* AccidentalInnuendo: In the ChristmasEpisode in the second season, there's [[ItMakesSenseInContext this line]] that Agnes says to Maddie. Even Maddie looks a bit surprised:
--> '''Agnes''': There was no one I'd rather have children with than you.
* HilariousInHindsight: Bruce Willis playing David and Maddie's baby, after ''LookWhosTalking''.
* MomentOfAwesome: The "We're looking for a man with a mole on his nose" scene with David, Maddie and a security guard in "The Murder's In The Mail."
* JumpingTheShark: This was one of the earliest instances of writers getting the couple together, but [[ShippingBedDeath having no idea how to write them as a couple]] and still keep their chemistry. The show foundered and tanked shortly thereafter. Also a contributing factor: various timing problems prevented Willis and Sheppard from being on set at the same time for a year.
** The ratings had been sliding long before Maddie and David had sex. It was more of an AuthorsSavingThrow that didn't pay off. Thanks to ''Moonlighting,'' though, the writers of every subsequent show have decided that they need to invent increasingly ridiculous obstacles to their leads getting together.
* RelationshipWritingFumble: What caused the show to [[JumpingTheShark jump the shark]].
* RetroactiveRecognition: The second episode of the first series begins with the entrance of a contract killer portrayed by Tim Robbins (the guy from TheShawshankRedemption).
** The sixth episode of the fourth season has the ABC executives trying to recast Addison, with a long lineup of actors with varying resemblances to Bruce Willis, including Jerry Doyle[[note]]Often considered a PoorMansSubstitute for Bruce Willis[[/note]], who would later play Security Chief Micheal Garibaldi on ''{{Series/Babylon 5}}''.
%%* {{Shipping}}
* ShippingBedDeath: Dave and Maddie are often considered the TropeCodifier with their hooking up at the end of the third season, to the point where this is sometimes called "Moonlighting Syndrome", with popular opinion being that people stopped watching after Dave and Maddie finally consummated, since there was no longer any reason for people to tune in to see if they would. However, the show didn't really suffer from the leads getting together, it suffered from the leads not being in the same room for about a year afterward. There was no point at which they were together as a couple at all. Willis was busy filming ''Film/DieHard'', and Shepherd was pregnant, which affected their schedules with the series.