In the 1978 comedy film Rabbit Test it featured a brief scene where Peter Marshall on TV gives a testimonial that all of the nine stars from Hollywood Squares are missing in action (or M.I.A for short) as Marshall breaks down in tears.
In the 1979 comedy-drama film Being There when Chauncey Gardiner (played by Peter Sellers) starts to pack his suitcase, a brief clip of the late Paul Lynde on Hollywood Squares can be seen on TV.
An October 1987 cover issue of Cracked magazine spoofed Hollywood Squares as Hollywood's Biggest Squares.
In the 1988 Christmas Special of Pee Wee's Playhouse, the gang sees the late Joan Rivers on Hollywood Squares (1986 version). Joan wishes Pee Wee and his friends Happy Holidays and shows off her Merry Christmas sweater.
In the 1991 episode of Tiny Toon Adventures called "Acme Cable TV", an animated parody of Hollywood Squares called Toonywood Squares is one of the programs for the cable network. The panelists for the show were: Buster Bunny, Hamton J. Pig, Furrball, Dizzy Devil, Shirley The Loon, Gogo Dodo, Plucky Duck, Byron Basset & Babs Bunny as the "Center Square" with Montana Max (Mr. X) and Elmyra Duff (Miss Circle) as contestants while the host was Blink Winkleman (voiced by Rob Paulsen). Later in 1992, Toonywood Squares has been briefly referenced once again in the episode "Two-Tone Town" due to Buster's fear of the show getting cancelled which results him and Babs becoming "has-beens" by ending up making frequent appearances on the show.
A 1996 computer game called The Muppet CDROM: Muppets Inside (produced by Starwave) featuring one of the mini-games as a spoof of Hollywood Squares with Kermit the Frog as host while the other muppets played as the contestants.
In the 1997 episode of Animaniacs, Squares has been briefly referenced and spoofed in a segment of the show called Acquaintances (parody of the NBC sitcom Friends) where Wakko Warner (voiced by Jess Harnell) stands behind his X podium exclaiming "I'll take Lisa Kudrow to Block!"
ADDITIONAL NOTE: This episode actually briefly spoofed The Brady Bunch as The Warner Bunch but with the cast of Acquaintances along with the Warner siblings.
Hollywood Squares has been parodied multiple times on The Simpsons as the Springfield Squares hosted by Kent Brockman (voiced by Harry Shearer).In the 2000 episode of Family Guy called "If I'm Dyin', I'm Lyin'", Hollywood Squares is parodied based on the Bergeron version with LL Cool J, Charles Grodin, Fran Drescher, Scott Bakula, Whoopi Goldberg, Suzanne Sommers, Dennis Rodman & Betty White as the panelists. In the parody, the host asked Jeremy the Terminally-ill boy on the right side of Whoopi Goldberg's center square, "If there is anything lower than absolute zero," to which Jeremy responded, "My white cell count."
ADDITIONAL NOTE: There was a reference to Jeopardy! when Peter and Chris pass a collection of television monitors; one of them is seen airing Jeopardy! on ABC, a semi-reference to the short-lived 1990 spinoff called Super Jeopardy!.
In the 2003 episode of King of the Hill called "Vision Quest", where Hank Hill's son Bobby dreams that he's a panda named Bobby Panda appearing as the "center square" on Hollywood Squares. The other panelists who appeared in his dream were: Minnie Driver, Destiny's Child, Carson Daly, Bruce Vilanch, Erik Estrada & Larry Wilcox (from CHiPs), Rob Schneider, Croc Hunter (referencing the late Steve Irwin AKA The Crocodile Hunter) and Al Franken.
Homestar Runner referenced Hollywood Squares twice in the 2003 episode "Email The Show:, where Homestar says: "Pom Pom for the block..." as the term "for the block" refers to preventing one from getting three X's or O's in a row. In a 2005 episode called "Email geddup noise", Homestar refers to the center square" (obviously referring to famous comics who would often sit for long periods at a time).
A 2004 episode of the short-lived VH1 animated series called Camp Chaos Presents VH1 ILL-ustrated parodies Hollywood Squares as Washington Squares.
In episode 4079 of Sesame Street from May 5, 2004. After Telly watches TriangleBob TrianglePants (a parody of SpongeBob SquarePants), the announcer mentions that Hollywood Triangles is coming up next (The title itself is a parody of Hollywood Squares).
A 2005 episode of Kim Possible called "Dimension Twists", most of the main casts winds up on a similar game show to Hollywood Squares.
The internet cartoon Pookie Poo once parodied Hollywood Squares as Hollyweird Squares.
In a 2006 episode of Adult Swim's short-lived animated series Frisky Dingo called "Flowers for Nearl", Xtacles 1, 3 and 4 shout out "HOOLYWOOD SQUARES!" to which Xtacle 2 replied, "THAT'S TOM BERGERON!"
In 2001, TV Guide ranked Hollywood Squares #19 as one of The 50 Greatest Game Shows of All-Time.
In 2003, Hollywood Squares has been mentioned in the hour-long documentary episode of the E! True tory Hollywood Story.
In 2006, Hollywood Squares was briefly mentioned as a topic in the "1971" episode on the VH1 series I Love the '70s: Volume 2.
Square One TV had their own version of Squares called Square One Squares. Difference here is that instead of nine celebrities, they had two players from Square One TV. They were asked math questions and one of them would be telling the truth and the other would answer with a bluff; it was up to the contestants to decide who's telling the truth to capture a square on the board and turn it into his/her color (red or blue). The center square was given for free; that was called a "Wild Square". In the event one of the contestants failed to block, the opponent got a free square of his/her choice (one that doesn't give him/her a win). The first to get three in a row or the person who claimed the most squares when time was up won the game and a Square One sweater. The loser received a Square One sweatshirt.
A Rich Little TV special pilot for a subsequent short-lived 1976 variety series, called The Towering Squares, features a parody of the show where The Hollywood Squares meets the classic 1974 flick The Towering Inferno.
In 1981, SCTV did a parody of Hollywood Squares as a board game commercial called The Hollywood Squares: Home Edition where you can "play Hollywood Squares the way the stars play it", featuring Rick Moranis and Catherine O'Hara as the parents.
The short-lived, late-night sketch comedy show on ABC called Fridays did a parody of Hollywood Squares called The Hollywood Cubes in 1982, hosted by Dr. Erno Rubik.
Saturday Night Live parodied the Squares twice. First in 1989, it was called Die Squaren Ost Berliner (The Square Shape East Berlin) where only four celebrities (Wilma Gutgast, Klaus Gruber-Handelmein, Jodel [half of comedy duo Zimmer und Jodel] and Josef Besselmeier [played by Billy Joel]) made up the panel while the rest of the squares were empty because the celebrities were "Defekten zu den Westen" (Defects to the West). In 1998, during the show's 24th season premiere, the game was played as normal despite the entire board collapsing and severely injuring or killing the panelists.
ADDITIONAL NOTE: Interestingly, the 1989 sketch aired two weeks after the fall of the infamous Berlin Wall in Germany.
In Living Color also had the Square Biz feeling in 1994. They parodied Hollywood Squares as the East Side Hollywood Squares with actors and actresses from the show pretending to be celebrities. Peter Marshall (as himself) hosted the spoof.
Mad TV also parodied Hollywood Squares and did the same thing as In Living Color the actors pretended to be celebrities. The first time it was parodied in 2002, some actor played Tom Bergeron. The second time, Bergeron appeared as himself. The second time it was parodied in 2003, it was called Hollywood Squares Stars of UPN.
ADDITIONAL NOTE: Another episode of Mad TV featuring a Wheel of Fortune skit with celebrity couples referenced Squares when, at one point, a drunk Kenny Rogers declared, "I'll take Whoopi in the center square, Wink!"
The short-lived 2007-08 TBS sketch comedy show Frank TV starring former Mad TV cast member Frank Caliendo does a parody of Hollywood Squares called Caliendo Squares.
A 1998 episode of The Nanny called “Making Whoopie”, Maxwell (played by Charles Shaughnessy who also appeared on the actual show as himself) appeared on the Bergeron version as a celebrity square.
A 2003 episode of the short-lived NBC sitcom Watching Ellie, Ellie Riggs' sister named Susan (played by Lauren Bowles) prefers to go to Hollywood Squares instead of Family Feud.
In 2012, the cast of NBC's Parks and Recreation and GQ magazine joined forces to parody Hollywood Squares as a viral video and on their November 2012 "Men of the Year" issue of the magazine. Hosted by Nick Offerman.
A 2013 episode called "Doraline/Monster Mashville" (spoof of Dora the Explorer and the 2009 animated movie Coraline) of Cartoon Network's short-lived animated sketch comedy series MAD parodied the show as Hollywood Scares where Frankenstein was the host along with two monster contestants tried to answer questions to nine monsters including the late Joan Rivers. Additionally, in the same episode, their was a "5-second Cartoon" segment from the said spoof as well.
Howard Stern parodied Hollywood Squares as The Homeless Howiewood Squares.
In 1985, Sentry Insurance made a parody of Hollywood Squares called Sentry Squares with appearances by celebrity impersonators of Mr. T, Liberace, The Blues Brothers, Peter Falk/Columbo, Joan Rivers, Clara Peller/Where's The Beef? Lady, Slim Pickens, Boy George, and Michael Jackson as the panelists with Dale Ervin as its host.
In the 1989 movie The Wizard, the famous "Lucas Power Glove" scene features a small television playing a clip from the 1986-89 Davidson version featuring Jim J. Bullock.
The 1991 movie Don't Tell Mom the Babysitter's Dead features a scene where a clip for the 1986-89 Davidson version was played on television.
The 1993 movie Freaked has a scene parodying Hollywood Squares as an introduction to one of the other eight freaks named the Worm, Nosey the Nose Man, Cowboy, the Bearded Lady, Sockhead, the Eternal Flame, Rosie the Pinhead, the Hideous Frogman, and a skeletal version of Paul Lynde as the center square in the film. The scene starts with Ortiz: The Dog Boy (Keanu Reeves/Not Credited) asking the question "Who has starred in the film The Exorcist II: The Heretic?" to The Worm (Derek McGrath) for which he replies "Olivia-Newton John" then Ortiz says "Olivia-Newton John. Okay, Ricky, do you agree or disagree?" in which Ricky Coogan (Alex Winter) says, "This is nuts. This is Crazy. Besides, it was Linda Blair."
May 17th 1999
In 2011, Hustler made a porn parody film based on the 1986-89 Davidson version called This Ain't Hollywood Squares XXX: This is a Parody
In the 2017 episode of the TBS (formerly FOX) animated series American Dad called "The Talented Mr. Dingleberry" (a parody title of both the 1955 book and the 1999 film The Talented Mr. Ripley) Hollywood Squares was briefly spoofed where Steve finds Dennis who reassures him that it was Roger who committed the murders by killing the whole entire panel in order to become the center square.
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