* EarWorm: How you livin'? "[[GreekChorus WHAT?]]" How you livin'? "[[NoIndoorVoice WHAT?]]" How you livin'? "'''[[http://www.youtube.com/watch?v=ataHNEclz44 In Living Color.]]'''"
* HarsherInHindsight: [[http://youtu.be/EEnefkpRfHE This Fire Marshall Bill]] skit had a part where it's implied that Fire Marshal Bill and an Arab man bombed the World Trade Center, just to prove that it wasn't structurally sound. Yes, it was referring to when the World Trade Center was first bombed in 1993, but now the joke is in worse taste due to the infamous second attack on the towers a mere eight years later in 2001.
** Seeing Keenan portraying [[Series/SoulTrain Don Cornelius]] collapsing and ''dying'' at the end of the spoof of the series called "Old Train" is now this given Cornelius' 2012 suicide.
* HilariousInHindsight: Jamie Foxx had plenty of opportunities to impersonate Ray Charles, especially since this was the time when Charles was promoting Diet Pepsi. Foxx would later ''win an Oscar'' for doing the same thing, albeit in [[Film/{{Ray}} more dramatic fare]].
** Jamie Foxx also impersonated Garrett Morris (''SaturdayNightLive'''s first token black cast member from the show's first five years) in a fake American Express commercial featuring ChrisRock (played by Shawn Wayans) -- a couple years before Foxx would appear with GarrettMorris on the WB sitcom ''The Jamie Foxx Show''.
** In the MC Hammer-skewering sketch "Too Sold Out to Quit", the joke of Hammer selling out to make himself wealthy ("The rules of being legit/Make a ton of money and then you can quit!") becomes this trope when Hammer ended up more than $10 million in debt the next year.
-->''Fame, it don't last long/Look at Vanilla Ice, he is gone!''
** There was a sketch called ''East HollywoodSquares'', an urban-ized take on the famous game show. In 2013, MTV 2 debuted ''Hip-Hop Squares''...an urban-ized take on the famous game show.
** The Music/MilliVanilli [[https://www.youtube.com/watch?v=ukQg_867SiQ sketch]] (featuring a "Milli Vanilli Do It Yourself Kit") is a typically harsh TakeThat at the infamous duo, and ends with the line ''"So call now, because we are almost out of style!"'' Sure enough, it wouldn't even be half a year before the lip-sync scandal ignited, [[DeaderThanDisco putting them out of style permanently.]]
** To quote Jim Carrey's take on Vanilla Ice, "What's your real name? / Robert Van Winkle / Why'd you change it? / Nothing rhymes with Winkle". Except possibly the name of the main villain from [[Film/AceVentura Carrey's breakthrough into movie stardom]] several years later.
** The ''Series/StarTrek'' [[http://www.youtube.com/watch?v=ZT5YRaulTzk sketch]] featured [[Creator/GeorgeTakei Sulu]] complaining about how Captain Kirk gets all the girls and he gets none, ending with his enthusiasm at the prospect of getting some. [[CampGay Ohhh myyyyy...]]
** The recurring character named [[Series/TheWalkingDead T-Dog]] Jenkins.
* JumpedTheShark: See SeasonalRot below
* NightmareFuel, PyroManiac, BodyHorror, TooKinkyToTorture, and StuffBlowingUp: Every Fire Marshal Bill sketch has these tropes in abundance.
* RetroactiveRecognition
** For those who don't know already, there was a time when JimCarrey (who was credited as his real name "James Carrey" for most of his tenure) was the crazy white guy on ''In Living Color'' -- and that Jamie Foxx was on this show from season three to the end.
** Shawn Wayans initially got his start on the show not as an actor, but as the show's DJ, DJ [=SW1=].
** Marlon Wayans was also on this show as a feature player, but only for season three.
* SeasonalRot: Season Four, when the Wayans siblings (Keenan-Ivory, Damon, Kim, Shawn, and Marlon) were kicked off the show following many disputes over censorship, and again in Season Five when Jim Carrey was rarely seen due to his budding movie career. While season four is still considered okay to watch, despite the behind-the-scenes troubles, season five wasn't as well-liked, due to Jim Carrey's absence and the hiring of several new cast members that the audience didn't like.