The Funniest Political Comedies From the '90s

While this election season seems like the greatest source of political comedy ever, it's got nothing on the '90s. During the original recipe Clinton Era, there were a large number of films that shined a light on the dark humor of politics.

As we gear up for the September 14th premiere of "The Bunker," the season premiere episode of Documentary Now! that takes a look back at the tumultuous 1992 Ohio Governor race, let's flashback to a simpler time when Donald Trump was just a rich guy happy to be in Home Alone 2. It was the time of flannel shirts, Beavis and Butt-head and politicians with their heads up their own butts. Grab some Crystal Pepsi and check out the funniest political comedies of the '90s.

10. My Fellow Americans (1996)

https://youtu.be/eOG4-02ktyg

Legendary actors James Garner and Jack Lemmon play two politically opposite ex-Presidents thrust together in an attempt to prove that the current President (played by Dan Aykroyd) is behind a bribery scandal that Lemmon's Pres. Kramer is being framed for. My Fellow Americans was supposed to star Lemmon and his Grumpy Old Men costar Walter Matthau, who backed out of the project due to health problems. As great a duo as they were, James Garner seemed like the perfect choice for Pres. Douglas -- with his natural Southern charm, his character is like an older Bill Clinton.


9. The Distinguished Gentleman (1992)

https://youtu.be/FTsd3VUAiYg

The Distinguished Gentleman might be the last movie you would shout out if you were ever on Family Feud and "Eddie Murphy movies" was a category, but it's still a fun comedy with Eddie bringing the cool factor that made him a huge star in the '80s. Here Murphy plays a con man who decides to run for a Florida Congressional seat because he shares the same name as the congressman in his district up for re-election who just died of a heart attack. After getting the backing of a Florida seniors organization (the Silver Foxes), Murphy's appropriately named Thomas Jefferson Johnson runs as the "name you know" and ends up winning. He starts out buying into the idea of "playing the game" in order to get paid by lobbyists but eventually ends up changing his con-man ways. Hey, it's a '90s Eddie Murphy comedy. Things tended to work out in Eddie's favor.


8. Black Sheep (1996)

https://www.youtube.com/watch?v=KKN6JJYIWWY

The second buddy road trip comedy starring Chris Farley and David Spade suffers from being compared to the much funnier Tommy Boy, but there are still some hilarious moments here. Farley, in one of his final roles, plays Mike Donnelly, a well-meaning but goofy mess who manages to repeatedly muck up his brother's campaign for Governor. Casting Tim Matheson, of Animal House fame, as the smarter and handsomer brother was a great choice and Farley and Spade get into plenty of shenanigans including encountering Gary Busey as a crazed Vietnam Vet. The scene where Farley takes the stage at a "Rock the Vote" concert will have you snorting Crystal Pepsi out of your nose.


7. The American President (1995)

https://youtu.be/Tc43gicrg0I

Before he created The West Wing, Aaron Sorkin honed his presidential speech writing skills with the screenplay for The American President, a romantic comedy where Michael Douglas' single Prez romances Annette Bening's plucky environmental lobbyist. Directed by rom-com master Rob Reiner, the movie is loaded with sweet and funny moments, like when Pres. Shepherd (Douglas) calls Sydney (Bening) to ask her out the first time and she hangs up thinking it's a prank call. We even get a sneak peek of President Bartlett, as Martin Sheen turns up as Shepherd's no-nonsense his Chief-of-Staff. Sorkin claims he wrote the screenplay during a time when he smoked a crack. If that's the case, every screenwriter should be give that method a try.


6. Wag the Dog (1997)

https://www.youtube.com/watch?v=bjerGldHsD8

Before Dustin Hoffman joined Robert De Niro's "circle of trust" in Meet the Fockers, the legendary actors co-starred in the David Mamet-scripted dark comedy Wag the Dog. You can't capture the era of '90s politics better than a film dealing with the cover-up of a Presidential sex scandal. Oddly, the movie actually came out before Monica Lewinsky and her dress entered the minds of Americans. Today, the plot of Wag the Dog might be an episode of Scandal, but if you look back to 1997, it was a biting political satire of what goes on behind-the-scenes of power and politics. De Niro plays D.C. spin-doctor Conrad Bean, who hires a Hollywood producer to stage a fake war in Albania as a distraction to help insure the President's re-election. In a stellar cast that also includes Anne Heche and Woody Harrelson as a psychotic ex-soldier turned war hero, Hoffman stands out as a Hollywood bigwig who has a strong resemblance to Godfather producer Robert Evans. (Look for Bill Hader's take on Evans in the new season of Documentary Now!.)


5. Bulworth (1998)

https://www.youtube.com/watch?v=Id0cqNWZ50Y

Warren Beatty was born with the looks of a guy who should run for Senate, and in Bulworth he plays a veteran senator who has lost his way and hires a hit man to kill him. Faced with his impending death, Senator Bulworth has an almost religious conversion to honesty and starts railing against the corruption of corporate money in politics. (We imagine Bernie Sanders has this one in his Netflix queue.) Like a lot of '90s movies comedies, there is a gimmicky scene where Bulworth raps during a speech. Still, the film is so sharply written, the scene is both hilarious and a prescient look at the way white establishment types would go on to co-opt hip-hop culture.


4. Bob Roberts (1992)

https://youtu.be/Z9agItiMEEk

If you love a good mockumentary with conservative folk songs (who doesn't?), Bob Roberts is the movie for you. Tim Robbins wrote, directed and starred in this underrated comedy, which was inspired by a SNL sketch he had appeared in a few years earlier. Bob Roberts is a folk-singing, conservative self-made millionaire running for Congress in Pennsylvania who appears to be 100% All-American. Robbins is great at using his wholesome grin to mask the fact that his character is a drug smuggling tyrant with fits of rage. Look for everyone from Alan Rickman as Roberts' campaign manager to a young Jack Black (see above) as a scarily enthusiastic fan.


3. Dick (1999)

https://youtu.be/N9aMKZe27go

Before the Watergate scandal informant was revealed, there were plenty of theories over the years as to who "Deep Throat" really was. The 1999 comedy Dick posits a possible alternate history of Nixon's downfall as it follows two adorably upbeat and politically clueless teenage girls (energetically played by Kirsten Dunst and Michelle Williams) who randomly become "Tricky" Dick's dog walkers after ending up meeting him on a White House field trip. Over the course of the rollicking disco-fied comedy the girls come in contact with every player in the infamous White House scandal, including a hilarious Woodward and Bernstein, played by Will Ferrell and Bruce McCulloch of Kids in the Hall fame. (The duo's '70s hair alone is worth watching for.) Dan Hedaya is perfectly cast as Nixon, showcasing a softer side of the infamous president after he unwittingly eats some pot cookies. An underrated comedy, Dick is a blast of '70s fun and a great showcase for its cast of rising stars.


2. Dave (1993)

https://youtu.be/PTTe-rxTyh0

Dave is a classic everyman-turned-hero story with a winning Kevin Kline as an affable guy who just happens to be a dead-ringer for the leader of the free world. When Pres. Mitchell has a stroke while fooling around with his mistress, his Chief of Staff (Frank Langella) hatches a plan to temporarily have Kline's Dave fill in for the President. Langella and Kline are great together, and the scene where Dave calls his accountant friend (played by Charles Grodin) to come over to the White House and balance the budget is just one of the sharp ways director Ivan Reitman and screenwriter Gary Ross (Big) poke fun at politics. Look for Sigourney Weaver, reteaming with Reitman after the Ghostbusters movies, as the First Lady who slowly begins to realize something is off about her Husband-in-Chief.


1. Election (1999)

https://www.youtube.com/watch?v=jA0RnDQiFbQ

If you think national politics is cutthroat, just wait until you meet high school president candidate Tracy Flick. Tracy, as played by Reese Witherspoon, is like a teenage version of Amy Poehler's Leslie Knope, but without the likeable personality. Mathew Broderick hits all the right notes as the teacher who starts off being respected but finds his whole life falling apart while overseeing the election. A dark comedy that shows the downside of driven political candidates, Election is a film that remains topical with every new voting season.

Watch MTV's Tabitha Soren covering the heated 1992 Ohio Governor race below. To find out who wins, catch the season premiere of Documentary Now! September 14th at 10P on IFC.

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