David Letterman welcomed legendary musician Paul Shaffer onto his talk show, and their conversation was filled with interesting tidbits about music, celebrities, and behind-the-scenes stories. As the bandleader for the show, Shaffer is known for his incredible talent and ability to select the perfect music to complement each guest.

One of the highlights of the show is when Shaffer plays subtly appropriate music for the guests as they come on stage. For example, when Kevin Bacon‘s wife, who stars in “The Closer,” was introduced, Shaffer played “The Closer I Get to You.” It’s these small jokes and puns that make the show even more enjoyable for both the audience and the guests.

But not all guests are aware of the musical choices made for them. When Britney Spears made a surprise appearance on the show, Shaffer wanted to play Bob Hope‘s theme song, “Thanks for the Memories,” as a nod to her “dropping in” just as Hope used to on “The Johnny Carson Show.” However, Spears had no idea who Bob Hope was, as she was focused on her rigorous schedule of studying and performing during her early years.

Shaffer also shared a memorable experience he had with Bob Dylan at the Rock and Roll Hall of Fame induction ceremony. Shaffer and his band, who have been the house band for the event for over 25 years, were on stage with Dylan, Mick Jagger, Jeff Beck, and other music legends. During their performance of “Like a Rolling Stone,” Shaffer tried to indicate to Dylan that it was time to come back into the song, but Dylan didn’t catch on. Shaffer had to step out and ask Dylan directly, “How does it feel?” to lead him back into the jam. It was a unique and thrilling moment that showcased Shaffer’s quick thinking and Dylan’s ability to adapt.

Overall, the conversation between Shaffer and Letterman was entertaining and filled with fascinating anecdotes. Shaffer’s talent for selecting music and his experiences with various celebrities make him a standout on the show. With his infectious enthusiasm and musical expertise, Shaffer keeps audiences coming back night after night to “The David Letterman Show.”