Late Show with David Letterman Season 6 Episode 75 James Woods, David Brenner, Cast of But Boy Could He Sing

James Woods, David Brenner, and the cast of "But Boy Could He Sing" join David Letterman on the 75th episode of season 6 of the Late Show. Woods, known for his dramatic roles in films such as "Salvador" and "Videodrome," sits down with Letterman to discuss his latest project, the NBC made-for-TV movie "Promise," in which he plays a man with developmental disabilities fighting for his right to live in the community. Woods also touches on his activism outside of acting, particularly his campaign to support U.S. troops and their families.

Comedian David Brenner takes a seat next to Letterman to share some hilarious anecdotes from his long career in stand-up comedy. Brenner, who has made over 150 appearances on the Tonight Show, talks about his process for writing material and what it takes to keep audiences laughing night after night.

The cast of "But Boy Could He Sing," a tribute show to the music of the 1950s and '60s, takes the stage for a rousing performance. The group, featuring six male singers and a live band, performs hits like "Great Balls of Fire" and "Blue Suede Shoes," complete with choreography and costume changes. The cast also discusses their love for the era's music and what it takes to put on a successful tribute show.

Throughout the episode, Letterman mixes his signature irreverent humor with genuine curiosity and appreciation for his guests. He and Woods delve into the serious issues at the heart of "Promise," while Brenner and Letterman trade quips about aging and the New York City comedy scene. The cast of "But Boy Could He Sing" brings an infectious energy and enthusiasm to the Late Show stage, reminding viewers of the timeless appeal of classic rock 'n' roll.

Season 6 of the Late Show with David Letterman aired from September 1998 to June 1999 on CBS. With over 400 episodes, the show featured a wide range of celebrity guests, musical acts, and comedic segments. Known for its laid-back vibe and offbeat humor, the Late Show attracted a devoted following and set the standard for late night talk shows for years to come.