The show often contains dialog that "breaks the fourth wall" or lets the audience believe they know it's a TV show. At the end of episode "Squid Pro Quo", Denny ends the episode by saying, "I can't wait until next week." Alan Shore also notes that the show used to be on Mondays, and one time mentioned to Denny that "I've hardly seen you this episode." Melissa, Alan's assistant, once warns him against falling for a woman, citing, "She's only a guest-star". There is even a case where television programs are discussed. Mentioning that : "The only decent show is Boston..., oh, I can't say that. I'll break the fourth wall". While looking in the camera.
Nearly all episodes (except "Spring Fever" and several others in the first season) end with Denny and Alan sitting in the balcony, having a drink and smoking a cigar and discussing the events in the episode.
David E. Kelley gave away the rights to the American adaptation of Life on Mars after making a failed pilot in exchange for a final season of this show, with the minimum of episodes necessary for Boston Legal to achieve syndication.
In one episode Catherine Piper (Betty White) delivers cookies to a staff briefing and says to Paul Lewiston (Rene Auberjonois) "My what an interesting face." This is likely a nod to Auberjonois' role on Star Trek: Deep Space Nine (1993) as Constable Odo; a shapeshifter who was never completely able to copy a human face and thus always had a unique flat-looking face.
The series was initially advertised as being titled "Fleet Street". These advertisements were seen during commercial breaks for "The Practice" which had several episodes that acted as a sort of pilot for the new series.
At the end of season two Denny Crane has shot 4 people.(1) The man who threatened to kill Alan, because he helped his ex-wife not to have their children kidnapped by him,(2) the rapist, who killed a girl,(3) the homeless man, who threw a rock at him and (4) his therapist. Actually He shot his therapist twice, once in a session when he threatened to kill him and once in the courtroom when he was again threatening to kill him.