in <i>Sing, You Sinners</i>, a popular tune from the 1930 Bring Crosby comedy film <i>Honey</i>. Both do a swinging job amid the big horns and strings. The track could also serve as a decent audition track for stage producers should Legend decides to hit Broadway.