During a recent episode of Conan O'Brien's talk show, the host sat down for a captivating interview with none other than the talented musician, Ed Sheeran. The conversation was nothing short of exhilarating as both celebrities engaged in a lively discussion that left viewers wanting more.

O'Brien wasted no time delving into an intriguing topic – his least favorite guest on the show. With honesty in his voice, he revealed that in the early days of his talk show, he had the pleasure (or rather, the displeasure) of hosting the renowned singer and actress, Eartha Kitt. Although Kitt is known for her iconic role as Catwoman in the 1960s Batman, her presence proved to be quite challenging for the young and inexperienced host.

O'Brien reminisced about the difficulties he faced while attempting to conduct a smooth interview with Kitt. He recalled asking her about her past relationship with James Dean, only to be met with disdainful responses questioning his motives. As a new host, O'Brien relied heavily on prepared statements rather than formulating engaging questions, ultimately leading to a less-than-stellar interview. Despite placing the blame on himself, O'Brien jokingly dubbed Kitt as his least favorite guest.

The conversation took an interesting turn as O'Brien described another type of guest he found challenging to interview – those who lacked life experience and seemed entitled. According to O'Brien, these individuals were often young actors or actresses who had grown up in a sheltered environment, designed specifically for them to become media stars. This lack of perspective made it difficult for O'Brien to engage in meaningful conversations with them.

To illustrate his point, O'Brien recounted an encounter with an actor who casually mentioned receiving a Porsche for their 16th birthday, only to complain that it was the wrong color. The entitlement and lack of relatability from such individuals frustrated O'Brien and left him feeling disconnected from their experiences.

However, not all guests left O'Brien feeling underwhelmed. He expressed genuine excitement about having comedian Norm MacDonald on the show, emphasizing MacDonald's ability to bring something different to the table. O'Brien praised MacDonald's humor and recounted a memorable appearance by musician Will Ferrell, who delighted the audience by bringing a live bird onto the set.

O'Brien highlighted Ferrell's commitment to the moment, refusing to discuss the bird and instead allowing it to become a significant part of the interview. Such unexpected surprises were the ones that O'Brien cherished, as they turned the entire interview upside down and added a fresh twist to the conversation.

In conclusion, O'Brien's interview with Ed Sheeran on his talk show provided an insightful and engaging conversation, full of amusing anecdotes and behind-the-scenes stories. This particular episode offered a glimpse into the challenges of hosting a talk show and the importance of captivating guests who bring unique perspectives and surprises to the table.