Conan O’Brien and Chris Fleming’s Unfiltered Conversation Conan O’Brien began by expressing surprise, joking that he had mistaken the interview for a conversation with the late illusionist Doug Henning, whom he had attended the funeral of. Chris Fleming responded by quipping that the magazine’s usual content—such as Alexander Skarsgård interviewed by Judge Judy or Fiona Apple by the Tinder Swindler—was far less coherent than their exchange. O’Brien admitted his admiration for Fleming, calling him a “ridiculous figure” and lamenting that he still wished he were speaking to Henning. Fleming recalled their last encounter, when O’Brien had catcalled him at a stoplight, and joked about O’Brien’s vanity plate reading “Redheads have more fun.” O’Brien revealed his illegal, longest license plate in Los Angeles, while Fleming noted O’Brien’s scholarly appearance in glasses, comparing him to Sissy Spacek in Carrie when the glasses were removed. Fleming mentioned his current location in Northampton, a town he described as more vegan than their shared hometowns, and joked that if the Salem Witchcraft trial judges had seen the area, they’d be “pissed.” O’Brien humorously claimed that during their Zoom call, a bear had recognized Fleming, to which Fleming replied that he had spotted a porcupine in Massachusetts. O’Brien added that turkeys in Boston were also a real thing, referencing Fleming’s earlier comment. Fleming recounted seeing O’Brien at an event where he had resisted the urge to mention The Moody Blues or Zydeco while interacting with Charli XCX, whom O’Brien claimed he had “drilled down on” to confirm Charli XCX had not wanted to be near him.#conan_obrien #chris_fleming #alexander_skarsgrd #judge_judy #fiona_apple